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Steroid


DATA No : SST9123 INFORMANT : Etsuko Yasugi

NAME : (24S)-24-methylcholesta-5,25-dien-3b-ol

COMMON NAME: codisterol
SYMBOL:
FORMULA: C28H46O1 MOL.WT (average) : 398.664


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:acetate 134-136degC (Ref. 9203)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:acetate : 890, 1645, 1750cm-1(Ref. 9202)

NMR SPECTRA:free:1H-NMR(CDCl3): 18-CH3=0.67(S), 19-CH3=1.01(S), 21-CH3=0.91(D), 26-CH3=1.64(S), 27-CH2=4.66(BR.S), 28-CH3=0.99(D)(Ref. 9199)

MASS SPECTRA:free : 398[M+](100%),383(13%),380(13%),365(15%),328(6%),314(18%), 300(12%),299(19%),271(31%) (Ref. 9199) 259(5%),255(7%),253(8%),228(6%),213(9%),211(3%) (Ref. 9203)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
banana skin (Ref. 9151), Kalanchoe plants Kalanchoe pinnata (Ref. 9157), K.marmorata(Ref. 9203), Codiaceae (marine Chlorophyceae) (Ref. 9202), Cucurbitaceae plants(Ref. 9204/9205),Porifera(Verongia caulifornis)(Ref. 9206)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[9151]
AUTHOR:Akihisa,T., Thakur,S., Rosenstein,F.U., and Matsumoto,T.
TITLE:Sterols of Cucurbitaceae: the Configuration at C-24 of 24-Alkyl-D5-,D7- and D8-Sterols.
JOURNAL:Lipids
VOL:21 PAGE : 39 -47 (1986)
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[9157]
AUTHOR:Akihisa,T., Kokke,W.C.M.C., Tamura,T., and Matsumoto,T.
TITLE:Sterols of Kalanchoe Pinnata : First Report of the Isolation of Both C-24 Epimers of 24-Alkyl-D25-Sterols from a Higher Plant.
JOURNAL:Lipids
VOL:26 PAGE : 660 -665 (1991)
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[9199]
AUTHOR:Li,H.T., and Djerassi,C.
TITLE:Structural and Stereochemical Aspects of Base-Catalyzed Double Bond Isomerization of Sterols with Unsaturated Side Chains.
JOURNAL:J. Org. Chem.
VOL:47 PAGE : 4298 -4303 (1982)
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[9202]
AUTHOR:Rubinstein,I., and Goad,L.J.
TITLE:Sterols of the Siphonous Marine Alga Codium Fragile.
JOURNAL:Phytochemistry
VOL:13 PAGE : 481 -484 (1974)
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[9203]
AUTHOR:Akihisa,T., Gebreyesus,T., Hayashi,H., and Tamura,T.
TITLE:Co-occurrence of C-24 Epimeric 24-Ethylsterols Possessing and Lacking a D25-Bond in Kalanchoe Petitiana.
JOURNAL:Phytochemistry
VOL:31 PAGE : 163 -166 (1992)
[TOP]

[9204]
AUTHOR:Garg,V.K., and Nes,W.R.
TITLE:Changes in D5-and D7-Sterols During Germination and Seedling Development of Cucurbita Maxima.
JOURNAL:Lipids
VOL:20 PAGE : 876 -883 (1985)
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[9205]
AUTHOR:Garg,V.K., and Nes,W.R.
TITLE:Occurrence of D5-Sterols in Plants Producing Predominantly D7-Sterols : Studies on the Sterol Compositions of Six Cucurbitaceae Seeds.
JOURNAL:Phytochemistry
VOL:25 PAGE : 2591 -2597 (1986)
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[9206]
AUTHOR:Kokke,W.C.M.C., Pak,C.S., Fenical,W., and Djerassi,C.
TITLE:Minor and Trace Sterols in Marine Invertebrates. XII. Occurrence of 24(R+S)-Isopropenylcholesterol, 24(R+S)-Methylcholesta-5,25-Dien-3b-ol,and 24(R+S)-Methylcholesta-7,25-Dien-3b-ol in the Caribbean Sponge, Verongia Cauliformis.
JOURNAL:Helv. Chim. Acta
VOL:62 PAGE : 1310 -1318 (1979)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.