A vitamin D3 analog
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Calcipotriol (hydrate)

Item No. 10009599

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
24-cyclopropyl-(1α,3β,5Z,7E,22E,24S)-9,10-secochola-5,7,10(19),22-tetraene-1,3,24-triol, monohydrate
CAS Number
147657-22-5
Synonyms
  • Calcipotriene
Molecular Formula
C27H40O3 • H2O
Formula Weight
430.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlEthanol:PBS (pH 7.2)(1:5): 0.15 mg/ml
λmax
264 nm
SMILES
C=C1[C@@H](O)C[C@H](O)C/C1=C/C=C2CCC[C@@]3(C)[C@@]\2([H])CC[C@]3([H])[C@H](C)/C=C/[C@@H](O)C4CC4.O
InChi Code
InChI=1S/C27H40O3.H2O/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;1H2/b13-6+,19-7+,21-10-;/t17-,22-,23-,24+,25-,26+,27-;/m1./s1
InChi Key
XBKHACNRWFKJNC-MANNPBRJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $87

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    50 mg

    $326

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    100 mg

    $609

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    500 mg

    $2,173

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    Product Description

    Calcipotriol (hydrate) is a low-calcemic vitamin D receptor (VDR) agonist. Calcipotriol (hydrate) is about 200 times less potent in its effects on calcium metabolism than vitamin D (1,25[OH]D3).1 Binding of calcipotriol (hydrate) to the VDR increases AP-1, a transcription factor important for keratinocyte differentiation, and reduces expression of JunB protein, a transcriptional activator in the inflammatory response.2 Calcipotriol (hydrate) also induces expression of thymic stromal lymphopoietin, which triggers T-cell differentiation in keratinocytes.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kragballe, K. Vitamin D analogues in the treatment of psoriasis. J. Cell. Biochem. 49, 46-52 (1992).

    2. Johansen, C., Kragballe, K., Rasmussen, M., et al. Activator protein 1 DNA binding activity is decreased in lesional psoriatic skin compared with nonlesional psoriatic skin. Br. J. Dermatol. 151, 600-607 (2004).

    3. Li, M., Hener, P., Zhang, Z., et al. Topical vitamin D3 and low-calcemic analogs induce thymic stromal lymphopoietin in mouse keratinocytes and trigger an atopic dermatitis. Proc. Natl. Acad. Sci. USA 103(31), 11736-11741 (2006).

    Product Citations

    Uluckan, Ö., Bruno, S., Wang, Y., et al. Adriforant is a functional antagonist of histamine receptor 4 and attenuates itch and skin inflammation in mice. Eur. J. Pharmacol. 945:175533, (2023).

    Sivasami, P., Elkins, C., Diaz-Saldana, P.P., et al. Obesity-induced dysregulation of skin-resident PPARγ+ Treg cells promotes IL-17A-mediated psoriatic inflammation. Immunity 56(8), 1844-1861 (2023).