Structure Database (LMSD)

Common Name
13R-HODE
Systematic Name
13R-hydroxy-9Z,11E-octadecadienoic acid
Synonyms
  • Coriolic acid
LM ID
LMFA02000035
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
View ion mobility data

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bos taurus (#9913)
Mammalia (#40674)
Stereospecificity of the hydroxyeicosatetraenoic and hydroxyoctadecadienoic acids produced by cultured bovine endothelial cells.,
Biochim Biophys Acta, 1991
Pubmed ID: 1892877
Coriaria (#3459)
Magnoliopsida (#3398)
Structure and intraglyceride distribution of coriolic acid.,
Lipids, 1968
Pubmed ID: 17805822

String Representations

InChiKey (Click to copy)
HNICUWMFWZBIFP-PIHGWCCBSA-N
InChi (Click to copy)
InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m1/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\C=C\[C@H](O)CCCCC)(=O)O

Other Databases

KEGG ID
C14762
HMDB ID
HMDB06939
CHEBI ID
137495
PubChem CID
13723970
PlantFA ID
10279
Cayman ID
38605

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
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
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Updated at
25th May 2021