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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/REAXYS Number:
2342608
EC Number:
214-646-8
MDL number:
MFCD00027407
UNSPSC Code:
51422333
PubChem Substance ID:
24893562
NACRES:
NA.77

Quality Level

100

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

signalword

Danger

hcodes

H360FD

Hazard Classifications

Repr. 1B

Storage Class

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

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dexamethasone Pharmaceutical Secondary Standard; Certified Reference Material

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M Alexandrová et al.
Endocrinologia experimentalis, 22(3), 171-179 (1988-09-01)
Rapid fall in the amount of glucocorticoid cytosol receptor in target tissues is considered to be a consequence of the receptor translocation to nuclei. The effect of single injection of synthetic (dexamethasone 21-acetate) and natural (corticosterone) glucocorticoid on the depletion
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)
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)
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
T Lifshitz et al.
Ophthalmic surgery and lasers, 32(2), 159-161 (2001-04-13)
Retrocorneal membranes after penetrating keratoplasty (PKP) is a well known complications, resulting from unintentional retention of the host Descemet's membrane (DM), or donor DM detachment. We describe for the first time the formation of a retrocorneal inflammatory membrane that mimics
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