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Calcipotriol

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Calcipotriol, also known as calcipotriene, is a synthetic derivative of calcitriol, a form of vitamin D.[medical citation needed] It is used in the treatment of psoriasis.[medical citation needed] It is safe for long-term application in psoriatic skin conditions.[medical citation needed]

Quick facts: Clinical data, Trade names, Other names, AHFS... ▼
Calcipotriol
Calcipotriol.svg
Calcipotriol-from-xtal-Mercury-3D-balls-thin.png
Clinical data
Trade namesDaivonex, Dovonex, Sorilux
Other namescalcipotriene (USAN US)
AHFS/Drugs.comMonograph
MedlinePlusa608018
License data
Pregnancy
category
  • AU: B3
Routes of
administration		Topical administration
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability5 to 6%
MetabolismLiver
ExcretionBiliary
Identifiers
  • (1R,3S,5E)-5-{2-[(1R,3aS,4Z,7aR)-1-[(2R,3E)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.119.473 Edit this at Wikidata
Chemical and physical data
FormulaC27H40O3
Molar mass412.614 g·mol−1
3D model (JSmol)
  • O[C@@H]1CC(\C(=C)[C@@H](O)C1)=C\C=C2/CCC[C@]4([C@H]2CC[C@@H]4[C@@H](/C=C/[C@@H](O)C3CC3)C)C
  • 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 checkY
  • Key:LWQQLNNNIPYSNX-UROSTWAQSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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It was patented in 1985 and approved for medical use in 1991.[1] It is marketed under the trade name "Dovonex" in the United States, "Daivonex" outside North America, and "Psorcutan" in Germany.[citation needed]

It is on the World Health Organization's List of Essential Medicines.[2]

Calcipotriol is also available as Calcipotriol/betamethasone dipropionate, a fixed-dose combination medication with the synthetic corticosteroid betamethasone dipropionate for the treatment of plaque psoriasis.[3]