Tacalcitol

Tacalcitol (1,24-dihydroxyvitamin D₃) is a synthetic vitamin D₃ analog.^[1] Tacalcitol is marketed under several names, including Curatoderm and Bonalfa.

Tacalcitol

Clinical data
Other names	(1α,24R)-1,24-Dihydroxyvitamin D3
AHFS/Drugs.com	International Drug Names
Routes of administration	Topical
ATC code	D05AX04 (WHO)
Identifiers
IUPAC name (1S,3R,5Z,7E,24R)-9,10-secocholesta-5,7,10-triene-1,3,24-triol
CAS Number	57333-96-7 Y
PubChem CID	5283734
IUPHAR/BPS	2780
ChemSpider	4446823 N
UNII	C2W72OJ5ZU
ChEBI	CHEBI:32176
ChEMBL	ChEMBL340361 N
CompTox Dashboard (EPA)	DTXSID90905111
ECHA InfoCard	100.220.855
Chemical and physical data
Formula	C27H44O3
Molar mass	416.646 g·mol−1
3D model (JSmol)	Interactive image
SMILES O[C@@H]1CC(\C(=C)[C@@H](O)C1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CC[C@@H](O)C(C)C)C
InChI InChI=1S/C27H44O3/c1-17(2)25(29)13-8-18(3)23-11-12-24-20(7-6-14-27(23,24)5)9-10-21-15-22(28)16-26(30)19(21)4/h9-10,17-18,22-26,28-30H,4,6-8,11-16H2,1-3,5H3/b20-9+,21-10-/t18-,22-,23-,24+,25-,26+,27-/m1/s1 N Key:BJYLYJCXYAMOFT-RSFVBTMBSA-N N
NY (what is this?)  (verify)

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

Mechanism

Tacalcitol reduces excessive cell turnover in the epidermis by interacting with vitamin D receptors on keratinocytes.^[3][4]

Uses

It is usually prescribed by a general practitioner or dermatologist for the treatment of psoriasis, chronic chapped lips and other severe dry skin conditions because of its ability to reduce excessive skin cell turnover.^[1] It is available as an ointment or lotion.

It has also been used for vitiligo^[5][6] and Hailey-Hailey disease.^[7]