Structure Database (LMSD)

HO O O OH
Common Name
14,15-HxA3 (11S)
Systematic Name
11S-hydroxy-14S,15S-epoxy-5Z,8Z,12E-eicosatrienoic acid
Synonyms
  • 14,15-Hepoxilin A3 (11S)
LM ID
LMFA03090007
Formula
C20H32O4
Exact Mass
Calculate m/z
336.23006
Sum Composition
FA 20:4;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hepoxilins [FA0309]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]
Epoxy fatty acids [FA0107]

String Representations

InChiKey (Click to copy)
WLMZMBKVRPUYIG-CHDPIHKSSA-N
InChi (Click to copy)
InChI=1S/C20H32O4/c1-2-3-9-13-18-19(24-18)16-15-17(21)12-10-7-5-4-6-8-11-14-20(22)23/h4,6-7,10,15-19,21H,2-3,5,8-9,11-14H2,1H3,(H,22,23)/b6-4-,10-7-,16-15+/t17-,18-,19-/m0/s1
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C[C@H](O)/C=C/[C@@H]1O[C@H]1CCCCC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Biosynthesis of 14,15-hepoxilins in human l1236 Hodgkin lymphoma cells and eosinophils.,
Lipids, 2011
Pubmed ID: 21046276

Other Databases

CHEBI ID
132886
PubChem CID
101689465
SwissLipids ID
SLM:000501500

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 366.80
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.26
Molar Refractivity 98.49

Admin

Created at
-
Updated at
6th Apr 2022