All Photos(1)

P6254

Sigma-Aldrich

Prednisone

≥98%

Synonym(s):
17α,21-Dihydroxy-1,4-pregnadiene-3,11,20-trione, Dehydrocortisone, 1,4-Pregnadiene-17α,21-diol-3,11,20-trione, 1-Cortisone
Empirical Formula (Hill Notation):
C21H26O5
CAS Number:
Molecular Weight:
358.43
Beilstein:
2065301
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic

sterility

non-sterile

assay

≥98%

form

powder

application(s)

hematology: suitable

mp

236-238 °C (lit.)

solubility

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

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.

Packaging

1 g in poly tube
5, 10, 25 g in poly bottle

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

STOT RE 2

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
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)
Saunders Handbook of Veterinary Drugs - E-Book, 4(2), 645-645 (2010)
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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