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CHEBI:50749 - calcipotriol

Default Structure
ChEBI IDCHEBI:50749
ChEBI Namecalcipotriol
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:31335, CHEBI:43947
Last Modified26 September 2024
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC27H40O3
Net Charge0
Average Mass412.614
Monoisotopic Mass412.29775
SMILES[H][C@@]12CC[C@]([H])([C@H](C)/C=C/[C@@H](O)C3CC3)[C@@]1(C)CCC/C2=C\C=C1\C[C@@H](O)C[C@H](O)C1=C
InChIInChI=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
InChIKeyLWQQLNNNIPYSNX-UROSTWAQSA-N
Roles Classification
Biological Role:
drug allergen  Any drug which causes the onset of an allergic reaction.
Applications:
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antipsoriatic  A drug used to treat psoriasis.
drug allergen  Any drug which causes the onset of an allergic reaction.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
calcipotriol (CHEBI:50749) has role antineoplastic agent (CHEBI:35610)
calcipotriol (CHEBI:50749) has role antipsoriatic (CHEBI:50748)
calcipotriol (CHEBI:50749) has role antipsoriatic (CHEBI:50748)
calcipotriol (CHEBI:50749) has role dermatologic drug (CHEBI:50177)
calcipotriol (CHEBI:50749) has role drug allergen (CHEBI:88188)
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 Relation(s)
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
calcipotriolDrugBank
Synonyms  Source
calcipotrieneChEMBL
CalcipotrieneKEGG DRUG
CalcipotriolKEGG DRUG
CALCIPOTRIOLPDBeChem
Calcipotriol anhydrousChEMBL
Calcipotriol hydrateChEMBL
Brand Names  Source
Calcipotriene component of enstilarChEMBL
Calcipotriene component of taclonexChEMBL
Calcipotriene component of wynzoraChEMBL
Calcipotriene hydrate component of taclonexChEMBL
DaivonexChemIDplus
DovobetChEMBL
Manual XrefsDatabases
465DrugCentral
D01125KEGG DRUG
DB02300DrugBank
HMDB0015567HMDB
LMST03020106LIPID MAPS
MC9PDBeChem
US4866048Patent
WO8700834Patent
Registry NumbersSources
Reaxys:5309193Reaxys
CAS:112965-21-6ChemIDplus
CAS:112965-21-6KEGG DRUG
Citations