Vitamin D5

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Vitamin D5
File:VitaminD5 structure.png
Names
IUPAC name
(1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,4S)-4-ethyl-1,5-dimethylhexyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-1-cyclohexanol
Other names
sitocalciferol
(5Z,7E)-(3S)-9,10-seco-5,7,10(19)-poriferastatrien-3-ol
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C29H48O/c1-7-23(20(2)3)12-10-22(5)27-16-17-28-24(9-8-18-29(27,28)6)13-14-25-19-26(30)15-11-21(25)4/h13-14,20,22-23,26-28,30H,4,7-12,15-19H2,1-3,5-6H3/b24-13+,25-14-/t22-,23+,26+,27-,28+,29-/m1/s1 checkY
    Key: RMDJVOZETBHEAR-GHTRHTQZSA-N checkY
  • InChI=1/C29H48O/c1-7-23(20(2)3)12-10-22(5)27-16-17-28-24(9-8-18-29(27,28)6)13-14-25-19-26(30)15-11-21(25)4/h13-14,20,22-23,26-28,30H,4,7-12,15-19H2,1-3,5-6H3/b24-13+,25-14-/t22-,23+,26+,27-,28+,29-/m1/s1
    Key: RMDJVOZETBHEAR-GHTRHTQZBN
  • O[C@@H]1CC(\C(=C)CC1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CC[C@H](CC)C(C)C)C
Properties
C29H48O
Molar mass 412.69082
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Vitamin D5 is a form of vitamin D.

Analogues have been proposed for use as antitumor agents.[1][2][3]

See also

References

  1. ^ Mehta RG, Moriarty RM, Mehta RR, et al. (February 1997). "Prevention of preneoplastic mammary lesion development by a novel vitamin D analogue, 1alpha-hydroxyvitamin D5". J. Natl. Cancer Inst. 89 (3): 212–8. doi:10.1093/jnci/89.3.212. PMID 9017001.
  2. ^ Murillo G, Mehta RG (October 2005). "Chemoprevention of chemically-induced mammary and colon carcinogenesis by 1alpha-hydroxyvitamin D5". J. Steroid Biochem. Mol. Biol. 97 (1–2): 129–36. doi:10.1016/j.jsbmb.2005.06.008. PMID 16051482.
  3. ^ Mehta RG (October 2004). "Stage-specific inhibition of mammary carcinogenesis by 1alpha-hydroxyvitamin D5". Eur. J. Cancer. 40 (15): 2331–7. doi:10.1016/j.ejca.2004.05.025. PMID 15454260.


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