Results for:
PubChem ID: 5280450

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

Mass-Spectra

Compound Details

Synonymous names
linoleic acid
60-33-3
Linolic acid
(9Z,12Z)-octadeca-9,12-dienoic acid
Telfairic acid
cis,cis-Linoleic acid
Linoleate
9,12-Linoleic acid
Emersol 315
cis,cis-9,12-Octadecadienoic acid
Unifac 6550
9Z,12Z-Linoleic acid
cis-9,cis-12-Octadecadienoic acid
Emersol 310
(Z,Z)-9,12-Octadecadienoic acid
Extra Linoleic 90
9Z,12Z-octadecadienoic acid
9-cis,12-cis-Linoleic acid
all-cis-9,12-Octadecadienoic acid
acide linoleique
Linoleic
acido linoleico
Leinoleic acid
9,12-Octadecadienoic acid (9Z,12Z)-
9-cis,12-cis-Octadecadienoic acid
alpha-Linoleic acid
Ronacare asc 3
(9Z,12Z)-Octadecadienoic acid
acide cis-linoleique
Linoleic acid, pure
CCRIS 650
9,12-Octadecadienoic acid (Z,Z)-
9,12-Octadecadienoic acid
CHEBI:17351
HSDB 5200
UNII-9KJL21T0QJ
cis-delta9,12-Octadecadienoic acid
EINECS 200-470-9
9KJL21T0QJ
cis-Delta(9,12)-octadecadienoic acid
9,12-Octadecadienoic acid, (Z,Z)-
NSC 281243
NSC-281243
8024-22-4
DTXSID2025505
AI3-11132
cis-9, cis-12-octadecadienoic acid
C18:2 (n-6)
FEMA NO. 3380, LINOLEIC ACID-
CHEMBL267476
DTXCID505505
9-cis,12-cis-Octadecadienoate
8016-21-5
delta9,12-Octadecadienoic acid
C18:2
C18:2, n-6,9 all-cis
MFCD00064241
NSC281243
cis,cis-linoleate
NCGC00091049-04
VITAMIN F COMPONENT LINOLEIC ACID
VESPULA PENSYLVANICA B708568K063
LINOLEIC ACID (MART.)
LINOLEIC ACID [MART.]
C18:2 9c, 12c omega6 todos cis-9,12-octadienoico
CAS-60-33-3
14C-Linoleic acid
(9Z,12Z)-9,12-octadecadienoic acid
(14C)-Linoleic acid
octadeca-9,12-dienoic acid
SR-01000944790
(14C)alpha-Linolenic acid
9,12 Octadecadienoic Acid
acidelinoleique
7552P0K6PN
Linolate
Acid, 9,12-Octadecadienoic
linoleic-acid
Leinolic acid
trans-9,trans-12-Octadecadienoic acid
85594-37-2
9Z,12Z-Linoleate
80969-37-5
n-6,9 all-cis
Linoleic acid, 95%
9Z,12Z-Octadecadienoate
9-cis,12-cis-Linoleate
Linoleic acid, >=95%
Linoleic acid, >=99%
bmse000497
bmse000604
Epitope ID:117705
POLYLIN NO 515
LINOLEIC ACID [MI]
SCHEMBL7067
(9Z,12Z)-9,12-Octadecadienoic-1-13C Acid
Fatty Acid 18:2 n-6
POLYIN NO.515
cis,12-Octadecadienoic acid
LINOLEIC ACID [FCC]
Pamolyn 125 (Salt/Mix)
cis-D9,12-Octadecadienoate
BSPBio_001374
LINOLEIC ACID [HSDB]
LINOLEIC ACID [INCI]
CCRIS 652
LINOLEIC ACID [VANDF]
UNII-7552P0K6PN
all-cis-9,12-Octadecadienoate
BML3-C03
cis-9,cis-12-Octadecadienoate
GTPL1052
Linoleic acid, >=95%, FG
Linoleic acid, puriss., 90%
LINOLEIC ACID [WHO-DD]
(Z,Z)-9,12-Octadecadienoate
ACon1_000270
BDBM22231
cis-D9,12-Octadecadienoic acid
Linoleic acid, >=93% (GC)
CHEBI:137735
9,12-Octadecadienoic acid, (Z,Z)-, labeled with carbon-14
HMS1361E16
HMS1791E16
HMS1989E16
HMS3402E16
HMS3649F07
HMS3886F05
Linoleic acid, analytical standard
9,12-Octadecadienoic acid (VAN)
cis,cis,9,12-Octadecadienoic acid
HY-N0729
9,12-Octadecadienoic acid, (Z)-
Tox21_111067
Tox21_202171
Tox21_303080
(9Z,12Z)-9,12-Octadecadienoate
C18:2 9c
cis,cis-octadeca-9,12-dienoic acid
cis-9,cis-12-Octadecadienoic acid,
LMFA01030120
s5821
(Z,Z)-Octadeca-9, 12-dienoic acid
9,12-Octadecadienoic acid, (E,E)-
9,12-Octadecadienoic acid, cis,cis-
AKOS015951293
Cis, cis-octadeca-9,12-dienoic acid
DB14104
(Z)-9,12-OCTADECADIENOIC ACID
9-(Z), 12-(Z)-Octadecadienoic acid
cis-.DELTA.9,12-Octadecadienoic acid
IDI1_033844
NCGC00091049-01
NCGC00091049-02
NCGC00091049-03
NCGC00091049-05
NCGC00091049-06
NCGC00091049-07
NCGC00257024-01
NCGC00259720-01
12c omega6 todos cis-9,12-octadienoico
AC-33770
AS-12672
BP-31121
FA(18:2(9Z,12Z))
Linoleic acid, technical, 60-74% (GC)
Octadeca-9,12-dienoic acid, (cis,cis)-
AI3-36448
9,Z)-
CS-0009742
L0053
L0124
NS00010521
C01595
EN300-383983
LINOLEIC ACID (CONSTITUENT OF SPIRULINA)
9, (Z)-
A832696
Q407426
LINOLEIC ACID (CONSTITUENT OF FLAX SEED OIL)
LINOLEIC ACID (CONSTITUENT OF SAW PALMETTO)
SR-01000944790-1
SR-01000944790-3
BRD-K08973992-001-03-9
LINOLEIC ACID (CONSTITUENT OF BORAGE SEED OIL)
LINOLEIC ACID (CONSTITUENT OF SPIRULINA) [DSC]
5CE5E1F3-8859-4C5B-9AFE-E44A7076DF6E
LINOLEIC ACID (C18:2) (CONSTITUENT OF KRILL OIL)
LINOLEIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Linoleic acid, liquid, BioReagent, suitable for cell culture
Linoleic acid, 2.0 mg/mL in ethanol, certified reference material
cis,cis-9,12-octadecadienoic acid; LINOLEATE; emersol315; Linoleic; unifac6550;
30175-49-6
LIN
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
Molweight280.4
LogP6.8
Atoms20
Bonds14
H-bond Acceptor2
H-bond Donor1
Chemical Classificationacids carboxylic acids organic acids
CHEBI-ID17351
Supernatural-IDSN0278401-02

mVOC Specific Details

Boiling Point
DegreeReference
230 °C peer reviewed
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
Massbank-Links
Massbank Spectrum MSBNK-Antwerp_Univ-METOX_N105527_9CB7
Massbank Spectrum MSBNK-Antwerp_Univ-METOX_N105528_B8BB
Massbank Spectrum MSBNK-Antwerp_Univ-METOX_N105553_60AD
Massbank Spectrum MSBNK-BGC_Munich-RP029501
Massbank Spectrum MSBNK-BGC_Munich-RP029502
Massbank Spectrum MSBNK-BGC_Munich-RP029503
Massbank Spectrum MSBNK-BGC_Munich-RP029511
Massbank Spectrum MSBNK-BGC_Munich-RP029512
Massbank Spectrum MSBNK-BS-BS001064
Massbank Spectrum MSBNK-BS-BS001065
Massbank Spectrum MSBNK-BS-BS001066
Massbank Spectrum MSBNK-BS-BS001067
Massbank Spectrum MSBNK-BS-BS001068
Massbank Spectrum MSBNK-Eawag-EQ331601
Massbank Spectrum MSBNK-Eawag-EQ331602
Massbank Spectrum MSBNK-Eawag-EQ331603
Massbank Spectrum MSBNK-Eawag-EQ331604
Massbank Spectrum MSBNK-Eawag-EQ331605
Massbank Spectrum MSBNK-Eawag-EQ331606
Massbank Spectrum MSBNK-Eawag-EQ331651
Massbank Spectrum MSBNK-Eawag-EQ331652
Massbank Spectrum MSBNK-Eawag-EQ331653
Massbank Spectrum MSBNK-Eawag-EQ331654
Massbank Spectrum MSBNK-Eawag-EQ331655
Massbank Spectrum MSBNK-ISAS_Dortmund-IA000127
Massbank Spectrum MSBNK-ISAS_Dortmund-IA000128
Massbank Spectrum MSBNK-ISAS_Dortmund-IA000129
Massbank Spectrum MSBNK-ISAS_Dortmund-IA000496
Massbank Spectrum MSBNK-ISAS_Dortmund-IA000497
Massbank Spectrum MSBNK-ISAS_Dortmund-IA000498
Massbank Spectrum MSBNK-Kazusa-KZ000056
Massbank Spectrum MSBNK-Keio_Univ-KO001295
Massbank Spectrum MSBNK-Keio_Univ-KO001296
Massbank Spectrum MSBNK-Keio_Univ-KO001297
Massbank Spectrum MSBNK-Keio_Univ-KO001298
Massbank Spectrum MSBNK-Keio_Univ-KO001299
Massbank Spectrum MSBNK-Kyoto_Univ-CA000167
Massbank Spectrum MSBNK-Metabolon-MT000114
Massbank Spectrum MSBNK-RIKEN-PR010199

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaGanoderma Lucidumnasaprophytic on deciduous treesCampos Ziegenbein et al. 2006
EukaryotaSpongiporus Leucomallellusnasaprophytic mostly on wet, old pinesCampos Ziegenbein et al. 2006
EukaryotaPleurotus EryngiinanaUsami et al. 2014
EukaryotaPleurotus CystidiosusnanaUsami et al. 2014
ProkaryotaBacteroides ThetaiotaomicronNANABryant et al. 2017
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaGanoderma LucidumnaGC/MSno
EukaryotaSpongiporus LeucomallellusnaGC/MSno
EukaryotaPleurotus EryngiinaGC/MS, GC-O, AEDAno
EukaryotaPleurotus CystidiosusnaGC/MS, GC-O, AEDAno
ProkaryotaBacteroides ThetaiotaomicronBrain Heart Infusion medium with 0.001% heminRP/UPLC-MS/MS (ESI+) (-ESI)no