Structure Database (LMSD)
Common Name
8R,9S-cis-epoxy-10S-hydroxy-eicosa-11Z,14Z-dienoic acid
Systematic Name
8R,9S-epoxy-10S-hydroxy-11Z,14Z-eicosadienoic acid
Synonyms
LM ID
LMFA03000014
Formula
Exact Mass
Calculate m/z
338.24571
Sum Composition
Status
Active
3D model of 8R,9S-cis-epoxy-10S-hydroxy-eicosa-11Z,14Z-dienoic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
OSJHGFZWDLQFAS-GPTLMNHHSA-N
InChi (Click to copy)
InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-11-14-17(21)20-18(24-20)15-12-9-10-13-16-19(22)23/h6-7,11,14,17-18,20-21H,2-5,8-10,12-13,15-16H2,1H3,(H,22,23)/b7-6-,14-11-/t17-,18+,20-/m0/s1
SMILES (Click to copy)
C(O)(=O)CCCCCC[C@H]1O[C@H]1[C@@H](O)/C=C\C/C=C\CCCCC
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Plexaura homomalla
(#47982)
Anthozoa
(#6101)
8R-Lipoxygenase-catalyzed synthesis of a prominent cis-epoxyalcohol from dihomo-γ-linolenic acid: a distinctive transformation compared with S-lipoxygenases.,
J Lipid Res, 2012
J Lipid Res, 2012
Pubmed ID:
22158855
DOI:
10.1194/jlr.M022863
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
1
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
369.44
Topological Polar Surface Area
70.06
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
4
logP
5.48
Molar Refractivity
98.58
Admin
Created at
-
Updated at
1st Mar 2022