CHEBI:3207 - budesonide

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ChEBI Name budesonide
ChEBI ID CHEBI:3207
Definition A glucocorticoid steroid having a highly oxygenated pregna-1,4-diene structure. It is used mainly in the treatment of asthma and non-infectious rhinitis and for treatment and prevention of nasal polyposis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB0313122, eMolecules:29541533, eMolecules:535388
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Budesonide, sold under the brand name Pulmicort, among others, is a steroid medication. It is available as an inhaler, nebulization solution, pill, nasal spray, and rectal forms. The inhaled form is used in the long-term management of asthma and chronic obstructive pulmonary disease (COPD). The nasal spray is used for allergic rhinitis and nasal polyps. Modified-release pills or capsules and rectal forms may be used for inflammatory bowel disease including Crohn's disease, ulcerative colitis, and microscopic colitis. Common side effects with the inhaled form include respiratory infections, cough, and headaches. Common side effects with the pills include feeling tired, vomiting, and joint pains. Serious side effects include an increased risk of infection, loss of bone strength, and cataracts. Long-term use of the pill form may cause adrenal insufficiency. Stopping the pills suddenly following long-term use may therefore be dangerous. The inhaled form is generally safe in pregnancy. Budesonide chiefly acts as a glucocorticoid. Budesonide was initially patented in 1973. Commercial use as an asthma medication began in 1981. It is on the World Health Organization's List of Essential Medicines. Some forms are available as a generic medication. In 2022, it was the 177th most commonly prescribed medication in the United States, with more than 2 million prescriptions.
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Formula C25H34O6
Net Charge 0
Average Mass 430.53386
Monoisotopic Mass 430.23554
InChI InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21?,22+,23-,24-,25+/m0/s1
InChIKey VOVIALXJUBGFJZ-KWVAZRHASA-N
SMILES [H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])C[C@H]2OC(CCC)O[C@@]12C(=O)CO
Roles Classification
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via steroid hormone )
Application(s): bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
drug allergen
Any drug which causes the onset of an allergic reaction.
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ChEBI Ontology
Outgoing budesonide (CHEBI:3207) has parent hydride pregnane (CHEBI:8386)
budesonide (CHEBI:3207) has role anti-inflammatory drug (CHEBI:35472)
budesonide (CHEBI:3207) has role bronchodilator agent (CHEBI:35523)
budesonide (CHEBI:3207) has role drug allergen (CHEBI:88188)
budesonide (CHEBI:3207) is a 11β-hydroxy steroid (CHEBI:35346)
budesonide (CHEBI:3207) is a 20-oxo steroid (CHEBI:36885)
budesonide (CHEBI:3207) is a 21-hydroxy steroid (CHEBI:35344)
budesonide (CHEBI:3207) is a 3-oxo-Δ14-steroid (CHEBI:77166)
budesonide (CHEBI:3207) is a cyclic acetal (CHEBI:59770)
budesonide (CHEBI:3207) is a glucocorticoid (CHEBI:24261)
budesonide (CHEBI:3207) is a primary α-hydroxy ketone (CHEBI:139590)
IUPAC Name
11β,21-dihydroxy-16α,17α-(butane-1,1-diyldioxy)pregna-1,4-diene-3,20-dione
INN Source
budesonide KEGG DRUG
Synonym Source
(11β,16α)-16,17-(Butylidenebis(oxy))-11,21-dihydroxypregna-1,4-diene-3,20-dione ChemIDplus
Manual Xrefs Databases
419 DrugCentral
Budesonide Wikipedia
D00246 KEGG DRUG
DB01222 DrugBank
DE2323215 Patent
US3929768 Patent
View more database links
Registry Numbers Types Sources
51333-22-3 CAS Registry Number KEGG DRUG
51333-22-3 CAS Registry Number ChemIDplus
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Last Modified
07 March 2019