Results for:
PubChem ID: 5280450

(9Z,12Z)-octadeca-9,12-dienoic Acid

Mass-Spectra

Compound Details

Synonymous names
LinoleicAcid
Linolate
Linoleate
Linoleic
LINOLELAIDIC ACID
OYHQOLUKZRVURQ-HZJYTTRNSA-N
acide linoleique
acido linoleico
grapeseed oil
Leinoleic acid
linoleic acid
Telfairic acid
acide cis-linoleique
EIC
Linolic acid
alpha-Linoleic acid
linoleic and linolenic acids
AC1NQX1J
cis,cis-linoleate
Linoleic acid, analytical standard
Grape seed oil
cis,cis-Linoleic acid
Linoleic acid, pure
Oils, grape
9KJL21T0QJ
9Z,12Z-Octadecadienoate
cis,12-Octadecadienoic acid
SCHEMBL7067
delta9,12-Octadecadienoic acid
Extra Linoleic 90
GTPL1052
Oils, grape seed
UNII-0JXR8F0V1Q component OYHQOLUKZRVURQ-HZJYTTRNSA-N
UNII-F85N2YHE4E component OYHQOLUKZRVURQ-HZJYTTRNSA-N
BIL9075
Emersol 310
Emersol 315
GK5161
Polylin 515
UNII-9KJL21T0QJ
9Z,12Z-octadecadienoic acid
BDBM22231
BML3-C03
CCRIS 650
CCRIS 652
cis-D9,12-Octadecadienoate
HMDB00673
L0053
L0124
Linoleic Acid 315
9,12-Octadecadienoic acid
9Z,12Z-Linoleate
BBC/806
CHEMBL267476
cis-delta9,12-Octadecadienoic acid
Linoleic acid, >=95%
Linoleic acid, >=99%
LS-261
RP29843
Unifac 6550
bmse000497
bmse000604
C01595
C18:2
HMS1361E16
HMS1791E16
HMS1989E16
HMS3402E16
HMS3649F07
HSDB 5200
Linoleic acid, 96%
(14C)alpha-Linolenic acid
9-cis,12-cis-Octadecadienoate
9Z,12Z-Linoleic acid
AK110470
all-cis-9,12-Octadecadienoate
BC202792
cis-9,cis-12-Octadecadienoate
cis-D9,12-Octadecadienoic acid
DNC010899
DR000968
DTXSID2025505
LP080884
NSC281243
ST098723
9,12-Linoleic acid
A-8680
CHEBI:17351
DSSTox_CID_5505
Linoleic Acid-1-13C
trans-9,trans-12-Octadecadienoic acid
ZINC4474613
AJ-51156
AN-23636
AX8136376
BSPBio_001374
CC-29963
DSSTox_GSID_25505
(14C)-Linoleic acid
9-cis,12-cis-Octadecadienoic acid
9,Z)-
all-cis-9,12-Octadecadienoic acid
cis-9-cis-12-Octadecadienoic acid
cis-9,cis-12-Octadecadienoic acid
cis,cis-9,12-Octadecadienoic acid
DSSTox_RID_77814
LMFA01030120
MFCD00064241
Polylin No. 515
ZX-AFC003018
ZX-AS005006
9-cis,12-cis-Linoleate
AI3-11132
AI3-36448
C18:2 9c
DB-053596
KB-209137
KB-297197
Linoleic acid, liquid, BioReagent, suitable for cell culture
LS-190728
NSC 281243
NSC-281243
ST24026329
ST50826087
(9Z,12Z)-Octadecadienoic acid
ACon1_000270
AKOS015951293
Epitope ID:117705
Linoleic acid, >=95%, FG
rans, trans-9,12-octadecadienoic acid
VESPULA PENSYLVANICA B708568K063
9-cis,12-cis-Linoleic acid
cis-.DELTA.9,12-Octadecadienoic acid
cis-Delta(9,12)-octadecadienoic acid
FT-0601571
IDI1_033844
n-6,9 all-cis
60-33-3
cis-9, cis-12-octadecadienoic acid
cis-9,cis-12-Octadecadienoic acid,
Linoleic acid, PharmaGrade, Manufactured under appropriate controls for use as a raw material in pharma or biopharmaceutical production
9,12-Octadecadienoic acid (VAN)
Linoleic acid, puriss., 90%
Pamolyn 125 (Salt/Mix)
Tox21_111067
Tox21_202171
Tox21_303080
C18:2 (Lipid numbers)
Linoleic acid, >=93% (GC)
(Z,Z)-9,12-Octadecadienoate
CAS-60-33-3
2197-37-7
8024-22-4
9, (Z)-
9,12-Octadecadienoic acid, cis,cis-
NCGC00091049-01
NCGC00091049-02
NCGC00091049-03
NCGC00091049-04
NCGC00091049-05
NCGC00091049-06
NCGC00091049-07
NCGC00257024-01
NCGC00259720-01
12c omega6 todos cis-9,12-octadienoico
EINECS 200-470-9
(Z,Z)-9,12-Octadecadienoic acid
80969-37-5
98353-71-0
Linoleic acid, technical, 75% 10g
SR-01000944790
949900-18-9
(9Z,12Z)-9,12-Octadecadienoate
Linoleic acid, 2.0 mg/mL in ethanol, certified reference material
MolPort-001-788-459
9,12-Octadecadienoic acid (Z,Z)-
Linoleic Acid, 99% min (animal-origin free, vegetal-derived)
(9Z,12Z)-9,12-octadecadienoic acid
(9Z,12Z)octadeca-9,12-dienoic acid
SR-01000944790-1
(Z,Z)-Octadeca-9, 12-dienoic acid
9,12-Octadecadienoic acid, (E,E)-
9,12-Octadecadienoic acid, (Z,Z)-
Linoleic acid, technical, 60-74% (GC)
(9Z,12Z)-octadeca-9,12-dienoic acid
9,12-Octadecadienoic acid (9Z,12Z)-
C18:2, n-6,9 all-cis
Octadeca-9,12-dienoic acid, (cis,cis)-
9-(Z), 12-(Z)-Octadecadienoic acid
(Z,Z)-9,12-Octadecadienoic-1-13C Acid
9,12-Octadecadienoic acid, (9E,12E)-
BRD-K08973992-001-03-9
(9Z,12Z)-9,12-Octadecadienoic-1-13C Acid
5CE5E1F3-8859-4C5B-9AFE-E44A7076DF6E
C18:2 9c, 12c omega6 todos cis-9,12-octadienoico
9,12-Octadecadienoic acid, (Z,Z)-, labeled with carbon-14
Microorganism:

Yes

IUPAC name(9Z,12Z)-octadeca-9,12-dienoic acid
SMILESCCCCCC=CCC=CCCCCCCCC(=O)O
InchiInChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
FormulaC18H32O2
PubChem ID5280450
Molweight280.452
LogP6.42
Atoms52
Bonds51
H-bond Acceptor2
H-bond Donor1
Chemical Classificationterpenes carboxylic acids

mVOC Specific Details

Volatilization
The Henry's Law constant for linoleic acid is estimated as 2.0X10-7 atm-cu m/mole(SRC) derived from its vapor pressure, 8.68X10-7 mm Hg(1), and water solubility, 1.59 mg/L(2). This Henry's Law constant indicates that linoleic acid is expected to be essentially nonvolatile from water surfaces(3). Linoleic acid's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Linoleic acid is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure.
Literature: (1) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals: Data Compilation. Design Inst Phys Prop Data, Amer Inst Chem Eng., New York, NY: Hemisphere Pub Corp, Vol 5 (1998) (2) Mabrouk AF, Dugan LR Jr; J American Oil Chemists Society 38(1): 9-13 (1961) (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 linoleic acid can be estimated to be 1.2X10+4(SRC). According to a classification scheme(2), this estimated Koc value suggests that undissociated linoleic acid is expected to be immobile mobility in soil. The pKa of linoleic acid is 4.77(3), indicating that this compound will exist primarily in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of Jan 20, 2014: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983) (3) Serjeant EP, Dempsey B; Ionisation Constants of Organic Acids in Aqueous Solution IUPAC Chemical Data Series No.23 NY, NY: Pergamon Press. p. 726 (1979) (4) Doucette WJ; pp. 141-188 in Handbook of Property Estimation Methods for Chemicals. Boethling RS, Mackay D, eds. Boca Raton, FL: Lewis Publ (2000)
Vapor Pressure
PressureReference
8.68X10-7 mm Hg at 25 deg CDaubert 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, Vol 5 (1998)
MS-Links
MS-MS Spectrum 4368 - LC-ESI-QQ (API3000, Applied Biosystems) 40V Negative
MS-MS Spectrum 201658
MS-MS Spectrum 201668
MS-MS Spectrum 201656
MS-MS Spectrum 4369 - LC-ESI-QQ (API3000, Applied Biosystems) 50V Negative
MS-MS Spectrum 201665
MS-MS Spectrum 932 - Quattro_QQQ 40V Positive delivery=Flow_Injection analyzer=Triple_Quad
MS-MS Spectrum 201660
MS-MS Spectrum 4366 - LC-ESI-QQ (API3000, Applied Biosystems) 20V Negative
MS-MS Spectrum 225302
MS-MS Spectrum 930 - Quattro_QQQ 10V Positive delivery=Flow_Injection analyzer=Triple_Quad
MS-MS Spectrum 201661
MS-MS Spectrum 201667
MS-MS Spectrum 4364 - FAB-EBEB (JMS-HX/HX 110A, JEOL) Negative
MS-MS Spectrum 225300
MS-MS Spectrum 201663
MS-MS Spectrum 201657
MS-MS Spectrum 4365 - LC-ESI-QQ (API3000, Applied Biosystems) 10V Negative
MS-MS Spectrum 201659
MS-MS Spectrum 225301
MS-MS Spectrum 201664
MS-MS Spectrum 4367 - LC-ESI-QQ (API3000, Applied Biosystems) 30V Negative
MS-MS Spectrum 201662
MS-MS Spectrum 201666
MS-MS Spectrum 931 - Quattro_QQQ 25V Positive delivery=Flow_Injection analyzer=Triple_Quad
1D-NMR-Links

Microorganisms emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
FungiGanoderma Lucidumnasaprophytic on deciduous treesZiegenbein et al., 2006
FungiPleurotus CystidiosusnanaUsami et al., 2014
FungiPleurotus Eryngii Var. TuoliensisnanaUsami et al., 2014
FungiSpongiporus Leucomallellusnasaprophytic mostly on wet, old pinesZiegenbein et al., 2006
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
FungiGanoderma LucidumnaGC/MSNo
FungiPleurotus CystidiosusnaGC/MS, GC-O, AEDANo
FungiPleurotus Eryngii Var. TuoliensisnaGC/MS, GC-O, AEDANo
FungiSpongiporus LeucomallellusnaGC/MSNo