Structure Database (LMSD)
Common Name
PGF2alpha isopropyl ester
Systematic Name
isopropyl 9S,11R,15S-trihydroxy-5Z,13E-prostadienoate
Synonyms
- Prostaglandin F2alpha isopropyl ester
LM ID
LMFA03010076
Formula
Exact Mass
Calculate m/z
396.287575
Sum Composition
Status
Curated
3D model of PGF2alpha isopropyl ester
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
PGF2α isopropyl ester is an ester prodrug of PGF2α with enhanced lipid solubility. Due to better membrane penetration, PGF2α isopropyl ester is more suitable than PGF2α or PGF2α tromethamine salt for topical application in studies on intraocular pressure. The ester functionality is readily hydrolyzed in vivo to release the active compound PGF2α. When administered topically to the eyes of cynomolgus monkeys, a 5 µg dose reduces intraocular pressure by 68% after the fourth day of treatment.1
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
FPABVZYYTCHNMK-YNRDDPJXSA-N
InChi (Click to copy)
InChI=1S/C23H40O5/c1-4-5-8-11-18(24)14-15-20-19(21(25)16-22(20)26)12-9-6-7-10-13-23(27)28-17(2)3/h6,9,14-15,17-22,24-26H,4-5,7-8,10-13,16H2,1-3H3/b9-6-,15-14+/t18-,19+,20+,21-,22+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)OC(C)C
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
28
Rings
1
Aromatic Rings
0
Rotatable Bonds
14
Van der Waals Molecular Volume
430.13
Topological Polar Surface Area
86.99
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
5
logP
5.06
Molar Refractivity
113.78
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