U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C41H64F2O7
Molecular Weight 706.9395
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Rofleponide 21-palmitate

SMILES

[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@H](F)C5=CC(=O)CC[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]1(O[C@H](CCC)O2)C(=O)COC(=O)CCCCCCCCCCCCCCC

InChI

InChIKey=IRCYEVZQEUIZIW-NEESCNQASA-N
InChI=1S/C41H64F2O7/c1-5-7-8-9-10-11-12-13-14-15-16-17-18-20-36(47)48-27-34(46)41-35(49-37(50-41)19-6-2)25-29-30-24-32(42)31-23-28(44)21-22-38(31,3)40(30,43)33(45)26-39(29,41)4/h23,29-30,32-33,35,37,45H,5-22,24-27H2,1-4H3/t29-,30-,32-,33-,35+,37+,38-,39-,40-,41+/m0/s1

HIDE SMILES / InChI
Rofleponide is a third generation synthetic glucocorticosteroid. This compound has high affinity for the rat thymus glucocorticoid receptor and showed a very high biotransformation rate in the human liver. Rofleponide was being investigated for its anti-inflammatory, immunosuppressive and anti-anaphylactic activity. It was evaluated in phase II clinical trials for its safety and efficacy in allergic rhinitis and asthma, and in a preclinical study for use in inflammatory bowel disease, but development of this drug was discontinued. Rofleponide was never marketed.

Approval Year

Name Type Language
Rofleponide 21-palmitate
Common Name English
(6α,11β,16α)-16,17-[(1R)-Butylidenebis(oxy)]-6,9-difluoro-11-hydroxy-21-[(1-oxohexadecyl)oxy]pregn-4-ene-3,20-dione
Systematic Name English
Pregn-4-ene-3,20-dione, 16,17-[(1R)-butylidenebis(oxy)]-6,9-difluoro-11-hydroxy-21-[(1-oxohexadecyl)oxy]-, (6α,11β,16α)-
Systematic Name English
Code System Code Type Description
CAS
144653-57-6
Created by admin on Sat Dec 16 20:10:31 GMT 2023 , Edited by admin on Sat Dec 16 20:10:31 GMT 2023
PRIMARY
PUBCHEM
9833541
Created by admin on Sat Dec 16 20:10:31 GMT 2023 , Edited by admin on Sat Dec 16 20:10:31 GMT 2023
PRIMARY
FDA UNII
8KB3J5M6UG
Created by admin on Sat Dec 16 20:10:31 GMT 2023 , Edited by admin on Sat Dec 16 20:10:31 GMT 2023
PRIMARY