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tacalcitol

Structure via PubChem · Public domain (PubChem)

EntityQ155682· pop 16· linked from 120 articles

tacalcitol

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Also known as 1α,24(OH)2D3, 1,24-dihydroxyvitamin D3, TV-02H

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

Chemical data

Formula
C27H44O3
Molecular weight
416.6 g/mol
IUPAC name
trans-(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
SMILES
C[C@H](CC[C@H](C(C)C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C
InChIKey
BJYLYJCXYAMOFT-RSFVBTMBSA-N
XLogP
5.3
Polar surface area
60.7 Ų
H-bond donors
3
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
Indications
psoriasis, psoriasis vulgaris

via ChEMBL · EBI

Wikidata facts

Subclass of
secosteroid
Mass
416.329045
Show 5 more facts
chemical formula
C₂₇H₄₄O₃
isomeric SMILES
C[C@H](CC[C@H](C(C)C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C
canonical SMILES
CC(C)C(CCC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C)O
medical condition treated
psoriasis
physically interacts with
vitamin D receptor
Sources (8)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Mechanism
  • Uses
  • References

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

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

Excerpted from Wikipedia’s “tacalcitol” article, available under the CC BY-SA 4.0 licence.