Structure Database (LMSD)

Common Name
18-Hydroxylinoleic acid
Systematic Name
18-hydroxyoctadeca-9Z,12Z-dienoic acid
Synonyms
  • omega-hydroxylinoleic acid
  • 18-HODE
LM ID
LMFA02000398
Formula
C18H32O3
Exact Mass
Calculate m/z
296.235145
Sum Composition
FA 18:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
Analysis of the aliphatic monomer composition of polyesters associated with Arabidopsis epidermis: occurrence of octadeca-cis-6, cis-9-diene-1,18-dioate as the major component.,
Plant J, 2004
Pubmed ID: 15584957
Homo sapiens (#9606)
Mammalia (#40674)
Requirement for omega and (omega;-1)-hydroxylations of fatty acids by human cytochromes P450 2E1 and 4A11.,
J Lipid Res, 1999
Pubmed ID: 10553002

String Representations

InChiKey (Click to copy)
KPBOLLJJMHIJPH-PQZOIKATSA-N
InChi (Click to copy)
InChI=1S/C18H32O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h1-2,5,7,19H,3-4,6,8-17H2,(H,20,21)/b2-1-,7-5-
SMILES (Click to copy)
C(CCCCCCC/C=C\C/C=C\CCCCCO)(=O)O

Other Databases

CHEBI ID
132472
PubChem CID
87314906

Calculated Physicochemical Properties

Heavy Atoms 21
Rings
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 338.41
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.14
Molar Refractivity 88.90

Admin

Created at
18th Jan 2023
Updated at
18th Jan 2023