Structure Database (LMSD)

Common Name
8(9)-EpETE
Systematic Name
(+/-)-8(9)-epoxy-5Z,11Z,14Z,17Z-eicosatetraenoic acid
Synonyms
LM ID
LMFA03000001
Formula
C20H30O3
Exact Mass
Calculate m/z
318.219496
Sum Composition
FA 20:5;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View spectra on LIPID MAPS Standard Spectra DB
View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Other Eicosanoids [FA0300]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Epoxy fatty acids [FA0107]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Cytochrome P450 and arachidonic acid bioactivation. Molecular and functional properties of the arachidonate monooxygenase.,
J Lipid Res, 2000
Pubmed ID: 10681399

String Representations

InChiKey (Click to copy)
YKIOHMXLFWMWKD-JJUYGIQRSA-N
InChi (Click to copy)
InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h3-4,6-7,9-10,12-13,18-19H,2,5,8,11,14-17H2,1H3,(H,21,22)/b4-3-,7-6-,12-9-,13-10-
SMILES (Click to copy)
C(CCC/C=C\CC1OC1C/C=C\C/C=C\C/C=C\CC)(=O)O

Other Databases

CHEBI ID
137193
PubChem CID
16061086
Cayman ID
10470

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 355.37
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.78
Molar Refractivity 96.49

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Created at
-
Updated at
24th Apr 2025