HYDROXYDIONE

First approved in 1955

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H32O3
Molecular Weight	332.477
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@]12CC[C@H]3[C@@H](CC[C@@H]4CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO

InChI

InChIKey=USPYDUPOCUYHQL-VEVMSBRDSA-N

InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13,15-18,22H,3-12H2,1-2H3/t13-,15+,16+,17+,18-,20+,21+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C21H32O3
Molecular Weight	332.477
Charge	0
Count

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

Description
Sources: http://www.hmdb.ca/metabolites/HMDB0062609 | https://www.ncbi.nlm.nih.gov/pubmed/13329402 | https://www.ncbi.nlm.nih.gov/pubmed/1156941

HYDROXYDIONE is a neuroactive steroid used formerly as a general anesthetic. It was discontinued due to a high incidence of post-anesthetic thrombophlebitis, delayed onset of anesthesia and an unacceptably long duration of action.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
pain 5 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13356183	Preventing		Approved 8583	Viadril Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
AAA Chemistry	AR-1D7886
ABI Chem	AC1L5X6T
ABI Chem	AC1Q6OLH
Chemieliva Pharmaceutical Co., Ltd	PBCM1266033
NCI Plated 2007	86000
NovoSeek	257630
THE BioTek	bt-432595	https://www.thebiotek.com/product/others/bt-432595
TimTec	ST50410049
Toronto Research Chemicals	H941558
ZINC	ZINC000004900230	http://zinc15.docking.org/substances/ZINC000004900230

PubMed

Title	Date	PubMed
Studies on the clinical and pathological effects of hydroxydione.	1961-10	14492824
Hydroxydione sodium (viadril) for anesthesia; a report of clinical experience.	1956-09	13356183
Viadril: a new steroid anaesthetic; preliminary communication.	1956-07-21	13329402
Steroid anesthetic agent.	1955-07-08	14385824

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:02:01 GMT 2025` Edited by `admin` on `Mon Mar 31 19:02:01 GMT 2025`
Record UNII	B7VFN88375
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HYDROXYDIONE

Common Name

English

NSC-86000

Preferred Name

English

PREGNANE-3,20-DIONE, 21-HYDROXY-, (5.BETA.)-

Systematic Name

English

21-HYDROXY-5.BETA.-PREGNANE-3,20-DIONE

Systematic Name

English

Code System Code Type Description

NSC

86000