LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

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

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

Admin

Created at

8th Feb 2023

Updated at