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P6254

Sigma-Aldrich

Prednisone

≥98% (HPLC), powder, anti-inflammatory activity

Synonym(s):

1,4-Pregnadiene-17α,21-diol-3,11,20-trione, 1-Cortisone, 17α,21-Dihydroxy-1,4-pregnadiene-3,11,20-trione, Dehydrocortisone

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About This Item

Empirical Formula (Hill Notation):
C21H26O5
CAS Number:
53-03-2
Molecular Weight:
358.43
Beilstein/REAXYS Number:
2065301
EC Number:
200-160-3
MDL number:
MFCD00003608
UNSPSC Code:
12352200
PubChem Substance ID:
24898748
NACRES:
NA.77

product name

Prednisone, ≥98%

biological source

synthetic

sterility

non-sterile

assay

≥98%

form

powder

mp

236-238 °C (lit.)

solubility

chloroform/ethanol (1:1): 50 mg/mL, clear, colorless to light yellow

application(s)

hematology

shipped in

ambient

storage temp.

room temp

SMILES string

O=C1C=C[C@@]2(C)C(CC[C@]([C@@](CC[C@@]3(C(CO)=O)O)([H])[C@]3(C)C4)([H])[C@]2([H])C4=O)=C1

InChI

1S/C21H26O5/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/h5,7,9,14-15,18,22,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1

InChI key

XOFYZVNMUHMLCC-ZPOLXVRWSA-N

Gene Information

human ... NR3C1(2908)

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Application

Prednisone has been used in dimethyl sulfoxide stock suspension to inject into experimental mice and to analyze the effects of glucocorticoid steroid. It has also been used as a test drug, formulated with peanut butter to study the effects of daily administration of MIDD0301, by animal weight, organ weight and haematological analysis.

Biochem/physiol Actions

Prednisone is a synthetic glucocorticoid with anti-inflammatory and immunosuppressive activity. It is useful in treating many disease states and has a half-life of 3.4 to 3.8 hours in plasma. Prednisone is metabolized to prednisolone, which is physiologically active.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H373

Hazard Classifications

STOT RE 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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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Intermittent glucocorticoid dosing improves muscle repair and function in mice with limb-girdle muscular dystrophy
Quattrocelli M, et al.
The American Journal of Pathology, 187(11), 2520-2535 (2017)
Clinical pharmacokinetics of prednisone and prednisolone
Pickup ME
Clinical Pharmacokinetics, 4(2), 111-128 (1979)
Saunders Handbook of Veterinary Drugs - E-Book, 4(2), 645-645 (2010)
MIDD 0301-A first-in-class anti-inflammatory asthma drug targets GABAA receptors without causing systemic immune suppression
Zahn NM, et al.
Basic and Clinical Pharmacology and Toxicology (2019)
Gerard J Criner et al.
Chest, 147(4), 894-942 (2014-10-17)
COPD is a major cause of morbidity and mortality in the United States as well as throughout the rest of the world. An exacerbation of COPD (periodic escalations of symptoms of cough, dyspnea, and sputum production) is a major contributor
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