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
Classification
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
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
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