Results for:
Species: Cystoderma carcharias

1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

Mass-Spectra

Compound Details

Synonymous names
Fenchol
FENCHYL ALCOHOL
1632-73-1
1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol
(+)-Fenchol
2-Fenchanol
1,3,3-TRIMETHYL-2-NORBORNANOL
2-Norbornanol, 1,3,3-trimethyl-
3,3-Dimethyl-8,9-dinorbornan-2-ol
2217-02-9
1,3,3-Trimethylbicyclo(2.2.1)heptan-2-ol
Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-
DTXSID1041970
Bicyclo(2.2.1)heptan-2-ol, 1,3,3-trimethyl-
MFCD00066640
fenchylic alcohol
FENCHYL ALCOHOL (OD)
.alpha.-Fenchol
Fenchol, exo-
FEMA No. 2480
(1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol
EINECS 216-639-5
UNII-410Q2GK1HF
AI3-00733
(1S,2R,4R)-1,3,3-TRIMETHYL-BICYCLO[2.2.1]HEPTAN-2-OL
MFCD00003760
2,2,4-trimethylbicyclo[2.2.1]heptan-3-ol
SCHEMBL58038
(1S,2S,4R)-1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-ol
410Q2GK1HF
1,3,3-Trimethyl-2-norborneol
CHEMBL1907996
DTXCID9021970
FEMA 2480
Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1R-endo)-
HY-N7107
Tox21_303498
s5379
AKOS006230299
CCG-266251
MCULE-1749201613
SMP2_000026
NCGC00257282-01
BS-16080
SY115529
CAS-1632-73-1
CS-0081213
F0921
NS00012482
NS00080127
D70275
EN300-296384
1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol #
AB-131/40897226
Q417941
Microorganism:

Yes

IUPAC name1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
SMILESCC1(C2CCC(C2)(C1O)C)C
InchiInChI=1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3
FormulaC10H18O
PubChem ID15406
Molweight154.25
LogP2.5
Atoms11
Bonds0
H-bond Acceptor1
H-bond Donor1
Chemical Classificationalcohols terpenoids
CHEBI-ID15405
Supernatural-IDSN0140319

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaCystoderma CarchariasFranceBreheret 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
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaCystoderma Carchariasforest 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


1,3,3-trimethylbicyclo[2.2.1]heptan-2-one

Mass-Spectra

Compound Details

Synonymous names
(.+/-.)-Fenchone
1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
1195-79-5
214-804-6
CAS-1195-79-5
dl-fenchone
EINECS 214-804-6
Fenchone
fenchone, (+-)-isomer
alpha-Fenchone
1,3,3-Trimethyl-2-norbornanone
2-Norbornanone, 1,3,3-trimethyl-
Fenchon
1,3,3-Trimethyl-2-norcamphanone
Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
126-21-6
D-FENCHONE, 96
CHEBI:4999
DTXSID9025324
NCGC00166292-01
1,3-Trimethylnorcamphor
NSC 8896
NSC 122687
Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-
1,3-Trimethyl-2-norbornanone
1,3-Trimethyl-2-norcamphanone
2-Norbornanone,3,3-trimethyl-
WLN: L55 A CVTJ B1 D1 D1
1,3-Trimethylbicyclo[2.2.1]heptan-2-one
Bicyclo[2.2.1]heptan-2-one,3,3-trimethyl-
NSC-8896
iso-Fenchone
MFCD00151104
fenchan-2-one
NSC-122687
(1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
SCHEMBL57584
DTXCID305324
CHEMBL2268554
NSC8896
AMY25685
Tox21_112396
BBL018824
MFCD00248429
NSC122687
s5934
STK802502
AKOS009158536
LMPR0102120016
MCULE-7563797223
VS-06784
DB-017638
DB-070766
F0163
F0164
NS00012481
1.3.3-trimethylbicyclo(2.2.1)heptan-2-one
EN300-54085
C09859
1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-one
Bicyclo[2.2.1]heptane-2-one,1,3,3-trimethyl
A872224
Q414784
SR-01000945193
SR-01000945193-1
Z804948554
Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (.+/-.)-
Microorganism:

No

IUPAC name1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
SMILESCC1(C2CCC(C2)(C1=O)C)C
InchiInChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3
FormulaC10H16O
PubChem ID14525
Molweight152.23
LogP2.3
Atoms11
Bonds0
H-bond Acceptor1
H-bond Donor0
Chemical Classificationketones terpenes
CHEBI-ID4999
Supernatural-IDSN0205925

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaGanoderma Lucidumnasaprophytic on deciduous treesCampos Ziegenbein et al. 2006
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaGanoderma LucidumnaGC/MSno


(2S,5R)-2-methyl-5-propan-2-ylbicyclo[3.1.0]hexan-2-ol

Compound Details

Synonymous names
trans-Sabinene hydrate
KXSDPILWMGFJMM-CBMCFHRWSA-N
Microorganism:

No

IUPAC name(2S,5R)-2-methyl-5-propan-2-ylbicyclo[3.1.0]hexan-2-ol
SMILESCC(C)C12CCC(C1C2)(C)O
InchiInChI=1S/C10H18O/c1-7(2)10-5-4-9(3,11)8(10)6-10/h7-8,11H,4-6H2,1-3H3/t8?,9-,10+/m0/s1
FormulaC10H18O
PubChem ID12315151
Molweight154.25
LogP2.1
Atoms11
Bonds1
H-bond Acceptor1
H-bond Donor1
Chemical Classificationalcohols terpenes
Supernatural-IDSN0198243-03

mVOC Specific Details


Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaClitocybe OdoraFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaClitocybe Odoraforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno


2,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

Mass-Spectra

Compound Details

Synonymous names
Camphene hydrate
3-Methylcamphenilol
3-Methylcamphenilanol
465-31-6
2-Norbornanol, 2,3,3-trimethyl-
2,3,3-Trimethylbicyclo(2.2.1)heptan-2-ol
Camphenilanol, 3-methyl-
2,3,3-trimethyl-2-norbornanol
2,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol
X04T15R450
Bicyclo(2.2.1)heptan-2-ol, 2,3,3-trimethyl-
Bicyclo[2.2.1]heptan-2-ol, 2,3,3-trimethyl-
camphenehydrate
Camphene-hydrate
SCHEMBL2469093
UNII-X04T15R450
DTXSID00861951
CHEBI:167368
PXRCIOIWVGAZEP-UHFFFAOYSA-N
NS00124553
2,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol #
Q27894518
Microorganism:

No

IUPAC name2,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
SMILESCC1(C2CCC(C2)C1(C)O)C
InchiInChI=1S/C10H18O/c1-9(2)7-4-5-8(6-7)10(9,3)11/h7-8,11H,4-6H2,1-3H3
FormulaC10H18O
PubChem ID101680
Molweight154.25
LogP2.3
Atoms11
Bonds0
H-bond Acceptor1
H-bond Donor1
Chemical Classificationalcohols terpenes
CHEBI-ID167368
Supernatural-IDSN0297934

mVOC Specific Details


Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno


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


1-methyl-4-propan-2-ylidenecyclohexene

Mass-Spectra

Compound Details

Synonymous names
TERPINOLENE
586-62-9
Isoterpinene
Terpinolen
alpha-Terpinolene
4-Isopropylidene-1-methylcyclohexene
p-Mentha-1,4(8)-diene
1,4(8)-p-Menthadiene
Nofmer TP
Tereben
p-Menth-1,4(8)-diene
1,4(8)-Terpadiene
Cyclohexene, 1-methyl-4-(1-methylethylidene)-
1-Methyl-4-(1-methylethylidene)cyclohexene
1-Methyl-4-isopropylidene-1-cyclohexene
FEMA No. 3046
FEMA Number 3046
1-Methyl-4-(1-methylethylidene)-1-cyclohexene
HSDB 5702
EINECS 209-578-0
UNII-N9830X5KSL
p-Meth-1-en-8-yl-formate
4-isopropylidene-1-methyl-cyclohexene
1-methyl-4-(propan-2-ylidene)cyclohex-1-ene
.gamma.-Terpinolene
1-methyl-4-propan-2-ylidenecyclohexene
CHEBI:9457
N9830X5KSL
DTXSID0027222
1-methyl-4-(propan-2-ylidene)cyclohexene
AI3-24378
DTXCID507222
EC 209-578-0
MFCD00049191
1-methyl-4-(1-methylethylidene)-cyclohexene
Cyclohexene, 3-methyl-6-(1-methylethylidene)- (9CI)
1-methyl-4-(propan-2-ylidene)cyclohexene p-mentha-1,4(8)-diene
UN2541
delta-Terpinene
alpha -Terpinolene
.alpha.-Terpinolene
.alpha.- Terpinolen
Terpinolene (>85%)
Terpinolene, >=90%
TERPINOLENE with GC
TERPINOLENE [FHFI]
TERPINOLENE [HSDB]
bmse000504
CHEMBL454697
Terpinolene, analytical standard
FEMA 3046
Tox21_303268
AKOS028108377
FS-6812
LMPR0102090062
Terpinolene, technical, >=85% (GC)
UN 2541
d-1-methyl-4-isopropenyl-1-cyclohexene
Terpinolene, purum, >=95.0% (GC)
NCGC00256963-01
CAS-586-62-9
4-ISOPROPYLIDENE-1-METHYLCYCLOHEXANE
DB-053242
Terpinolene 1000 microg/mL in Isopropanol
NS00005520
T0817
Terpinolene [UN2541] [Flammable liquid]
C06075
EN300-125038
Alpha-Terpinolene 1000 microg/mL in Isopropanol
1-Methyl-4-(1-methylethylidene)-1-cyclohexene #
1-Methyl-4-(1-methylethylidene)cyclohexene, 9CI
Q-201793
Q2405051
Z1255360533
CYCLOHEXENE, 1-METHYL-4-(1-METHYLETHYLIDENE)-, (R)-
9LR
Microorganism:

Yes

IUPAC name1-methyl-4-propan-2-ylidenecyclohexene
SMILESCC1=CCC(=C(C)C)CC1
InchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
FormulaC10H16
PubChem ID11463
Molweight136.23
LogP2.8
Atoms10
Bonds0
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID9457
Supernatural-IDSN0231433

mVOC Specific Details

Boiling Point
DegreeReference
187 deg CHaynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-494
Volatilization
The Henry's Law constant for terpinolene is 2.62X10-2 atm-cu m/mole(1). This Henry's Law constant indicates that terpinolene is expected to volatilize rapidly 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 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)(2) is estimated as 5 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 48 days if adsorption is considered(3). Terpinolene is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure of 7.43X10-1 mm Hg(4).
Literature: (1) Copolovici LO, Niinemets U; Chemosphere 61: 1390-400 (2005) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) US EPA; EXAMS II Computer Simulation (1987) (4) Li J et al; Environ International 24: 353-58 (1998)
Soil Adsorption
The Koc of terpinolene is estimated as 7,600(SRC), using a log Kow of 4.47(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that terpinolene is expected to be immobile in soil.
Literature: (1) Li J et al; Environ International 24: 353-58 (1998) (2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of July 6, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (3) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.74 mm Hg at 25 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
EukaryotaHypoxylon AnthochroumNAMacías-Rubalcava et al. 2018
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaMycena PuraFranceBreheret et al. 1997
EukaryotaHypoxylon Anthochroumnaendophytic in Bursera lancifoliaUlloa-Benítez et al. 2016
EukaryotaEmericella Nidulanscompost Fischer et al. 1999
ProkaryotaStreptomyces Sp.nabreathing zone of a waste collection workerWilkins 1996
EukaryotaTrichoderma AtrovirideNAStoppacher et al. 2010
EukaryotaTrichoderma Virensn/aNACrutcher et al. 2013
EukaryotaTrichoderma Atroviriden/aNACrutcher et al. 2013
EukaryotaTrichoderma Reesein/aNACrutcher et al. 2013
EukaryotaMuscodor Fengyangensisn/aZhejiang Province of Southeast ChinaZhang et al. 2010
EukaryotaTuber Magnatumn/aItalian geographical areas ( Marche, Border region area between Emilia Romagna and Marche)Gioacchini et al. 2008
EukaryotaPenicillium Polonicumnawater damaged buildings, BelgiumPolizzi et al. 2012
Meyerozyma GuilliermondiiXiong et al. 2023
Fusarium GraminearumBallot et al. 2023
MicrobacteriumBallot et al. 2023
Kluyveromyces MarxianusJi 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
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Puraforest soilsolvent extraction, headspace, GCMSno
EukaryotaHypoxylon AnthochroumPDA/WA + 500 mg l^-1 ChloramphenicolSPME-GC/MSno
EukaryotaEmericella Nidulansyest extract sucroseTenax/GC-MSno
ProkaryotaStreptomyces Sp.Nutrient agar CM3 + 50mg/l actidioneGC/MSno
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma VirensPotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma ReeseiPotato dextrose agarHS-SPME/GC-MS no
EukaryotaMuscodor Fengyangensispotato dextrose agarThe MVOCs emitted by the mycelia of Muscodor were investigated by Solid phase microextraction/Gas chromatograph/Mass spectra (SPME/GC/MS). no
EukaryotaTuber Magnatumn/amicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
EukaryotaPenicillium Polonicummalt extract agar; potato dextrose agar; water agar; yeast extract agar; Czapek agarSPME-GC/MSno
Meyerozyma GuilliermondiiYEPD, 10 g/L yeast extrac, 20 g/L peptone, 20 g dextroseGC-MS and GC-IMSno
Fusarium Graminearumtryptone soy (TS medium; Carl Roth, Karlsruhe, Germany)GC-QQQ-MSno
Microbacteriumtryptone soy (TS medium; Carl Roth, Karlsruhe, Germany)GC-QQQ-MSno
Kluyveromyces MarxianusSauce Meat during StorageSPME–GC–MSno


1-methyl-4-prop-1-en-2-ylcyclohexene

Mass-Spectra

Compound Details

Synonymous names
LIMONENE
Dipentene
138-86-3
Cinene
Cajeputene
DL-Limonene
Kautschin
Dipenten
Eulimen
Nesol
p-Mentha-1,8-diene
1,8-p-Menthadiene
Cajeputen
Limonen
Cinen
Inactive limonene
Acintene DP dipentene
(+/-)-Limonene
1-Methyl-4-(1-methylethenyl)cyclohexene
Cyclohexene, 1-methyl-4-(1-methylethenyl)-
Unitene
alpha-Limonene
Flavor orange
Orange flavor
Goldflush II
4-Isopropenyl-1-methylcyclohexene
Acintene DP
4-Isopropenyl-1-methyl-1-cyclohexene
Dipanol
Di-p-mentha-1,8-diene
1,8(9)-p-Menthadiene
d,l-Limonene
Limonene, dl-
7705-14-8
Dipentene 200
(+-)-Dipentene
DL-4-Isopropenyl-1-methylcyclohexene
(+-)-Linonene
Caswell No. 526
delta-1,8-Terpodiene
p-Mentha-1,8-diene, dl-
(+-)-alpha-Limonene
Dipentene, crude
MENTHA-1,8-DIENE (DL)
NSC 21446
PC 560
1-Methyl-4-isopropenyl-1-cyclohexene
Terpodiene
1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene
Ciene
1-methyl-4-prop-1-en-2-ylcyclohexene
Cyclil decene
HSDB 1809
Limonene, (+/-)-
NSC 844
Orange x
Dipentene, technical grade
p-Mentha-1,8-diene, (+-)-
.alpha.-Limonene
DIPENTENE (+-)
EINECS 205-341-0
EINECS 231-732-0
1-Methyl-p-isopropenyl-1-cyclohexene
EPA Pesticide Chemical Code 079701
Mentha-1,8-diene
DTXSID2029612
UNII-9MC3I34447
CHEBI:15384
AI3-00739
NSC-844
NSC-21446
(+-)-(RS)-limonene
DL-p-mentha-1,8-diene
Mentha-1,8-diene, DL
.delta.-1,8-Terpodiene
8016-20-4
9MC3I34447
Terpenes and Terpenoids, limonene fraction
Methyl-4-isopropenylcyclohexene
DTXCID209612
NSC844
65996-98-7
(1)-1-Methyl-4-(1-methylvinyl)cyclohexene
1-Methyl-4-isopropenylcyclohexene
Methyl-4-isopropenyl-1-cyclohexene
NSC21446
Methyl-4-(1-methylethenyl)cyclohexene
NCGC00163742-03
4-(1-methylethenyl)-1-methyl-cyclohexene
(+/-)-1-METHYL-4-(1-METHYLETHENYL)CYCLOHEXENE
Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (.+/-.)-
Limonene 1000 microg/mL in Isopropanol
CAS-138-86-3
4-mentha-1,8-diene
TERPIN MONOHYDRATE IMPURITY C (EP IMPURITY)
TERPIN MONOHYDRATE IMPURITY C [EP IMPURITY]
Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-
UN2052
Achilles dipentene
Dipentene, tech.
4-isopropenyl-1-methyl-cyclohexene
Nesol/from Table/
c0626
p-Mentha-1, dl-
d(R)-4-Isopropenyl-1-methylcyclohexene
limonene, (+-)-
(.+-.)-Limonene
(.+-.)-Dipentene
p-Menthane/from Table/
4 Mentha 1,8 diene
LIMONENE [HSDB]
LIMONENE [MI]
(.+/-.)-Dipentene
(.+/-.)-Limonene
DIPENTENE [VANDF]
DIPENTEN [WHO-DD]
Cyclohexene, (.+-.)-
Dipentene, p.a., 95%
(+-)-LIMONENE
1-METHYL-4-PROP-1-EN-2-YL-CYCLOHEXENE
p-Mentha-1,8(9)-diene
CHEMBL15799
(.+/-.)-.alpha.-Limonene
(+/-)-p-Mentha-1,8-diene
p-Mentha-1, (.+-.)-
HMS3264E05
Pharmakon1600-00307080
HY-N0544
LIMONENE, (+/-)-(II)
Tox21_112068
Tox21_201818
Tox21_303409
MFCD00062992
NSC757069
STK801934
1-methyl-4-isopropenylcyclohex-1-ene
LIMONENE, (+/-)- [II]
AKOS009031280
Cyclohexene, 4-Isopropenyl-1-methyl-
USEPA/OPP Pesticide Code 079701
WLN: L6UTJ A1 DY1 & U1
CCG-214016
FS-8076
MCULE-2462317444
p-Mentha-1,8-diene, (.+/-.)-
SB44847
UN 2052
NCGC00163742-01
NCGC00163742-02
NCGC00163742-04
NCGC00163742-05
NCGC00257291-01
NCGC00259367-01
turpentine oil terpenes limonene fraction
8050-32-6
NCI60_041856
1-methyl-4-(1-methylethenyl) cylcohexene
1-methyl-4-(prop-1-en-2-yl)cyclohexene
Dipentene [UN2052] [Flammable liquid]
Cyclohexene, 1-methyl-4-(1-methylethynyl)
DB-053490
DB-072716
CS-0009072
L0046
NS00067923
EN300-21627
C06078
D00194
E88572
AB01563249_01
Q278809
SR-01000872759
CYCLOHEXENE 1-METHYL-4-(1-METHYLETHENYL)-
J-007186
J-520048
SR-01000872759-1
4B4F06FC-8293-455D-8FD5-C970CDB001EE
Dipentene, mixt. of limonene, 56-64%, and terpinolene, 20-25%
1-Methyl-4-(1-methylethenyl)-or 1-methyl-4-isopropenyl-cyclohex-1-ene
555-08-8
65996-99-8
8022-90-0
Microorganism:

Yes

IUPAC name1-methyl-4-prop-1-en-2-ylcyclohexene
SMILESCC1=CCC(CC1)C(=C)C
InchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
FormulaC10H16
PubChem ID22311
Molweight136.23
LogP3.4
Atoms10
Bonds1
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID15384
Supernatural-IDSN0434098

mVOC Specific Details

Boiling Point
DegreeReference
NA °C peer reviewed
Volatilization
Turpentine typically contains alpha-pinene (59%), beta-pinene (24%) and other isomeric terpenes(1). The Henry's Law constant for alpha- and beta-pinene have been measured as 0.134 and 0.0679 atm-cu m/mole respectively at 25 deg C(2). These Henry's Law constants indicate that alpha- and beta-pinene are expected to volatilize rapidly from water surfaces(3). Based on these Henry's Law constants, 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 3.4 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 4.6 days(SRC). alpha- and beta-Pinene's Henry's Law constants indicate that volatilization from moist soil surfaces may occur(SRC). alpha- and beta-Pinene are expected to volatilize from dry soil surfaces(SRC) based upon respective vapor pressures of 4.75 and 2.93 mm Hg at 25 deg C(1).
Literature: (1) USEPA; Screening-Level Hazard Characterization, Bicyclic Terpene Hydrocarbons Category, September 2010; Available from, as of Dec 26, 2014: http://www.epa.gov/chemrtk/hpvis/hazchar/Category_Bicyclic%20Terpene%20Hydrocarbons_%20September_2010.pdf (2) Copolovici LO, Niinemets U; Chemosphere 61: 1390-400 (2005) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Literature: #The Henry's Law constant for limonene is estimated as 0.032 atm-cu m/mole(SRC) derived from its vapor pressure, 1.55 mm Hg(1), and water solubility, 7.57 mg/L(2). This Henry's Law constant indicates that limonene 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). Limonene's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of limonene from dry soil surfaces may exist(SRC) based upon its vapor pressure(1).
Literature: (1) Boublik T et al; The vapor pressures of pure substances. Vol. 17. Amsterdam, Netherlands: Elsevier Sci Publ (1984) (2) Miller DJ, Hawthorne SB; J Chem Eng Data 44: 315-8 (2000) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Literature: #The Henry's Law constant for d-limonene is reported as 0.0281 atm-cu m/mole(1). This Henry's Law constant indicates that d-limonene is expected to volatilize rapidly 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 3.5 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 4.6 days(SRC). d-Limonene's reported Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of d-limonene from dry soil surfaces may exist based upon a vapor pressure of 1.98 mm Hg(3).
Literature: (1) Copolovici LO, Niinemets U Chemosphere 61: 1390-400 (2005) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) Yaws CL; Handbook of Vapor Pressure. Vol 3: C8-C28 Compounds. Houston, TX: Gulf Pub Co (1994)
Solubility
In water, 0.65 to 2.1 mg/L at 25 deg C /primary pinene constituents of turpentine oil/
Literature: USEPA; Screening-Level Hazard Characterization, Bicyclic Terpene Hydrocarbons Category, September 2010. Available from, as of Dec 26, 2014: http://www.epa.gov/chemrtk/hpvis/hazchar/Category_Bicyclic%20Terpene%20Hydrocarbons_%20September_2010.pdf
Literature: #Insol in water
Literature: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1822
Literature: #Soluble in 5 volumes alcohol; miscible with benzene, chloroform, ether, carbon disulfide, petroleum ether and oils.
Literature: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1822
Literature: #SLIGHTLY SOL IN WATER; SOL IN 3 VOL ALCOHOL; MISCIBLE WITH CARBON DISULFIDE, GLACIAL ACETIC ACID
Literature: The Merck Index. 9th ed. Rahway, New Jersey: Merck & Co., Inc., 1976., p. 883
Literature: #In water, 7.57 mg/L at 25 deg C
Literature: Miller DJ, Hawthorne SB; J Chem Eng Data 44: 315-8 (2000)
Literature: #Miscible with alcohol
Literature: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1021
Literature: #Miscible with alcohol, ether.
Literature: Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 12th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2012., p. V4: 2827
Literature: #Slightly soluble in water
Literature: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1262
Literature: #Soluble in 2 vol 90% alcohol, 1 volume glacial acetic acid; miscible with absolute alcohol, carbon disulfide
Literature: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1262
Literature: #In water, 13.8 mg/L at 25 deg C
Literature: Massaldi HA, King CJ; J Chem Eng Data 18: 393-7 (1973)
Literature: #Miscible with ethanol and ether; soluble in carbon tetrachloride
Literature: Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-338
Literature: #Miscible with fixed oils; slightly soluble in glycerin; insoluble in propylene glycol
Literature: Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 12th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2012., p. V4: 2741
Soil Adsorption
Turpentine typically contains alpha-pinene (59%), beta-pinene (24%) and other isomeric terpenes(1). Using a structure estimation method based on molecular connectivity indices(2), the Koc of alpha- and beta-pinene can be estimated to be 1000(SRC). According to a classification scheme(3), this estimated Koc value suggests that alpha- and beta-pinene are expected to have low mobility in soil.
Literature: (1) USEPA; Screening-Level Hazard Characterization, Bicyclic Terpene Hydrocarbons Category, September 2010. Available from, as of Dec 26, 2014: http://www.epa.gov/chemrtk/hpvis/hazchar/Category_Bicyclic%20Terpene%20Hydrocarbons_%20September_2010.pdf (2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of Dec 27, 2014: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
Literature: #Using a structure estimation method based on molecular connectivity indices(1), the Koc for limonene can be estimated to be 1,100(SRC). According to a classification scheme(2), this estimated Koc value suggests that limonene is expected to have low mobility in soil(SRC).
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of Apr 24, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Literature: #Using a structure estimation method based on molecular connectivity indices(1), the Koc of d-limonene can be estimated to be 1120(SRC). According to a classification scheme(2), this estimated Koc value suggests that d-limonene 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 Apr 24, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.25 to 0.67 kPa at 20 deg C (1.9 to 5 mm Hg)CDC; International Chemical Safety Cards (ICSC) 2012. Turpentine, ICSC 1063. Atlanta, GA: Centers for Disease Prevention & Control. National Institute for Occupational Safety & Health (NIOSH). Ed Info Div. Available from, as of Dec 26, 2014: http://www.cdc.gov/niosh/ipcs/icstart.html
1.55 mm Hg at 25 deg C /extrapolated/Boublik, T., Fried, V., and Hala, E., The Vapour Pressures of Pure Substances. Second Revised Edition. Amsterdam: Elsevier, 1984.
1.98 mm Hg at 25 deg CYaws CL; Handbook of Vapor Pressure. Vol 3: C8-C28 Compounds. Houston,TX: Gulf Pub Co (1994)
MS-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAspergillus FumigatusNANAAhmed et al. 2018
EukaryotaAspergillus FumigatusNANAKoo et al. 2014
EukaryotaPythium OligandrumStrong inhibition of growth of plant pathogen Pythium myriotylum;Pythium 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
ProkaryotaEscherichia ColiNAKarami et al. 2017
EukaryotaAspergillus ClavatusNADickschat et al. 2018
EukaryotaAspergillus FischeriNADickschat et al. 2018
EukaryotaHypoxylon AnthochroumNAMacías-Rubalcava et al. 2018
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaCantharellus CibariusFranceBreheret et al. 1997
EukaryotaClitocybe OdoraFranceBreheret et al. 1997
EukaryotaCortinarius CinnamomeusFranceBreheret et al. 1997
EukaryotaCystoderma AmianthinumFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaMycena PuraFranceBreheret et al. 1997
EukaryotaMycena RoseaFranceBreheret et al. 1997
EukaryotaTricholoma CaligatumFranceBreheret 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
ProkaryotaPaenibacillus Polymyxaantifungal effects against Rhizopus stoloniferisolated from an ancient tree Cryptomeria fortune and deposited in China General Microbiological Culture Collection Center (CGMCC No. 15733)Wu et al. 2020
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
ProkaryotaStaphylococcus EpidermidisAmerican Type Culture CollectionJenkins and Bean 2020
EukaryotaTrichoderma VirideNAHung et al. 2013
EukaryotaTuber BrumaleFortywoodland of the Basilicata regionMauriello et al. 2004
EukaryotaTrichoderma Virensn/aNACrutcher et al. 2013
EukaryotaTrichoderma Atroviriden/aNACrutcher et al. 2013
EukaryotaTrichoderma Reesein/aNACrutcher et al. 2013
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
ProkaryotaPseudomonas Brassicacearumreduces mycelium growth and sclerotia germination of Sclerotinia sclerotiorum USB-F593; lyses red blood cellsrhizosphere of bean plants, southern ItalyGiorgio et al. 2015
EukaryotaLentinula EdodesnanaÇağlarırmak et al. 2007
ProkaryotaStreptomyces Citreusn/aNASchulz and Dickschat 2007
ProkaryotaCalothrix Sp.n/aNAHöckelmann and Jüttner 2004
ProkaryotaNannocystis Exedensn/aNADickschat et al. 2007
ProkaryotaSerratia Proteamaculansn/aNAErcolini et al. 2009
ProkaryotaCarnobacterium Divergensn/aNAErcolini et al. 2009
ProkaryotaPseudomonas Fragin/aNAErcolini et al. 2009
ProkaryotaCalothrix Parietinan/aNAHoeckelmann et al. 2004
ProkaryotaCalothrix Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaPlectonema Notatumn/aNAHoeckelmann et al. 2004
ProkaryotaPlectonema Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaPhormidium Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaTolypothrix Distortan/aNAHoeckelmann et al. 2004
ProkaryotaRivularia Sp.n/aNAHoeckelmann et al. 2004
ProkaryotaSerratia Sp.n/aNABruce et al. 2004
EukaryotaSaccharomyces Cerevisiaen/aNABruce et al. 2004
EukaryotaTuber Magnatumn/aItalian geographical areas ( Umbria, Piedmont, Marche, Emilia Romagna, Border region area between Emilia Romagna and Marche, Tuscany, Molise)Gioacchini et al. 2008
EukaryotaTrichoderma Pseudokoningiin/aNAWheatley et al. 1997
EukaryotaEmericella Nidulanscompost Fischer et al. 1999
EukaryotaPenicillium Brevicompactumcompost Fischer et al. 1999
EukaryotaPenicillium Clavigerumcompost Fischer et al. 1999
EukaryotaPenicillium Glabrumcompost Fischer et al. 1999
EukaryotaPenicillium Crustosumcompost Fischer et al. 1999
ProkaryotaStreptomyces Sp.nabreathing zone of a waste collection workerWilkins 1996
ProkaryotaStaphylococcus Sciurinafrom the gut flora of pea aphid Acyrthosiphon pisum honeydewLeroy et al. 2011
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
EukaryotaPleurotus EryngiinanaUsami et al. 2014
ProkaryotaLentilactobacillus BuchneriNANASquara et al. 2022
ProkaryotaLacticaseibacillus ParacaseiNANASquara et al. 2022
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
Meyerozyma GuilliermondiiXiong et al. 2023
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAspergillus FumigatusAMMTD/GC-MSno
EukaryotaAspergillus FumigatusYPDTD/GC-MSno
EukaryotaPythium OligandrumV8 juice agarSPME/GC-MS/MSyes
ProkaryotaEscherichia ColiMueller Hinton broth (MB), tryptic soy broth (TSB)SPME, DVB/CAR/PDMS, GC-MSno
EukaryotaAspergillus Clavatusmedium 129CLSA-GCMSno
EukaryotaAspergillus Fischerimedium 129CLSA-GCMSyes
EukaryotaHypoxylon Anthochroumrice medium (RM, 300g of rice and 300ml of water)SPME, GC-MSyes
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaCantharellus Cibariusforest soilsolvent extraction, headspace, GCMSno
EukaryotaClitocybe Odoraforest soilsolvent extraction, headspace, GCMSno
EukaryotaCortinarius Cinnamomeusforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Amianthinumforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Puraforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Roseaforest soilsolvent extraction, headspace, GCMSno
EukaryotaTricholoma Caligatumforest 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
ProkaryotaPaenibacillus PolymyxaLB agar and M49 (minimal) mediaSPME/GC-MSyes
EukaryotaTrichoderma AsperellumPDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma AtroviridePDA mediaHS-SPME/GC-MSno
EukaryotaTrichoderma HarzianumPDA mediaHS-SPME/GC-MSno
ProkaryotaStaphylococcus EpidermidisBHI mediaHS-SPME/GC×GC-TOFMSno
EukaryotaTrichoderma VirideMalt extract agar Headspace volatiles collected with colomn/TD-GC-MSyes
EukaryotaTuber Brumalemicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
EukaryotaTrichoderma VirensPotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma ReeseiPotato dextrose agarHS-SPME/GC-MS no
EukaryotaCladosporium CladosporioidesGC-MSno
EukaryotaCladosporium HerbarumGC-MSno
EukaryotaPenicillium SpinulosumGC-MSno
EukaryotaMortierella Isabellinamalt extact agardiethyl extraction, GC-MSno
ProkaryotaPseudomonas BrassicacearumKing's B AgarSPME-GC/MSno
EukaryotaLentinula EdodesnaGC/MSno
ProkaryotaStreptomyces Citreusn/an/ano
ProkaryotaCalothrix Sp.n/an/ano
ProkaryotaNannocystis Exedensn/an/ano
ProkaryotaSerratia Proteamaculansn/an/ano
ProkaryotaCarnobacterium Divergensn/an/ano
ProkaryotaPseudomonas Fragin/an/ano
ProkaryotaCalothrix Parietinan/an/ano
ProkaryotaPlectonema Notatumn/an/ano
ProkaryotaPlectonema Sp.n/an/ano
ProkaryotaPhormidium Sp.n/an/ano
ProkaryotaTolypothrix Distortan/an/ano
ProkaryotaRivularia Sp.n/an/ano
ProkaryotaSerratia Sp.n/an/ano
EukaryotaSaccharomyces Cerevisiaen/an/ano
EukaryotaTuber Magnatumn/amicroextraction-gas chromatography-mass spectrometry analysis (SPME-GC-MS)no
EukaryotaTrichoderma PseudokoningiiLow mediumGC/MSno
EukaryotaEmericella Nidulansyest extract sucroseTenax/GC-MSno
EukaryotaPenicillium Brevicompactumyest extract sucroseTenax/GC-MSno
EukaryotaPenicillium Clavigerumyest extract sucroseTenax/GC-MSno
EukaryotaPenicillium Glabrumyest extract sucroseTenax/GC-MSno
EukaryotaPenicillium Crustosumyest extract sucroseTenax/GC-MSno
ProkaryotaStreptomyces Sp.Nutrient agar CM3 + 50mg/l actidioneGC/MSno
ProkaryotaStaphylococcus Sciuri876 liquid mediumSPME-GC/MSno
EukaryotaPenicillium CommuneDG18GC/MSno
EukaryotaSpongiporus LeucomallellusnaGC/MSno
EukaryotaFomitopsis PinicolanaGC/MSno
EukaryotaPleurotus EryngiinaGC/MS, GC-O, AEDAno
ProkaryotaLentilactobacillus Buchnerimaize silageHS-SPME coupled with GC-TOF 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


7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane

Mass-Spectra

Compound Details

Synonymous names
alpha-Fenchene
471-84-1
7,7-DIMETHYL-2-METHYLIDENEBICYCLO[2.2.1]HEPTANE
Bicyclo[2.2.1]heptane, 7,7-dimethyl-2-methylene-
(-)-7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane
Norbornane, 7,7-dimethyl-2-methylene-
7,7-Dimethyl-2-methylenebicyclo(2.2.1)heptane
Bicyclo2.2.1heptane, 7,7-dimethyl-2-methylene-
Bicyclo(2.2.1)heptane, 7,7-dimethyl-2-methylene-
7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane
.alpha.-Fenchene
CHEBI:89044
DTXSID60861972
7,7-Dimethyl-2-methylenenorbornane
7,7-dimethyl-2-methylene-norbornane
NS00126563
7,7-Dimethyl-2-methylen-bicyclo(2,2,1)heptane
7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane #
Q24715140
Microorganism:

No

IUPAC name7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane
SMILESCC1(C2CCC1C(=C)C2)C
InchiInChI=1S/C10H16/c1-7-6-8-4-5-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3
FormulaC10H16
PubChem ID28930
Molweight136.23
LogP3.1
Atoms10
Bonds0
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID89044
Supernatural-IDSN0426518

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaGomphidius GlutinosusFranceBreheret et al. 1997
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaGomphidius Glutinosusforest soilsolvent extraction, headspace, GCMSno


7-methyl-3-methylideneocta-1,6-diene

Mass-Spectra

Compound Details

Synonymous names
MYRCENE
123-35-3
beta-Myrcene
7-Methyl-3-methyleneocta-1,6-diene
7-Methyl-3-methylene-1,6-octadiene
1,6-Octadiene, 7-methyl-3-methylene-
.beta.-Myrcene
7-methyl-3-methylideneocta-1,6-diene
beta-geraniolene
Myrcene (natural)
FEMA No. 2762
2-Methyl-6-methylene-2,7-octadiene
b-Myrcene
3-Methylene-7-methyl-1,6-octadiene
.beta.-Geraniolene
CCRIS 3725
NSC 406264
HSDB 1258
beta -myrcene
EINECS 204-622-5
UNII-3M39CZS25B
NSC-406264
BRN 1719990
3M39CZS25B
DTXSID6025692
CHEBI:17221
AI3-00738
MFCD00008908
7-Methyl-3-methylene-octa-1,6-diene
DTXCID205692
Myrcene (stabilized with BHT)
EC 204-622-5
4-01-00-01108 (Beilstein Handbook Reference)
7-Methyl-3-methyleneoctadiene-(1,6)
beta-Myrcene 1000 microg/mL in Isopropanol
b-Geraniolene
beta -mircene
Myrcene, .beta.-
MYRCENE [FHFI]
MYRCENE [HSDB]
MYRCENE [INCI]
Myrcene, technical grade
?-MYRCENE
MYRCENE [FCC]
b-Myrcene (>90%)
beta-MYRCENE (IARC)
Myrcene analytical standard
?-Myrcene (>90%)
|A-Myrcene (>90%)
Myrcene, analytical standard
FEMA NUMBER 2762
1, 7-methyl-3-methylene-
.BETA.-MYRCENE [MI]
CHEMBL455491
.BETA.-MYRCENE [IARC]
FEMA 2762
Methyl-3-methylene-1,6-octadiene
Methyl-6-methylene-2,7-octadiene
Methylene-7-methyl-1,6-octadiene
Octadiene, 7-methyl-3-methylene-
HY-N0803
WLN: 1Y1&U3YU1&1U1
Tox21_300351
BBL036906
NSC406264
STL477735
AKOS015904015
3-Methylene-7-methyl-1, 6-octadiene
LMPR0102010005
7-methyl-3-methylidene-octa-1,6-diene
Mycrene 1000 microg/mL in Isopropanol
Myrcene 1000 microg/mL in Isopropanol
NCGC00091420-01
NCGC00091420-02
NCGC00254252-01
CAS-123-35-3
Myrcene, >=95%, stabilized, FCC, FG
VS-13772
M0235
NS00005804
7-Methyl-3-methylene-1,6-octadiene (myrcene)
C06074
E80785
EN300-187797
A805060
Myrcene, primary pharmaceutical reference standard
Q424577
Q-201417
7-Methyl-3-methylene-1,6-octadiene (beta -myrcene)
InChI=1/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H
29463-45-4
N6Q
Microorganism:

Yes

IUPAC name7-methyl-3-methylideneocta-1,6-diene
SMILESCC(=CCCC(=C)C=C)C
InchiInChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3
FormulaC10H16
PubChem ID31253
Molweight136.23
LogP4.3
Atoms10
Bonds4
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID17221
Supernatural-IDSN0364992

mVOC Specific Details

Boiling Point
DegreeReference
167 °C peer reviewed
Volatilization
The Henry's Law constant for myrcene is estimated as 0.0916 atm-cu m/mole(SRC) derived from its vapor pressure, 2.09 mm Hg(1), and water solubility, 4.09 mg/L(2). This Henry's Law constant indicates that myrcene 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 3.4 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 4.6 days(SRC). Myrcene's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of myrcene from dry soil surfaces may exist based upon a vapor pressure of 2.09 mm Hg(1).
Literature: (1) Haynes, W.M. (ed.); CRC Handbook of Chemistry and Physics. 91th ed. Boca Raton, FL: CRC Press Inc., p. 6-112 (2010-2011) (2) Yalkowsky SH et al eds; Handbook of aqueous solubility data. Second edition. Boca Raton, FL: CRC Press p. 714 (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
Using a structure estimation method based on molecular connectivity indices(1), the Koc of myrcene can be estimated to be 1074(SRC). According to a classification scheme(2), this estimated Koc value suggests that myrcene is expected to have low mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Jan, 2011. Available from, as of Oct 19, 2011: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
2.09 mm Hg at 25 deg CHaynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 6-112
MS-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaAmanita OvoideaFranceBreheret et al. 1997
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
EukaryotaMycena RoseaFranceBreheret et al. 1997
ProkaryotaStaphylococcus AureusAmerican Type Culture CollectionJenkins and Bean 2020
ProkaryotaCollimonas Pratensisn/aNAGarbeva et al. 2014
ProkaryotaStreptomyces Citreusn/aNASchulz and Dickschat 2007
EukaryotaTrichoderma Virensn/aNACrutcher et al. 2013
EukaryotaTrichoderma Atroviriden/aNACrutcher et al. 2013
EukaryotaTrichoderma Reesein/aNACrutcher et al. 2013
EukaryotaAspergillus Versicolorcompost Fischer et al. 1999
EukaryotaPaecilomyces Variotiicompost Fischer et al. 1999
EukaryotaPenicillium Clavigerumcompost Fischer et al. 1999
EukaryotaSaccharomyces CerevisiaeNANAHarris et al. 2021
EukaryotaSaccharomycopsis ViniNANAZhao et al. 2022
Lactobacillus PlantarumZhang et al. 2023
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaAmanita Ovoideaforest soilsolvent extraction, headspace, GCMSno
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
EukaryotaMycena Roseaforest soilsolvent extraction, headspace, GCMSno
ProkaryotaStaphylococcus AureusLB media, TSB mediaHS-SPME/GC×GC-TOFMSno
ProkaryotaCollimonas PratensisHeadspace trapping/GC-MSno
ProkaryotaStreptomyces Citreusn/an/ano
EukaryotaTrichoderma VirensPotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma AtroviridePotato dextrose agarHS-SPME/GC-MS no
EukaryotaTrichoderma ReeseiPotato dextrose agarHS-SPME/GC-MS no
EukaryotaAspergillus Versicoloryest extract sucroseTenax/GC-MSno
EukaryotaPaecilomyces Variotiiyest extract sucroseTenax/GC-MSno
EukaryotaPenicillium Clavigerumyest extract sucroseTenax/GC-MSno
EukaryotaSaccharomyces Cerevisiaemalt extract brothHS-SPME with GC-MSno
EukaryotaSaccharomycopsis Vinisynthetic grape juiceHS-SPMEno
Lactobacillus PlantarumHabanero pepperGC–IMSno


3-methyl-6-propan-2-ylidenecyclohexene

Compound Details

Synonymous names
Isoterpinolene
586-63-0
p-Mentha-2,4(8)-diene
Cyclohexene, 3-methyl-6-(1-methylethylidene)-
2,4(8)-p-Menthadiene
3-Methyl-6-(1-methylethylidene)cyclohexene
3-methyl-6-propan-2-ylidenecyclohexene
VR4XVW6V2H
EINECS 209-579-6
UNII-VR4XVW6V2H
p-2,4(8)-Menthadiene
para-Mentha-2,4(8)-diene
CHEBI:88840
DTXSID80862244
3-Isopropylidene-6-methyl-cyclohexene
3-Methyl-6-(1-methylethylidene)-cyclohexene
NS00042611
3-Methyl-6-(1-methylethylidene)-1-cyclohexene #
Q24514387
Microorganism:

Yes

IUPAC name3-methyl-6-propan-2-ylidenecyclohexene
SMILESCC1CCC(=C(C)C)C=C1
InchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,9H,5,7H2,1-3H3
FormulaC10H16
PubChem ID102443
Molweight136.23
LogP3.5
Atoms10
Bonds0
H-bond Acceptor0
H-bond Donor0
Chemical Classificationterpenes
CHEBI-ID88840
Supernatural-IDSN0046737

mVOC Specific Details


Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaHypoxylon AnthochroumNAMacías-Rubalcava et al. 2018
EukaryotaCystoderma CarchariasFranceBreheret et al. 1997
ProkaryotaBacillus Wiedmanniiantifungal activity against Fusarium solaniEnvironmental Biotechnology Laboratory of CIATEJ, Guadalajara (state of Jalisco), Mexico; isolated in from agricultural soilGutiérrez-Santa Ana et al. 2020
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaHypoxylon Anthochroumrice medium (RM, 300g of rice and 300ml of water)SPME, GC-MSyes
EukaryotaCystoderma Carchariasforest soilsolvent extraction, headspace, GCMSno
ProkaryotaBacillus WiedmanniiLB mediaSPME/GC-MSno