Previtamin D3

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Previtamin D₃

IUPAC name Previtamin D₃
Identifiers
CAS number	1173-13-3^N, 17592-07-3^N
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
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
EC number	241-561-3
MeSH	Previtamin+D(3)
Jmol-3D images	Image 1
SMILES CC(C)CCCC(C)C1CCC2C(C=CC3=C(C)CCC(O)C3)=CCCC12C
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
Properties
Molecular formula	C₂₇H₄₄O
Molar mass	384.64 g mol⁻¹
Exact mass	384.339216030 g mol^-1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

Interactive pathway map

Click on genes, proteins and metabolites below to link to respective articles. ^[5]

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Vitamin D Synthesis Pathway edit

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. http://www.sciencemag.org/cgi/pmidlookup?view=long&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. http://linkinghub.elsevier.com/retrieve/pii/S0079-6107(06)00020-4.
^ 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. http://www3.interscience.wiley.com/resolve/openurl?genre=article&sid=nlm:pubmed&issn=0031-8655&date=2008&volume=84&issue=5&spage=1277.
^ 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. http://www3.interscience.wiley.com/resolve/openurl?genre=article&sid=nlm:pubmed&issn=0031-8655&date=2007&volume=83&issue=2&spage=459.
^ The interactive pathway map can be edited at WikiPathways: "VitaminDSynthesis_WP1531". http://www.wikipathways.org/index.php/Pathway:WP1531.

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) · Menatetrenone (K₂) · Menadione (K₃) · Menadiol (K₄)

Water soluble

B	B₁ (Thiamine^#) · B₂ (Riboflavin^#) · B₃ (Niacin, Nicotinamide^#) · B₅ (Pantothenic acid, Dexpanthenol, Pantethine) · B₆ (Pyridoxine^#, Pyridoxal phosphate, Pyridoxamine) · B₇ (Biotin) · B₉ (Folic acid, Dihydrofolic acid, Folinic acid) · B₁₂ (Cyanocobalamin, Hydroxocobalamin, Methylcobalamin, Cobamamide) · Choline

C	Ascorbic acid^# · Dehydroascorbic acid

Combinations

Multivitamins

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^‡Withdrawn from market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

M: NUT

cof, enz, met

noco, nuvi, sysi/epon, met

drug(A8/11/12)

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