Structure via PubChem · Public domain (PubChem)
prednisone
Sign in to saveAlso known as Lodotra®, Sterapred®, 17,21-Dihydroxypregna-1,4-diene-3,11,20-trione, 1,4-Pregnadiene-17alpha,21-diol-3,11,20-trione, 1,2-Dehydrocortisone, Dehydrocortisone, prednison
Prednisone is a glucocorticoid medication mostly used to suppress the immune system and decrease inflammation in conditions such as asthma, COPD, and rheumatologic diseases. It is also used to treat high blood calcium due to cancer and adrenal insufficiency along with other corticosteroids. It is taken by mouth.
Key facts
- Drug.class
- Glucocorticoid
- Drug.ATC_prefix
- A07
- Drug.ATC_suffix
- EA03
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_US
- Rx-only
- Drug.bioavailability
- 70%
- Drug.metabolism
- prednisolone (liver)
- Drug.elimination_half life
- 3 to 4 hours in adults. 1 to 2 hours in children
- Drug.excretion
- Kidney
- Drug.CAS_number
- 53-03-2
- Drug.PubChem
- 5865
- Drug.IUPHAR_ligand
- 7096
- Drug.DrugBank
- DB00635
- Drug.ChemSpiderID
- 5656
- Drug.UNII
- VB0R961HZT
- Drug.KEGG
- C07370
- Drug.ChEBI
- 8382
via Wikipedia infobox
Chemical data
- Formula
- C21H26O5
- Molecular weight
- 358.4 g/mol
- IUPAC name
- (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
- SMILES
- C[C@]12CC(=O)[C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C
- InChIKey
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N
- XLogP
- 1.5
- Polar surface area
- 91.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
61,377 papers- [Prednisone].Nederlands tijdschrift voor geneeskunde · 1956
- Prednisone.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1981
- [Abiraterone plus prednisone in patients with newly diagnosed high-risk metastatic hormone-sensitive prostate cancer (mHSPC)].Aktuelle Urologie · 2019
- Prednisone and predinisolone.The Practitioner · 1958
- Clinical pharmacokinetics of prednisone and prednisolone.Clinical pharmacokinetics · 1979
via PubMed
Wikidata facts
- Mass
- 358.178
Show 8 more facts
- chemical formula
- C₂₁H₂₆O₅
- Commons category
- Prednisone
- isomeric SMILES
- C[C@]12CC(=O)[C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C
- canonical SMILES
- CC12CC(=O)C3C(C1CCC2(C(=O)CO)O)CCC4=CC(=O)C=CC34C
- World Health Organisation international non-proprietary name
- prednisone
- defined daily dose
- 10
- melting point
- 237
- stylized name
- predniSONE
via Wikidata · CC0
~11 min read
Article
13 sectionsContents
- Medical uses
- Side effects
- Major
- Minor
- Dependency
- Withdrawal
- Pharmacology
- Pharmacokinetics
- Lodotra
- Industry
- Chemistry
- History
- References
Prednisone is a glucocorticoid medication mostly used to suppress the immune system and decrease inflammation in conditions such as asthma, COPD, and rheumatologic diseases. It is also used to treat high blood calcium due to cancer and adrenal insufficiency along with other corticosteroids. It is taken by mouth.
Common side effects may include cataracts, bone loss, easy bruising, muscle weakness, and thrush. Other side effects include weight gain, swelling, high blood sugar, increased risk of infection, and psychosis. It is generally considered safe in pregnancy and low doses appear to be safe while the user is breastfeeding. After prolonged use, prednisone must be stopped gradually.