Structure Database (LMSD)

Common Name
methyl oleate
Systematic Name
methyl (9Z)-octadec-9-enoate
Synonyms
  • (Z)-9-octadecenoic acid, methyl ester
  • methyl (Z)-9-octadecenoate
  • methyl cis-9-octadecenoate
  • methyl-cis-oleate
LM ID
LMFA07010965
Formula
Exact Mass
Calculate m/z
296.27153
Sum Composition
Status
Curated



Classification

Biological Context

Oleic acid methyl ester is an esterified version of the free acid which is less water soluble but more amenable for the formulation of oleate-containing diets and dietary supplements. Oleic acid is a monounsaturated fatty acid and is one of the major components of membrane phospholipids. Oleic acid contributes about 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets.1

This information has been provided by Cayman Chemical

References

1. Wahle, K.W., and Peacock, L.I. Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet function. Biochim. Biophys. Acta 1301(1-2), 141-149 (1996).

String Representations

InChiKey (Click to copy)
QYDYPVFESGNLHU-KHPPLWFESA-N
InChi (Click to copy)
InChI=1S/C19H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h10-11H,3-9,12-18H2,1-2H3/b11-10-
SMILES (Click to copy)
C(=C/CCCCCCCC)/CCCCCCCC(OC)=O

Other Databases

CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 349.56
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 6.20
Molar Refractivity 91.47

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Created at
-
Updated at
6th Jun 2022