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Chemical Compound Review:

AC1O5PH2 (1S,3S,4E)-4-[(2E)-2- [(1R,3aR,7aR)-1-[(E...

Synonyms: NCGC00182058-04

Sato, F. et al., Strugnell, S. et al., Knutson, J.C. et al., Sjöden, G. et al., Sjödén, G.O. et al., et al.

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Disease relevance of TSA 840

1 alpha,24(S)-dihydroxyvitamin D2: a biologically active product of 1 alpha-hydroxyvitamin D2 made in the human hepatoma, Hep3B [1].
The reason for lower toxicity of 1 alpha-hydroxyvitamin D2 is unknown [2].
In addition, they suggest that 1 alpha-hydroxyvitamin D2 may be more useful than 1 alpha-hydroxyvitamin D3 for the treatment of senile osteoporosis, because hypercalcemia is one of the major side effects of 1 alpha-hydroxyvitamin D3 [3].

High impact information on TSA 840

Vitamin D2 and 1 alpha-hydroxyvitamin D2, both with the ergosterol-like side chain, were 24- and 26(27)-hydroxylated by CYP27 [4].
Effects of increasing doses of 1 alpha-hydroxyvitamin D2 on calcium homeostasis in postmenopausal osteopenic women [5].
A major metabolite of the vitamin D analogue 1 alpha-hydroxyvitamin D2 in human liver cells in culture has been identified as 1 alpha,24(S)-dihydroxyvitamin D2 [1 alpha,24(S)-(OH)2D2] [1].
Metabolism of 1 alpha-hydroxyvitamin D2 to activated dihydroxyvitamin D 2 metabolites decreases endogenous 1 alpha, 25-dihydroxyvitamin D 3 in rats and monkeys [6].
Toxicity and dose-response studies of 1-alpha hydroxyvitamin D2 in LH-beta-tag transgenic mice [7].

Biological context of TSA 840

In comparison, the LD50 for 1 alpha-hydroxyvitamin D2 is between 3.5 and 6.5 mg/kg [2].
Prednisolone treatment also caused a decreased bone density that was prevented both with 1 alpha-hydroxyvitamin D2 and 1 alpha-hydroxyvitamin D3 [8].

Anatomical context of TSA 840

These results show that 1 alpha-hydroxyvitamin D2 as well as 1 alpha-hydroxyvitamin D3 promote calcium absorption and may accelerate bone remodelling via direct action on osteoblasts [3].

Associations of TSA 840 with other chemical compounds

The effects of 1 alpha-hydroxyvitamin D2 on calcium metabolism in vivo and of 1 alpha, 25-dihydroxyvitamin D2, which is an active metabolite of 1 alpha-hydroxyvitamin D2, on bone metabolism in vitro was studied and compared with that of 1 alpha-hydroxyvitamin D3 or 1 alpha,25-dihydroxyvitamin D3 [3].

References

1 alpha,24(S)-dihydroxyvitamin D2: a biologically active product of 1 alpha-hydroxyvitamin D2 made in the human hepatoma, Hep3B. Strugnell, S., Byford, V., Makin, H.L., Moriarty, R.M., Gilardi, R., LeVan, L.W., Knutson, J.C., Bishop, C.W., Jones, G. Biochem. J. (1995) [Pubmed]
1 alpha-Hydroxyvitamin D2 is less toxic than 1 alpha-hydroxyvitamin D3 in the rat. Sjöden, G., Smith, C., Lindgren, U., DeLuca, H.F. Proc. Soc. Exp. Biol. Med. (1985) [Pubmed]
Effects of vitamin D2 analogs on calcium metabolism in vitamin D-deficient rats and in MC3T3-E1 osteoblastic cells. Sato, F., Ouchi, Y., Okamoto, Y., Kaneki, M., Nakamura, T., Ikekawa, N., Orimo, H. Research in experimental medicine. Zeitschrift für die gesamte experimentelle Medizin einschliesslich experimenteller Chirurgie. (1991) [Pubmed]
Transfected human liver cytochrome P-450 hydroxylates vitamin D analogs at different side-chain positions. Guo, Y.D., Strugnell, S., Back, D.W., Jones, G. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
Effects of increasing doses of 1 alpha-hydroxyvitamin D2 on calcium homeostasis in postmenopausal osteopenic women. Gallagher, J.C., Bishop, C.W., Knutson, J.C., Mazess, R.B., DeLuca, H.F. J. Bone Miner. Res. (1994) [Pubmed]
Metabolism of 1 alpha-hydroxyvitamin D2 to activated dihydroxyvitamin D 2 metabolites decreases endogenous 1 alpha, 25-dihydroxyvitamin D 3 in rats and monkeys. Knutson, J.C., Hollis, B.W., LeVan, L.W., Valliere, C., Gould, K.G., Bishop, C.W. Endocrinology (1995) [Pubmed]
Toxicity and dose-response studies of 1-alpha hydroxyvitamin D2 in LH-beta-tag transgenic mice. Dawson, D.G., Gleiser, J., Zimbric, M.L., Darjatmoko, S.R., Lindstrom, M.J., Strugnell, S.A., Albert, D.M. Ophthalmology (2003) [Pubmed]
The effect of 1 alpha-hydroxyvitamin D2 on calcium metabolism in glucocorticoid-treated rats. Sjödén, G.O., Lindgren, J.U., DeLuca, H.F. Bone (1985) [Pubmed]

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