budesonide   Click here for help

GtoPdb Ligand ID: 7434

Synonyms: Entocort® | Eohilia® (budesonide oral suspension) | Jorveza® | Pulmicort® | S-1320 | Uceris®
Approved drug Immunopharmacology Ligand
budesonide is an approved drug (FDA (1997), EMA (2018))
Compound class: Synthetic organic
Comment: Budesonide is a glucocorticoid steroid. The INN document specifies that the approved drug consists of a racemic mixture of two epimers, based on the stereocentre of the carbon where the butyl chain meets the rest of the molecule. Our structure does not specify strereochemistry at this point and represents the mixture. The two epimers are represented by CID 40000 and CID 63006.

COVID-19: Results from a Phase 2 clinical trial have shown that a short duration administration of budesonide in the early phase of SARS-CoV-2 infection reduces both the likelihood of needing urgent medical care and time to recovery [5].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 93.06
Molecular weight 430.24
XLogP 1.91
No. Lipinski's rules broken 0
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Canonical SMILES CCCC1OC2C(O1)(C(=O)CO)C1(C(C2)C2CCC3=CC(=O)C=CC3(C2C(C1)O)C)C
Isomeric SMILES CCCC1O[C@H]2[C@](O1)(C(=O)CO)[C@@]1([C@@H](C2)[C@@H]2CCC3=CC(=O)C=C[C@@]3([C@H]2[C@H](C1)O)C)C
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997), EMA (2018))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
International Nonproprietary Names Click here for help
INN number INN
4145 budesonide
Synonyms Click here for help
Entocort® | Eohilia® (budesonide oral suspension) | Jorveza® | Pulmicort® | S-1320 | Uceris®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9660774
Reactome Reaction Reactome logo R-HSA-9678925
Other databases
CAS Registry No. 51333-22-3
ChEMBL Ligand CHEMBL1370
DrugBank Ligand DB01222
DrugCentral Ligand 419
GtoPdb PubChem SID 178104006
PubChem CID 5281004
Search Google for chemical match using the InChIKey VOVIALXJUBGFJZ-KWVAZRHASA-N
Search Google for chemicals with the same backbone VOVIALXJUBGFJZ
Search PubMed clinical trials budesonide
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Search PubMed titles/abstracts budesonide
SynPHARM 84619 (in complex with Glucocorticoid receptor)
UniChem Compound Search for chemical match using the InChIKey VOVIALXJUBGFJZ-KWVAZRHASA-N
UniChem Connectivity Search for chemical match using the InChIKey VOVIALXJUBGFJZ-KWVAZRHASA-N
Wikipedia Budesonide

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Budesonide (links to external site)
Cat. No. 2671