gamma-Linolenic acid

gamma-Linolenic acid or GLA (γ-linolenic acid) (INN: gamolenic acid) is an n−6, or omega-6, fatty acid found primarily in seed oils. When acting on GLA, arachidonate 5-lipoxygenase produces no leukotrienes and the conversion by the enzyme of arachidonic acid to leukotrienes is inhibited.

γ-Linolenic acid
Names
Preferred IUPAC name
(6Z,9Z,12Z)-Octadeca-6,9,12-trienoic acid
Other names
Gamma-linolenic acid, gamolenic acid, GLA
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.107.263
PubChem CID
UNII
  • 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- Y
    Key: VZCCETWTMQHEPK-QNEBEIHSSA-N Y
  • InChI=1/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-
    Key: VZCCETWTMQHEPK-QNEBEIHSBP
SMILES
  • O=C(O)CCCC\C=C/C\C=C/C\C=C/CCCCC
Properties
C18H30O2
Molar mass 278.436 g·mol−1
Appearance Colorless oil
Pharmacology
D11AX02 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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