(1R,3S)-5-[2-[(1R,3aR,7aS)-1-[(2R,5S)-5-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol Chemical Properties

storage temp. 

Store at -20°C

solubility 

DMSO

form 

Powder

color 

White to off-white

Stability:

Light Sensitive

(1R,3S)-5-[2-[(1R,3aR,7aS)-1-[(2R,5S)-5-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol Usage And Synthesis

Description

Vitamin D aids in the absorption of calcium and has central roles in bone formation and maintenance, hypertension, cancer, and immunity. In addition, the active form of vitamin D, 1,25-dihydroxy vitamin D₃, decreases the proliferation and increases differentiation of keratinocytes. 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. It also is effective at increasing the time interval between phototherapy cycles when ultraviolet light is used for psoriasis. 1,24-dihydroxy Vitamin D₃ inhibits the growth of both normal and psoriatic human keratinocytes (IC₅₀ ~ 10 nM) via the vitamin D receptor. 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.

Uses

Tacalcitol Monohydrate is used as a vitamin D analog used in combination with Imatinib (G407000) in the therapy of non-small cell lung cancer. It is a COVID19-related research product.

References

[1] GIOVANNI LEONE  Alessia P. Profile of clinical efficacy and safety of topical tacalcitol.[J]. Acta Biomedica de l”Ateneo Parmense, 2005, 76 1: 13-19.
[2] FRANCESCA PRIGNANO  Torello L  Gionata Buggiani. Clinical evaluation of topical tacalcitol efficacy in extending the remission period between nb-UVB phototherapy cycles in psoriatic patients.[J]. Acta Biomedica de l”Ateneo Parmense, 2009, 80 1: 51-56.
[3] KUNIO MATSUMOTO. Effect of 1,24R-dihydroxyvitamin D3 on the Growth of Human Keratinocytes[J]. Journal of Dermatology, 1990, 17 2: 97-103. DOI: 10.1111/j.1346-8138.1990.tb03714.x
[4] MASAMI FUKUOKA. Regulation of RANTES and IL-8 production in normal human dermal fibroblasts by active vitamin D3 (tacalcitol)[J]. British Journal of Pharmacology, 2009, 124 7: 1433-1438. DOI: 10.1038/sj.bjp.0701988
[5] K.-I. YAMANAKA. 1,24-Dihydroxyvitamin D3 (tacalcitol) prevents skin T-cell infiltration[J]. British Journal of Dermatology, 2010, 162 6: 1206-1215. DOI: 10.1111/j.1365-2133.2010.09692.x

(1R,3S)-5-[2-[(1R,3aR,7aS)-1-[(2R,5S)-5-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol(93129-94-3)Related Product Information

• Phytol
• Tacalcitol