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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O3
Molecular Weight 416.6365
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of TACALCITOL

SMILES

[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C)[C@H](C)CC[C@@H](O)C(C)C

InChI

InChIKey=BJYLYJCXYAMOFT-RSFVBTMBSA-N
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

HIDE SMILES / InChI

Molecular Formula C27H44O3
Molecular Weight 416.6365
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 2
Optical Activity UNSPECIFIED

Description

Talcalcitol is a synthetic analogue of vitamin D3. Tacalcitol has been developed by Teijin in Japan with the aim of maintaining the potent cell-regulating properties of calcitriol without the calcium-related adverse effects. Tacalcitol differs structurally from calcitriol by hydroxylation in the 24 position instead of the 25 position. Tacalcitol can influence the principal pathogenetic factors of psoriasis by inducing normalisation of keratinocyte differentiation, performing an anti-proliferative action and finally modulating the inflammatory response. Tacalcitol has been launched as an ointment formulation for the treatment of psoriasis in various countries. High-dose formulations (ointment and lotion) are available in Japan.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CURATODERM

Cmax

ValueDoseCo-administeredAnalytePopulation
25 pg/mL
200 μg 1 times / day multiple, topical
TACALCITOL serum
Homo sapiens
25 pg/mL
140 μg 1 times / day multiple, topical
TACALCITOL serum
Homo sapiens
25 pg/mL
200 μg 1 times / day multiple, topical
TACALCITOL serum
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
0%
TACALCITOL plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Tacalcitol 4 ug/g Lotion or Ointment is applied to the affected area
Route of Administration: Transdermal
In Vitro Use Guide
NGF induction in human epidermal keratinocytes caused by tacalcitol was dose-dependent, showing an ED50 between 0.1-1 nM
Substance Class Chemical
Record UNII
C2W72OJ5ZU
Record Status Validated (UNII)
Record Version