Previtamin D3
Names | |
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IUPAC name
(3S,6Z)-9,10-Secocholesta-5(10),6,8-trien-3-ol
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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
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Identifiers | |
3D model (
JSmol ) |
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ChemSpider | |
ECHA InfoCard
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100.013.304 |
EC Number |
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MeSH | Previtamin+D(3) |
PubChem CID
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UNII | |
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Properties | |
C27H44O | |
Molar mass | 384.648 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Previtamin D3 is an intermediate in the production of cholecalciferol (vitamin D3).
It is formed by the action of
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.[4]
Interactive pathway map
Click on genes, proteins and metabolites below to link to respective articles. [§ 1]
- ^ The interactive pathway map can be edited at WikiPathways: "VitaminDSynthesis_WP1531".