Previtamin D3: Difference between revisions

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Previtamin D3
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Created page with "{{DISPLAYTITLE:Previtamin D<sub>3</sub>}} {{Chembox | Name = Previtamin D<sub>3</sub> | ImageFile = Previtamin D3.svg | ImageFile_Ref = {{Chemboximage|correct|??}} | ImageName = Stereo skeletal formula of previtamin D<sub>3</sub> ((1R)-1-ol, (Z)-en, (1R,3aR,7aR)-7a-meth,-1-hept,-3a-hydro, (2R)-2-yl) | IUPACName = (3''S'',6''Z'')-9,10-Secocholesta-5(10),6,8-trien-3-ol | SystematicName = (1''S'')-4-Methyl-3-[(''Z'')-2-<nowiki/>{(1''R'',3a''R'',7a''R'')-7a-methyl-1-[(2''R''..."
 
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{{DISPLAYTITLE:Previtamin D<sub>3</sub>}}
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'''Previtamin D<sub>3</sub>''' is an intermediate in the production of [[cholecalciferol]] ([[vitamin D]]<sub>3</sub>).   
'''Previtamin D<sub>3</sub>''' is an intermediate in the production of [[cholecalciferol]] ([[vitamin D]]<sub>3</sub>).   


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It is formed by the action of [[UV light]], most specifically UVB light of wavelengths between 295 and 300 nm, acting on [[7-dehydrocholesterol]] in the [[epidermis_(skin)|epidermal layers]] of the skin.
It is formed by the action of [[UV light]], most specifically UVB light of wavelengths between 295 and 300 nm, acting on [[7-dehydrocholesterol]] in the [[epidermis_(skin)|epidermal layers]] of the skin.


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The B ring of the [[steroid]] nucleus structure is broken open, making a [[secosteroid]]. This then undergoes spontaneous [[isomerization]] into cholecalciferol, the [[prohormone]] of the active form of vitamin D, [[calcitriol]].
The B ring of the [[steroid]] nucleus structure is broken open, making a [[secosteroid]]. This then undergoes spontaneous [[isomerization]] into cholecalciferol, the [[prohormone]] of the active form of vitamin D, [[calcitriol]].


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The synthesis of previtamin D<sub>3</sub> is blocked effectively by [[sunscreens]].
The synthesis of previtamin D<sub>3</sub> is blocked effectively by [[sunscreens]].


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== Interactive pathway map==
== Interactive pathway map==
{{VitaminDSynthesis_WP1531|highlight=Previtamin_D3}}
{{VitaminDSynthesis_WP1531|highlight=Previtamin_D3}}


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{{Vitamin}}
{{Vitamin}}


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{{二次利用|date=20 November 2023}}
{{二次利用|date=20 November 2023}}
[[Category:Vitamin D]]
[[Category:Vitamin D]]
[[Category:Secosteroids]]
[[Category:Secosteroids]]
[[Category:Indanes]]
[[Category:Indanes]]
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Latest revision as of 19:23, 11 April 2024

Previtamin D3
Stereo skeletal formula of previtamin D3 ((1R)-1-ol, (Z)-en, (1R,3aR,7aR)-7a-meth,-1-hept,-3a-hydro, (2R)-2-yl)
Names
IUPAC name
(3S,6Z)-9,10-Secocholesta-5(10),6,8-trien-3-ol
Systematic IUPAC name
(1S)-4-Methyl-3-[(Z)-2-{(1R,3aR,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl}ethen-1-yl]cyclohex-3-en-1-ol
Other names
Previtamin D3
Identifiers
3D model (JSmol)
ChemSpider
  • 78098 checkY
  • 4832524 (E)-en checkY
  • 9660762 (1S)-1-ol, (E)-en, (1R,7aR)-7a-meth,-1-hept, (2R)-2-yl checkY
  • 9375051 (1S)-1-ol, (Z)-en, (1R,7aR)-7a-meth,-1-hept, (2R)-2-yl checkY
EC Number
  • 241-561-3
MeSH Previtamin+D(3)
  • 86590
  • 6178113 (E)-en
  • 25245851 (1S)-1-ol, (Z)-en, (2R)-2-yl
  • 11485943 (1S)-1-ol, (E)-en, (1R,7aR)-7a-meth,-1-hept, (2R)-2-yl
  • 11199982 (1S)-1-ol, (Z)-en, (1R,7aR)-7a-meth,-1-hept, (2R)-2-yl
UNII
Properties
C27H44O
Molar mass 384.648 g·mol−1

Previtamin D3 is an intermediate in the production of cholecalciferol (vitamin D3).

It is formed by the action of UV light, most specifically UVB light of wavelengths between 295 and 300 nm, acting on 7-dehydrocholesterol in the epidermal layers of the skin.

The B ring of the steroid nucleus structure is broken open, making a secosteroid. This then undergoes spontaneous isomerization into cholecalciferol, the prohormone of the active form of vitamin D, calcitriol.

The synthesis of previtamin D3 is blocked effectively by sunscreens.

Interactive pathway map

Click on genes, proteins and metabolites below to link to respective articles. [§ 1]

[[File:
VitaminDSynthesis_WP1531Go to articleGo to articleGo to articleGo to articlego to articleGo to articleGo to articleGo to articlego to articlego to articlego to articlego to articleGo to articleGo to articlego to articleGo to articlego to articlego to articlego to articleGo to articlego to article
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VitaminDSynthesis_WP1531Go to articleGo to articleGo to articleGo to articlego to articleGo to articleGo to articleGo to articlego to articlego to articlego to articlego to articleGo to articleGo to articlego to articleGo to articlego to articlego to articlego to articleGo to articlego to article
|alt=Vitamin D Synthesis Pathway (view / edit)]]
Vitamin D Synthesis Pathway (view / edit)
  1. The interactive pathway map can be edited at WikiPathways: "VitaminDSynthesis_WP1531".