RefMet Compound Details

MW structure582 (View MW Metabolite Database details)
RefMet namealpha-Linolenic acid
Alternative nameFA 18:3(9Z,12Z,15Z)
Systematic name9Z,12Z,15Z-octadecatrienoic acid
SMILESCC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O   Run Tanimoto similarity search (with similarity coefficient >=0.6)
Sum CompositionFA 18:3 View other entries in RefMet with this sum composition
Exact mass278.224580 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC18H30O2View other entries in RefMet with this formula
InChIKeyDTOSIQBPPRVQHS-PDBXOOCHSA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassFatty Acyls
Main ClassFatty acids
Sub ClassUnsaturated FA
Pubchem CID5280934
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving alpha-Linolenic acid

Rxn IDKEGG ReactionEnzyme
R07860 Phosphatidylcholine + H2O <=> 2-Acyl-sn-glycero-3-phosphocholine + (9Z,12Z,15Z)-Octadecatrienoic acidPhosphatidylcholine + H2O <=> 2-Acyl-sn-glycero-3-phosphocholine + (9Z,12Z,15Z)-Octadecatrienoic acid
R08178 (9Z,12Z,15Z)-Octadecatrienoyl-CoA + H2O <=> CoA + (9Z,12Z,15Z)-Octadecatrienoic acid(9Z,12Z,15Z)-Octadecatrienoyl-CoA + H2O <=> CoA + (9Z,12Z,15Z)-Octadecatrienoic acid
R07859 Phosphatidylcholine + H2O <=> 1-Acyl-sn-glycero-3-phosphocholine + (9Z,12Z,15Z)-Octadecatrienoic acidPhosphatidylcholine + H2O <=> 1-Acyl-sn-glycero-3-phosphocholine + (9Z,12Z,15Z)-Octadecatrienoic acid
R07861 (9Z,12Z,15Z)-Octadecatrienoic acid + Reduced acceptor + Oxygen <=> Stearidonic acid + Acceptor + 2 H2O(9Z,12Z,15Z)-Octadecatrienoic acid + Reduced acceptor + Oxygen <=> Stearidonic acid + Acceptor + 2 H2O

Table of KEGG human pathways containing alpha-Linolenic acid

Pathway IDHuman Pathway# of reactions
hsa00592 alpha-Linolenic acid metabolism 3
hsa01040 Biosynthesis of unsaturated fatty acids 1