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))
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
SMILES / InChI / InChIKey
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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
InChI Key VOVIALXJUBGFJZ-KWVAZRHASA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1997), EMA (2018))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
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
ChEBI CHEBI:3207
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
Search PubMed titles budesonide
Search PubMed titles/abstracts budesonide
Search UniChem for chemical match using the InChIKey VOVIALXJUBGFJZ-KWVAZRHASA-N
Search UniChem for chemicals with the same backbone VOVIALXJUBGFJZ
SynPHARM 84619 (in complex with Glucocorticoid receptor)
Wikipedia Budesonide

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Tocris
Budesonide
Cat. No. 2671