Results for:
chemical Classification: terpenes

5-methyl-2-propan-2-ylcyclohexan-1-ol

Mass-Spectra

Compound Details

Synonymous names
MENTHOL
dl-Menthol
1490-04-6
2-Isopropyl-5-methylcyclohexanol
15356-70-4
89-78-1
Cyclohexanol, 5-methyl-2-(1-methylethyl)-
Menthyl alcohol
p-Menthan-3-ol
Mentholum
Caswell No. 540
Mineral ice
Hexahydrothymol
5-methyl-2-propan-2-ylcyclohexan-1-ol
3-Hydroxy-p-menthane
CCRIS 9231
(+/-)-Menthol
EINECS 216-074-4
Neomenthol
Menthol [USP]
Menthol natural
EPA Pesticide Chemical Code 051601
rac-Menthol
HSDB 593
DTXSID8029650
AI3-08161
Therapeutic mineral ice
Menthol, dl-
5-Methyl-2-(1-methylethyl)cyclohexanol
2-Isopropyl-5-methylcyclohexan-1-ol
Fisherman's friend lozenges
DTXCID30805
5-methyl-2-(propan-2-yl)cyclohexan-1-ol
CHEBI:25187
(1R,2S,5R)-Menthol
EC 216-074-4
Menthol (USP)
MFCD00001484
(1S, 2S, 5R)-(+)-Neomenthol
491-01-0
5-methyl-2-(propan-2-yl)cyclohexanol
Menthol 1000 microg/mL in Acetonitrile
(1R,2R,5R)-Isomenthol
Racemic menthol
FEMA No. 2665
491-02-1
3-p-Menthanol
Menthol, cis-1,3,trans-1,4-
MEGGEZONE
MFCD00062983
DL-ISOMENTHOL
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.alpha.,5.beta.)]-
3-p-Menthol
(+/-)-p-Menthan-3-ol
CAS-1490-04-6
L(-)-Menthol
Robitussin Cough Drops
UNII-L7T10EIP3A
(1R,2R,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
5-Methyl-2-(1-methylethyl)-cyclohexanol
Menthol racemate
MFCD00062980
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.alpha.)-
2-Isopropyl-5-methyl-cyclohexanol
(-)menthol
NCGC00159382-02
(-) menthol
4-Isopropyl-1-methylcyclohexan-3-ol
BOHENAO
Menthol, 99%
dextro,laevo-neomenthol
dl-Menthol (JP17)
1-methyl-4-isopropyl-3-hydroxycyclohexane
MENTHOL (II)
MENTHOL (MART.)
MENTHOL, UNSPECIFIED
SCHEMBL4612
L7T10EIP3A
Menthol, (.+/-.)-
Menthol, puriss., 99.0%
CHEMBL256087
DL-Menthol, analytical standard
MENTHOL (USP MONOGRAPH)
LEVOMENTHOL OR RACEMENTHOL
MENTHOL, UNSPECIFIED FORM
SALONPAS COMPONENT MENTHOL
AMY3077
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.beta.,5.beta.)]-
Fisherman's friend lozenges (TN)
BDBM248162
HMS3744K19
2-Isopropyl-5-methylcyclohexanol #
BCP27552
BCP31841
CS-M3737
HY-N1369
menthol crystals; 15356-70-4
MENTHOL COMPONENT OF SALONPAS
Tox21_200010
Tox21_303464
1-Methyl-4-isopropyl-3-cyclohexanol
BBL009325
DL-Menthol, >=95%, FCC, FG
STK802468
( inverted exclamation markA)-Menthol
AKOS000119740
AKOS016843634
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.alpha.,5.beta.)-
AM81446
MCULE-3070949324
SB35230
SB44308
SB44857
(2R)-2-isopropyl-5-methyl-cyclohexanol
Menthol, SAJ special grade, >=98.0%
NCGC00159382-03
NCGC00159382-04
NCGC00159382-05
NCGC00159382-06
NCGC00257403-01
NCGC00257564-01
1ST40117
HY-75161
SY004225
SY010603
SY073200
SY157908
VS-02042
DB-063989
Levomenthol; D-(-)-Menthol; (-)-Menthol
CS-0016777
M0321
NS00001027
EN300-19914
LEVOROTATORY-MENTHOL OR RACEMIC-MENTHOL
(+/-)-Menthol, racemic, >=98.0% (GC)
2-Isopropy-5-methylcyclohexanol-1,2,6,6-d4
D04849
D04918
E80543
(1S,2R,5R)-2-isopropyl-5-methyl-cyclohexanol
A808833
A809442
J-500418
Q27109870
L-p-Menthan-3-ol; Menthol ,natural; (1R,2S,5R)-(-)-Menthol
Menthol-plus it inverted exclamation markas 3 isomers-1,2,6,6-d4
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.alpha.)-(.+/-.)-
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1.alpha.,2.alpha.,5.beta.)]-
L-Menthol; (-)-Menthol; Levomenthol; Menthomenthol;2-isopropyl-5-methyl-cyclohexanol;Menthol
Microorganism:

Yes

IUPAC name5-methyl-2-propan-2-ylcyclohexan-1-ol
SMILESCC1CCC(C(C1)O)C(C)C
InchiInChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
FormulaC10H20O
PubChem ID1254
Molweight156.26
LogP3
Atoms11
Bonds1
H-bond Acceptor1
H-bond Donor1
Chemical Classificationalcohols terpenes
CHEBI-ID25187
Supernatural-IDSN0251131

mVOC Specific Details

Boiling Point
DegreeReference
214.6 °C peer reviewed
Volatilization
The Henry's Law constant for menthol is estimated as 2.6X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that menthol is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 2 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 18 days(SRC). Menthol's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Menthol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 7.7X10-3 mm Hg(SRC), determined from a fragment constant method(1).
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of May 13, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of menthol can be estimated to be 88(SRC). According to a classification scheme(2), this estimated Koc value suggests that menthol is expected to have high mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of May 13, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
Vapor Pressure
PressureReference
7.67X10-3 mm Hg at 25 deg C (est)US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of July 28, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
MS-Links
Massbank-Links

Species emitting the compound
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
ProkaryotaCytophaga-Flavobacterium-Bacteroidesn/an/ano
ProkaryotaStigmatella Aurantiacan/an/ano
ProkaryotaSerratia Proteamaculansn/an/ano
ProkaryotaCarnobacterium Divergensn/an/ano
ProkaryotaPseudomonas Fragin/an/ano
ProkaryotaLentilactobacillus Buchnerimaize silageHS-SPME coupled with GC-TOF MSno
ProkaryotaLacticaseibacillus Paracaseimaize silageHS-SPME coupled with GC-TOF MSno


1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane

Mass-Spectra

Compound Details

Synonymous names
Eucalyptol
cineole
1,8-Cineole
470-82-6
1,8-Cineol
Cajeputol
1,8-Epoxy-p-menthane
Eucalyptole
Eucapur
Zineol
Terpan
p-Cineole
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane
1,8-Oxido-p-menthane
Eukalyptol
CINEOL
Cucalyptol
Soledum
8000-48-4
p-Menthane, 1,8-epoxy-
Eukalyptol [Czech]
Eucalyptol (natural)
FEMA No. 2465
2-Oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-
Cineole (VAN)
Eucaly
NCI-C56575
NSC-6171
2-Oxabicyclo(2.2.2)octane, 1,3,3-trimethyl-
1,3,3-Trimethyl-2-oxabicyclo(2.2.2)octane
2-Oxa-1,3,3-trimethylbicyclo(2.2.2)octane
NSC6171
NSC 6171
RV6J6604TK
DTXSID4020616
CHEBI:27961
2-Oxa-1,3,3-trimethylbicyclo[2.2.2]octane
MFCD00167977
DTXCID60616
CNL
4,7,7-trimethyl-8-oxabicyclo[2.2.2]octane
Eucalyptol [USAN]
NCGC00091666-01
NCGC00091666-04
EUCALYPTOL (II)
EUCALYPTOL [II]
CINEOLE (MART.)
CINEOLE [MART.]
EUCALYPTOL (USP-RS)
EUCALYPTOL [USP-RS]
CINEOLE (EP MONOGRAPH)
CINEOLE [EP MONOGRAPH]
(1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
EUCALYPTOL (USP IMPURITY)
EUCALYPTOL [USP IMPURITY]
EUCALYPTOL (USP MONOGRAPH)
EUCALYPTOL [USP MONOGRAPH]
Eucalyptol 1000 ug/mL in Methanol
UNII-RV6J6604TK
CAS-470-82-6
SMR000471853
1,8 Cineole
CCRIS 3727
HSDB 991
Cineole (Eucalyptol)
1,8 Cineol
1,8 Epoxy p menthane
Eucalyptol [USAN:USP]
EINECS 207-431-5
cineoles
Rosatra
Terpane
Cyneol
BIDD:ER0481
AI3-00578
2,2,4-trimethyl-3-oxabicyclo[2.2.2]octane
Eucalyptol,(S)
Germ Free ARIA
Eucalyptol (USP)
1.8-cineole
1_8_cineole
Eucalyptol, 99%
Eucalyptol, Ph Helv
p-Menthane,8-epoxy-
1,8-Oxido-p-methane
EUCALYPTOL [MI]
WLN: T66 A B AOTJ B1 B1 F1
CINEOLE [INCI]
EUCALYPTOL [FCC]
Spectrum2_000221
Spectrum3_000683
Spectrum4_001747
Spectrum5_000704
EUCALYPTOL [FHFI]
EUCALYPTOL [HPUS]
EUCALYPTOL [HSDB]
EUCALYPTOL [INCI]
CINEOLE [WHO-DD]
EUCALYPTOL [VANDF]
bmse000523
EC 207-431-5
SCHEMBL19622
SCHEMBL41020
BSPBio_002405
KBioGR_002194
MLS001050089
MLS001066338
DivK1c_000333
SPECTRUM1500294
SPBio_000261
Eucalyptol, analytical standard
CHEMBL485259
GTPL2464
CHEMBL1231862
CHEMBL1397305
SCHEMBL13554591
SCHEMBL17836873
SCHEMBL23876132
CHEBI:23243
HMS501A15
KBio1_000333
KBio3_001625
NINDS_000333
P-METHANE, 1,8-EPOXY-
HMS2271P04
Pharmakon1600-01500294
HY-N0066
Tox21_111161
Tox21_202090
Tox21_302902
BDBM50459887
CCG-36080
NSC760388
AKOS015903223
AKOS016034339
AKOS037514637
Tox21_111161_1
CCG-266254
CS-8146
DB03852
LMPR0102090019
NSC-760388
Eucalyptol 1000 microg/mL in Methanol
IDI1_000333
Eucalyptol, tested according to Ph.Eur.
NCGC00091666-02
NCGC00091666-03
NCGC00091666-05
NCGC00095774-01
NCGC00178671-01
NCGC00256479-01
NCGC00259639-01
NCGC00389703-01
AC-20234
Eucalyptol, natural, >=99%, FCC, FG
LS-13868
NCI60_005108
1,3-Trimethyl-2-oxabicyclo[2.2.2]octane
2-Oxa-1,3-trimethylbicyclo[2.2.2]octane
DB-070775
2-Oxabicyclo[2.2.2]octane,3,3-trimethyl-
NS00002794
Rosatra Synergyfor treatment of Acne Rosacea
C09844
D04115
AB01563262_01
Q161572
SR-01000763816
SR-01000763816-2
W-106080
1,8-Cineole, primary pharmaceutical reference standard
1,3,3-TRIMETHYL-2-OXABICYCLO(2.2.2.)OCTANE
Cineole, European Pharmacopoeia (EP) Reference Standard
Eucalyptol, certified reference material, TraceCERT(R)
F0001-1260
Eucalyptol, United States Pharmacopeia (USP) Reference Standard
Eucalyptol (cineole), Pharmaceutical Secondary Standard; Certified Reference Material
InChI=1/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H
Microorganism:

Yes

IUPAC name1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
SMILESCC1(C2CCC(O1)(CC2)C)C
InchiInChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3
FormulaC10H18O
PubChem ID2758
Molweight154.25
LogP2.5
Atoms11
Bonds0
H-bond Acceptor1
H-bond Donor0
Chemical Classificationethers terpenes
CHEBI-ID27961
Supernatural-IDSN0407877

mVOC Specific Details

Boiling Point
DegreeReference
176 °C peer reviewed
Volatilization
The Henry's Law constant for 1,8-cineole is estimated as 1.1X10-4 atm-cu m/mole(SRC) derived from its vapor pressure, 1.90 mm Hg(1), and water solubility, 3.5X10+3 mg/L(2). This Henry's Law constant indicates that cineole is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 13 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 8 days(SRC). 1,8-Cineole's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of 1,8-cineole from dry soil surfaces may exist(SRC) based upon the vapor pressure(1).
Literature: (1) Riddick JA et al, eds; Techniques of Chemistry. 4th ed. Vol II. Organic Solvents. New York, NY: John Wiley and Sons, (1985) (2) Yalkowsky SH et al; Handbook of Aqueous Solubility Data. 2nd ed., Boca Raton, FL: CRC Press p. 730 (2010) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Soil Adsorption
The Koc of 1,8-cineole is estimated as 220(SRC), using a log Kow of 2.74(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1,8-cineole is expected to have moderate mobility in soil. In soil infiltration studies using secondary effluent from Fort Polk, LA collected Nov 4-5 1980, 1,8-cineole, present at 0.091 ug/L, was not detected in column fluid effluents on the second inundation cycle(4).
Literature: (1) Griffin S et al; J Chromatogr 864: 221-28 (1999) (2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of Apr 20, 2014: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (3) Swann RL et al; Res Rev 85: 17-28 (1983) (4) Hutchins SR et al; Environ Toxicol Chem 2: 195-216 (1983)
Vapor Pressure
PressureReference
1.90 mm Hg at 25 deg CRiddick, J.A., W.B. Bunger, Sakano T.K. Techniques of Chemistry 4th ed., Volume II. Organic Solvents. New York, NY: John Wiley and Sons., 1985., p. 307
MS-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaHypoxylon AnthochroumNAMacías-Rubalcava et al. 2018
ProkaryotaErwinia Amylovoraenhances Arabidopsis thaliana shoot and root growthbacterial collection of the LabParmagnani et al. 2023
EukaryotaHypoxylon Anthochroumnaendophytic in Bursera lancifoliaUlloa-Benítez et al. 2016
EukaryotaHypoxylon AnthochroumNAShaw et al. 2015
EukaryotaGloeophyllum OdoratumNAKahlos et al. 1994
EukaryotaFistulina HepaticaNAWu et al. 2005
EukaryotaFusarium FujikuroiNABrock et al. 2011
EukaryotaGanoderma Lucidumnasaprophytic on deciduous treesCampos Ziegenbein et al. 2006
EukaryotaAntrodia CinnamomeananaLu et al. 2014
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
EukaryotaSaccharomyces EubayanusNANAMardones et al. 2022
Meyerozyma GuilliermondiiXiong et al. 2023
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaHypoxylon Anthochroumrice medium (RM, 300g of rice and 300ml of water)SPME, GC-MSyes
ProkaryotaErwinia AmylovoraSBSE/GC-MSno
EukaryotaHypoxylon AnthochroumPDA/WA + 500 mg l^-1 ChloramphenicolSPME-GC/MSyes
EukaryotaHypoxylon Anthochroumno
EukaryotaGloeophyllum Odoratumno
EukaryotaFistulina Hepaticano
EukaryotaFusarium Fujikuroino
EukaryotaGanoderma LucidumnaGC/MSno
EukaryotaAntrodia CinnamomeaPDAGC/MSyes
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno
EukaryotaSaccharomyces EubayanusYPD agar media (yeast extract 1%, peptone 2%, glucose 2% and agar 2%)HS‐SPME‐GC‐MSno
Meyerozyma GuilliermondiiYEPD, 10 g/L yeast extrac, 20 g/L peptone, 20 g dextroseGC-MS and GC-IMSno


2-methoxy-4-prop-2-enylphenol

Mass-Spectra

Compound Details

Synonymous names
eugenol
97-53-0
4-Allyl-2-methoxyphenol
4-Allylguaiacol
Eugenic acid
Allylguaiacol
p-Eugenol
Caryophyllic acid
p-Allylguaiacol
2-Methoxy-4-prop-2-enylphenol
2-Methoxy-4-allylphenol
Phenol, 2-methoxy-4-(2-propenyl)-
Engenol
1,3,4-Eugenol
2-Methoxy-4-(2-propenyl)phenol
5-Allylguaiacol
Synthetic eugenol
1-Hydroxy-2-methoxy-4-allylbenzene
4-Allylcatechol-2-methyl ether
2-Methoxy-1-hydroxy-4-allylbenzene
4-Allyl-1-hydroxy-2-methoxybenzene
bioxeda
1-Hydroxy-2-methoxy-4-prop-2-enylbenzene
2-methoxy-4-(prop-2-en-1-yl)phenol
2-Hydroxy-5-allylanisole
FEMA No. 2467
4-Hydroxy-3-methoxy-1-allylbenzene
4-Hydroxy-3-methoxyallylbenzene
2-Methoxy-4-(2-propen-1-yl)phenol
Eugenol (natural)
Phenol, 4-allyl-2-methoxy-
4-Allylcatechol 2-methyl ether
NCI-C50453
1-allyl-4-hydroxy-3-methoxybenzene
1-Allyl-3-methoxy-4-hydroxybenzene
Caswell No. 456BC
FEMA Number 2467
2-Metoksy-4-allilofenol
CCRIS 306
FA 100
CHEBI:4917
HSDB 210
NSC 209525
Caryophillic acid
NSC-8895
EINECS 202-589-1
Eugenol (USP)
Eugenol [USP]
EPA Pesticide Chemical Code 102701
NSC-209525
UNII-3T8H1794QW
BRN 1366759
DTXSID9020617
Phenol, 2-methoxy-4-(2-propen-1-yl)-
AI3-00086
3T8H1794QW
MFCD00008654
naturel
CHEMBL42710
DTXCID90617
2-Methoxy-4-(3-propenyl)phenol
2-methoxy-4-prop-2-enyl-phenol
EC 202-589-1
3-(3-methoxy-4-hydroxyphenyl)propene
NCGC00091449-05
EUGENOL (IARC)
EUGENOL [IARC]
EUGENOL (II)
EUGENOL [II]
EUGENOL (MART.)
EUGENOL [MART.]
EUGENOL (USP-RS)
EUGENOL [USP-RS]
Eugenol [USAN]
WLN: 1U2R DQ CO1
EUGENOL (EP MONOGRAPH)
EUGENOL [EP MONOGRAPH]
EUGENOL (USP MONOGRAPH)
EUGENOL [USP MONOGRAPH]
CAS-97-53-0
2-Metoksy-4-allilofenol [Polish]
SR-05000002043
allylguaicol
natural
naturale
oogenol
phenylpropanoid
redistillation
Eugenolum
fractionation,
animal feed
water white
Dentek Eugenol
alim ue
fami qs
Teething Gel
ugenol,
eugenic acid,
clove,
Isolate,
US Pharmacopoeia
Eugenol BP
flash distillation
clove oil fraction
Nuby Teething Gel
Eugenol,(S)
1-hydroxy-4-allyl-2-methoxybenzene
Red Cross Toothache
British Pharmacopoeia
clove oil terpeneless
eugenol for synthesis
Eugenol1518
4-allyl-2methoxyphenol
3s0e
EFEUF,
EUGENOL [VANDF]
EUGENOL [FHFI]
EUGENOL [HSDB]
EUGENOL [INCI]
Marshall Toothache Drops
4-allyl 2-methoxyphenol
EUGENOL [FCC]
EUGENOL [MI]
Spectrum2_001264
Spectrum3_000646
Spectrum4_001783
Spectrum5_000425
EUGENOL [WHO-DD]
4-allyl-2-methoxy-Phenol
bmse010053
Epitope ID:114091
Eugenol, puriss., 98%
AnaDent Childrens Kanka Gel
Eugenol Toothache Medication
SCHEMBL20361
BSPBio_002251
KBioGR_002327
MLS000028901
SEUGE0001
BIDD:ER0696
DivK1c_000692
SPECTRUM1500296
SPBio_001228
GTPL2425
HMS502C14
KBio1_000692
KBio3_001471
Eugenol, ReagentPlus(R), 99%
NSC8895
4-(2-Propenyl)-2-methoxyphenol
Eugenol, natural, >=98%, FG
NINDS_000692
Eugenol, >=98%, FCC, FG
HMS1920O08
HMS2091F09
Pharmakon1600-01500296
2-methoxy-4-(2-propenyl)-phenol
HY-N0337
Tox21_111134
Tox21_202040
Tox21_300105
BBL027721
BDBM50164168
CCG-38827
NSC209525
NSC757030
s4706
STL371304
Eugenol, tested according to Ph.Eur.
AKOS000121354
Tox21_111134_1
CS-7807
DB09086
FS-2702
NSC-757030
SDCCGMLS-0066578.P001
IDI1_000692
USEPA/OPP Pesticide Code: 102701
Eugenol 1000 microg/mL in Acetonitrile
NCGC00091449-01
NCGC00091449-02
NCGC00091449-03
NCGC00091449-04
NCGC00091449-06
NCGC00091449-07
NCGC00091449-08
NCGC00091449-10
NCGC00253915-01
NCGC00259589-01
AC-34149
Eugenol, Vetec(TM) reagent grade, 98%
SMR000059114
2-METHOXY-4-(2'-PROPENYL)PHENOL
SBI-0051381.P003
DB-261256
Eugenol, PESTANAL(R), analytical standard
A0232
NS00003629
EN300-16622
D04117
AB00051992_02
A845719
Eugenol, primary pharmaceutical reference standard
Q423357
Eugenol, certified reference material, TraceCERT(R)
Q-201105
SR-05000002043-1
SR-05000002043-2
BRD-K32977963-001-01-9
BRD-K32977963-001-03-5
Z56347226
EUGENOL (CONSTITUENT OF HOLY BASIL LEAF) [DSC]
Eugenol, European Pharmacopoeia (EP) Reference Standard
F0001-2306
2-methoxy-4-(prop-2-en-1-yl)phenol4-allyl-2-methoxyphenol
EUGENOL (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC]
EUGENOL (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC]
Eugenol, United States Pharmacopeia (USP) Reference Standard
Eugenol, Pharmaceutical Secondary Standard; Certified Reference Material
InChI=1/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H
Microorganism:

Yes

IUPAC name2-methoxy-4-prop-2-enylphenol
SMILESCOC1=C(C=CC(=C1)CC=C)O
InchiInChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3
FormulaC10H12O2
PubChem ID3314
Molweight164.2
LogP2
Atoms12
Bonds3
H-bond Acceptor2
H-bond Donor1
Chemical Classificationaromatic compounds ethers phenols terpenes benzenoids phenylpropenes
CHEBI-ID4917
Supernatural-IDSN0332901

mVOC Specific Details

Boiling Point
DegreeReference
225 °C peer reviewed
Volatilization
The Henry's Law constant for eugenol is estimated as 1.92X10-6 atm-cum/mole(SRC) derived from its extrapolated vapor pressure, 0.0221 mm Hg at 25deg C(1), and water solubility, 2460 mg/L at 25 deg C(2). This Henry's Law constant indicates that eugenol is expected to volatilize slowly from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 25 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 183 days(SRC). Eugenol's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). A theoretical model of soil volatilization predicts that 4-33% of eugenol applied to a soil surface will volatilize during the first 10 days(4); the fastest volatilization rates occur with lowest soil organic content and moisture content(4). Although eugenol's vapor pressure might suggest that volatilization from dry soil will not occur, the compound is used in fragrance and odorant applications that result in inhalation exposure(SRC); therefore, volatilization from dry soil is expected to occur(SRC).
Literature: (1) Van Roon A et al; Chemosphere 61: 599-609 (2005) (2) Yalkowky SH et al; Handbook of Aqueous Solubility Data 2nd ed., Boca Raton, FL: CRC Press, p. 687(2010) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (4) Van Roon A et al; Chemosphere 61: 129-138 (2005)
Soil Adsorption
The Koc of eugenol is estimated as 340(SRC), using a log Kow of 2.49(1) and a regression-derived equation(2). According to a classification scheme(3), these estimated Koc values suggest that eugenol is expected to have moderate to lowmobility in soil.
Literature: (1) Dias NC et al; Analyst 128: 427-433 (2003) (2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Jan, 2011.Available from, as of Jun 26, 2012: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (3) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.0221 mm Hg at 25 deg CVan Roon A et al; Chemosphere 61: 599-609 (2005)
MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
ProkaryotaLactobacillus Plantarumginkgo biloba kernel juicetriple quadrupole GC-MSno
EukaryotaAntrodia CinnamomeaPDAGC/MSyes
Lactiplantibacillus Plantarumfermentation of ginkgo kernel juiceGC-IMSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno


(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) Acetate

Mass-Spectra

Compound Details

Synonymous names
BORNYL ACETATE
92618-89-8
Isobornyl acetate
Borneol, acetate
1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate
5655-61-8
Bornyl acetic ether
2-Camphanol acetate
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
125-12-2
L-(-)-Bornyl acetate
endo-2-Camphanyl ethanoate
bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate
D,L-Isobornyl Acetate
Acetic acid, 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
endo-bornyl acetate
MFCD00867808
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetate
NSC-407158
NCGC00159354-02
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate #
endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
SCHEMBL117760
(+)-Acetic acid bornyl ester
CHEMBL1439452
DTXSID80859098
HMS3264P09
Pharmakon1600-01502510
BBL033932
NSC163480
NSC407158
NSC759844
STK079562
AKOS005392232
CCG-213841
MCULE-5021705670
NSC-163480
NSC-759844
NCGC00159354-03
NCGC00159354-06
NCI60_020169
VS-12345
DB-066148
DB-072157
CS-0313797
NS00009276
AB01563199_01
1,7-Trimethylbicyclo[2.2.1]heptan-2-ol acetate
SR-01000944256
SR-01000944256-1
(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) acetate
Bicyclo[2.2.1]heptan-2-ol,7,7-trimethyl-, acetate, endo-
endo-(1R)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] acetate
Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-,2-acetate,(1S,2R,4S)-
Microorganism:

Yes

IUPAC name(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) acetate
SMILESCC(=O)OC1CC2CCC1(C2(C)C)C
InchiInChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3
FormulaC12H20O2
PubChem ID6448
Molweight196.29
LogP3.3
Atoms14
Bonds2
H-bond Acceptor2
H-bond Donor0
Chemical Classificationesters terpenes
CHEBI-ID3151
Supernatural-IDSN0184768

mVOC Specific Details

Boiling Point
DegreeReference
220 °C peer reviewed
Volatilization
The Henry's Law constant for isobornyl acetate is estimated as 9.5X10-5 atm-cu m/mole(SRC) developed using a fragment constant estimation method(1). This Henry's Law constant indicates that isobornyl acetate is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 17 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 9.5 days(SRC). Isobornyl acetate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC).Isobornyl acetate has an estimated vapor pressure of 0.11 mm Hg(SRC), determined from a fragment constant method(13) and exists as a liquid under environmental conditions: therefore, isobornyl acetate may volatilize from dry soil(SRC). Isobornyl acetate dissipated within one week when added along with 21 other fragrance materials to a Georgetown, DE anaerobically digested municipal sludge and applied to four soils (sandy agricultural loam, silty midwestern agrigultural loam, high organic carbon soil, and a highly weathered oxide-rich soil)(3).
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of isobornyl acetate can be estimated to be 420(SRC). According to a classification scheme(2), this estimated Koc value suggests that isobornyl acetate is expected to moderate mobility in soil(SRC).

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus NigerNANACosta et al. 2016
EukaryotaCandida AlbicansNANACosta et al. 2016
EukaryotaPenicillium ChrysogenumNANACosta et al. 2016
ProkaryotaStreptomyces Sp.n/aNADickschat et al. 2005_2
ProkaryotaChondromyces Crocatusn/aNASchulz et al. 2004
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus NigerYeast Glucose ChloramphenicolSPME/GCxGC-MSno
EukaryotaCandida AlbicansYeast Glucose ChloramphenicolSPME/GCxGC-MSno
EukaryotaPenicillium ChrysogenumYeast Glucose ChloramphenicolSPME/GCxGC-MSno
ProkaryotaStreptomyces Sp.n/an/ano
ProkaryotaChondromyces Crocatusn/an/ano


3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate

Compound Details

Synonymous names
Linalyl isobutyrate
78-35-3
Linalool isobutyrate
Linalyl 2-methylpropanoate
Linalool, isobutyrate
3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate
Isobutyric acid, linalyl ester
1,5-Dimethyl-1-vinyl-4-hexenyl isobutyrate
FEMA No. 2640
1,6-Octadien-3-ol, 3,7-dimethyl-, isobutyrate
3,7-Dimethyl-1,6-octadienyl isobutyrate
3,7-Dimethyl-1,6-octadien-3-yl isobutyrate
NSC 46145
ISOBUTYRIC ACID, 1,5-DIMETHYL-1-VINYL-4-HEXENYL ESTER
1,5-Dimethyl-1-vinylhex-4-enyl isobutyrate
3,7-Dimethyl-1,6-octadien-3-ol isobutyrate
3,7-Dimethyl-1,6-octadien-3-yl isobutanoate
Propanoic acid, 2-methyl-, 1-ethenyl-1,5-dimethyl-4-hexenyl ester
3,7-Dimethyl-1,6-octadien-3-yl 2-methylpropanoate
1-Ethenyl-1,5-dimethyl-4-hexenyl 2-methylpropanoate
DTXSID6047490
(1)-1,5-Dimethyl-1-vinylhex-4-enyl isobutyrate
NSC-46145
8867Y4G46L
Propanoic acid, 2-methyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester
3,7-Dimethylocta-1,6-dien-3-yl isobutyrate
1,5-Dimethyl-1-vinyl-4-hexenyl 2-methylpropanoate
Linalylisobutyrate
EINECS 201-108-2
EINECS 305-132-5
BRN 1726378
linalylisobutyrat
AI3-24264
UNII-8867Y4G46L
Linalol isobutyrate
Linalyl iso-Butyrate
Isobutyric acid, linalyl ester (6CI)
3,6-octadienyl isobutyrate
4-02-00-00849 (Beilstein Handbook Reference)
SCHEMBL560781
3,6-octadien-3-yl isobutyrate
CHEMBL3185164
DTXCID4027490
FEMA 2640
1, 3,7-dimethyl-, isobutyrate
LINALYL ISOBUTYRATE [FCC]
CHEBI:171776
LINALYL ISOBUTYRATE [FHFI]
NSC46145
Tox21_302721
AKOS015837556
CAS-78-35-3
NCGC00256753-01
AS-77518
3,7-Dimethyl-1, 6-octadienyl isobutyrate
WLN: 1Y1&VOX1&1U1&3UY1&1
DB-056304
NS00012795
3, 7-Dimethyl-1,6-octadien-3-yl isobutyrate
D93228
Isobutyric acid,5-dimethyl-1-vinyl-4-hexenyl ester
Q27269894
Propanoic acid, 1-ethenyl-1,5-dimethyl-4-hexenyl ester
Microorganism:

Yes

IUPAC name3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate
SMILESCC(C)C(=O)OC(C)(CCC=C(C)C)C=C
InchiInChI=1S/C14H24O2/c1-7-14(6,10-8-9-11(2)3)16-13(15)12(4)5/h7,9,12H,1,8,10H2,2-6H3
FormulaC14H24O2
PubChem ID6532
Molweight224.34
LogP4.3
Atoms16
Bonds7
H-bond Acceptor2
H-bond Donor0
Chemical Classificationterpenes esters
CHEBI-ID171776
Supernatural-IDSN0179400

mVOC Specific Details

Boiling Point
DegreeReference
228 median
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno


3,7-dimethylocta-1,6-dien-3-ol

Mass-Spectra

Compound Details

Synonymous names
Linalool
78-70-6
3,7-Dimethylocta-1,6-dien-3-ol
Linalol
LINALYL ALCOHOL
3,7-Dimethyl-1,6-octadien-3-ol
allo-Ocimenol
beta-Linalool
(+-)-Linalool
Phantol
1,6-Octadien-3-ol, 3,7-dimethyl-
p-Linalool
Linanool
Linolool
(+/-)-linalool
2,6-Dimethyl-2,7-octadien-6-ol
2,6-Dimethylocta-2,7-dien-6-ol
.beta.-Linalool
2,6-Dimethyl-2,7-octadiene-6-ol
FEMA No. 2635
NSC 3789
(RS)-Linalool
DIABEXALL
(1)-3,7-Dimethyl-1,6-octadien-3-ol
CHEBI:17580
LINALOOL, DL-
NSC-3789
3,7-dimethyl-octa-1,6-dien-3-ol
D81QY6I88E
DTXSID7025502
LINALOOL, (+/-)-
NSC3789
L 260-2
MFCD00008906
Linalool 1000 microg/mL in Isopropanol
LINALOOL (USP-RS)
LINALOOL [USP-RS]
(+/-)-3,7-Dimethyl-3-hydroxy-1,6-octadiene
Licareol
22564-99-4
Linalool (natural)
DTXCID305502
Caswell No. 526A
(S)-Linalol
dl-Linalool
FEMA Number 2635
CAS-78-70-6
CCRIS 6557
HSDB 645
EINECS 201-134-4
EINECS 245-083-6
EPA Pesticide Chemical Code 128838
BRN 1721488
UNII-D81QY6I88E
AI3-00942
Linalool b
|A-Linalool
Linalool, .beta.
Linalool,(S)
( )-linalool
Linalool, 97%
2,7-Octadien-6-ol, 2,6-dimethyl-
LINALOOL OIL
3,6-octadien-3-ol
2,7-octadiene-6-ol
LINALOOL [FHFI]
LINALOOL [HSDB]
LINALOOL [INCI]
LINALOOL [FCC]
2,7-dien-6-ol
3,6-dien-3-ol
dl-3,7-Dimethyl-3-hydroxy-1,6-octadiene
LINALOOL [MI]
LINOLOOL (D)
(.+/-.)-Linalool
LINALOOL [WHO-DD]
EC 201-134-4
SCHEMBL20316
Linalool, analytical standard
0-01-00-00462 (Beilstein Handbook Reference)
MLS002152908
CHEMBL25306
LINALOOL, (+-)-
GTPL2469
NDI 595 [FDMS]
FEMA 2635
NDI 595
HMS2268E18
HMS3886G07
Linalool, >=97%, FCC, FG
1, 3,7-dimethyl-, (-)-
HY-N0368
WLN: 1U1XQ1&3UY1&1
Tox21_201658
Tox21_303037
AC-551
BBL027734
BDBM50459894
MFCD09025547
s4957
STL373777
3,7-Dimethyl-1, 6-octadien-3-ol
AKOS015901617
( inverted exclamation markA)-Linalool
CCG-266253
MCULE-2407576698
NCGC00091688-01
NCGC00091688-02
NCGC00091688-03
NCGC00091688-04
NCGC00257060-01
NCGC00259207-01
AS-56047
SMR000112394
SY264412
WLN: 1Y1&U3XQ1&1U1 -,-
DB-062552
(+/-)-3,7-Dimethyl-1,6-octadien-3-ol
CS-0008916
L0048
NS00005142
C03985
EN300-174564
F17676
Linalool, primary pharmaceutical reference standard
Q410932
CU-01000013132-2
Q-201306
Linalool, certified reference material, TraceCERT(R)
Z1255402668
Microorganism:

Yes

IUPAC name3,7-dimethylocta-1,6-dien-3-ol
SMILESCC(=CCCC(C)(C=C)O)C
InchiInChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
FormulaC10H18O
PubChem ID6549
Molweight154.25
LogP2.7
Atoms11
Bonds4
H-bond Acceptor1
H-bond Donor1
Chemical Classificationalcohols terpenes
CHEBI-ID17580
Supernatural-IDSN0042830

mVOC Specific Details

Boiling Point
DegreeReference
198 °C peer reviewed
Volatilization
The Henry's Law constant for linalool is 2.15X10-5 atm-cu m/mole at 25 deg C(1). This Henry's Law constant indicates that linalool is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 54 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 20 days(SRC). Linalool's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Linalool exists as a liquid environmentally at standard temperature and pressure, therefore, it is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.159 mm Hg(3).
Literature: (1) Altschuh J et al; Chemosphere 39: 1871-87 (1999) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) Li J et al; Environ International 24: 353-58 (1998)
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of linalool can be estimated to be 75(SRC). According to a classification scheme(2), this estimated Koc value suggests that linalool is expected to have high mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of Nov 20, 2015: http://www2.epa.gov/tsca-screening-tools (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.159 mm Hg at 23.5 deg CLi J et al; Environ International 24: 353-358 (1998)
MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAHeddergott et al. 2014
EukaryotaAspergillus FischeriNADickschat et al. 2018
EukaryotaClitocybe OdoraFranceBreheret et al. 1997
EukaryotaHydnum RepandumFranceBreheret et al. 1997
EukaryotaLactarius SalmonicolorFranceBreheret et al. 1997
EukaryotaLepista NudaFranceBreheret et al. 1997
EukaryotaMycena RoseaFranceBreheret et al. 1997
EukaryotaTricholoma SulphureumFranceBreheret et al. 1997
EukaryotaCandida AlbicansATCC MYA-2876, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida GlabrataATCC 90030, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida TropicalisATCC 750, American Type Culture CollectionCosta et al. 2020
EukaryotaRhizoctonia Solanidirectional root growth of Brassica rapa rootsNAMoisan et al. 2021
ProkaryotaStreptomyces Caviscabiesn/aNASchulz and Dickschat 2007
ProkaryotaStreptomyces Sp.n/aNADickschat et al. 2005_2
ProkaryotaSerratia Proteamaculansn/aNAErcolini et al. 2009
ProkaryotaCarnobacterium Divergensn/aNAErcolini et al. 2009
ProkaryotaPseudomonas Fragin/aNAErcolini et al. 2009
EukaryotaPaxillus Involutusn/aNAMueller et al. 2013
EukaryotaArmillaria Mellean/aNAMueller et al. 2013
EukaryotaStropharia Rugosoannulatan/aNAMueller et al. 2013
EukaryotaPiptoporus BetulinusnaSachsenwald near HamburgRösecke et al. 2000
ProkaryotaPseudomonas Sp.NANAEtminani et al. 2022
ProkaryotaLentilactobacillus BuchneriNANASquara et al. 2022
ProkaryotaLacticaseibacillus ParacaseiNANASquara et al. 2022
EukaryotaMetschnikowia PulcherrimaNANALjunggren et al. 2019
EukaryotaZygosaccharomyces RouxiiNANAPei et al. 2022
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
ProkaryotaLactobacillus PlantarumNANAZhang et al. 2022
EukaryotaSaccharomycopsis ViniNANAZhao et al. 2022
Lactiplantibacillus PlantarumChen et al. 2023
Bacillus ThuringiensisKoilybayeva et al. 2023
Bacillus SafensisKoilybayeva et al. 2023
Kluyveromyces MarxianusJi et al. 2024
Saccharomyces CerevisiaeJi et al. 2024
Enterobacter CloacaeTallon et al. 2023
Klebsiella OxytocaTallon et al. 2023
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusBrian alendronate supp.SPME/GC-MSno
EukaryotaAspergillus Fischerimedium 129CLSA-GCMSyes
EukaryotaClitocybe Odoraforest soilsolvent extraction, headspace, GCMSno
EukaryotaHydnum Repandumforest soilsolvent extraction, headspace, GCMSno
EukaryotaLactarius Salmonicolorforest soilsolvent extraction, headspace, GCMSno
EukaryotaLepista Nudaforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Roseaforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Sulphureumforest soilsolvent extraction, headspace, GCMSno
EukaryotaCandida AlbicansYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida GlabrataYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida TropicalisYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaRhizoctonia Solani1/5th PDA mediumGC-MSno
ProkaryotaStreptomyces Caviscabiesn/an/ano
ProkaryotaStreptomyces Sp.n/an/ano
ProkaryotaSerratia Proteamaculansn/an/ano
ProkaryotaCarnobacterium Divergensn/an/ano
ProkaryotaPseudomonas Fragin/an/ano
EukaryotaPaxillus InvolutusMelin-Nor krans synthetic medium (modified)Headspace ( using stir bar sorptive extraction )/ GC-MSno
EukaryotaArmillaria MelleaMelin-Nor krans synthetic medium (modified)Headspace ( using stir bar sorptive extraction )/ GC-MSno
EukaryotaStropharia RugosoannulataMelin-Nor krans synthetic medium (modified)Headspace ( using stir bar sorptive extraction )/ GC-MSno
EukaryotaPiptoporus BetulinusnaGC/MSno
ProkaryotaPseudomonas Sp.nutrient agar (NA)GC–MSno
ProkaryotaLentilactobacillus Buchnerimaize silageHS-SPME coupled with GC-TOF MSno
ProkaryotaLacticaseibacillus Paracaseimaize silageHS-SPME coupled with GC-TOF MSno
EukaryotaMetschnikowia Pulcherrimaliquid YPD mediumGC-MSno
EukaryotaZygosaccharomyces RouxiiYPD mediumGC-MSno
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno
ProkaryotaLactobacillus Plantarumchickpea milkUHPLC/MSno
EukaryotaSaccharomycopsis Vinisynthetic grape juiceHS-SPMEno
Lactiplantibacillus Plantarumfermentation of ginkgo kernel juiceGC-IMSno
Bacillus Thuringiensisbacteriological agar (BA, 15 g/L), gelatin peptone (GP, 5 g/L), and meat extract (ME, 3 g/L)GC–MSno
Bacillus Safensisbacteriological agar (BA, 15 g/L), gelatin peptone (GP, 5 g/L), and meat extract (ME, 3 g/L)GC–MSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno
Enterobacter Cloacaetryptone soya broth (TSB) mediaTenax/GC/MSno
Klebsiella Oxytocatryptone soya broth (TSB) mediaTenax/GC/MSno


2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane

Mass-Spectra

Compound Details

Synonymous names
CAMPHENE
79-92-5
Comphene
2,2-Dimethyl-3-methylenenorbornane
(+/-)-Camphene
DL-Camphene
3,3-Dimethyl-2-methylenenorbornane
3,3-Dimethyl-2-methylenenorcamphane
2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane
FEMA No. 2229
2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane
565-00-4
Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-
CCRIS 3783
HSDB 900
NSC 4165
3,3-Dimethyl-2-methylenenorcamphene
EINECS 201-234-8
EINECS 209-275-3
UNII-G3VG94Z26E
CHEBI:3830
G3VG94Z26E
DTXSID8026488
AI3-01775
CAMPHENE, DL-
NSC-4165
2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane
Camphene (2,2-dimethyl-3-methylene-norbornane)
Bicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene-
DTXCID006488
CAMPHENE, (+/-)-
Camphene, (1R,4S)-(+)-
EC 201-234-8
(1)-2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane
CAMPHENE (MART.)
CAMPHENE [MART.]
Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-, (1R)-
CAS-79-92-5
2,2-dimethyl-3-methylidenebicyclo(2.2.1)heptane
MFCD00066603
2,2-dimethyl-3-methylene-norbornane
CAMPHENE [FHFI]
CAMPHENE [HSDB]
CAMPHENE [INCI]
CAMPHENE [FCC]
CAMPHENE [MI]
2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane #
CAMPHENE, D,L-
3,3-Dimethylenenorcamphene
CAMPHENE [WHO-DD]
Bicyclo-(2.2.1)heptane
2,2-Dimethyl-3-methylene-
3,3-dimethyl-2-methylidenebicyclo[2.2.1]heptane
CHEMBL2268550
2,2-Dimethyl-3-methylenebicyclo
NSC4165
2,2-Dimethyl-3-methylene-norborane
Tox21_202014
Tox21_303152
BBL033861
STK801857
AKOS004119935
CCG-266137
MCULE-1011863584
NCGC00249149-01
NCGC00257126-01
NCGC00259563-01
WLN: L55 A CYTJ CU1 D1 D1
VS-12317
2,2-DIMETHYL-3-METHYLENE NORBORANE
DB-053130
DB-056393
DB-057848
NS00006622
3,3-DIMETHYL-2-METHYLENE NORCAMPHANE
EN300-20391
(1R,4S)-2,2-dimethyl-3-methylene-norbornane
C06076
E87135
Bicyclo[2.2.1]heptane,2-dimethyl-3-methylene-
Q416775
SR-01000944833
Bicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene
SR-01000944833-1
CAMPHENE(2,2-DIMETHYL-3-METHYLENE-NORBORNANE)
Z104478010
Microorganism:

Yes

IUPAC name2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane
SMILESCC1(C2CCC(C2)C1=C)C
InchiInChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3
FormulaC10H16
PubChem ID6616
Molweight136.23
LogP3.3
Atoms10
Bonds0
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID3830
Supernatural-IDSN0053728

mVOC Specific Details

Boiling Point
DegreeReference
161 °C peer reviewed
Volatilization
The Henry's Law constant for camphene is estimated as 0.098 atm-cu m/mole(SRC) derived from its vapor pressure, 2.5 mm Hg(1), and water solubility, 4.6 mg/L(2). This Henry's Law constant indicates that camphene is expected to volatilize rapidly from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 1 hour(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 5 days(SRC). Camphene's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of camphene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2.5 mm Hg(1).
Literature: (1) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, DC: Taylor and Francis (1989) (2) Chemicals Inspection and Testing Institute; Biodegradation and Bioaccumulation Data of Existing Chemicals Based on the CSCL Japan. Japan Chemical Industry Ecology - Toxicology and Information Center. ISBN 4-89074-101-1 p.4-40 (1992) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of camphene can be estimated to be 1000(SRC). According to a classification scheme(2), this estimated Koc value suggests that camphene is expected to have low mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of May 29, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
2.5 mm Hg at 25 deg CDaubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAHeddergott et al. 2014
EukaryotaAspergillus FumigatusNANAAhmed et al. 2018
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaBoletus AestivalisFranceBreheret et al. 1997
EukaryotaCantharellus CibariusFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaGomphidius GlutinosusFranceBreheret et al. 1997
EukaryotaHydnum RepandumFranceBreheret et al. 1997
EukaryotaMycena PuraFranceBreheret et al. 1997
EukaryotaMycena RoseaFranceBreheret et al. 1997
EukaryotaSuillus LuteusFranceBreheret et al. 1997
EukaryotaTricholoma SulphureumFranceBreheret et al. 1997
EukaryotaTuber Magnatumn/aItalian geographical areas (Emilia Romagna, Border region area between Emilia Romagna and Marche)Gioacchini et al. 2008
EukaryotaAspergillus Fumigatuscompost Fischer et al. 1999
ProkaryotaPedobacter Sp.narhizosphere of Marram grass in sandy dune soils, NetherlandsGarbeva et al. 2014
EukaryotaPenicillium Communenain dry-cured meat products, cheeseSunesson et al. 1995
EukaryotaSpongiporus Leucomallellusnasaprophytic mostly on wet, old pinesCampos Ziegenbein et al. 2006
EukaryotaFomitopsis PinicolanaGermanyRösecke et al. 2000
EukaryotaAntrodia CinnamomeananaLu et al. 2014
EukaryotaFusarium Culmorumaffects swarming and swimming motility of Serratia plymuthica PRI-2C; affects swarming ability of Collimonas pratensis Ter291sandy dune soil, NetherlandsSchmidt et al. 2015
EukaryotaSaccharomyces CerevisiaeNANALjunggren et al. 2019
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
Kluyveromyces MarxianusJi et al. 2024
Saccharomyces CerevisiaeJi et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusBrianSPME/GC-MSno
EukaryotaAspergillus FumigatusAMMTD/GC-MSno
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaBoletus Aestivalisforest soilsolvent extraction, headspace, GCMSno
EukaryotaCantharellus Cibariusforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaGomphidius Glutinosusforest soilsolvent extraction, headspace, GCMSno
EukaryotaHydnum Repandumforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Puraforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Roseaforest soilsolvent extraction, headspace, GCMSno
EukaryotaSuillus Luteusforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Sulphureumforest soilsolvent extraction, headspace, GCMSno
EukaryotaTuber Magnatumn/amicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
EukaryotaAspergillus Fumigatusyest extract sucroseTenax/GC-MSno
ProkaryotaPedobacter Sp.sand containing artificial root exudatesGC/MSno
EukaryotaPenicillium CommuneDG18GC/MSno
EukaryotaSpongiporus LeucomallellusnaGC/MSno
EukaryotaFomitopsis PinicolanaGC/MSno
EukaryotaAntrodia CinnamomeaPDAGC/MSyes
EukaryotaFusarium Culmorumpotato dextrose agarGC/MS-Q-TOFno
EukaryotaSaccharomyces Cerevisiaeliquid YPD mediumGC-MSno
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno


2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

Mass-Spectra

Compound Details

Synonymous names
ALPHA-PINENE
80-56-8
2-Pinene
Acintene A
.alpha.-Pinene
2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
pin-2(3)-ene
Pinene isomer
alfa-Pinene
Sylvapine A
PINENE, ALPHA
(+/-)-alpha-Pinene
(+/-)-2-Pinene
NSC 7727
pin-2-ene
Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-
Leavo-95
DTXSID4026501
CHEBI:36740
(+-)-2-pinene
NSC-7727
2,6,6-Trimethylbicyclo(3.1.1)-2-hept-2-ene
PC-500(TERPENE)
FEMA No. 2902
alpha-Pinene (natural)
2437-95-8
FEMA Number 2902
DTXCID006501
4,6,6-Trimethylbicyklo(3,1,1)hept-3-en
2,6,6-Trimethylbicyclo(3.1.1)hept-2-ene
(1R)-(+)-alpha-Pinene
NSC94522
NSC94523
CCRIS 697
PC-500
HSDB 720
NCGC00090682-01
(-)-?-Pinene
DL-Pin-2(3)-ene
EINECS 201-291-9
EINECS 219-445-9
UNII-JPF3YI7O34
BRN 3194807
(1R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
25766-18-1
AI3-24594
Bicyclo(3.1.1)hept-2-ene, 2,6,6-trimethyl
1S-.alpha.-Pinene
CAS-80-56-8
2,6,6-Trimethylbicyclo(3.1.1)-2-heptene
2,6,6-Trimethylbicyclo[3.1.1]-2-heptene
EC 201-291-9
4-05-00-00456 (Beilstein Handbook Reference)
alphapinene
alpha pinene
an alpha-pinene
Cyclic dexadiene
alpha -pinene
alpha.-pinene
4,6,6-trimethylbicyclo[3.1.1]hept-3-ene
Acitene A
(-)alpha-pinene
Pinene, .alpha.
alpha [D] Pinene
alpha [L] Pinene
AUSTRALENE
(+-)-alpha-pinene
1R-.alpha.-Pinene
2,6,6-trimethyl-bicyclo[3.1.1]hept-2-ene
(R)-.alpha.-Pinene
PINENE (ALPHA)
? PINENE
(1S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
PINENE, ALPHA (D)
PINENE, ALPHA (L)
Pesticide Code: 067004.
(.+/-.)-.alpha.-Pinene
alpha-PINENE, (+/-)-
CHEMBL442565
NSC7727
alpha-Pinene (+/-)-alpha-Pinene
AMY22338
Tox21_110996
Tox21_200108
Tox21_303385
NSC-94522
NSC-94523
PC 500
AKOS000121239
AB86235
AB86464
AB93066
DB15573
MCULE-3589656574
UN 2368
NCGC00090682-02
NCGC00257379-01
NCGC00257662-01
LS-13835
Trimethyl Bicyclo (3.1.1) hept-2-ene
2,6-Trimethylbicyclo[3.1.1]-2-heptene
DB-017892
Bicyclo[3.1.1]hept-2-ene,6,6-trimethyl-
NS00067073
2,6-Trimethylbicyclo[3.1.1]-2-hept-2-ene
EN300-21685
C09880
A839247
Q-201582
(3Z)-5-METHYL-1H-INDOLE-2,3-DIONE3-OXIME
Q27104380
2,6,6-TRIMETHYLBICYCLO (3.1.1)HEPT-2-ENE, 9CL
BICYCLO(3.1.1)HEPT-2-ENE,2,6,6-TRIMETHYL-2-PINENE
Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (.+/-.)-
(+/-)-2-Pinene, 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, alpha-Pinene
Microorganism:

Yes

IUPAC name2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
SMILESCC1=CCC2CC1C2(C)C
InchiInChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3
FormulaC10H16
PubChem ID6654
Molweight136.23
LogP2.8
Atoms10
Bonds0
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID36740
Supernatural-IDSN0113697

mVOC Specific Details

Boiling Point
DegreeReference
156 °C peer reviewed
Volatilization
The Henry's Law constant for alpha-pinene is estimated as 0.29 atm-cu m/mole(SRC) derived from its vapor pressure, 4.75 mm Hg(1), and water solubility, 2.49 mg/L(2). This Henry's Law constant indicates that alpha-pinene is expected to volatilize rapidly from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 3 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 5 days(SRC). alpha-Pinene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of alpha-pinene from dry soil surfaces may exist based upon a vapor pressure of 4.75 mm Hg(1).
Literature: (1) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals: Data Compilation. Design Inst Phys Prop Data, Amer Inst Chem Eng NY, NY: Hemisphere Pub Corp (1989) (2) Li J, Perdue EM; Physicochemical properties of selected monoterpenes. Pre-print extended abstract, Presented before the Division of Environmental Chemistry, Amer. Chem. Soc., Anaheim, CA, April 2-7, 1995 (1995) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Solubility
ALMOST INSOLUBLE IN PROPYLENE GLYCOL & GLYCERINE
Literature: Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975., p. 486
Literature: #Sol in alcohol, chloroform, ether, glacial acetic acid, fixed oils
Literature: Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. 2970
Literature: #In water, 2.49 mg/L at 25 deg C
Literature: Li J, Perdue EM; Physicochemical Properties of Selected Monoterpenes. Pre-print Extended Abstract, Presented Before The Division of Environmental Chemistry, Amer Chem Soc, Anaheim, Ca: April 2-7 (1995)
Soil Adsorption
The Koc of alpha-pinene is estimated as 2,600(SRC), using a water solubility of 2.49 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that alpha-pinene is expected to have slight mobility in soil.
Literature: (1) Li J, Perdue EM; Physicochemical properties of selected monoterpenes. Pre-print extended abstract, Presented before the Division of Environmental Chemistry, Amer. Chem. Soc., Anaheim, CA, April 2-7, 1995 (1995) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 4-5 (1990) (3) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
4.75 mm Hg at 25 deg CDaubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
MS-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAHeddergott et al. 2014
EukaryotaAspergillus FumigatusNANAAhmed et al. 2018
EukaryotaAspergillus FumigatusNANAKoo et al. 2014
EukaryotaPythium OligandrumN/APythium oligandrum GAQ1 strain was isolated from soil from a field where infected ginger was growing in Laiwu district, Jinan City, Shandong Province, China. China General Microbiological Culture Collection Center (CGMCC) deposit number No. 17470.Sheikh et al. 2023
EukaryotaAspergillus ClavatusNADickschat et al. 2018
EukaryotaAgrocybe AegeritaFranceBreheret et al. 1997
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaBoletus AestivalisFranceBreheret et al. 1997
EukaryotaCantharellus CibariusFranceBreheret et al. 1997
EukaryotaCortinarius CinnamomeusFranceBreheret et al. 1997
EukaryotaCystoderma AmianthinumFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaGomphidius GlutinosusFranceBreheret et al. 1997
EukaryotaHydnum RepandumFranceBreheret et al. 1997
EukaryotaHygrophorus AgathosmusFranceBreheret et al. 1997
EukaryotaMycena PuraFranceBreheret et al. 1997
EukaryotaMycena RoseaFranceBreheret et al. 1997
EukaryotaSuillus LuteusFranceBreheret et al. 1997
EukaryotaTricholoma CaligatumFranceBreheret et al. 1997
EukaryotaTricholoma PortentosumFranceBreheret et al. 1997
EukaryotaTricholoma SulphureumFranceBreheret et al. 1997
ProkaryotaBacillus Muralisantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Pumilusantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaNovosphingobium Lindaniclasticumantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Subtilisantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Amyloliquefaciensantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
ProkaryotaBacillus Megateriumantifungal activity against mycelial growth and spore germination of phytopathogenic Moniliophtora roreriphytopathology strain collection of El Colegio de la Frontera Sur (ECOSUR), Tapachula, Chiapas, MexicoDe la Cruz-López et al. 2022
EukaryotaCandida AlbicansATCC MYA-2876, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida GlabrataATCC 90030, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida TropicalisATCC 750, American Type Culture CollectionCosta et al. 2020
ProkaryotaBacillus AmyloliquefaciensAgriculture University of Nanjing, ChinaTahir et al. 2017
ProkaryotaBacillus AtrophaeusAgriculture University of Nanjing, ChinaTahir et al. 2017
ProkaryotaBurkholderia Sp.bacterial interationsrhizosphere and bulk soil of Carex arenariaTyc et al. 2017
ProkaryotaPaenibacillus Sp.bacterial interationsrhizosphere and bulk soil of Carex arenariaTyc et al. 2017
EukaryotaAspergillus Fumigatuscompost Fischer et al. 1999
EukaryotaCladosporium CladosporioidesNAHedlund et al. 1995
EukaryotaCladosporium HerbarumNAHedlund et al. 1995
EukaryotaPenicillium SpinulosumNAHedlund et al. 1995
EukaryotaMortierella Isabellinamor horizon of a spruce forest soil southeastern SwedenBengtsson et al. 1991
ProkaryotaStreptomyces GriseusnasoilWilkins 1996
EukaryotaPenicillium Communenain dry-cured meat products, cheeseSunesson et al. 1995
EukaryotaGanoderma Lucidumnasaprophytic on deciduous treesCampos Ziegenbein et al. 2006
EukaryotaSpongiporus Leucomallellusnasaprophytic mostly on wet, old pinesCampos Ziegenbein et al. 2006
EukaryotaPiptoporus BetulinusnaSachsenwald near HamburgRösecke et al. 2000
EukaryotaFomitopsis PinicolanaGermanyRösecke et al. 2000
EukaryotaAntrodia CinnamomeananaLu et al. 2014
EukaryotaFusarium Graminearumn/aNABusko et al. 2014
ProkaryotaStreptomyces Griseusn/aNASchulz and Dickschat 2007
ProkaryotaSerratia Proteamaculansn/aNAErcolini et al. 2009
ProkaryotaCarnobacterium Divergensn/aNAErcolini et al. 2009
ProkaryotaPseudomonas Fragin/aNAErcolini et al. 2009
ProkaryotaPhormidium Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaRivularia Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaCalothrix Parietinan/aNAHoeckelmann et al. 2004
ProkaryotaBurkholderia Tropican/aNATenorio-Salgado et al. 2013
EukaryotaPhytophthora PlurivoraN/APhytophthora plurivoraLoulier et al. 2020
Lentinula EdodesGeng et al. 2024
Lactobacillus PlantarumZhang et al. 2023
Kluyveromyces MarxianusJi et al. 2024
Saccharomyces CerevisiaeJi et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusBrianSPME/GC-MSno
EukaryotaAspergillus FumigatusAMMTD/GC-MSno
EukaryotaAspergillus FumigatusYPDTD/GC-MSno
EukaryotaPythium OligandrumV8 juice agarSPME/GC-MS/MSyes
EukaryotaAspergillus Clavatusmedium 129CLSA-GCMSno
EukaryotaAgrocybe Aegeritaforest soilsolvent extraction, headspace, GCMSno
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaBoletus Aestivalisforest soilsolvent extraction, headspace, GCMSno
EukaryotaCantharellus Cibariusforest soilsolvent extraction, headspace, GCMSno
EukaryotaCortinarius Cinnamomeusforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Amianthinumforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaGomphidius Glutinosusforest soilsolvent extraction, headspace, GCMSno
EukaryotaHydnum Repandumforest soilsolvent extraction, headspace, GCMSno
EukaryotaHygrophorus Agathosmusforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Puraforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Roseaforest soilsolvent extraction, headspace, GCMSno
EukaryotaSuillus Luteusforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Caligatumforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Portentosumforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Sulphureumforest soilsolvent extraction, headspace, GCMSno
ProkaryotaBacillus MuralisNA mediaSPME/GC-MSyes
ProkaryotaBacillus PumilusNA mediaSPME/GC-MSyes
ProkaryotaNovosphingobium LindaniclasticumNA mediaSPME/GC-MSyes
ProkaryotaBacillus SubtilisNA mediaSPME/GC-MSyes
ProkaryotaBacillus AmyloliquefaciensNA mediaSPME/GC-MSyes
ProkaryotaBacillus MegateriumNA mediaSPME/GC-MSyes
EukaryotaCandida AlbicansYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida GlabrataYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida TropicalisYGC mediaHS-SPME/GC-GC-ToFMSno
ProkaryotaBacillus AmyloliquefaciensLBSPME-GC-MSno
ProkaryotaBacillus AtrophaeusLBSPME-GC-MSno
ProkaryotaBurkholderia Sp.TSBAGC-Q-TOFno
ProkaryotaPaenibacillus Sp.TSBAGC-Q-TOFno
EukaryotaAspergillus Fumigatusyest extract sucroseTenax/GC-MSno
EukaryotaCladosporium CladosporioidesGC-MSno
EukaryotaCladosporium HerbarumGC-MSno
EukaryotaPenicillium SpinulosumGC-MSno
EukaryotaMortierella Isabellinadiethyl extraction, GC-MSno
ProkaryotaStreptomyces GriseusNutrient agar CM3GC/MSno
EukaryotaPenicillium CommuneDG18GC/MSno
EukaryotaGanoderma LucidumnaGC/MSno
EukaryotaSpongiporus LeucomallellusnaGC/MSno
EukaryotaPiptoporus BetulinusnaGC/MSno
EukaryotaFomitopsis PinicolanaGC/MSno
EukaryotaAntrodia CinnamomeaPDAGC/MSyes
EukaryotaFusarium Graminearumyeast extract sucrose agarSPME/GC-MSno
ProkaryotaStreptomyces Griseusn/an/ano
ProkaryotaSerratia Proteamaculansn/an/ano
ProkaryotaCarnobacterium Divergensn/an/ano
ProkaryotaPseudomonas Fragin/an/ano
ProkaryotaPhormidium Sp.n/an/ano
ProkaryotaRivularia Sp.n/an/ano
ProkaryotaCalothrix Parietinan/an/ano
ProkaryotaBurkholderia TropicaPotato dextrose agarHeadspace trapping/ GC-MSno
EukaryotaPhytophthora PlurivoraPotato Dextrose AgarSPME/GC-MS/MSstandard
Lentinula EdodesJiuqu (traditional wheat Qu)GC-IMSno
Lactobacillus PlantarumHabanero pepperGC–IMSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno


3-methyl-6-propan-2-ylcyclohex-2-en-1-one

Mass-Spectra

Compound Details

Synonymous names
PIPERITONE
89-81-6
p-Menth-1-en-3-one
3-Carvomenthenone
6-Isopropyl-3-methylcyclohex-2-enone
2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-
1-Methyl-4-isopropyl-1-cyclohexen-3-one
DL-Piperitone
3-methyl-6-propan-2-ylcyclohex-2-en-1-one
3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one
3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one
1VZ8RG269R
CHEBI:48933
MFCD00045532
NSC-251528
6-Isopropyl-3-methyl-2-cyclohexen-1-one
6-Isopropyl-3-methyl-2-cyclohexen-1-one predominantly
EINECS 201-942-7
NSC 251528
2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-, (S)-
BRN 1907772
UNII-1VZ8RG269R
laevo-piperitone
AI3-16053
dextro-piperitone
(+-)-Piperitone
PIPERITONE [MI]
PIPERITONE, DL-
EC 201-942-7
2-Cyclohexen-1-one, dimer
2-07-00-00075 (Beilstein Handbook Reference)
SCHEMBL111913
Piperitone, analytical standard
CHEMBL2252746
DTXSID7052604
FEMA 2910
NSC1100
FEMA NO. 2910, DL-
HY-N9496
NSC-1100
NSC176162
NSC251528
6-Isopropyl-3-methyl-2-cyclohexenone
AKOS015840487
NSC-176162
AS-56754
SY105214
DB-057169
6-Isopropyl-3-methyl-2-cyclohexen-1-one #
CS-0181935
NS00006431
P2355
D92155
EN300-174688
Q2041498
Microorganism:

No

IUPAC name3-methyl-6-propan-2-ylcyclohex-2-en-1-one
SMILESCC1=CC(=O)C(CC1)C(C)C
InchiInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3
FormulaC10H16O
PubChem ID6987
Molweight152.23
LogP2.2
Atoms11
Bonds1
H-bond Acceptor1
H-bond Donor0
Chemical Classificationketones terpenes
CHEBI-ID48933
Supernatural-IDSN0459312

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaGanoderma Lucidumnasaprophytic on deciduous treesCampos Ziegenbein et al. 2006
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaGanoderma LucidumnaGC/MSno


1,2-dimethoxy-4-prop-2-enylbenzene

Mass-Spectra

Compound Details

Synonymous names
Methyl eugenol
METHYLEUGENOL
93-15-2
4-Allyl-1,2-dimethoxybenzene
Eugenol methyl ether
4-Allylveratrole
O-Methyleugenol
Eugenyl methyl ether
Methyl eugenol ether
Veratrole methyl ether
Methyl eugenyl ether
1,2-Dimethoxy-4-(2-propenyl)benzene
Benzene, 1,2-dimethoxy-4-(2-propenyl)-
1-Allyl-3,4-dimethoxybenzene
3,4-Dimethoxyallylbenzene
1,2-dimethoxy-4-prop-2-enylbenzene
Benzene, 4-allyl-1,2-dimethoxy-
1,3,4-Eugenol methyl ether
1,2-Dimethoxy-4-allylbenzene
1-(3,4-Dimethoxyphenyl)-2-propene
3-(3,4-dimethoxyphenyl)-1-propene
ENT 21040
FEMA No. 2475
4-allyl-1,2-dimethoxy-benzene
Eugenol methyl
NSC 209528
4-Allyl-1,2-dimethyoxybenzene
1,2-Dimethoxy-4-(2-propen-1-yl)benzene
1,2-dimethoxy-4-(prop-2-en-1-yl)benzene
MFCD00008652
29T9VA6R7M
CHEBI:4918
DTXSID5025607
Benzene, 1,2-dimethoxy-4-(2-propen-1-yl)-
NSC-8900
NSC-209528
Benzene, 4-(2-propenyl)-1,2-dimethoxy
1,4-Eugenol methyl ether
O-Methyl eugenol
DTXCID505607
WLN: 1U2R CO1 DO1
TRIDEUTEROMETHYL EUGENOL
Allylveratrol
Caswell No. 579AB
FEMA Number 2475
Benzene,2-dimethoxy-4-(2-propenyl)-
CAS-93-15-2
SMR000112378
CCRIS 746
HSDB 4504
o-Methyl eugenol ether
EINECS 202-223-0
EPA Pesticide Chemical Code 203900
BRN 1910871
UNII-29T9VA6R7M
AI3-21040
Methyleugenol,(S)
methyl ester eugenol
Eugenol-methyl ether
METHYLCHAVIBETOL
METHYLEUGENOL [MI]
EC 202-223-0
Allyl-1,2-dimethoxybenzene
METHYLEUGENOL [HSDB]
METHYLEUGENOL [IARC]
METHYL EUGENOL [FCC]
VERATROLE, 4-ALLYL-
MLS001065600
MLS001333205
MLS001333206
CHAVIBETOL METHYL ETHER
METHYL EUGENOL [INCI]
SCHEMBL113794
CHEMBL108861
1,2-Dimethoxy-4-allyl benzene
4-Allyl-1, 2-dimethoxybenzene
SCHEMBL10108224
FEMA 2475
Methyl eugenol, >=98%, FCC
NSC8900
HMS2269M09
HMS3886M22
Methyl eugenol, analytical standard
EUGENYL METHYL ETHER [FHFI]
HY-N6996
Tox21_202347
Tox21_300071
BBL027720
BDBM50379791
ENT-21040
NSC209528
STK801819
4-Allyl-1,2-dimethoxybenzene, 99%
AKOS015838877
1-(3, 4-Dimethoxyphenyl)-2-propene
CS-W017325
Dimethoxy-4-(prop-2-en-1-yl)benzene
1, 2-Dimethoxy-4-(2-propenyl)benzene
NCGC00091474-01
NCGC00091474-02
NCGC00091474-03
NCGC00091474-04
NCGC00254085-01
NCGC00259896-01
AC-34351
AS-14807
DB-002806
D1360
NS00009255
S5755
E80630
EN300-698375
Q419829
W-100251
Z1255398904
METHYLEUGENOL (CONSTITUENT OF HOLY BASIL LEAF) [DSC]
Microorganism:

No

IUPAC name1,2-dimethoxy-4-prop-2-enylbenzene
SMILESCOC1=C(C=C(C=C1)CC=C)OC
InchiInChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3
FormulaC11H14O2
PubChem ID7127
Molweight178.23
LogP2.5
Atoms13
Bonds4
H-bond Acceptor2
H-bond Donor0
Chemical Classificationphenylpropenes benzenoids ethers aromatic compounds terpenes
CHEBI-ID4918
Supernatural-IDSN0483473

mVOC Specific Details

Boiling Point
DegreeReference
254.7 °C peer reviewed
Volatilization
The Henry's Law constant for methyleugenol is estimated as 5.6X10-6 atm-cu m/mole(SRC) derived from its extrapolated vapor pressure, 0.012 mm Hg(1), and water solubility, 500 mg/L(2). This Henry's Law constant indicates that methyleugenol is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 9 days (SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 69 days(SRC). Methyleugenol's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Methyleugenol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).
Literature: (1) Perry RH, Green D; Perry's Chemical Handbook. Physical and Chemical Data; NY,NY: McGraw-Hill 6th ed (1984) (2) Chemicals Inspection and Testing Institute; Biodegradation and Bioaccumulation Data of Existing Chemicals Based on the CSCL Japan. Japan Chemical Industry Ecology - Toxicology and Information Center ISBN 4-89074-101-1 (1992) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Literature: #Methyleugenol dissipates rapidly from both soil and water(1). At 32 deg C, 98% of methyleugenol was lost within 96 hours; 77 and 81% were lost from water and soil, respectively, after 96 hours at 22 deg C(1). These values correspond to a half-life of 6 hours in soil and water at 32 deg C, and half-lives of 16 and 34 hours in soil and water, respectively, at 22 deg C(1).
Literature: (1) Shaver TN, Bull DL; Bull Environ Contam Toxicol 24: 619-26 (1980)
Soil Adsorption
The Koc of methyleugenol is estimated as 140(SRC), using a water solubility of 500 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that methyleugenol is expected to have high mobility in soil. However, the compound was immobile in silty loam, Lufkin fine sandy loam, Houston clay, and Brazos river bottom sand using soil thin layer chromatography(4).
Literature: (1) Chemicals Inspection and Testing Institute; Biodegradation and Bioaccumulation Data of Existing Chemicals Based on the CSCL Japan. Japan Chemical Industry Ecology - Toxicology and Information Center. ISBN 4-89074-101-1 (1992) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 4-5 (1990) (3) Swann RL et al; Res Rev 85: 17-28 (1983) (4) Shaver TN; Arch Environ Contam Toxicol 13: 335-40 (1984)
Vapor Pressure
PressureReference
0.012 mm Hg at 25 deg C (extrapolated)Perry RH, Green D; Perry's Chemical Handbook. Physical and Chemical data. NY, NY: McGraw-Hill 6th ed (1984)
MS-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaTuber Melanosporumn/aAgricultural Centre of Castilla and León Community (Monasterio de la Santa Espina, Valladolid, Spain) and Navaleno (Soria, Spain).Diaz et al. 2003
EukaryotaAntrodia CinnamomeananaLu et al. 2014
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaTuber Melanosporumn/an/ano
EukaryotaAntrodia CinnamomeaPDAGC/MSyes


2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one

Compound Details

Synonymous names
CARVONE
99-49-0
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
Karvon
dl-Carvone
1-Carvone
p-Mentha-6,8-dien-2-one
2-Methyl-5-isopropenyl-2-cyclohexenone
Carvol
Carvone (natural)
Carvone [ISO]
D-Cavone
limonen-6-one
FEMA Number 2249
6,8(9)-p-Menthadien-2-one
6,8-p-Menthadien-2-on
NCI-C55867
2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
(+-)-Carvone
(+/-)-carvone
FEMA No. 2249
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-
HSDB 707
Carvon
2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
UNII-75GK9XIA8I
NSC 6275
EINECS 202-759-5
75GK9XIA8I
delta(sup 6,8)-(9)-terpadienone-2
BRN 1364206
CHEBI:38265
AI3-08877
p-mentha-1(6),8-dien-2-one
NSC-6275
CARVONE, DL-
delta-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
6,8-p-Menthadien-2-one
2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
CARVONE, (+-)-
CARVONE, (+/-)-
DTXSID8047426
NSC6275
(RS)-5-isopropenyl-2-methylcyclohex-2-en-1-one
4-07-00-00316 (Beilstein Handbook Reference)
MFCD00062996
Carvone 100 microg/mL in Acetonitrile
5-isopropenyl-2-methylcyclohex-2-en-1-one
FEMA NO. 2249, (+/-)-
p-Mentha-6,8-dien-2-one, (R)-(-)-
2-methyl-5-(1-methyl-1-ethenyl)-2-cyclohexen-1-one
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (R)-
carvone, (+--)-
d-p-Mentha-1(6),8-dien-2-one
a carvone
.alpha.-Carvone
22327-39-5
CARVONE DL-FORM
CARVONE [HSDB]
CARVONE [INCI]
CARVONE [MI]
5-isopropenyl-2-methyl-cyclohex-2-en-1-one
NCIOpen2_001348
SCHEMBL39408
CARVONE DL-FORM [MI]
CHEMBL15676
DTXCID6027426
AMY4152
HMS1789N08
NSC93738
Tox21_302547
BBL010103
NSC-93738
STK801456
AKOS000121377
AKOS016843655
MCULE-6744252540
CAS-99-49-0
NCGC00256915-01
WLN: L6V BUTJ B1 EY1 & U1
.delta.(sup 6,8)-(9)-Terpadienone-2
AS-10471
NCI60_008753
SY010704
SY012922
SY274718
DB-054736
DB-338589
HY-108964
CS-0033814
NS00003597
EN300-16634
2-Methyl-5-(1-propen-2-yl)-2-cyclohexenone
O10834
(-)-2-Methyl-5-isopropenyl-2-cyclohexen-1-one
1-Methyl-4-isopropenyl-delta(6)-cyclohexen-2-one
A858458
Q416800
.delta.-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
5-Isopropenyl-2-methyl-2-cyclohexen-1-one, (R)-
W-100036
Z56347241
Flavor and Extract Manufacturers' Association Number 2249
Microorganism:

Yes

IUPAC name2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
SMILESCC1=CCC(CC1=O)C(=C)C
InchiInChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
FormulaC10H14O
PubChem ID7439
Molweight150.22
LogP2.4
Atoms11
Bonds1
H-bond Acceptor1
H-bond Donor0
Chemical Classificationterpenes ketones
CHEBI-ID38265
Supernatural-IDSN0373343

mVOC Specific Details

Boiling Point
DegreeReference
230 °C peer reviewed
Volatilization
The Henry's Law constant for carvone is estimated as 7.73X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that carvone is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 11 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 9 days(SRC). Carvone's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Carvone has an estimated vapor pressure of 0.115 mm Hg(SRC), determined from a fragment constant method(3) and exists as a liquid under environmental conditions; therefore, carvone may volatilize from dry soil(SRC).
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of carvone can be estimated to be 140(SRC). According to a classification scheme(2), this estimated Koc value suggests that carvone is expected to have high mobility in soil.
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaCandida AlbicansATCC MYA-2876, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida GlabrataATCC 90030, American Type Culture CollectionCosta et al. 2020
EukaryotaCandida TropicalisATCC 750, American Type Culture CollectionCosta et al. 2020
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaCandida AlbicansYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida GlabrataYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaCandida TropicalisYGC mediaHS-SPME/GC-GC-ToFMSno
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno


2-methyl-5-propan-2-ylcyclohexa-1,3-diene

Mass-Spectra

Compound Details

Synonymous names
ALPHA-PHELLANDRENE
99-83-2
p-Mentha-1,5-diene
Menthadiene
1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-
alpha-Fellandrene
Dihydro-p-cymene
alpha Phellandrene
5-Isopropyl-2-methyl-1,3-cyclohexadiene
4-Isopropyl-1-methyl-1,5-cyclohexadiene
.alpha.-Phellandrene
Phellandrene, alpha-
2-Methyl-5-isopropyl-1,3-cyclohexadiene
FEMA No. 2856
5-isopropyl-2-methylcyclohexa-1,3-diene
1-Isopropyl-4-methyl-2,4-cyclohexadiene
1-Methyl-4-isopropyl-1,5-cyclohexadiene
alpha-Phellandrene (natural)
HSDB 1130
alpha-Phellandren
2-methyl-5-propan-2-ylcyclohexa-1,3-diene
EINECS 202-792-5
UNII-49JV13XE39
2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene
BRN 1280394
DTXSID4047593
CHEBI:50035
(-)-2-Methyl-5-(1-methylethyl)-1,3-cyclohexadiene
49JV13XE39
2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene
(+/-)-alpha-Phellandrene
alpha-Phellandrene, stabilized
5-isopropyl-2-methyl-cyclohexa-1,3-diene
DTXCID2027593
a-phellandrene
NSC1842
3-05-00-00342 (Beilstein Handbook Reference)
1-phellandrene
-Phellandrene
1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-; p-Mentha-1,5-diene (8CI); 2-Methyl-5-(1-methylethyl)-1,3-cyclohexadiene; 6-Isopropyl-3-methyl-1,3-Cyclohexadien
.alpha.-Fellandrene
1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-, (R)-
PHELLANDRENE,ALPHA
.ALPHA. PHELLANDRENE
rho-MENTHA-1,5-DIENE
ALPHA-PHELLANDRENE [FCC]
CHEMBL3188459
FEMA 2856
FERRICORTHOPHOSPHATEHYDRATE
a-Phellandrene (Technical Grade)
ALPHA-PHELLANDRENE [HSDB]
.RHO.-MENTHA-1,5-DIENE
.ALPHA.-PHELLANDRENE [MI]
AMY22322
NSC-1842
.ALPHA.-PHELLANDRENE [FHFI]
Tox21_302550
MFCD00040419
(+/-)-.ALPHA.-PHELLANDRENE
AKOS015913085
CAS-99-83-2
.ALPHA.-PHELLANDRENE, (+/-)-
NCGC00256667-01
1ST40228
AS-75606
SY052143
alpha-Phellandrene, natural, >=85%, FG
DB-070271
DB-278900
HY-121615
CS-0082877
M0051
NS00012750
E77746
EN300-7644670
(+/-)-alpha-Phellandrene 100 microg/mL in Methanol
Q19606345
Microorganism:

Yes

IUPAC name2-methyl-5-propan-2-ylcyclohexa-1,3-diene
SMILESCC1=CCC(C=C1)C(C)C
InchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3
FormulaC10H16
PubChem ID7460
Molweight136.23
LogP3.2
Atoms10
Bonds1
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID50035
Supernatural-IDSN0264736

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAHeddergott et al. 2014
EukaryotaHypoxylon AnthochroumNAMacías-Rubalcava et al. 2018
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaTrichoderma Asperellumreduce downy mildew severity on Vitis vinifera (grapevine plants)Cotxarrera et al., 2002Lazazzara et al. 2021
EukaryotaTrichoderma Atroviridereduce downy mildew severity on Vitis vinifera (grapevine plants)Pertot et al., 2008Lazazzara et al. 2021
EukaryotaTrichoderma Harzianumreduce downy mildew severity on Vitis vinifera (grapevine plants)Eladet al., 1997Lazazzara et al. 2021
EukaryotaHypoxylon Anthochroumnaendophytic in Bursera lancifoliaUlloa-Benítez et al. 2016
EukaryotaPaecilomyces Variotiicompost Fischer et al. 1999
EukaryotaTrichoderma Atroviridenawater damaged buildings, BelgiumPolizzi et al. 2012
EukaryotaFusarium Culmorumnasandy dune soil, NetherlandsSchmidt et al. 2015
EukaryotaTuber Magnatumn/aItalian geographical areas (Emilia Romagna, Border region area between Emilia Romagna and Marche)Gioacchini et al. 2008
EukaryotaTrichoderma Atroviriden/aNAStoppacher et al. 2010
Meyerozyma GuilliermondiiXiong et al. 2023
Lentinula EdodesGeng et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusBrian FE supp.SPME/GC-MSno
EukaryotaHypoxylon Anthochroumrice medium (RM, 300g of rice and 300ml of water)SPME, GC-MSyes
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaTrichoderma AsperellumPDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma AtroviridePDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma HarzianumPDA mediaHS-SPME/GC-MSno
EukaryotaHypoxylon AnthochroumPDA/WA + 500 mg l^-1 ChloramphenicolSPME-GC/MSno
EukaryotaPaecilomyces Variotiiyest extract sucroseTenax/GC-MSno
EukaryotaTrichoderma Atroviridemalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
EukaryotaFusarium Culmorumwater agar supplied with artificial root exudatesGC/MS-Q-TOFno
EukaryotaTuber Magnatumn/amicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
Meyerozyma GuilliermondiiYEPD, 10 g/L yeast extrac, 20 g/L peptone, 20 g dextroseGC-MS and GC-IMSno
Lentinula EdodesJiuqu (traditional wheat Qu)GC-IMSno


1-methyl-4-propan-2-ylcyclohexa-1,4-diene

Mass-Spectra

Compound Details

Synonymous names
GAMMA-TERPINENE
99-85-4
p-Mentha-1,4-diene
Crithmene
Moslene
gamma-Terpinen
1,4-p-Menthadiene
4-Isopropyl-1-methyl-1,4-cyclohexadiene
.gamma.-Terpinen
TERPINENE, ALPHA
.gamma.-Terpinene
1-methyl-4-propan-2-ylcyclohexa-1,4-diene
1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-
1-Isopropyl-4-methyl-1,4-cyclohexadiene
1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene
FEMA No. 3559
gamma-Terpinene (natural)
1-Methyl-4-isopropylcyclohexadiene-1,4
1-isopropyl-4-methylcyclohexa-1,4-diene
NSC 21448
1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene
UNII-4YGF4PQP49
1,4-Cyclohexadiene, 1-methyl-4-isopropyl-
EINECS 202-794-6
4YGF4PQP49
1-Methyl-4-isopropyl-1,4-cyclohexadiene
DTXSID6041210
CHEBI:10577
AI3-26468
NSC-21448
DTXCID4021210
MFCD00001537
Crithmene; Moslene; NSC 21448; gamma-Terpinene
Gamma-terpinene gamma-terpinene
Alpha terpinene
Gamma terpinene
-terpinene
gamma -Terpinene
Terpinene, .gamma.-
? TERPINENE
?-TERPINENE
gamma-Terpinene, 97%
1-isopropyl-4-methyl-cyclohexa-1,4-diene
|A-TPN
bmse000778
1, 1-methyl-4-isopropyl-
GAMMA-TERPINENE [FCC]
CHEMBL449693
gamma-Terpinene, >=95%, FG
NSC21448
gamma-Terpinene, analytical standard
Tox21_300963
WLN: L6U CUTJ AY1&1 D1
gamma-Terpinene, natural, 95%, FG
P-MENTHA-1,4-DIENE [FHFI]
AKOS015840812
1ST1650
HY-W020183
LMPR0102090027
CAS-99-85-4
NCGC00248232-01
NCGC00254865-01
BS-23574
gamma-Terpinene, purum, >=97.0% (GC)
1-Isopropyl-4-methyl-1,4-cyclohexadiene #
M0318
NS00013198
C09900
E80754
EN300-211578
Q423975
W-100015
Z1255382936
gamma-Terpinene, primary pharmaceutical reference standard
InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H
9NI
Microorganism:

Yes

IUPAC name1-methyl-4-propan-2-ylcyclohexa-1,4-diene
SMILESCC1=CCC(=CC1)C(C)C
InchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3
FormulaC10H16
PubChem ID7461
Molweight136.23
LogP2.8
Atoms10
Bonds1
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID10577
Supernatural-IDSN0452646

mVOC Specific Details

MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAHeddergott et al. 2014
EukaryotaPythium OligandrumN/APythium oligandrum GAQ1 strain was isolated from soil from a field where infected ginger was growing in Laiwu district, Jinan City, Shandong Province, China. China General Microbiological Culture Collection Center (CGMCC) deposit number No. 17470.Sheikh et al. 2023
EukaryotaHypoxylon AnthochroumNAMacías-Rubalcava et al. 2018
EukaryotaTrichoderma HamatumNAGuo et al. 2019
EukaryotaTrichoderma HarzianumNAGuo et al. 2019
EukaryotaTrichoderma VirensNAGuo et al. 2019
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaTrichoderma Asperellumreduce downy mildew severity on Vitis vinifera (grapevine plants)Cotxarrera et al., 2002Lazazzara et al. 2021
EukaryotaTrichoderma Atroviridereduce downy mildew severity on Vitis vinifera (grapevine plants)Pertot et al., 2008Lazazzara et al. 2021
EukaryotaTrichoderma Harzianumreduce downy mildew severity on Vitis vinifera (grapevine plants)Eladet al., 1997Lazazzara et al. 2021
ProkaryotaCollimonas Pratensisnarhizosphere of Marram grass in sandy dune soils, NetherlandsGarbeva et al. 2014
ProkaryotaCollimonas Pratensisn/aNAGarbeva et al. 2014
EukaryotaTrichoderma Atroviridenawater damaged buildings, BelgiumPolizzi et al. 2012
EukaryotaTuber Magnatumn/aItalian geographical areas ( Marche, Border region area between Emilia Romagna and Marche)Gioacchini et al. 2008
EukaryotaTrichoderma AtrovirideNAStoppacher et al. 2010
Kluyveromyces MarxianusJi et al. 2024
Saccharomyces CerevisiaeJi et al. 2024
Enterobacter CloacaeTallon et al. 2023
Klebsiella OxytocaTallon et al. 2023
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusBrianSPME/GC-MSno
EukaryotaPythium OligandrumV8 juice agarSPME/GC-MS/MSno
EukaryotaHypoxylon Anthochroumrice medium (RM, 300g of rice and 300ml of water)SPME, GC-MSyes
EukaryotaTrichoderma HamatumMelin-Norkrans synthetic mediumSBSE-GC-MSno
EukaryotaTrichoderma HarzianumMelin-Norkrans synthetic mediumSBSE-GC-MSno
EukaryotaTrichoderma VirensMelin-Norkrans synthetic mediumSBSE-GC-MSno
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaTrichoderma AsperellumPDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma AtroviridePDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma HarzianumPDA mediaHS-SPME/GC-MSno
ProkaryotaCollimonas Pratensissand containing artificial root exudatesGC/MSno
ProkaryotaCollimonas PratensisHeadspace trapping/GC-MSno
EukaryotaTrichoderma Atroviridemalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
EukaryotaTuber Magnatumn/amicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno
Enterobacter Cloacaetryptone soya broth (TSB) mediaTenax/GC/MSno
Klebsiella Oxytocatryptone soya broth (TSB) mediaTenax/GC/MSno


1-methyl-4-propan-2-ylcyclohexa-1,3-diene

Mass-Spectra

Compound Details

Synonymous names
ALPHA-TERPINENE
99-86-5
Terpilene
p-Mentha-1,3-diene
1,3-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-
1-Isopropyl-4-methyl-1,3-cyclohexadiene
alpha-Terpinen
1-Methyl-4-(1-methylethyl)-1,3-cyclohexadiene
1-isopropyl-4-methylcyclohexa-1,3-diene
FEMA No. 3558
.alpha.-Terpinen
1-methyl-4-(propan-2-yl)cyclohexa-1,3-diene
1-Methyl-4-isopropylcyclohexadiene-1,3
1-methyl-4-propan-2-ylcyclohexa-1,3-diene
alphaTerpinene
CCRIS 9058
a-terpinene
CHEBI:10334
alpha -Terpinene
1,3-Cyclohexadiene, 1-methyl-4-isopropyl-
EINECS 202-795-1
.alpha.-Terpinene
UNII-I24X278AP1
1-Methyl-4-isopropyl-1,3-cyclohexadiene
DTXSID9041237
1-isopropyl-4-methyl-cyclohexa-1,3-diene
AI3-26467
I24X278AP1
DTXCID7021237
MFCD00001534
4-ISOPROPYL-1-METHYL-1,3-CYCLOHEXADIENE
-Terpinen
.alpha.-Terpine
.ALPHA.TERPINENE
alpha-Terpinene, 85%
a-Terpinene (~90%)
Epitope ID:123897
Alpha-Terpinene (~90%)
ALPHA-TERPINENE [FCC]
Alpha-terpinene alpha-terpinene
CHEMBL2251642
FEMA 3558
alpha-Terpinene, analytical standard
Tox21_301126
alpha-Terpinene, >=95.0% (GC)
P-MENTHA-1,3-DIENE [FHFI]
AKOS015841730
alpha-Terpinene, >=89%, FCC, FG
1ST1970
HY-W020182
LMPR0102090026
CAS-99-86-5
NCGC00248299-01
NCGC00255025-01
BS-33443
CS-0039183
M0317
NS00013197
C09898
E75753
A-Terpinene =89%, contains BHT as stabilizer
alpha-Terpinene 2000 microg/mL in Acetonitrile
EN300-6738504
Q423851
W-100014
Z1255364643
InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H
9MI
Microorganism:

Yes

IUPAC name1-methyl-4-propan-2-ylcyclohexa-1,3-diene
SMILESCC1=CC=C(CC1)C(C)C
InchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H3
FormulaC10H16
PubChem ID7462
Molweight136.23
LogP2.8
Atoms10
Bonds1
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID10334
Supernatural-IDSN0450667

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaTrichoderma Asperellumreduce downy mildew severity on Vitis vinifera (grapevine plants)Cotxarrera et al., 2002Lazazzara et al. 2021
EukaryotaTrichoderma Atroviridereduce downy mildew severity on Vitis vinifera (grapevine plants)Pertot et al., 2008Lazazzara et al. 2021
EukaryotaTrichoderma Harzianumreduce downy mildew severity on Vitis vinifera (grapevine plants)Eladet al., 1997Lazazzara et al. 2021
EukaryotaHypoxylon Anthochroumnaendophytic in Bursera lancifoliaUlloa-Benítez et al. 2016
EukaryotaPaecilomyces Variotiicompost Fischer et al. 1999
EukaryotaPenicillium Clavigerumcompost Fischer et al. 1999
EukaryotaTrichoderma Atroviriden/aNAStoppacher et al. 2010
EukaryotaAntrodia CinnamomeananaLu et al. 2014
EukaryotaPenicillium Polonicumnawater damaged buildings, BelgiumPolizzi et al. 2012
EukaryotaTrichoderma Atroviridenawater damaged buildings, BelgiumPolizzi et al. 2012
EukaryotaFusarium Culmorumaffects swarming and swimming motility of Serratia plymuthica PRI-2C; affects swarming ability of Collimonas pratensis Ter291sandy dune soil, NetherlandsSchmidt et al. 2015
Meyerozyma GuilliermondiiXiong et al. 2023
Kluyveromyces MarxianusJi et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaTrichoderma AsperellumPDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma AtroviridePDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma HarzianumPDA mediaHS-SPME/GC-MSno
EukaryotaHypoxylon AnthochroumPDA/WA + 500 mg l^-1 ChloramphenicolSPME-GC/MSyes
EukaryotaPaecilomyces Variotiiyest extract sucroseTenax/GC-MSno
EukaryotaPenicillium Clavigerumyest extract sucroseTenax/GC-MSno
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
EukaryotaAntrodia CinnamomeaPDAGC/MSyes
EukaryotaPenicillium Polonicummalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
EukaryotaTrichoderma Atroviridemalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
EukaryotaFusarium Culmorumpotato dextrose agarGC/MS-Q-TOFno
Meyerozyma GuilliermondiiYEPD, 10 g/L yeast extrac, 20 g/L peptone, 20 g dextroseGC-MS and GC-IMSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno


1-methyl-4-propan-2-ylbenzene

Mass-Spectra

Compound Details

Synonymous names
P-CYMENE
4-Isopropyltoluene
99-87-6
p-Isopropyltoluene
Dolcymene
Para-cymene
p-Cymol
Paracymene
Camphogen
p-Methylcumene
1-Isopropyl-4-methylbenzene
4-Cymene
2-p-Tolylpropane
Cymol
CYMENE
Benzene, 1-methyl-4-(1-methylethyl)-
p-Methylisopropylbenzene
Paracymol
1-Methyl-4-isopropylbenzene
p-Cimene
4-Isopropyl-1-methylbenzene
Cumene, p-methyl-
4-Methylisopropylbenzene
1-Methyl-4-(1-methylethyl)benzene
p-methyl cumene
p-Isopropylmethylbenzene
4-Methyl-1-isopropylbenzene
Cymene, p-
Benzene, 1-isopropyl-4-methyl-
Isopropyltoluene
1-methyl-4-(propan-2-yl)benzene
4-Isopropyltoluol
FEMA No. 2356
4-Isopropylbenzyl radical
4-methyl isopropylbenzene
4-Cymol
NSC 4162
1-methyl-4-propan-2-ylbenzene
HSDB 5128
Methyl-4-(1-methylethyl)benzene
4-methyl-1-(propan-2-yl)benzene
EINECS 202-796-7
UNII-1G1C8T1N7Q
1-isopropyl-4-methyl-Benzene
1G1C8T1N7Q
DTXSID3026645
CHEBI:28768
AI3-02272
NSC-4162
p-Mentha-1,3,5-triene
DTXCID006645
EC 202-796-7
1-Methyl-4-(1-methylethyl)-benzene
MFCD00008893
CYMENE (MART.)
CYMENE [MART.]
BENZENE,1-ISOPROPYL,4-METHYL P-CYMENE
4939-75-7
para cymene
CAS-99-87-6
isopropyltoluol
p-methyl-Cumene
4-lsopropyltoluene
MML
?4-Isopropyltoluene
p-Cymene, 99%
p-Cymene [UN2046] [Flammable liquid]
p-Cymene [UN2046] [Flammable liquid]
Carvacrol derivative, 8
p-Methylisopropyl benzene
P- Isopropylmethylbenzene
P-CYMENE [FHFI]
P-CYMENE [HSDB]
P-CYMENE [INCI]
P-CYMENE [FCC]
P-CYMENE [MI]
bmse000503
P-CYMENE [WHO-DD]
p-Cymene, analytical standard
1-Methyl-4-isopropyl benzene
p-Cymene, >=97%, FG
CHEMBL442915
NSC4162
BDBM248165
benzene, 1-methyl-4-methylethyl-
WLN: 1Y1 & R D1
1-(1-methylethyl)-4-methylbenzene
Tox21_201932
Tox21_300338
s5598
AKOS000121521
Benzene, 1-methyl-4(1-methylethyl)-
CCG-266123
LMPR0102090014
MCULE-1794861612
p-Isopropyltoluene, analytical standard
USEPA/OPP Pesticide Code: 122103
NCGC00247998-01
NCGC00247998-02
NCGC00254425-01
NCGC00259481-01
AC-34132
AS-11012
NS00005157
S0664
EN300-21455
C06575
Q284072
W-100013
p-Cymene, certified reference material, TraceCERT(R)
F8889-6466
Z104497772
InChI=1/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H
Microorganism:

Yes

IUPAC name1-methyl-4-propan-2-ylbenzene
SMILESCC1=CC=C(C=C1)C(C)C
InchiInChI=1S/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H3
FormulaC10H14
PubChem ID7463
Molweight134.22
LogP4.1
Atoms10
Bonds1
H-bond Acceptor0
H-bond Donor0
Chemical Classificationaromatic compounds alkylbenzenes benzenoids terpenes
CHEBI-ID28768
Supernatural-IDSN0124311

mVOC Specific Details

Boiling Point
DegreeReference
177.1 °C peer reviewed
Volatilization
The Henry's Law constant for p-cymene is estimated as 0.011 atm-cu m/mole(SRC), derived from its vapor pressure, 1.5 mm Hg(1), and water solubility, 23.4 mg/L(2). This Henry's Law constant indicates that p-cymene is expected to volatilize rapidly from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 3.5 hours if adsorption is neglected(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 4.6 days if adsorption is neglected(SRC). The volatilization half-life from a model pond is about 30 days if adsorption is considered(4). p-Cymene's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). p-Cymene is expected to volatilize from dry soil surfaces based upon its vapor pressure(SRC).
Literature: (1) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation Washington, DC: Taylor and Francis (1996) (2) Banerjee S et al; Environ Sci Technol 11: 1227-29 (1980) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of p-cymene can be estimated to be 1120(SRC). According to a classification scheme(2), this estimated Koc value suggests that p-cymene is expected to have low mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of July 29, 2013: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
1.50 mm Hg at 25 deg CDaubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, DC: Taylor and Francis (1996)
MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
ProkaryotaMycobacterium TuberculosisNANAPhillips et al. 2007
EukaryotaFusarium CulmorumNASchmidt et al. 2018
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaMycena RoseaFranceBreheret et al. 1997
EukaryotaTricholoma CaligatumFranceBreheret et al. 1997
EukaryotaPenicillium Roquefortin/aobtained fronm department of Biotechnology , Denmark Technical Universität at CopenhagenJelen 2003
EukaryotaTuber Magnatumn/aItalian geographical areas (Marche, Emilia Romagna, Border region area between Emilia Romagna and Marche, Tuscany, Molise)Gioacchini et al. 2008
ProkaryotaPseudomonas TolaasiinanaLo Cantore et al. 2015
EukaryotaPenicillium Polonicumnawater damaged buildings, BelgiumPolizzi et al. 2012
EukaryotaTrichoderma Atroviridenawater damaged buildings, BelgiumPolizzi et al. 2012
ProkaryotaLacticaseibacillus ParacaseiNANASquara et al. 2022
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
Meyerozyma GuilliermondiiXiong et al. 2023
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
ProkaryotaMycobacterium TuberculosisVersaTREKTD/GC-MSno
EukaryotaFusarium CulmorumKing`s B agarUPLC-MSno
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Roseaforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Caligatumforest soilsolvent extraction, headspace, GCMSno
EukaryotaPenicillium Roqueforti wheat kernel mediumincubated at 20°C for 14 days, isolation by SPME with different fibresno
EukaryotaTuber Magnatumn/amicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
ProkaryotaPseudomonas TolaasiiKBSPME-GCno
EukaryotaPenicillium Polonicummalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
EukaryotaTrichoderma Atroviridemalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
ProkaryotaLacticaseibacillus Paracaseimaize silageHS-SPME coupled with GC-TOF MSno
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno
Meyerozyma GuilliermondiiYEPD, 10 g/L yeast extrac, 20 g/L peptone, 20 g dextroseGC-MS and GC-IMSno


3,7-dimethyloct-6-enal

Compound Details

Synonymous names
CITRONELLAL
106-23-0
3,7-Dimethyloct-6-enal
3,7-Dimethyl-6-octenal
Rhodinal
2,3-Dihydrocitral
6-Octenal, 3,7-dimethyl-
Citronellel
(+/-)-Citronellal
beta-Citronellal
Citronella
3,7-Dimethyl-6-octen-1-al
8000-29-1
D-Rhodinal
CITRONELLOL,(D)
Citronella (natural)
FEMA No. 2307
.beta.-Citronellal
NSC 46106
HSDB 594
CHEBI:47856
UNII-QB99VZZ7GZ
QB99VZZ7GZ
EINECS 203-376-6
3,7-dimethyloct-6-en-1-al
CCRIS 8421
DTXSID3041790
AI3-00203
NSC-46106
3,7-dimethyl-oct-6-enal
( inverted exclamation markA)-Citronellal
DTXCID1021790
Citronella oil, Chinese 85/35
EC 203-376-6
(+/-)-3,7-Dimethyl-6-octenal
NSC46106
3,7-dimethyl-
cymbopogon winterianus
MFCD00038090
Citronellal Extra Rhodinal
6-Octenal, 3,7-dimethyl-, (R)-
Rhodinal (VAN)
3,7-Dimethyloct-6-enal 6-Octenal
essential oil obtained from the herbs of the plant
citric
natural isolate
beta -Citronellal
racemic citronellal
(RS)-citronellal
(+/-) citronellal
6-Octenal,7-dimethyl-
CITRONELLAL [MI]
CITRONELLAL [FCC]
CITRONELLAL [FHFI]
CITRONELLAL [HSDB]
CITRONELLAL [INCI]
Epitope ID:112868
rac-Citronellal (>90%)
3,7-dimethyl- Citronellal
SCHEMBL29275
CHEMBL447944
GTPL6300
FEMA 2307
HY-N7126
Tox21_301195
c1026
s5585
AKOS000121405
(+/-)-Citronellal, >=85%, FG
CCG-266248
CS-W010931
(+/-)-Citronellal, analytical standard
NCGC00248328-01
NCGC00255093-01
AS-54400
CAS-106-23-0
(+/-)-Citronellal, >=95.0% (GC)
2,3-Dihydrocitral 3,7-Dimethyl-6-octenal
DB-040680
DB-072650
C3648
NS00077383
EN300-21458
C17384
P50009
(+/-)-Citronellal, natural, >=85%, FCC, FG
A801397
J-502100
W-108770
Q61651085
Z104497952
2,3-Dihydrocitral 3,7-Dimethyl-6-octenal 3,7-Dimethyloct-6-enal 6-Octenal
InChI=1/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H
Microorganism:

Yes

IUPAC name3,7-dimethyloct-6-enal
SMILESCC(CCC=C(C)C)CC=O
InchiInChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3
FormulaC10H18O
PubChem ID7794
Molweight154.25
LogP3
Atoms11
Bonds5
H-bond Acceptor1
H-bond Donor0
Chemical Classificationterpenes aldehydes
CHEBI-ID47856
Supernatural-IDSN0243104

mVOC Specific Details

Boiling Point
DegreeReference
205 °C peer reviewed
Volatilization
The Henry's Law constant for citronellal is estimated as 2.6X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that citronellal is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 8 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 6 days(SRC). Citronellal's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Even though the vapor pressure is low environmentally at standard temperature and pressure, estimated as 0.25 mm Hg at 25 °C(SRC), determined from a fragment constant method(3), there is a detectable odor; therefore, citronellal may volatilize from dry soil(SRC).
Soil Adsorption
The Koc of citronellal is estimated as 650(SRC), using a log Kow of 3.83(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that citronellal is expected to have low mobility in soil(SRC).
Vapor Pressure
PressureReference
0.28
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
Saccharomyces CerevisiaeJi et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno


3,7-dimethylocta-1,6-dien-3-yl Acetate

Compound Details

Synonymous names
LINALYL ACETATE
115-95-7
Linalool acetate
Bergamiol
Bergamol
3,7-dimethylocta-1,6-dien-3-yl acetate
Lynalyl acetate
Linalol acetate
Licareol acetate
Acetic acid linalool ester
3,7-Dimethyl-1,6-octadien-3-yl acetate
1,6-Octadien-3-ol, 3,7-dimethyl-, acetate
3,7-Dimethyl-1,6-octadien-3-ol acetate
Ex bois de rose (synthetic)
1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetate
FEMA No. 2636
Linalyl acetate (natural)
NSC 2138
HSDB 644
Phanteine
Dehydrolinalool, acetate
EINECS 204-116-4
EINECS 254-806-4
UNII-5K47SSQ51G
5K47SSQ51G
3,7-Dimethyl-1,6-ctadien-3-ol acetate
DTXSID7026946
AI3-00941
NSC-2138
(1)-1,5-Dimethyl-1-vinylhex-4-enyl acetate
MFCD00008907
LINALOOL ACETATE, DL-
DTXCID006946
CHEBI:78333
EC 204-116-4
LINALYL ACETATE, (+/-)-
LINALOYL ACETATE, (+/-)-
1,5-Dimethyl-1-vinyl-4-hexenyl acetate
1,5-dimethyl-1-vinylhex-4-en-1-yl acetate
LINALYL ACETATE (USP-RS)
LINALYL ACETATE [USP-RS]
Aetic Acid Linalool Ester
CAS-115-95-7
LINALYL ACETATE SYNTHETIC
(+-)-Linalyl acetate
Acetic acid-linalyl ester
CHEBI:6469
linaloyl acetate
rac-3,7-dimethylocta-1,6-dien-3-yl acetate
(+-)-3,7-dimethylocta-1,6-dien-3-yl acetate
(-)-S-Linalyl acetate
(+/-)-linalyl acetate
(1,5-dimethyl-1-vinyl-hex-4-enyl) acetate
3,6-octadien-3-ol acetate
3,6-octadien-3-yl acetate
SCHEMBL58028
(.+/-.)-Linalyl acetate
LINALYL ACETATE [MI]
LINALYL ACETATE [FCC]
UNII: 5K47SSQ51G
1, 3,7-dimethyl-, acetate
LINALYL ACETATE [FHFI]
LINALYL ACETATE [HSDB]
CHEMBL502773
WLN: 1Y&U3Y1U1OV1
FEMA 2636
NSC2138
Linalyl acetate, natural, >=80%
HY-N6948
Linalyl acetate, analytical standard
Tox21_201306
Tox21_303134
AKOS015901735
Linalyl acetate, >=97%, FCC, FG
CS-W010587
3,7-dimethyl-1,6octadien-3-yl acetate
NCGC00164001-01
NCGC00164001-02
NCGC00257047-01
NCGC00258858-01
1,5-Dimethyl-1-vinylhex-4-enyl acetate
AC-20000
BS-49383
L0049
NS00010320
Salvia desoleana Atzei & Picci essential oil.
3,7-Dimethyl-acetate(3R)-1,6-Octadien-3-ol
E80781
1,6-Octadien-3-ol, 3, 7-dimethyl-, acetate
3,7-Dimethyl-1,6-octadien-3-yl acetate, 97%
EN300-7444436
3,7-Dimethyl-3-acetate(3R)-1,6-Octadien-3-ol
A893739
Q188314
W-108587
Flavor and Extract Manufacturers' Association No. 2636
Z1255415454
Acetic acid-linalyl ester 1000 microg/mL in Acetonitrile
Microorganism:

Yes

IUPAC name3,7-dimethylocta-1,6-dien-3-yl acetate
SMILESCC(=CCCC(C)(C=C)OC(=O)C)C
InchiInChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3
FormulaC12H20O2
PubChem ID8294
Molweight196.29
LogP3.3
Atoms14
Bonds6
H-bond Acceptor2
H-bond Donor0
Chemical Classificationterpenes esters
CHEBI-ID78333
Supernatural-IDSN0381910

mVOC Specific Details

Boiling Point
DegreeReference
221 °C peer reviewed
Volatilization
The Henry's Law constant for linalyl acetate is estimated as 1.7X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that linalyl acetate is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 4.8 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 5.8 days(SRC). Linalyl acetate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Linalyl acetate has a reported vapor pressure of 0.111 mm Hg(3) and exists as a liquid under environmental conditions; therefore, linalyl acetate may volatilize from dry soil(SRC).
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of linalyl acetate can be estimated to be 430(SRC). According to a classification scheme(2), this estimated Koc value suggests that linalyl acetate is expected to have moderate mobility in soil.
Vapor Pressure
PressureReference
0.11
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
Kluyveromyces MarxianusJi et al. 2024
Saccharomyces CerevisiaeJi et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno
Saccharomyces CerevisiaeSauce Meat during StorageSPME–GC–MSno


1-methyl-4-prop-1-en-2-ylcyclohexan-1-ol

Compound Details

Synonymous names
BETA-TERPINEOL
138-87-4
cis-beta-Terpineol
p-Menth-8-en-1-ol
trans-beta-Terpineol
Cyclohexanol, 1-methyl-4-(1-methylethenyl)-
trans-|A-Terpineol
1-Methyl-4-(1-methylethenyl)cyclohexanol
cis-.beta.-Terpineol
trans-.beta.-terpineol
1-Methyl-4-isopropenylcyclohexan-1-ol
4-Isopropenyl-1-methyl-1-cyclohexanol
1-Methyl-4-(1-methylvinyl)cyclohexan-1-ol
cis-|A-Terpineol
1-methyl-4-(prop-1-en-2-yl)cyclohexan-1-ol
(E)-beta-Terpineol
4-Isopropenyl-1-methylcyclohexanol
Terpineol, cis-.beta.-
7299-40-3
7299-41-4
Cyclohexanol, 1-methyl-4-(1-methylethenyl)-, cis-
Cyclohexanol, 1-methyl-4-(1-methylethenyl)-, trans-
S00R85C5ER
DTXSID7041209
55258Z4SCW
p-Menth-8-en-1-ol, stereoisomer
Terpinol, beta-
t-Menth-1-en-8-ol
b-terpineol
FEMA No. 3564
beta-Terpineol, cis-
beta-Terpineol, trans-
EINECS 205-342-6
UNII-XS86XKC2VT
BRN 2205072
UNII-S00R85C5ER
beta-Terpinol
UNII-55258Z4SCW
beta -terpineol
AI3-00731
1-methyl-4-prop-1-en-2-ylcyclohexan-1-ol
4-isopropenyl-1-methyl-cyclohexanol
cis-I(2)-Terpineol
trans-I(2)-Terpineol
(E)-.beta.-terpineol
(Z)-.beta.-Terpineol
XS86XKC2VT
cis-p-Menth-8-en-1-ol
trans-p-Menth-8-en-1-ol
P-menth-8-en-1-ol, cis
4-06-00-00254 (Beilstein Handbook Reference)
SCHEMBL1245775
.BETA.-TERPINEOL, CIS-
CHEMBL3184678
DTXCID5021209
SCHEMBL13895789
SCHEMBL14278527
SCHEMBL22882350
FEMA 3564
.BETA.-TERPINEOL, TRANS-
CHEBI:132899
DTXSID201317014
DTXSID301316364
Tox21_302378
AKOS006282035
HY-119963A
HY-119963B
4-Isopropenyl-1-methylcyclohexanol, cis
NCGC00255487-01
CAS-138-87-4
1-methyl-4-(prop-1-en-2-yl)cyclohexanol
1-Methyl-4-(1-Methylethenyl)-cyclohexanol
4-Isopropenyl-1-methylcyclohexanol, trans-
DB-243107
CS-0089116
CS-0089118
NS00012934
C17517
1-Methyl-4-(1-methylethenyl)-trans-Cyclohexanol
TERPIN MONOHYDRATE IMPURITY B [EP IMPURITY]
Q27261256
Q27288363
Q67880219
Rel-(1r,4r)-1-methyl-4-(prop-1-en-2-yl)cyclohexan-1-ol
(1S,4S)-1-METHYL-4-(PROP-1-EN-2-YL)CYCLOHEXAN-1-OL
Microorganism:

Yes

IUPAC name1-methyl-4-prop-1-en-2-ylcyclohexan-1-ol
SMILESCC(=C)C1CCC(CC1)(C)O
InchiInChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h9,11H,1,4-7H2,2-3H3
FormulaC10H18O
PubChem ID8748
Molweight154.25
LogP2.5
Atoms11
Bonds1
H-bond Acceptor1
H-bond Donor1
Chemical Classificationalcohols terpenes
CHEBI-ID9380
Supernatural-IDSN0335561

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno


3,7-dimethyloct-6-enyl Propanoate

Mass-Spectra

Compound Details

Synonymous names
Citronellyl propionate
141-14-0
Citronellyl propanoate
6-Octen-1-ol, 3,7-dimethyl-, propanoate
3,7-dimethyloct-6-enyl propanoate
6-Octen-1-ol, 3,7-dimethyl-, 1-propanoate
3,7-Dimethyl-6-octen-1-yl propionate
6-Octen-1-ol, 3,7-dimethyl-, propionate
FEMA No. 2316
3,7-Dimethyl-6-octen-1-ol propanoate
3,7-Dimethyl-6-octen-1-yl propanoate
3,7-Dimethyloct-6-en-1-yl propionate
(1)-3,7-Dimethyloct-6-enyl propionate
Citronellyl propianoate
Citronellyl n-proprionate
Propionic acid, ester with citronellol
DTXSID8047187
87R1092U7J
3,7-dimethyloct-6-en-1-yl propanoate
94086-40-5
(+)-3,7-Dimethyloct-6-enyl propionate
Citronellyl propionate (natural)
EINECS 205-461-3
EINECS 278-466-1
AI3-24358
UNII-87R1092U7J
Propionic acid, ester with citronellol (6CI)
SCHEMBL396918
6-Octen-1-ol, 3,7-dimethyl-, propionate (7CI,8CI)
CHEMBL3185956
DTXCID6027187
FEMA 2316
CHEBI:171788
3,7-dimethyloct-6-enyl propionate
3,7-Dimethyl-6-octenyl propionate
CITRONELLYL PROPIONATE [FCC]
EINECS 301-827-2
Tox21_302679
CITRONELLYL PROPIONATE [FHFI]
LMFA07010820
(+/-)-CITRONELLYL PROPIONATE
3,7-Dimethyl-6-octenyl propionate #
3,7-Dimethyloct-6-en-1-ylpropionate
AKOS015910710
MCULE-9460712409
CITRONELLYL PROPIONATE, (+/-)-
NCGC00256674-01
AS-76187
CAS-141-14-0
E410
6-Octen-1-ol,3,7-dimethyl-,1-propanoate
Citronellyl propionate, >=95%, FCC, FG
DB-042554
NS00012118
E79168
Q27269839
Microorganism:

Yes

IUPAC name3,7-dimethyloct-6-enyl propanoate
SMILESCCC(=O)OCCC(C)CCC=C(C)C
InchiInChI=1S/C13H24O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,12H,5-6,8-10H2,1-4H3
FormulaC13H24O2
PubChem ID8834
Molweight212.33
LogP4.2
Atoms15
Bonds8
H-bond Acceptor2
H-bond Donor0
Chemical Classificationesters terpenes
CHEBI-ID171788
Supernatural-IDSN0291067

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaCandida SakeKing George Island, South Shetland Islands, AntarcticaArrarte et al. 2017
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaCandida SakeYeast Nitrogen base with 1% pectinSPME / GCMSno


3,7-dimethyloct-6-en-1-ol

Mass-Spectra

Compound Details

Synonymous names
Citronellol
106-22-9
3,7-Dimethyloct-6-en-1-ol
beta-Citronellol
DL-Citronellol
Cephrol
6-Octen-1-ol, 3,7-dimethyl-
3,7-DIMETHYL-6-OCTEN-1-OL
Elenol
2,3-Dihydrogeraniol
Dihydrogeraniol
Rodinol
(+/-)-beta-Citronellol
2,6-Dimethyl-2-octen-8-ol
Citronellol, dl-
.beta.-Citronellol
Citronellol (natural)
(+-)-beta-citronellol
26489-01-0
68916-43-8
CHEBI:50462
C10H20O
(+-)-CITRONELLOL
NSC 8779
UNII-565OK72VNF
565OK72VNF
CCRIS 7452
DTXSID3026726
NSC-8779
EINECS 203-375-0
EINECS 247-737-6
(+/-)-3,7-dimethyloct-6-en-1-ol
BRN 1721507
AI3-25080
DTXCID006726
3,7-dimethyl-oct-6-en-1-ol
CITRONELLOL, (+/-)-
HSDB 6805
NSC8779
EC 203-375-0
4-01-00-02188 (Beilstein Handbook Reference)
MFCD00002935
(+/-)-3,7-dimethyl-6-octen-1-ol
6-Octen-1-ol, 3,7-dimethyl-, (+/-)-
Insect Repellent
CAS-106-22-9
D-Citronellol;(R)-(+)-beta-Citronellol
(+/-)-beta-Citronellol analytical standard
(+/-)-Citronellol;(+/-)-beta-Citronellol
(S)-(-)-|A-Citronellol
(R)-(+)-.beta.-Citronellol
nardus
mite attractant
rac-Citronellol
(+/-)-beta-Citronellol, primary pharmaceutical reference standard
Levo-citronellol
MFCD00063215
|A-Citronellol
Citronellol Natural
acyclic monoterpenoid
pelargonium geraniums
geranium oil saponified
ST069325
beta-Citronellol, 95%
(+-)-beta;-Citronellol
SCHEMBL21320
6-Octen-1-ol,7-dimethyl-
MLS002415719
3,7-dimethyl-oct-6-en1-ol
CHEMBL395827
()-Citronellol;()--Citronellol
.BETA.-CITRONELLOL [MI]
WLN: Q2Y1&3UY1&1
beta-CITRONELLOL, (+/-)-
HMS2267B17
Citronellol, >=95%, FCC, FG
Tox21_202119
Tox21_300003
(+/-)-.BETA.-CITRONELLOL
BBL009826
BDBM50037035
s5584
STK085542
AKOS005393175
CCG-266265
CS-W010917
HY-W010201
MCULE-4204888723
.BETA.-CITRONELLOL, (+/-)-
NCGC00091348-01
NCGC00091348-02
NCGC00091348-03
NCGC00091348-04
NCGC00254145-01
NCGC00259668-01
AS-14688
BP-21491
SMR000112138
SY066737
SY114862
( inverted exclamation markA)-b-Citronellol
DB-060123
DB-074976
DB-307766
(+/-)-beta-Citronellol, analytical standard
NS00093536
EN300-1270486
W-108771
W-109198
W-110227
Q27122080
Z87001681
Microorganism:

Yes

IUPAC name3,7-dimethyloct-6-en-1-ol
SMILESCC(CCC=C(C)C)CCO
InchiInChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3
FormulaC10H20O
PubChem ID8842
Molweight156.26
LogP3.2
Atoms11
Bonds5
H-bond Acceptor1
H-bond Donor1
Chemical Classificationalcohols terpenes
CHEBI-ID50462
Supernatural-IDSN0309689

mVOC Specific Details

Boiling Point
DegreeReference
224 deg CHaynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-216
Volatilization
The Henry's Law constant for citronellol is estimated as 2.1X10-5 atm-cu m/mole(SRC) derived from its vapor pressure, 0.02 mm Hg(1), and water solubility, 200 mg/L(2). This Henry's Law constant indicates that citronellol is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 2.4 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 21 days(SRC). Citronellol's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Even though the vapor pressure is low environmentally at standard temperature and pressure, there is a detectable odor; therefore, citronellol may volatilize from dry soil(SRC). Patch testing to determine the evaporation rate of fragrance chemicals from skin found that citronellol evaporation was not sensitive to pH changes from 4.0 to 7.0 and that 26-27% of applied citronellol was lost within 40 minutes to 24 hours(4).
Literature: (1) Sell CS; Terpenoids. Kirk-Othmer Encyclopedia of Chemical Technology. (1999-2015). New York, NY: John Wiley & Sons. Online Posting Date: Sep 15, 2006. (2) Yalkowsky SH et al; Handbook of Aqueous Solubility Data. 2nd ed. Boca Raton, FL: CRC Press, p. 739 (2010) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (4) Gilpin SJ et al; Dermatitis 20(4): 200-7 (2009)
Solubility
In water, 200 mg/L at 25 deg C
Literature: Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 739
Literature: #In water, 307 mg/L at 25 deg C; 300 mg/L at 20 deg C
Literature: ECHA; Search for Chemicals. Citronellol (CAS 106-22-9) Registered Substances Dossier. European Chemical Agency. Available from, as of July 16, 2015: http://echa.europa.eu/
Literature: #Soluble in fixed oils, propylene glycol; insoluble in glycerin
Literature: Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 12th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2012., p. 1166
Literature: #Miscible in ethanol and ether /(+)-citronellol/; very soluble in ethanol and ether /(-)-citronellol/
Literature: Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-216
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of citronellol can be estimated to be 94(SRC). According to a classification scheme(2), this estimated Koc value suggests that citronellol is expected to have high mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of July 17, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.02 mm Hg at 25 deg CSell CS; Terpenoids. Kirk-Othmer Encyclopedia of Chemical Technology. (1999-2015). New York, NY: John Wiley & Sons. Online Posting Date: Sep 15, 2006.
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
ProkaryotaBacillus Sp.antifungal activity against Fusarium solaniRhizosphere soil of avocadoGuevara-Avendaño et al. 2019
EukaryotaCandida SakeKing George Island, South Shetland Islands, AntarcticaArrarte et al. 2017
EukaryotaAspergillus Fumigatuscompost Fischer et al. 1999
EukaryotaAspergillus Versicolorcompost Fischer et al. 1999
EukaryotaZygosaccharomyces RouxiiNANAPei et al. 2022
EukaryotaSaccharomyces CerevisiaeNANAGe et al. 2021
EukaryotaMeyerozyma GuilliermondiiNANAZhao et al. 2022
EukaryotaSaccharomyces CerevisiaeNANAZhao et al. 2022
EukaryotaSaccharomycopsis ViniNANAZhao et al. 2022
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
ProkaryotaBacillus Sp.LB agarSPME-GC-MSno
EukaryotaCandida SakeYeast Nitrogen base with 1% pectinSPME / GCMSno
EukaryotaAspergillus Fumigatusyest extract sucroseTenax/GC-MSno
EukaryotaAspergillus Versicoloryest extract sucroseTenax/GC-MSno
EukaryotaZygosaccharomyces RouxiiYPD mediumGC-MSno
EukaryotaSaccharomyces Cerevisiaegrape juiceLC-15C HPLCno
EukaryotaMeyerozyma Guilliermondiisynthetic grape juiceHS-SPMEno
EukaryotaSaccharomyces Cerevisiaesynthetic grape juiceHS-SPMEno
EukaryotaSaccharomycopsis Vinisynthetic grape juiceHS-SPMEno