21-ACETOXYPREGNENOLONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H34O4
Molecular Weight	374.5137
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=MDJRZSNPHZEMJH-MTMZYOSNSA-N

InChI=1S/C23H34O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h4,16-20,25H,5-13H2,1-3H3/t16-,17-,18-,19-,20+,22-,23-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C23H34O4
Molecular Weight	374.5137
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13101380
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/14815736 | https://www.ncbi.nlm.nih.gov/pubmed/14863611 | https://www.ncbi.nlm.nih.gov/pubmed/20025893 | http://www.sciencedirect.com/science/article/pii/S0095956116323684

Prebediolone acetate (brand names Acetoxanon, Acetoxy-Prenolon, Artisone, Artivis, Pregnartrone, Sterosone), also known as 21-hydroxypregnenolone 21-acetate or 21-acetoxypregnenolone (A.O.P.), as well as 3β,21-dihydroxypregn-5-en-20-one 21-acetate, is a synthetic pregnane steroid derived from pregnenolone which is described as a glucocorticoid and has been used in the treatment of rheumatoid arthritis.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Rheumatoid arthritis 320 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13101380	Primary		Withdrawn	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Artisone therapy in rheumatoid arthritis.	1953-10	13101380

Patents

Sample Use Guides

In Vivo Use Guide

Initial dose: 100 mg. three times a day, given deep into the muscle. Dose is gradually reduced to 100 mg. daily during third or fourth week.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:58:14 GMT 2025` Edited by `admin` on `Mon Mar 31 18:58:14 GMT 2025`
Record UNII	DX3XOD2S6B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

21-ACETOXYPREGNENOLONE

Common Name

English

ARTISONE ACETATE

Preferred Name

English

ACETOXAN

Common Name

English

NSC-66372

Code

English

PREGN-5-EN-20-ONE, 3.BETA.,21-DIHYDROXY-, 21-ACETATE

Systematic Name

English

21-ACETOXYPREGNENOLONE [MI]

Common Name

English

ACETOXANON

Common Name

English

ARTIXONE ACETATE

Brand Name

English

PREGN-5-EN-20-ONE, 21-(ACETYLOXY)-3-HYDROXY-, (3.BETA.)-

Systematic Name

English

(3.BETA.)-21-(ACETYLOXY)-3-HYDROXYPREGN-5-EN-20-ONE

Systematic Name

English

PREGNENOLONE 21-ACETATE

Common Name

English

PREBEDIOLONE ACETATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C776