Structure Database (LMSD)

Common Name
16-hydroxylinoleic acid
Systematic Name
16-hydroxyoctadeca-9Z,12Z-dienoic acid
Synonyms
  • 16-HODE
LM ID
LMFA02000405
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
Homo sapiens (#9606)
Mammalia (#40674)
Analysis of cytochrome P450 metabolites of arachidonic and linoleic acids by liquid chromatography-mass spectrometry with ion trap MS.,
Anal Biochem, 1998
Pubmed ID: 9866708

String Representations

InChiKey (Click to copy)
LTOHDWWJWIVOOP-IVCPHRBRSA-N
InChi (Click to copy)
InChI=1S/C18H32O3/c1-2-17(19)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(20)21/h3,5,9,11,17,19H,2,4,6-8,10,12-16H2,1H3,(H,20,21)/b5-3-,11-9-
SMILES (Click to copy)
C(CCCCCCC/C=C\C/C=C\CCC(O)CC)(=O)O

Other Databases

PubChem CID
101967427

Calculated Physicochemical Properties

Heavy Atoms 21
Rings
Aromatic Rings
Rotatable Bonds 14
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
8th Feb 2023
Updated at
8th Feb 2023