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B7005

Sigma-Aldrich

Betamethasone

≥98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C22H29FO5
CAS Number:
378-44-9
Molecular Weight:
392.46
EC Number:
206-825-4
MDL number:
MFCD00062969
UNSPSC Code:
51111800
PubChem Substance ID:
57653954
NACRES:
NA.77

biological source

synthetic (organic)

sterility

non-sterile

assay

≥98%

form

powder

mp

235-237 °C (lit.)

solubility

water: 0.063 g/L at 37 °C

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)C=C[C@]34C

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-/m0/s1

InChI key

UREBDLICKHMUKA-DVTGEIKXSA-N

Gene Information

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

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Application

Betamethasone has been used as a corticosteroid (CORT) standard.

Biochem/physiol Actions

Betamethasone, an isomer of dexamethasone is also termed as 9α-fluoro-16β-methyl-11 β,17,21-trihydroxypregna-1,4-dien-3,20-dione or 9α-fluoro-16β-methylprednisolone (27.1.52). It can be used as an anti-itch agent and treating dermatitis and eczema.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Repr. 1B - STOT RE 2

target_organs

Liver,Kidney,Endocrine system

Storage Class

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Munoz, P. et al.
Analytica Chimica Acta, 529(1), 137-144 (2005)
Elizabeth V Asztalos et al.
JAMA pediatrics, 167(12), 1102-1110 (2013-10-16)
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