Structure Database (LMSD)

Common Name
gamma-Linolenic acid
Systematic Name
6Z,9Z,12Z-octadecatrienoic acid
Synonyms
  • cis-6, cis-9, cis-12-octadecatrienoic acid
  • C18:3n-6,9,12
  • GLA
  • Gammolenic acid
  • Gamolenic acid
LM ID
LMFA01030141
Formula
C18H30O2
Exact Mass
Calculate m/z
278.22458
Sum Composition
FA 18:3
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra
View ion mobility data

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Octadecanoids [FA02]

Reactions

Filter by species:
ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
Click on an edge to display the reaction(s).
Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

String Representations

InChiKey (Click to copy)
VZCCETWTMQHEPK-QNEBEIHSSA-N
InChi (Click to copy)
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-
SMILES (Click to copy)
C(=C/C/C=C\C/C=C\CCCCC)/CCCCC(=O)O

Other Databases

Wikipedia
gamma-Linolenic acid
KEGG ID
C06426
HMDB ID
HMDB0003073
CHEBI ID
28661
LIPIDBANK ID
DFA0180
PubChem CID
5280933
PlantFA ID
10102
SwissLipids ID
SLM:000001103
Cayman ID
90220
GuidePharm ID
4710

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 326.98
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.66
Molar Refractivity 86.90

Admin

Created at
-
Updated at
25th Apr 2022