Translations:Vitamin D5/1/en

Vitamin D₅

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-secoporiferasta-5,7,10(19)-trien-3-ol
Identifiers
CAS Number	71761-06-3 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:33279
ChemSpider	7826639 Y
PubChem CID	9547700
UNII	0W2I161LCL Y
InChI 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 Y Key: RMDJVOZETBHEAR-GHTRHTQZSA-N Y 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
SMILES 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
Chemical formula	C29H48O
Molar mass	412.702 g·mol−1

Vitamin D₅ (sitocalciferol) is a form of vitamin D.

Research

Analogs of calcitriol, a form of vitamin D₃, have been proposed for use as antitumor agents. Studies on vitamin D₃ have shown inhibition of cell proliferation in prostate cancer, but high doses of vitamin D₃ result in hypercalcemia. The effects of vitamin D₅ on prostate cancer have also been studied, and unlike vitamin D₃, vitamin D₅ does not cause hypercalcemia while inhibiting tumor cell proliferation. The most researched analogue of vitamin D₅ as an antitumor agent is 1α-hydroxyvitamin D_5.