RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0149976
RefMet name	Linoleic acid
Alternative name	FA 18:2(9Z,12Z)
Systematic name	9Z,12Z-octadecadienoic acid
Synonyms	PubChem Synonyms
Sum Composition	FA 18:2	View other entries in RefMet with this sum composition
Exact mass	280.240230 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C18H32O2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	553 (Download molfile/View MW Metabolite Database details)
InChI	InChI=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-
InChIKey	OYHQOLUKZRVURQ-HZJYTTRNSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Fatty Acyls
Main Class	Fatty acids
Sub Class	Unsaturated FA
Distribution of Linoleic acid in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Linoleic acid
External Links
Pubchem CID	5280450
LIPID MAPS	LMFA01030120
ChEBI ID	17351
KEGG ID	C01595
HMDB ID	HMDB0000673
Chemspider ID	4444105
MetaCyc ID	LINOLEIC_ACID
EPA CompTox	DTXCID8036578
Spectral data for Linoleic acid standards
BMRB ID(NMR)	View NMR spectra
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Linoleic acid

Rxn ID	KEGG Reaction	Enzyme
R03626	Linoleate + Oxygen <=> (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid	Linoleate:oxygen 13-oxidoreductase
R07055	Linoleate + Oxygen + NADPH + H+ <=> 9(10)-EpOME + NADP+ + H2O	Linoleate + Oxygen + NADPH + H+ <=> 9(10)-EpOME + NADP+ + H2O
R07056	Linoleate + Oxygen + NADPH + H+ <=> 12(13)-EpOME + NADP+ + H2O	Linoleate + Oxygen + NADPH + H+ <=> 12(13)-EpOME + NADP+ + H2O
R07064	Phosphatidylcholine + H2O <=> 1-Acyl-sn-glycero-3-phosphocholine + Linoleate	phosphatidylcholine 2-acylhydrolase
R08177	Linoleoyl-CoA + H2O <=> CoA + Linoleate	Linoleoyl-CoA hydrolase

Table of KEGG human pathways containing Linoleic acid

Pathway ID	Human Pathway	# of reactions
hsa00591	Linoleic acid metabolism	4
hsa01040	Biosynthesis of unsaturated fatty acids	1