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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H30F2O6
Molecular Weight 452.4882
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUMETHASONE 21-ACETATE

SMILES

[H][C@@]12C[C@@H](C)[C@](O)(C(=O)COC(C)=O)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])C[C@H](F)C4=CC(=O)C=C[C@]34C

InChI

InChIKey=ISSQQUKLQJHHOR-OSNGSNEUSA-N
InChI=1S/C24H30F2O6/c1-12-7-15-16-9-18(25)17-8-14(28)5-6-21(17,3)23(16,26)19(29)10-22(15,4)24(12,31)20(30)11-32-13(2)27/h5-6,8,12,15-16,18-19,29,31H,7,9-11H2,1-4H3/t12-,15+,16+,18+,19+,21+,22+,23+,24+/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H30F2O6
Molecular Weight 452.4882
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Sources: doi: 10.1016/B978-1-4832-3034-4.50012-0
Curator's Comment: description was created based on several sources, including: DOI: 10.1021/ja01494a054 | https://www.ncbi.nlm.nih.gov/pubmed/4102842

Flumethasone 21-acetate is an anti-inflammatory corticosteroid. It has 300 times greater anti-inflammatory activity and 677 times greater capacity to promote liver glycogen deposition than hydrocortisone. It has anti-rheumatic potency 31 times higher than cortisol.

Originator

Sources: DOI: 10.1021/ja01494a054

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Hypersensitivity in mice. II. The effect of chemical compounds on systemic active anaphylaxis and on anaphylaxis-like reactions in normal and B. pertussis-pretreated mice.
1971
Versatile system for partition chromatography of corticosteroids and prediction of their elution curves.
1972 May
Rm values of steroids as an expression of their lipophilic character in structure-activity studies.
1975 Sep
Patents

Sample Use Guides

Median effective dose (ED50) 0.1 mg/kg/day. Two injections 48 and 24 h prior to challenge.
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:46:20 GMT 2023
Edited
by admin
on Fri Dec 15 15:46:20 GMT 2023
Record UNII
HB84ATQ00X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUMETHASONE 21-ACETATE
Common Name English
FLUMETASONE ACETATE
Common Name English
FLUMETHASONE ACETATE [GREEN BOOK]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C521
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
CFR 21 CFR 522.960B
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
Code System Code Type Description
CAS
2823-42-9
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
PRIMARY
NCI_THESAURUS
C77420
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID50182481
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
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ECHA (EC/EINECS)
220-581-6
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
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DRUG BANK
DBSALT001651
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
PRIMARY
PUBCHEM
11155198
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
PRIMARY
FDA UNII
HB84ATQ00X
Created by admin on Fri Dec 15 15:46:20 GMT 2023 , Edited by admin on Fri Dec 15 15:46:20 GMT 2023
PRIMARY