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Vitamin D


DATA No : VVD0006 INFORMANT : Sachiko Yamada

NAME : (5Z,7E)-(1S,3R,17R)-1,3,17,21-tetrahydroxy-9,10-seco-5,7,10(19)-pregnatrien-20-one

COMMON NAME: 1a,17a,21-trihydroxy-20-oxo-22,23,24,25,26,27-hexanorvitamin D3 / 1a,17a,21-trihydroxy-20-oxo-22,23,24,25,26,27-hexanorcholecalciferol
SYMBOL: 1a,17a,21-(OH)3-20-oxo-22,23,24,25,26,27-hexanor-D3
FORMULA: C21H30O5 MOL.WT (average) : 362.460


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BIOLOGICAL ACTIVITY
The binding affinity for chick intestinal cytosolic receptor was less than 1/100,000 compared to 1a,25-(OH)2D3. (Ref. 0211)
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:lmax (EtOH) (nm) 264 (Ref. 0211)

IR SPECTRA:

NMR SPECTRA:1H-NMR (d, CDCl3) 0.58 (3H, s), 2.35 (1H, dd, J = 12.5 and 6.3 Hz), 2.55-2.96 (4H, m), 3.10 (1H, t, J = 4.9 Hz), 4.21-4.31 (1H, m), 4.35 (1H, dd, J = 20.0 and 4.9 Hz), 4.38-4.51 (1H, m), 4.66 (1H, t, J = 20.0 and 4.9 Hz), 5.01 (1H, t, J = 1.5 Hz), 5.35 (1H, t, J = 1.5 Hz), 6.09 (1H, d, J = 11.4 Hz), 6.38 (1H, d, J = 11.4 Hz) (Ref. 0211)

MASS SPECTRA:

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS
Synthesis from dehydroepiandrostertone via 5,7-diene compound by photochemical method. (Ref. 0211)
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0211]
AUTHOR:Murayama, E.; Miyamoto, K.; Ochi, K.; Kubodera, N.
TITLE:Synthesis and Immunoregulating Activity of Vitamin D Analogues Bearing Pregnane Side Chain.
JOURNAL:Bioorg. Med. Chem. Lett.
VOL:2 PAGE : 1289 -1292 (1992)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.