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
Curated
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
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
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

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 0
Aromatic Rings 0
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

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