Structure Database (LMSD)
Common Name
15-OxoEDE
Systematic Name
15-oxo-11Z,13E-eicosadienoic acid
Synonyms
3D model of 15-OxoEDE
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
15-OxoEDE is produced by the oxidation of 15-HEDE. 15-OxoEDE inhibits 5-LO from RBL-1 cells with an IC50 of 55 µM, which is about 2-fold lower than 15(S)-HEDE.1 A related oxo-eicosanoid, 5-oxoETE, is biosynthesized from 5(S)-HETE by a specific dehydrogenase and has potent inflammatory activity.2
This information has been provided by Cayman Chemical
References
1. Powell, W.S., Gravelle, F., and Gravel, S. Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes. J. Biol. Chem. 267(27), 19233-19241 (1992).
References
String Representations
InChiKey (Click to copy)
QZCMHXPXGACWLJ-QWAPPMFBSA-N
InChi (Click to copy)
InChI=1S/C20H34O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h9,11,14,17H,2-8,10,12-13,15-16,18H2,1H3,(H,22,23)/b11-9-,17-14+
SMILES (Click to copy)
C(/C=C\C=C\C(=O)CCCCC)CCCCCCCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
23
Rings
0
Aromatic Rings
0
Rotatable Bonds
16
Van der Waals Molecular Volume
370.37
Topological Polar Surface Area
54.37
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
3
logP
5.84
Molar Refractivity
96.62
Admin
Created at
-
Updated at
14th Nov 2024