Structure Database (LMSD)

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
Status
Active
Exact Mass
Calculate m/z
280.24023
Formula
C18H32O2
Abbrev
FA 18:2
Show lipids differing only in stereochemistry/bond geometry
View MoNA MS spectra
View ion mobility data
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

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

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

Filter by species:
ⓘ 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.
Click on an edge to display the reaction(s).
Reactions graph legend

Admin

Created at
-
Updated at
25th Apr 2022