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Vitamin D


DATA No : VVD0357 INFORMANT : Sachiko Yamada

NAME : (5E,7E,22E)-(3S)-9,10-seco-1(10),5,7,22-ergostatetraen 3-ol

COMMON NAME: (5E)-isovitamin D2 / (5E)-isoergocalciferol
SYMBOL: (5E)-iso-D2
FORMULA: C28H44O MOL.WT (average) : 396.648


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:108-110 degC (Ref. 0139)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:[a]D +108 deg (in CHCl3) (Ref. 0139)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:lmax (nm) (e) 278 (33600), 288 (41800), 300 (30500) (Ref. 0142)
spectrum (Ref. 0362)

IR SPECTRA:(KBr) 3290, 1637, 1587, 1040, 970, 835, 792 cm-1; spectrum. (Ref. 0362)

NMR SPECTRA:1H-NMR (d, CDCl3) 0.55 (3 H, s), 0.82 (6 H, d, J = 5.5 Hz), 0.93 (3 H, d, J = 6 Hz), 1.02 (3 H, d, J = 6 Hz), 1.87 (3 H, br s), 3.93 (1

MASS SPECTRA:

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS
Pyrolytic dehydration of (5E)-10-hydroxy-10, 19-dihydrovitamin D2. (Ref. 0142)
By treatment of vitamin D2 with BF3-etherate in benzene. (Ref. 0362)
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0139]
AUTHOR:Inhoffen, H. H.; Quinkert, G.; Hess, H. J.; Erdnann, H. M.
TITLE:Studien in der Vitamin D-Reihe XVI.
JOURNAL:Chem. Ber.
VOL:89 PAGE : 2273 -2284 (1956)
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[0142]
AUTHOR:Inhoffen, H. H.; Bruckner, K.; Grundel, R.
TITLE:Studien in der Vitamin D-Reihe : Umlagerung des Vitamin D2 zu einem iso-Tachysterin und Partialsynthese eines iso-Vitamin D2.
JOURNAL:Chem. Ber.
VOL:87 PAGE : 1 -13 (1954)
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[0362]
AUTHOR:Takahashi, T. and Yamamoto, R.
TITLE:Studies on the Stability of Vitamin D2 Powder Preparations. III. Structure of a New Isomer of Vitamin D2. PubMed ID:5307139
JOURNAL:Yakugaku Zasshi
VOL:89 PAGE : 919 -924 (1969)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.