Metabolomics Structure Database

 
MW REGNO: 582
Common Name:alpha-linolenic acid
Systematic Name:9Z,12Z,15Z-octadecatrienoic acid
RefMet Name:alpha-Linolenic acid
Synonyms:cis-9, cis-12, cis-15-octadecatrienoic acid; C18:3n-3,6,9 [PubChem Synonyms]
Exact Mass:
278.2246 (neutral)    Calculate m/z:
Formula:C18H30O2
InChIKey:DTOSIQBPPRVQHS-PDBXOOCHSA-N
LIPID MAPS Category:Fatty Acyls [FA]
LIPID MAPS mainclass:Fatty Acids and Conjugates [FA01]
LIPID MAPS subclass:Unsaturated fatty acids [FA0103]
MoNA MS spectra:View MS spectra
NP-MRD NMR spectra:View NMR spectra
SMILES:CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=O
Studies:Available studies (via RefMet name)

Select appropriate tab below to view additional details:

External database links:

PubChem CID:5280934
LIPID MAPS ID:LMFA01030152
CHEBI ID:27432
HMDB ID:HMDB0001388
KEGG ID:C06427
Chemspider ID:4444437
METLIN ID:6208
MetaCyc ID:LINOLENIC_ACID
NP-MRD ID(NMR):NP0000694

Calculated physicochemical properties (?):

Heavy Atoms: 20  
Rings: 0  
Aromatic Rings: 0  
Rotatable Bonds: 13  
van der Waals Molecular volume: 326.98 Å3 molecule-1  
Toplogical Polar Sufrace Area: 37.30 Å2 molecule-1  
Hydrogen Bond Donors: 1  
Hydrogen Bond Acceptors: 2  
logP: 5.66  
Molar Refractivity: 86.90  
Fraction sp3 Carbons: 0.61  
sp3 Carbons: 11  

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

REACTOME pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y

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