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Steroid


DATA No : SST9067 INFORMANT : Etsuko Yasugi

NAME : (24R)-24ethylcholest-5-en-3b-ol

COMMON NAME: sitosterol
SYMBOL:
FORMULA: C29H50O1 MOL.WT (average) : 414.707


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:140degC (Ref. 9100) acetate m.p. 122-124degC (Ref. 9112)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:[a]D -37deg (Ref. 9103)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:1H-NMR(CDCl3) (Ref. 9107), 13C-NMR(CDCl3) (Ref. 9111)

MASS SPECTRA:414(100)M+,399(45),396(54),381(42),329(50),303(70),275(18),273(54),255(60),246(12),231(58),229(25),213(78) (Ref. 9108)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
marine invertebrata(Ref. 9104),higher plants (Ref. 9105)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[9100]
AUTHOR:Iida, T., Kikuchi, M., Tamura, T., and Matsumoto, T.
TITLE:Proton magnetic resonance identification and discrimination of stereoisomers of C27 steroids using lanthanide shift reagents PubMed ID:438668
JOURNAL:J Lipid Res.
VOL:20 PAGE : 279-284 (1979)
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[9103]
AUTHOR:Brooks,C.J.W. (1970) Steroids: Sterols and Bile Acids, in Rodd's Chemistry of Carbon Compounds (Coffey,S. ed) pp1 - 196, Elsevier Publishing Co., Amsterdam
TITLE:
JOURNAL:
VOL: PAGE : 1 -196 (1970)
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[9104]
AUTHOR:Goad,L.J. (1982) The Sterols of Marine Invertebrates: Composition,Biosynthesis, and Metabolites, in Marine Natural Products: Chemical and Biological Perspectives, (Scheuer,P.J. ed.) pp 75-172 Vol.2,Academic Press,New York
TITLE:
JOURNAL:
VOL: PAGE : 75 -172 (1978)
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[9105]
AUTHOR:Akihisa,T.
TITLE:Studies on the Sterols and Triterpene Alcohols of Vegetable Oils (in Japanese language).
JOURNAL:J. Jpn. Oil Chem. Soc. (Yukagaku)
VOL:35 PAGE : 716 -724 (1986)
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[9107]
AUTHOR:Iida,T. and Matsumoto,T.
TITLE:NMR Spectra of Sterols(in Japanese language)
JOURNAL:J. Jpn. Oil Chem. Soc.(Yukagaku)
VOL:29 PAGE : 141 -161 (1980)
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[9108]
AUTHOR:Knights,B.A.
TITLE:Identification of Plant Sterols Using Combined GLC/Mass Spectrometry.
JOURNAL:J. Gas Chromatogr.
VOL:5 PAGE : 273 -282 (1967)
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[9111]
AUTHOR:Horibe,I., Nakai,H., Sato,T., Seo,S., Takeda,K., and Takatsuto,S.
TITLE:Stereoselective Synthesis of the C-24 and C-25 Stereoisomeric Pairs of 24- Ethyl-26-Hydroxy- and 24-Ethyl-[26-2H]Sterols and Their D22-Derivatives; Reassignment of 13C N.M.R. Signals of the Pro-R and Pro-S Methyl Groups at.
JOURNAL:J. Chem. Soc. Perkin Trans. I
VOL: PAGE : 1957 -1967 (1989)
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[9112]
AUTHOR:Akihisa,T., Ghosh,P., Thakur,S., Oshikiri,S., Tamura,T., and Matsumoto,T.
TITLE:24b-Methylcholesta-5,22e,25-Tri-en-3b-ol and 24a-Ethyl-5a-Cholest-22e -en-3b-ol from Clerodendrum Fragrans.
JOURNAL:Phytochemistry
VOL:27 PAGE : 241 -244 (1988)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.