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CHEBI:205919 - clobetasol

ChEBI IDCHEBI:205919
ChEBI Nameclobetasol
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:282071
Last Modified7 February 2018
DownloadsMolfile
FormulaC22H28ClFO4
Net Charge0
Average Mass410.913
Monoisotopic Mass410.16602
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@@]21C
InChIInChI=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
InChIKeyFCSHDIVRCWTZOX-DVTGEIKXSA-N
Roles Classification
Biological Roles:
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.
Application:
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
clobetasolChemIDplus
clobetasolumChemIDplus
Synonym  Source
(11β,16β)-21-chloro-9-fluoro-11,17-dihydroxy-16-methylpregna-1,4-diene-3,20-dioneChEBI
Manual XrefsDatabases
D07715KEGG DRUG
DB01013DrugBank
DE1902340Patent
US3721687Patent
Registry NumbersSources
Beilstein:6748271Beilstein
CAS:25122-41-2KEGG DRUG
CAS:25122-41-2ChemIDplus
Citations