LIPID MAPS

Structure Database (LMSD)

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Common Name

8,9-11,12-diepoxy-13-hydroxyeicosadienoic acid

Systematic Name

8,9;11,12-diepoxy-13R-hydroxy-5Z,14Z-eicosadienoic acid

Synonyms

8,9-11,12-DiEp-13-HEDE
DiEpHEDE

LM ID

LMFA03000035

Formula

C₂₀H₃₂O₅

Exact Mass

Calculate m/z

352.224975

Sum Composition

FA 20:4;O3

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

NNESHPVDBNUTIY-DFKICKGFSA-N

InChi (Click to copy)

InChI=1S/C20H32O5/c1-2-3-4-6-9-12-15(21)18-20(25-18)19-16(24-19)13-10-7-5-8-11-14-17(22)23/h5,7,9,12,15-16,18-21H,2-4,6,8,10-11,13-14H2,1H3,(H,22,23)/b7-5-,12-9-/t15-,16?,18?,19?,20?/m1/s1

SMILES (Click to copy)

C(CCC/C=C\CCC1OC1C1OC1[C@H](O)/C=C\CCCCC)(=O)O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Revising the structure of a new eicosanoid from human platelets to 8,9-11,12-diepoxy-13-hydroxyeicosadienoic acid.,
J Biol Chem, 2019

Pubmed ID: 31061099

Other Databases

PubChem CID

131840328

Calculated Physicochemical Properties

Heavy Atoms 25

Rings 2

Aromatic Rings

Rotatable Bonds 14

Van der Waals Molecular Volume 365.87

Topological Polar Surface Area 82.59

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 5

logP 5.04

Molar Refractivity 99.03

Admin

Created at

22nd Sep 2022

Updated at