Structure Database (LMSD)

Common Name
15,16-EHOD
Systematic Name
15,16-epoxy-13-hydroxy-9Z,11E-octadecadienoic acid
Synonyms
LM ID
LMFA02000030
Formula
C18H30O4
Exact Mass
Calculate m/z
310.214411
Sum Composition
FA 18:3;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View studies deposited in Metabolomics Workbench in which this molecule has been identified

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]
Epoxy fatty acids [FA0107]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Glycine max (#3847)
Magnoliopsida (#3398)
Mechanism of reaction of fatty acid hydroperoxides with soybean peroxygenase.,
J Biol Chem, 1993
Pubmed ID: 8420948

String Representations

InChiKey (Click to copy)
OAFZOWOHMXJGNM-DEOFSOSHSA-N
InChi (Click to copy)
InChI=1S/C18H30O4/c1-2-16-17(22-16)14-15(19)12-10-8-6-4-3-5-7-9-11-13-18(20)21/h6,8,10,12,15-17,19H,2-5,7,9,11,13-14H2,1H3,(H,20,21)/b8-6-,12-10+
SMILES (Click to copy)
C(CCCCCCC/C=C\C=C\C(O)CC1OC1CC)(=O)O

Other Databases

CHEBI ID
197186
PubChem CID
16061056

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 334.84
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.70
Molar Refractivity 89.35

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Created at
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Updated at
13th May 2025