CHEBI:205919 - clobetasol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name clobetasol
ChEBI ID CHEBI:205919
Definition A 3-oxo-Δ1,Δ4-steroid that is 16β-methylpregna-1,4-diene-3,20-dione bearing hydroxy groups at the 11β and 17α positions, fluorine at position 9, and a chlorine substituent at position 21. It is used as its 17α-propionate ester to treat various skin disorders, including exzema and psoriasis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:282071
Supplier Information
Download Molfile XML SDF
Formula C22H28ClFO4
Net Charge 0
Average Mass 410.90700
Monoisotopic Mass 410.16602
InChI InChI=1S/C22H28ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1
InChIKey FCSHDIVRCWTZOX-DVTGEIKXSA-N
SMILES [H][C@@]12C[C@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
Roles Classification
Biological Role(s): SMO receptor agonist
An agonist that enhances the action of smoothened (SMO) receptor.
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): anti-inflammatory drug
A substance that reduces or suppresses inflammation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing clobetasol (CHEBI:205919) has role anti-inflammatory drug (CHEBI:35472)
clobetasol (CHEBI:205919) has role SMO receptor agonist (CHEBI:131809)
clobetasol (CHEBI:205919) is a 11β-hydroxy steroid (CHEBI:35346)
clobetasol (CHEBI:205919) is a 17α-hydroxy steroid (CHEBI:35342)
clobetasol (CHEBI:205919) is a 20-oxo steroid (CHEBI:36885)
clobetasol (CHEBI:205919) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
clobetasol (CHEBI:205919) is a chlorinated steroid (CHEBI:77175)
clobetasol (CHEBI:205919) is a fluorinated steroid (CHEBI:50830)
clobetasol (CHEBI:205919) is a glucocorticoid (CHEBI:24261)
clobetasol (CHEBI:205919) is a tertiary α-hydroxy ketone (CHEBI:139592)
Incoming clobetasol propionate (CHEBI:31414) has functional parent clobetasol (CHEBI:205919)
IUPAC Name
21-chloro-9-fluoro-11β,17-dihydroxy-16β-methylpregna-1,4-diene-3,20-dione
INNs Sources
clobetasol ChemIDplus
clobetasolum ChemIDplus
Synonym Source
(11β,16β)-21-chloro-9-fluoro-11,17-dihydroxy-16-methylpregna-1,4-diene-3,20-dione ChEBI
Manual Xrefs Databases
D07715 KEGG DRUG
DB01013 DrugBank
DE1902340 Patent
US3721687 Patent
View more database links
Registry Numbers Types Sources
25122-41-2 CAS Registry Number ChemIDplus
25122-41-2 CAS Registry Number KEGG DRUG
6748271 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
26658258 PubMed citation Europe PMC
27012570 PubMed citation Europe PMC
Last Modified
07 February 2018