Previtamin D3

Previtamin D₃
Names

IUPAC name Previtamin D₃
Identifiers
CAS Number	1173-13-3^N 17592-07-3^N
3D model (Jmol)	Interactive image
ChemSpider	78098^Y 4832524 (E)-en^Y 9660762 (1S)-1-ol, (E)-en, (1R,7aR)-7a-meth,-1-hept, (2R)-2-yl^Y 9375051 (1S)-1-ol, (Z)-en, (1R,7aR)-7a-meth,-1-hept, (2R)-2-yl^Y
ECHA InfoCard	100.013.304
EC Number	241-561-3
MeSH	Previtamin+D(3)
PubChem	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
InChI InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3^Y Key: YUGCAAVRZWBXEQ-UHFFFAOYSA-N^Y
SMILES CC(C)CCCC(C)C1CCC2C(C=CC3=C(C)CCC(O)C3)=CCCC12C
Properties
Chemical formula	C₂₇H₄₄O
Molar mass	384.65 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Previtamin D₃ is an intermediate in the production of vitamin D₃.^[1]^[2]^[3]^[4]

Interactive pathway map

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

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|{{{bSize}}}px|alt=Vitamin D Synthesis Pathway edit]]

Vitamin D Synthesis Pathway edit

↑ The interactive pathway map can be edited at WikiPathways: "VitaminDSynthesis_WP1531".

References

↑ MacLaughlin JA, Anderson RR, Holick MF (May 1982). "Spectral character of sunlight modulates photosynthesis of previtamin D₃ and its photoisomers in human skin". Science. 216 (4549): 1001–3. Bibcode:1982Sci...216.1001M. doi:10.1126/science.6281884. PMID 6281884.
↑ Webb AR (September 2006). "Who, what, where and when-influences on cutaneous vitamin D synthesis". Prog. Biophys. Mol. Biol. 92 (1): 17–25. doi:10.1016/j.pbiomolbio.2006.02.004. PMID 16766240.
↑ Pope SJ, Holick MF, Mackin S, Godar DE (2008). "Action spectrum conversion factors that change erythemally weighted to previtamin D3-weighted UV doses". Photochem. Photobiol. 84 (5): 1277–83. doi:10.1111/j.1751-1097.2008.00373.x. PMID 18513232.
↑ Sayre RM, Dowdy JC (2007). "Darkness at noon: sunscreens and vitamin D3". Photochem. Photobiol. 83 (2): 459–63. doi:10.1562/2006-06-29-RC-956. PMID 17115796.

Vitamins (A11)

Fat soluble

A	α-Carotene β-Carotene Retinol^# Tretinoin

D	D₂ Ergosterol Ergocalciferol^# D₃ 7-Dehydrocholesterol Previtamin D₃ Cholecalciferol 25-hydroxycholecalciferol Calcitriol (1,25-dihydroxycholecalciferol) Calcitroic acid D₄ Dihydroergocalciferol D₅ D analogues Alfacalcidol Dihydrotachysterol Calcipotriol Tacalcitol Paricalcitol

E	Tocopherol Alpha Beta Gamma Delta Tocotrienol Alpha Beta Gamma Delta Tocofersolan

K	Naphthoquinone Phylloquinone (K₁) Menaquinones (K₂) Menadione (K₃)‡ Menadiol (K₄)

Water soluble

B	B₁ Thiamine^# B₁ analogues Acefurtiamine Allithiamine Benfotiamine Fursultiamine Octotiamine Prosultiamine Sulbutiamine B₂ Riboflavin^# B₃ Niacin Nicotinamide^# B₅ Pantothenic acid Dexpanthenol Pantethine B₆ Pyridoxine^#, Pyridoxal phosphate Pyridoxamine Pyritinol B₇ Biotin B₉ Folic acid Dihydrofolic acid Folinic acid Levomefolic acid B₁₂ Adenosylcobalamin Cyanocobalamin Hydroxocobalamin Methylcobalamin Choline

C	Ascorbic acid^# Dehydroascorbic acid

Combinations

Multivitamins

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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