Structure Database (LMSD)
Common Name
11-deoxy-PGE2
Systematic Name
9-oxo-15S-hydroxy-5Z,13E-prostadienoic acid
Synonyms
- 11-deoxy-Prostaglandin E2
LM ID
LMFA03010061
Formula
Exact Mass
Calculate m/z
336.23006
Sum Composition
Status
Curated
3D model of 11-deoxy-PGE2
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
11-deoxy Prostaglandin E2 (11-deoxy PGE2) is a stable, synthetic analog of PGE2 . In contrast to PGE2 which has bronchodilation effects, 11-deoxy PGE2 is a powerful bronchoconstrictor and contracts human respiratory tract smooth muscle with potencies ranging from 5 to 30 times higher than PGF2α .1
This information has been provided by Cayman Chemical
References
1. Karim, S.M.M., Adaikan, P.G., and Kottegoda, S.R. Prostaglandins and human respiratory tract smooth muscle: Structure activity relationship. Adv. Prostaglandin Thromboxane Res. 7, 969-980 (1980).
References
String Representations
InChiKey (Click to copy)
CTHZICXYLKQMKI-FOSBLDSVSA-N
InChi (Click to copy)
InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14,16-18,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)CCC(=O)[C@@H]1C/C=C\CCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
1
Aromatic Rings
0
Rotatable Bonds
12
Van der Waals Molecular Volume
366.80
Topological Polar Surface Area
74.60
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
4
logP
4.57
Molar Refractivity
96.27
Admin
Created at
-
Updated at
13th Jan 2021