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Vitamin D


DATA No : VVD0017 INFORMANT : Sachiko Yamada

NAME : (5Z,7E)-(3S,22S)- 24-nor-9,10-seco-5,7,10(19)-cholatriene-3,22-diol

COMMON NAME: (22S)-22-hydroxy-24,25,26,27-tetranorvitmin D3 / (22S)-22-hydroxy-23,24,25,26,27-pentanorcholecalciferol
SYMBOL: 22S-OH-24,25,26,27-tetranor-D3
FORMULA: C23H36O2 MOL.WT (average) : 344.531


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:(EtOH) lmax (nm) 265, lmin (nm) 212 (Ref. 0334)

IR SPECTRA:

NMR SPECTRA:1H-NMR (d, CDCl3, 270MHz) 0.55 (3H, s, 18-H), 0.93 (3H, d, J = 6.9 Hz, 21-H), 1.16 (3H, d, J = 6.4 Hz, 23-H), 3.95 (2H, m, 3- and 22-H), 4.82 and 5.05 (each 1H, m, 19-H), 6.04 and 6.23 (each 2H, d, J = 11.4 Hz, 6- and 7-H) (Ref. 0334)

MASS SPECTRA:m/z 344 (M+, 75.7), 326 (93.7), 311 (23.6), 271 (15.6), 253 (41.1), 136 (96.7), 118 (100) (Ref. 0334)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS
From vitamin D2 sulfur dioxide adduct via ozonolysis followed by Grignard reaction. (Ref. 0334)
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0334]
AUTHOR:Shimizu, M.; Iwasaki, Y.; Ishida, H.; Yamada, S.
TITLE:Determination of 25-Hydroxyvitamin D3 in Human Plasma Using a Non-radioactive Tetranorvitamin D Analogue as an Internal Standard. PubMed ID:8590938
JOURNAL:J. Chromat. B
VOL:672 PAGE : 63 -71 (1995)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.