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Merck

P6004

Prednisolone

≥99% (HPLC), powder, glucocorticoid

Synonym(s):

1,4-Pregnadiene-11β,17α,21-triol-3,20-dione, 1-Dehydrocortisol, 1-Dehydrohydrocortisone, 11β,17α,21-Trihydroxy-1,4-pregnadiene-3,20-dione

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About This Item

Empirical Formula (Hill Notation):
C21H28O5
CAS Number:
50-24-8
Molecular Weight:
360.44
NACRES:
NA.77
PubChem Substance ID:
24898725
UNSPSC Code:
12352200
EC Number:
200-021-7
MDL number:
MFCD00003649
Beilstein/REAXYS Number:
1354103

Product Name

Prednisolone, ≥99%

InChI

1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1

SMILES string

O=C1C=C[C@@]2(C)C(CC[C@]3([H])[C@]2([H])[C@@H](O)C[C@@]4(C)[C@@]3([H])CC[C@]4(O)C(CO)=O)=C1

InChI key

OIGNJSKKLXVSLS-VWUMJDOOSA-N

biological source

synthetic (organic)

sterility

non-sterile

assay

≥99%

form

powder

mp

240 °C (dec.) (lit.)

solubility

chloroform: methanol (1:1): 50 mg/mL, clear, colorless to faintly yellow

originator

Johnson & Johnson

shipped in

ambient

storage temp.

room temp

Quality Level

200

Gene Information

human ... AR(367), ESR1(2099), NR3C1(2908), NR3C2(4306), PGR(5241), SERPINA6(866)
mouse ... Nr3c1(14815)
rat ... Ar(24208)

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Related Categories

Application

Prednisolone has been used for the Δ1-dehydrogenation of hydrocortisone by gel entrapped arthrobacter simplex cells.

Biochem/physiol Actions

Prednisolone is a glucocorticoid with anti-inflammatory and immunosuppressive activity.

Analysis Note

Actual content given on label

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Prednisolone prevents protease activity in vitro. It stimulates myogenesis and inhibits apoptosis. Prednisolone is used to treat Duchenne muscular dystrophy (DMD), gout arthritis and chronic obstructive pulmonary disease (COPD) exacerbations.

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

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000499317
0000499317
0000446723
0000446717
0000446716

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Use of oral prednisolone or naproxen for the treatment of gout arthritis: a double-blind, randomised equivalence trial
Janssens HJEM, et al.
Lancet, 371(9627), 1854-1860 (2008)
Oral or IV Prednisolone in the Treatment of COPD Exacerbations
de Jong YP, et al.
Chest, 132(6), 1741-1747 (2007)
Continuous non-aerated Delta 1-dehydrogenation of hydrocortisone by PAAH-bead entrapped Arthrobacter simplex
Silbiger E and Freeman A
Applied Microbiology and Biotechnology, 29(5), 413-418 (1988)
H Schäcke et al.
British journal of pharmacology, 158(4), 1088-1103 (2009-05-09)
Glucocorticoids are highly effective in the therapy of inflammatory diseases. Their value, however, is limited by side effects. The discovery of the molecular mechanisms of the glucocorticoid receptor and the recognition that activation and repression of gene expression could be
Shin Ebihara et al.
Arthritis research & therapy, 18(1), 139-139 (2016-06-16)
Dimethyl fumarate (DMF), a nuclear factor erythroid 2-related factor 2 (Nrf2) activator, has been proven effective for the systemic treatment of multiple sclerosis. The aim of this study is to evaluate the anti-inflammatory effects of Nrf2 activators on human renal
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