Structure Database (LMSD)

Common Name
11,12-epoxy-8-hydroxyeicosa-5,9,14-trienoic acid
Systematic Name
11R,12S-epoxy-8-hydroxy-5Z,9E,14Z-eicosatrienoic acid
Synonyms
  • (5Z,9E,14Z)-(11R,12S)-11,12-Epoxy-8-hydroxyicosa-5,9,14-trienoate
  • (5Z,9E,14Z)-(11R,12S)-11,12-epoxy-8-hydroxyeicosa-5,9,14-trienoic acid
LM ID
LMFA03080012
Status
Active
Exact Mass
Calculate m/z
336.23006
Formula
C20H32O4
Abbrev
FA 20:4;O2
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Epoxyeicosatrienoic acids [FA0308]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]
Epoxy fatty acids [FA0107]

String Representations

InChiKey (Click to copy)
SGTUOBURCVMACZ-CIQDQOFUSA-N
InChi (Click to copy)
InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/b9-7-,10-6-,16-15+/t17?,18-,19+/m0/s1
SMILES (Click to copy)
C(=C/C(O)C/C=C\CCCC(O)=O)\[C@H]1O[C@H]1C/C=C\CCCCC

References

Other Databases

KEGG ID
C04849
HMDB ID
HMDB0004688
CHEBI ID
15631
PubChem CID
5460414

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
-