Structure Database (LMSD)

O OH
Common Name
Linoleic acid
Systematic Name
9Z,12Z-octadecadienoic acid
Synonyms
  • cis-9, cis-12-octadecadienoic acid
  • cis,cis-Linoleic acid
  • cis,cis-9,12-octadecadienoic acid
  • Linoleate
  • 9Z,12Z-Linoleic acid
  • Telfairic acid
  • C18:2n-6,9
  • Linolic acid
  • Leinolic acid
LM ID
LMFA01030120
Formula
C18H32O2
Exact Mass
Calculate m/z
280.24023
Sum Composition
FA 18:2
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View ion mobility data

Main

Classification

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

String Representations

InChiKey (Click to copy)
OYHQOLUKZRVURQ-HZJYTTRNSA-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

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

Other Databases

Wikipedia
Linoleic acid
KEGG ID
C01595
HMDB ID
HMDB0000673
CHEBI ID
17351
LIPIDBANK ID
DFA0159
PubChem CID
5280450
PlantFA ID
10093
SwissLipids ID
SLM:000000407
Cayman ID
90150
PDB ID
EIC
GuidePharm ID
1052

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

Reactions

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Reactions graph legend

Admin

Created at
-
Updated at
25th Apr 2022