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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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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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Oral or IV Prednisolone in the Treatment of COPD Exacerbations
de Jong YP, et al.
Chest, 132(6), 1741-1747 (2007)
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)
Kang Ho Kim et al.
Molecular endocrinology (Baltimore, Md.), 30(8), 905-916 (2016-06-30)
Liver fibrosis is a reversible wound-healing process that is protective in the short term, but prolonged fibrotic responses lead to excessive accumulation of extracellular matrix components that suppresses hepatocyte regeneration, resulting in permanent liver damage. Upon liver damage, nonparenchymal cells
Paul M L Janssen et al.
PloS one, 9(2), e88360-e88360 (2014-02-20)
Duchenne muscular dystrophy (DMD) is an inherited disease that causes striated muscle weakness. Recently, we showed therapeutic effects of the combination of lisinopril (L), an angiotensin converting enzyme (ACE) inhibitor, and spironolactone (S), an aldosterone antagonist, in mice lacking dystrophin
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)
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