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D1881

Sigma-Aldrich

Dexamethasone 21-acetate

≥99%

Synonym(s):

9α-Fluoro-16α-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione-21-acetate, 9α-Fluoro-16α-methylprednisolone-21-acetate, Prednisolone F acetate

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About This Item

Empirical Formula (Hill Notation):
C24H31FO6
CAS Number:
1177-87-3
Molecular Weight:
434.50
Beilstein:
2342608
EC Number:
214-646-8
MDL number:
MFCD00027407
UNSPSC Code:
51422333
PubChem Substance ID:
24893562
NACRES:
NA.77

Assay

≥99%

form

powder

storage temp.

2-8°C

SMILES string

[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1(F)[C@@H](O)C[C@@]4(C)[C@@]2([H])C[C@@H](C)[C@]4(O)C(=O)COC(C)=O

InChI

1S/C24H31FO6/c1-13-9-18-17-6-5-15-10-16(27)7-8-21(15,3)23(17,25)19(28)11-22(18,4)24(13,30)20(29)12-31-14(2)26/h7-8,10,13,17-19,28,30H,5-6,9,11-12H2,1-4H3/t13-,17+,18+,19+,21+,22+,23+,24+/m1/s1

InChI key

AKUJBENLRBOFTD-RPRRAYFGSA-N

Gene Information

human ... NR3C1(2908)

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Application

Dexamethasone 21-acetate has been used:
  • as a component of the induction medium for the treatment of mice preadipocytes (5A) cells
  • as a synthetic glucocorticoid to study its effects on the expression of nuclear factor erythroid 2-related factor 2 (Nrf2) and peroxiredoxin 6 (Prdx6) proteins in placentas of human and mice
  • as a component of the complete medium for the culturing of porcine hepatocytes

Biochem/physiol Actions

Dexamethasone 21-acetate or dexamethasone acetate is a derivative of dexamethasone. It is a hydrophobic drug. Dexamethasone is a glucocorticoid possessing anti-inflammatory activity.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360FD

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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F Ceccato et al.
Journal of endocrinological investigation, 43(8), 1105-1113 (2020-02-16)
Dexamethasone Suppression Test (DST), recommended for Cushing's Syndrome (CS) diagnosis, explores the pituitary feedback to glucocorticoids. Its diagnostic accuracy could be affected by dexamethasone bioavailability, and therefore, we have developed and validated a dexamethasone threshold after 1-mg DST. We studied
Culture of porcine hepatocytes or bile duct epithelial cells by inductive serum-free media
Caperna T J, et al.
In Vitro Cellular & Developmental Biology. Animal, 47(3), 218-233 (2011)
Impact of High Fat Diet on Tissue Acyl-CoA and Histone Acetylation Levels
Carrer1 A, et al.
The Journal of Biological Chemistry, 5(1-2), 487-487 (2017)
Dexamethasone transport and ocular delivery from poly (hydroxyethyl methacrylate) gels
Kim J and Chauhan A
International Journal of Pharmaceutics, 353(1-2), 205-222 (2008)
Expression of nuclear factor erythroid 2-related factor 2 (Nrf2) and peroxiredoxin 6 (Prdx6) proteins in healthy and pathologic placentas of human and rat
Acar N, et al.
Acta Histochemica, 116(8), 1289-1300 (2014)
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