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

Molecular Formula	C31H39NO2
Molecular Weight	457.6469
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

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
Influence of gender on prednisolone effects on whole blood T-cell deactivation and trafficking in rats.	1999 Jan	9874701
Acute exposure to a novel stressor further reduces the habituated corticosterone response to restraint in rats.	2001 Dec	22432149
The steroid receptor antagonists RU40555 and RU486 activate glucocorticoid receptor translocation and are not excreted by the steroid hormones transporter in L929 cells.	2001 May	11312148

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:49:13 GMT 2023` Edited by `admin` on `Fri Dec 15 16:49:13 GMT 2023`
Record UNII	711D76P884
Record Status	`Validated (UNII)`
Record Version

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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