Structure Database (LMSD)

Common Name
9E,12Z-octadecadienoic acid
Systematic Name
9E,12Z-octadecadienoic acid
Synonyms
  • trans-9, cis-12-octadecadienoic acid
  • C18:2n-6,9
LM ID
LMFA01030122
Formula
C18H32O2
Exact Mass
Calculate m/z
280.24023
Sum Composition
FA 18:2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

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

Biological Context

9(E),12(Z)-Octadecadienoic acid is an ω-6 polyunsaturated fatty acid and an isomer of linoleic acid that contains a trans double bond at the C9 position. It has been found as a minor component of bovine milk fat and in partially hydrogenated vegetable oils.1 9(E),12(Z)-Octadecadienoic acid levels increase in rabbit meat following supplementation with heated sunflower oil, α-tocopheryl acetate, and zinc.2

This information has been provided by Cayman Chemical

References

1. Precht, D., and Molkentin, J. Trans‐geometrical and positional isomers of linoleic acid including conjugated linoleic acid (CLA) in German milk and vegetable fats. Eur. J. Lipid Sci. Technol. 99(9), 319-326 (1997).
2. Tres, A., Bou, R., Codony, R., et al. Oxidized oils and dietary zinc and ɑ-tocopheryl acetate supplementation: effects on rabbit plasma, liver and meat fatty acid composition and meat Zn, Cu, Fe and Se content. Animal 4(11), 1929-1939 (2010).

Reactions

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ⓘ 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.
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Reactions graph legend

String Representations

InChiKey (Click to copy)
OYHQOLUKZRVURQ-IXWMQOLASA-N
InChi (Click to copy)
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9+
SMILES (Click to copy)
C(CCCCCCC(=O)O)/C=C/C/C=C\CCCCC

Other Databases

CHEBI ID
196531
LIPIDBANK ID
DFA0161
PubChem CID
5282798
PlantFA ID
10700
Cayman ID
10005146

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 329.62
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.88
Molar Refractivity 86.99

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Created at
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Updated at
25th Apr 2022