LIPID MAPS

Vitamin D3 is a biologically inactive precursor to calcitriol that is converted to active metabolites in vivo.^1,2 Vitamin D3 is obtained from dietary sources, including fish, or formed in the epidermis via photolytic conversion of 7-dehydro cholesterol to previtamin D3 by UVB radiation, followed by isomerization to vitamin D3.3,4 Vitamin D3 can then be converted to 25-hydroxy vitamin D3 in the liver by the cytochrome P450 (CYP) isoform CYP2R1 before being converted to calcitriol by CYP27B1 in the kidney.^2,3 Formulations containing vitamin D3 have been used in the treatment of osteoporosis.

This information has been provided by Cayman Chemical

References

1. Holick, M.F. Vitamin D deficiency. N. Engl. J. Med. 357(3), 266-281 (2007).

2. Rosen, C.J. Vitamin D insufficiency. N. Engl. J. Med. 364(3), 248-254 (2011).

3. Lehmann, B., Genehr, T., Knuschke, P., et al. UVB-induced conversion of 7-dehydrocholesterol to 1α,25-dihydroxyvitamin D3 in an in vitro human skin equivalent model. J. Invest. Dermatol. 117(5), 1179-1185 (2001).

4. Chen, T.C., Chimeh, F., Lu, Z., et al. Factors that influence the cutaneous synthesis and dietary sources of vitamin D. Arch. Biochem. Biophys. 460(2), 213-217 (2007).

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InChiKey (Click to copy)

QYSXJUFSXHHAJI-YRZJJWOYSA-N

InChi (Click to copy)

InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1

SMILES (Click to copy)

C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(C)C)/C[C@@H](O)C1