CHEBI:50749 - calcipotriol

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ChEBI Name calcipotriol
ChEBI ID CHEBI:50749
Definition A seco-cholestane that is 26,27-cyclo-9,10-secocholesta-5,7,10,22-tetraene carrying additional hydroxy substituents at positions 1, 3 and 24. It is used (as its hydrate) in combination with betamethasone dipropionate, a corticosteroid, for the topical treatment of plaque psoriasis in adult patients.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43947, CHEBI:31335
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Formula C27H40O3
Net Charge 0
Average Mass 412.606
Monoisotopic Mass 412.298
InChI InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1
InChIKey LWQQLNNNIPYSNX-UROSTWAQSA-N
SMILES [C@@H]1(C[C@@H](C/C(/C1=C)=C/C=C\2/[C@]3([C@](CCC2)([C@](CC3)([C@@H](/C=C/[C@@H](O)C4CC4)C)[H])C)[H])O)O
Roles Classification
Application(s): antipsoriatic
A drug used to treat psoriasis.
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ChEBI Ontology
Outgoing calcipotriol (CHEBI:50749) has role antipsoriatic (CHEBI:50748)
calcipotriol (CHEBI:50749) is a cyclopropanes (CHEBI:51454)
calcipotriol (CHEBI:50749) is a hydroxy seco-steroid (CHEBI:36853)
calcipotriol (CHEBI:50749) is a seco-cholestane (CHEBI:36818)
calcipotriol (CHEBI:50749) is a secondary alcohol (CHEBI:35681)
calcipotriol (CHEBI:50749) is a triol (CHEBI:27136)
Incoming calcipotriol hydrate (CHEBI:90861) has part calcipotriol (CHEBI:50749)
IUPAC Name
(1S,3R,5Z,7E,22E,24S)-26,27-cyclo-9,10-secocholesta-5,7,10,22-tetraene-1,3,24-triol
INN Source
calcipotriol DrugBank
Synonyms Sources
Calcipotriene KEGG DRUG
Calcipotriol KEGG DRUG
CALCIPOTRIOL PDBeChem
Brand Names Sources
Daivonex ChemIDplus
Dovonex DrugBank
Database Links Databases
465 DrugCentral
D01125 KEGG DRUG
DB02300 DrugBank
HMDB0015567 HMDB
LMST03020106 LIPID MAPS
MC9 PDBeChem
US4866048 Patent
WO8700834 Patent
View more database links
Registry Numbers Types Sources
112965-21-6 CAS Registry Number KEGG DRUG
112965-21-6 CAS Registry Number ChemIDplus
5309193 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017