Structure Database (LMSD)

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

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Other Eicosanoids [FA0300]
Fatty Acids and Conjugates [FA01]
Epoxy fatty acids [FA0107]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

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

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

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
22nd Sep 2022