Betamethasone 9,11-epoxide

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H28O5
Molecular Weight	372.4547
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]35O[C@H]5C[C@]2(C)[C@@]1(O)C(=O)CO

InChI

InChIKey=GBDXNHBVYAMODG-DEGNENOVSA-N

InChI=1S/C22H28O5/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)22(15)18(27-22)10-20(16,3)21(12,26)17(25)11-23/h6-7,9,12,15-16,18,23,26H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,18-,19-,20-,21-,22+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C22H28O5
Molecular Weight	372.4547
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.trc-canada.com/product-detail/?CatNum=E589175 | https://www.ncbi.nlm.nih.gov/pubmed/19171447 | https://www.drugbank.ca/drugs/DB00443

Betamethasone 9,11-epoxide (aka betamethasone impurity E) is an impurity of the preparation of Betamethasone. Betamethasone and several derivatives are approved for the treatment of various disorders where the use of corticosteroids is indicated.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Development and validation of a stability-indicating RP-HPLC method to separate low levels of dexamethasone and other related compounds from betamethasone.	2009-04-05	19171447

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:42:07 GMT 2025` Edited by `admin` on `Mon Mar 31 21:42:07 GMT 2025`
Record UNII	M9AY9BSI41
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Betamethasone 9,11-epoxide

Common Name

English

BECLOMETHASONE DIPROPIONATE IMPURITY R [EP IMPURITY]

Preferred Name

English

PREGNA-1,4-DIENE-3,20-DIONE, 9,11-EPOXY-17,21-DIHYDROXY-16-METHYL-, (9.BETA.,11.BETA.,16.BETA.)-

Systematic Name

English

9.BETA.-PREGNA-1,4-DIENE-3,20-DIONE, 9,11.BETA.-EPOXY-17,21-DIHYDROXY-16.BETA.-METHYL-

Systematic Name

English

9,11.BETA.-EPOXY-17,21-DIHYDROXY-16.BETA.-METHYL-9.BETA.-PREGNA-1,4-DIENE-3,20-DIONE

Systematic Name

English

BETAMETHASONE IMPURITY E [EP IMPURITY]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID601020538