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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H28O5
Molecular Weight 372.4556
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BETAMETHASONE 9,11-EPOXIDE

SMILES

C[C@@]1([H])C[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@]35[C@]([H])(C[C@]2(C)[C@]1(C(=O)CO)O)O5

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 372.4556
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Development and validation of a stability-indicating RP-HPLC method to separate low levels of dexamethasone and other related compounds from betamethasone.
2009 Apr 5
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 Sat Jun 26 12:58:56 UTC 2021
Edited
by admin
on Sat Jun 26 12:58:56 UTC 2021
Record UNII
M9AY9BSI41
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BETAMETHASONE 9,11-EPOXIDE
Common Name English
BECLOMETHASONE DIPROPIONATE IMPURITY R [EP]
Common 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
BETAMETHASONE IMPURITY E [EP]
Common 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
Code System Code Type Description
ECHA (EC/EINECS)
213-563-4
Created by admin on Sat Jun 26 12:58:56 UTC 2021 , Edited by admin on Sat Jun 26 12:58:56 UTC 2021
PRIMARY
CAS
981-34-0
Created by admin on Sat Jun 26 12:58:56 UTC 2021 , Edited by admin on Sat Jun 26 12:58:56 UTC 2021
PRIMARY
FDA UNII
M9AY9BSI41
Created by admin on Sat Jun 26 12:58:56 UTC 2021 , Edited by admin on Sat Jun 26 12:58:56 UTC 2021
PRIMARY
PUBCHEM
101933
Created by admin on Sat Jun 26 12:58:56 UTC 2021 , Edited by admin on Sat Jun 26 12:58:56 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP