Product Name

Calcipotriol

CAS Number

112965-21-6

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Product Name:
Calcipotriol
CAS Number:
112965-21-6
Indication:
For the treatment of moderate plaque psoriasis in adults.
Mode of Action:

The precise mechanism of calcipotriol in remitting psoriasis is not well-understood. However, it has been shown to have comparable affinity with calcitriol for the Vitamin D receptor, while being less than 1% as active as the calcitriol in regulating calcium metabolism. The Vitamin D receptor (VDR) belongs to the steroid/thyroid receptor superfamily, and is found on the cells of many different tissues including the thyroid, bone, kindney, and T cells of the immune system. T cells are known to play a role in psoriasis, and it is thought that the binding of calcipotriol to the VDR modulates the T cells gene transcription of cell differentiation and proliferation related genes.

Pharmacodynamics:

Calcipotriene is a synthetic analog of vitamin D. In humans, the natural supply of vitamin D depends mainly on exposure to the ultraviolet rays of the sun for conversion of 7-dehydrocholesterol to vitamin D3 (cholecalciferol) in the skin.

Metabolism:

Hepatic. Calcipotriene metabolism following systemic uptake is rapid, and occurs via a similar pathway to the natural hormone. The primary metabolites are much less potent than the parent compound.

Toxicity:

Topically applied calcipotriene can be absorbed in sufficient amounts to produce systemic effects. Elevated serum calcium has been observed with excessive use of calcipotriene.

IUPAC:
(1R, 3S, 5Z)-5-{2-[(1R, 3aS, 4E, 7aR)-1-[(2R, 3E, 5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1, 3-diol
ATC:
D05AX02
PubChem:
5288783
DrugBank:
DB02300 (EXPT02131)
Formula:
C18H19N3O5S
Molecular Mass:
412.6047
Synonyms:
Calcipotriene
SMILES:
O[C@H](C=C[C@@H](C)[C@@]1([H])CC[C@@]2([H])C(CCC[C@]12C)=CC=C1C[C@@H](O)C[C@H](O)C1=C)C1CC1
InChi:
LWQQLNNNIPYSNX-UROSTWAQSA-N

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