TORIPRISTONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C31H39NO2
Molecular Weight	457.6469
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@@](O)(C#CC)[C@@]1(C)C[C@H](C3=CC=C(C=C3)N(C)C(C)C)C4=C5CCC(=O)C=C5CC[C@@]24[H]

InChI

InChIKey=LOIYXTZQBQVHSF-PABOLRIOSA-N

InChI=1S/C31H39NO2/c1-6-16-31(34)17-15-28-26-13-9-22-18-24(33)12-14-25(22)29(26)27(19-30(28,31)4)21-7-10-23(11-8-21)32(5)20(2)3/h7-8,10-11,18,20,26-28,34H,9,12-15,17,19H2,1-5H3/t26-,27+,28-,30-,31-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12890569 | https://www.ncbi.nlm.nih.gov/pubmed/11238624 | https://www.ncbi.nlm.nih.gov/pubmed/9607777 | https://www.ncbi.nlm.nih.gov/pubmed/1336944

Toripristone has a high inhibiting activity against the cortisol receptors. Toripristone enhanced the antibacterial activities of the sparfloxacin in combination with ethambutol in the treatment of M. avium complex infections. Also, toripristone is a glucocorticoid type II receptor and progesterone receptor antagonist. Toripristone treatment was estimated to selectively occupy approximately 50% of glucocorticoid receptors in rat brain.

Approval Year

PubMed

Title	Date	PubMed
Type II glucocorticoid receptor antagonists impair contextual but not auditory-cue fear conditioning in juvenile rats.	1997 Jan	9013504
Glucocorticoid receptor activation is involved in producing abnormal phenotypes of single-prolonged stress rats: a putative post-traumatic stress disorder model.	2007 Aug 10	17644267

Patents

Name

Type

Language

TORIPRISTONE

Official Name

English

toripristone [INN]

Common Name

English

17.BETA.-HYDROXY-11.BETA.-(P-(ISOPROPYLMETHYLAMINO)PHENYL)-17-(1-PROPYNYL)ESTRA-4,9-DIEN-3-ONE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1891