CHEBI:59582 - clocortolone

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ChEBI Name clocortolone
ChEBI ID CHEBI:59582
Definition 16α-Methylpregna-1,4-diene-3,20-dione bearing hydroxy substituents at the 11β and 21 positions, fluorine at position 6 and chlorine at position 9. A medium potency corticosteroid, it is used as its 21-O-pivalate or caproate ester for the relief of inflammatory and pruritic (itching) skin disorders.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H28ClFO4
Net Charge 0
Average Mass 410.90700
Monoisotopic Mass 410.16602
InChI InChI=1S/C22H28ClFO4/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-21(15,3)22(14,23)18(28)9-20(13,2)19(11)17(27)10-25/h4-5,7,11,13-14,16,18-19,25,28H,6,8-10H2,1-3H3/t11-,13+,14+,16+,18+,19-,20+,21+,22+/m1/s1
InChIKey YMTMADLUXIRMGX-RFPWEZLHSA-N
SMILES [H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C
Roles Classification
Biological Role(s): 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.
antipruritic drug
A drug, usually applied topically, that relieves pruritus (itching).
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ChEBI Ontology
Outgoing clocortolone (CHEBI:59582) has role anti-inflammatory drug (CHEBI:35472)
clocortolone (CHEBI:59582) has role antipruritic drug (CHEBI:59683)
clocortolone (CHEBI:59582) is a 11β-hydroxy steroid (CHEBI:35346)
clocortolone (CHEBI:59582) is a 20-oxo steroid (CHEBI:36885)
clocortolone (CHEBI:59582) is a 21-hydroxy steroid (CHEBI:35344)
clocortolone (CHEBI:59582) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
clocortolone (CHEBI:59582) is a chlorinated steroid (CHEBI:77175)
clocortolone (CHEBI:59582) is a fluorinated steroid (CHEBI:50830)
clocortolone (CHEBI:59582) is a glucocorticoid (CHEBI:24261)
clocortolone (CHEBI:59582) is a primary α-hydroxy ketone (CHEBI:139590)
Incoming clocortolone pivalate (CHEBI:59583) has functional parent clocortolone (CHEBI:59582)
IUPAC Name
9-chloro-6α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione
INNs Sources
clocortolona ChemIDplus
clocortolone ChemIDplus
clocortolonum ChemIDplus
Synonyms Sources
9-chloro-6α-fluoro-11β,21-dihydroxy-16α-methyl-1,4-pregnadien-3,20-dione ChEBI
9-chloro-6α-fluoro-16α-methyl-1,4-pregnadiene-11β,21-diol-3,20-dione ChEBI
Manual Xrefs Databases
Clocortolone Wikipedia
D07719 KEGG DRUG
DB00838 DrugBank
DE2011559 Patent
NL6412708 Patent
US3729495 Patent
View more database links
Registry Numbers Types Sources
4828-27-7 CAS Registry Number ChemIDplus
4828-27-7 CAS Registry Number KEGG DRUG
6318064 Beilstein Registry Number Beilstein
Last Modified
06 February 2018