γ-linolenic acid   Click here for help

GtoPdb Ligand ID: 4710

Abbreviated name: GLA
Synonyms: C18:3,n-6 | gamma-linolenic acid
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 13
Topological polar surface area 37.3
Molecular weight 278.22
XLogP 7.54
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC=CCC=CCC=CCCCCC(=O)O
Isomeric SMILES CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)O
InChI 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-
InChI Key VZCCETWTMQHEPK-QNEBEIHSSA-N
References
1. Gimeno RE, Ortegon AM, Patel S, Punreddy S, Ge P, Sun Y, Lodish HF, Stahl A. (2003)
Characterization of a heart-specific fatty acid transport protein.
J Biol Chem, 278 (18): 16039-44. [PMID:12556534]
2. Stahl A, Hirsch DJ, Gimeno RE, Punreddy S, Ge P, Watson N, Patel S, Kotler M, Raimondi A, Tartaglia LA et al.. (1999)
Identification of the major intestinal fatty acid transport protein.
Mol Cell, 4 (3): 299-308. [PMID:10518211]