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 h English (en){{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>
 h Japanese (ja){{DISPLAYTITLE:ビタミン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 =
  }}
}}
'''ビタミンD<sub>5</sub>'''（'''sitocalciferol'''）は[[vitamin D/ja|ビタミンD]]の一種である。

== 研究{{Anchor|Research}} ==
ビタミンD<sub>3</sub>の一種である[[calcitriol/ja|カルシトリオール]]の[[structural analog/ja|アナログ]]が抗腫瘍剤として使用されることが提案されている。ビタミンD<sub>3</sub>に関する研究では、[[prostate cancer/ja|前立腺がん]]における細胞増殖の阻害が示されているが、ビタミンD<sub>3</sub>の高用量投与は[[Hypercalcaemia/ja|高カルシウム血症]]を引き起こす。前立腺がんに対するビタミンD<sub>5</sub>の効果も研究されており、ビタミンD<sub>3</sub>とは異なり、ビタミンD<sub>5</sub>は腫瘍細胞の増殖を阻害する一方で[[Hypercalcaemia/ja|高カルシウム血症]]を引き起こさない。抗腫瘍剤として最も研究されているビタミンD<sub>5</sub>の類似体は1α-ヒドロキシビタミンD<sub>5.</sub>である。
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