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Message definition (Vitamin D5 ) {{short description|Fat soluble vitamin}}{{DISPLAYTITLE:Vitamin D<sub>5</sub>}} {{chembox | Verifiedfields = changed | verifiedrevid = 470631138 | Name=Vitamin D<sub>5</sub> | ImageFile=Vitamin D5 structure.svg | ImageSize= | IUPACName=(1''S'',3''Z'')-3-[(2''E'')-2-[(1''R'',3a''S'',7a''R'')-1-[(1''R'',4''S'')-4-ethyl-1,5-dimethylhexyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1''H''-inden-4-ylidene]ethylidene]-4-methylene-1-cyclohexanol | OtherNames= Sitocalciferol <br> (5''Z'',7''E'')-(3''S'')-9,10-secoporiferasta-5,7,10(19)-trien-3-ol |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 7826639 | ChEBI = 33279 | 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 | InChIKey = RMDJVOZETBHEAR-GHTRHTQZBN | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 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 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = RMDJVOZETBHEAR-GHTRHTQZSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo=71761-06-3 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 0W2I161LCL | PubChem=9547700 | 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 }} |Section2={{Chembox Properties | C=29 | H=48 | O=1 | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= }} |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} }} '''Vitamin D<sub>5</sub>''' ('''sitocalciferol''') is a form of [[vitamin D]]. == Research == [[structural analog|Analogs]] of [[calcitriol]], a form of vitamin D<sub>3</sub>, have been proposed for use as antitumor agents. Studies on vitamin D<sub>3</sub> have shown inhibition of cell proliferation in [[prostate cancer]], but high doses of vitamin D<sub>3</sub> result in [[Hypercalcaemia|hypercalcemia]]. The effects of vitamin D<sub>5</sub> on prostate cancer have also been studied, and unlike vitamin D<sub>3</sub>, vitamin D<sub>5</sub> does not cause [[Hypercalcaemia|hypercalcemia]] while inhibiting tumor cell proliferation. The most researched analogue of vitamin D<sub>5</sub> as an antitumor agent is 1α-hydroxyvitamin D<sub>5.</sub>
Fat soluble vitamin
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
ChEBI
ChemSpider
UNII
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
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
C 29 H 48 O
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 D5.