Analog of 1,25-dihydroxy vitamin D3
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1,24-dihydroxy Vitamin D3 (hydrate)

Item No. 12079

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-methylene-5Z-[2E-[(3aS)-octahydro-1R-[4R-hydroxy-1R,5-dimethylhexyl]-7aR-methyl-4H-inden-4-ylidene]ethylidene]-1R,3S-cyclohexanediol, monohydrate
CAS Number
93129-94-3
Synonyms
  • Bonalfa
  • Curatoderm
  • 1α,24(R)-Dihydroxycholecalciferol
  • PRI 2191
  • Tacalcitol
  • TV 02
Molecular Formula
C27H44O3 • H2O
Formula Weight
434.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.30 mg/ml
λmax
212, 264 nm
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@H](C)CC[C@@H](O)C(C)C)([H])/C(CCC1)=C/C=C3C[C@@H](O)C[C@H](O)C/3=C.O
InChi Code
InChI=1S/C27H44O3.H2O/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;1H2/b20-9+,21-10-;/t18-,22-,23-,24+,25-,26+,27-;/m1./s1
InChi Key
UCLYOJXQGOXQKJ-XXBHHXRKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $107

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    1 mg

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    5 mg

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    Product Description

    1,24-dihydroxy Vitamin D3 is an analog of 1,25-dihydroxy vitamin D3 which, when used in a 4 μg/g ointment, safely and effectively suppresses psoriasis.1 It also is effective at increasing the time interval between phototherapy cycles when ultraviolet light is used for psoriasis.2 1,24-dihydroxy Vitamin D3 inhibits the growth of both normal and psoriatic human keratinocytes (IC50 ~ 10 nM) via the vitamin D receptor.3 It also suppresses the production of RANTES and IL-8 by human dermal fibroblasts and reduces cutaneous lymphocyte-associated antigen on CD4+ T cells, impairing migration and skin infiltration.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Leone, G., and Pacifico, A. Profile of clinical efficacy and safety of topical tacalcitol. Acta Biomed. 76(1), 13-19 (2005).

    2. Prignano, F., Buggiani, G., and Lotti, T. Clinical evaluation of topical tacalcitol efficacy in extending the remission period between nb-UVB phototherapy cycles in psoriatic patients. Acta Biomed. 80, 51-56 (2009).

    3. Matsumoto, K., Hashimoto, K., Kiyoki, M., et al. Effect of 1,24R-dihydroxyvitamin D3 on the growth of human keratinocytes. J. Dermatol. 17(2), 97-103 (1990).

    4. Fukuoka, M., Ogino, Y., Sato, H., et al. Regulation of RANTES and IL-8 production in normal human dermal fibroblasts by active vitamin D3 (tacalcitol). Br. J. Pharmacol. 124(7), 1433-1438 (1998).

    5. Yamanaka, K.I., Kakeda, M., Kitagawa, H., et al. 1,24-Dihydroxyvitamin D3 (tacalcitol) prevents skin T-cell infiltration. Br. J. Dermatol. 162(6), 1206-1215 (2010).