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MilliporeSigma

D4902

Sigma-Aldrich

Dexamethasone

powder, BioReagent, suitable for cell culture, ≥97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C22H29FO5
CAS Number:
50-02-2
Molecular Weight:
392.46
Beilstein/REAXYS Number:
2066651
EC Number:
200-003-9
MDL number:
MFCD00064136
UNSPSC Code:
12352209
PubChem Substance ID:
24893906
NACRES:
NA.75
Biological source:
synthetic
Form:
powder
Assay:
≥97%

Key Documents

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biological source

synthetic

Quality Level

200

product line

BioReagent

assay

≥97%

form

powder

potency

4-500 ng/mL

technique(s)

cell culture | mammalian: suitable
single cell analysis: suitable

mp

262-264 °C (lit.)

solubility

methanol: 25 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

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

InChI

1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

InChI key

UREBDLICKHMUKA-CXSFZGCWSA-N

Gene Information

human ... ABCB1(5243), CYP3A4(1576), IL4(3565), IL5(3567), NR3C1(2908)
mouse ... Abcb1a(18671), Abcb1b(18669), Ifng(15978), Nos2(18126), Ptgs2(19225), Tnf(21926)
rat ... Ar(24208), Nr3c1(24413), Tnf(24835)

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Application

Dexamethasone is used to study apoptosis, cell signaling pathways, cell differentiation and gene expression.

Biochem/physiol Actions

Glucocorticoid anti-inflammatory agent
Glucocorticoid anti-inflammatory agent. Regulates T cell survival, growth, and differentiation. Inhibits the induction of nitric oxide synthase.
It is poorly metabolized in the body and has great affinity and bioavailability.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Physical form

powder 2-8 °C; stock-frozen in working aliquots, avoid repeated freeze/thaw

Preparation Note

To prepare 20 μg/ml stock solution, add 1ml absolute ethanol per mg product; gently swirl to dissolve. Add 49 ml sterile medium per ml of ethanol added, while mixing, to acheive final concentration of 20 μg/ml.

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0444
WXBD6457V
WXBD5583V
BCCF5029
BCCD6589

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Mark J Cann
Nutrients, 6(10) (2014)
Isolation of Mesenchymal Stem Cells from Human Deciduous Teeth Pulp.
Tsai Aileen
BioMed Research International (2017)
Recapitulation of metabolic defects in a model of propionic acidemia using patient-derived primary hepatocytes
Kimberly A Chapman
Molecular Genetics and Metabolism, 117, 355-362 (2016)
The anti-inflammatory and immunosuppressive effects of glucocorticoids, recent developments and mechanistic insights
Agnes
Molecular and Cellular Endocrinology, 335(1), 2-13 (2011)
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