(5Z,7E,22E)-9,10-Seco-26,27-cyclo-1α,3β-dihydroxycholesta-5,7,10(19),22-tetren-24-one Chemical Properties

Boiling point:

584.2±50.0 °C(Predicted)

Density 

1.12±0.1 g/cm3(Predicted)

storage temp. 

4°C, protect from light, stored under nitrogen,unstable in solution, ready to use.

solubility 

Soluble in DMSO

form 

Powder

pka

14.43±0.40(Predicted)

color 

Light yellow to yellow

(5Z,7E,22E)-9,10-Seco-26,27-cyclo-1α,3β-dihydroxycholesta-5,7,10(19),22-tetren-24-one Usage And Synthesis

Uses

MC 1046 is a vitamin D3 analogue with similar effects. Impurity of Calcipotriol (C144200), an antipsoriatic.

Biological Activity

mc 903 has been found to be a potent inducer of cell differentiation and to inhibit proliferation and dna-synthesis of cells possessing the receptor for 1,25(oh)2d3. mc 1046 is the metabolite of calcipotrioi (mc 903), which is a novel analogue of the physiologically active metabolite of vitamin d3.

in vitro

the biological effects on the u937 cells of the two major metabolites of mc 903 (mc 1046 and mc 1080) were investigated. results showed that the metabolites had effects that were more than 100 times weaker than those of the parent compound [1].

in vivo

mc 903 is a novel analogue of the physiologically active metabolite of 1,25(oh)2d3. unlike the similar effects on cell proliferation and cell differentiation in vitro, mc 903 has 100-200 times less effect on calcium metabolism in vivo. moreover, rat study indicats that the effect of mc 903 on proliferative disorders, its fast elimination and the formation of inactive metabolites makes mc 903 suitable for topical treatment of psoriasis [1].

References

[1] kissmeyer am, binderup l. calcipotriol (mc 903): pharmacokinetics in rats and biological activities of metabolites. a comparative study with 1,25(oh)2d3. biochem pharmacol. 1991;41(11):1601-6.

(5Z,7E,22E)-9,10-Seco-26,27-cyclo-1α,3β-dihydroxycholesta-5,7,10(19),22-tetren-24-one(126860-83-1)Related Product Information

• (5E)-Calcipotriene
• Calcipotriene
• 24R-Calcipotriol
• (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol