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Steroid


DATA No : SST9105 INFORMANT : Etsuko Yasugi

NAME : 5a-cholest-8(14)-en-3b-ol

COMMON NAME:
SYMBOL:
FORMULA: C27H46O1 MOL.WT (average) : 386.654


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:120degC (Ref. 9100), acetate 73-75degC (Ref. 9147)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:+20deg (Ref. 9103)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:acetate 1H-NMR(CDCl3) 3-CH=4.716(TT),3-OAc=2.022(S),18-CH3=0.838(S), 19-CH3=0.704(S),21-CH3=0.929(D),26-CH3 AND 27-CH3=0.863(D) AND 0.866(D) (Ref. 9147)

MASS SPECTRA:acetate : 428[M+](100%),413(18%),368(6%),353(13%),315(16%),288(7%),273(6%), 255(21%),229(42%),213(42%),81%(80%),55(83%)(Ref. 9144)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Nematodea (Ref. 9144), Dioscoreaceae(yam) leaf propagule (Ref. 9147)
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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[9144]
AUTHOR:Chitwood, D. J., and Lusby, W. R.
TITLE:Metabolism of plant sterols by nematodes PubMed ID:1779708
JOURNAL:Lipids.
VOL:26 PAGE : 619-627 (1991)
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[9147]
AUTHOR:Akihisa,T., Tanaka,N., Yokota,T., Tanno,N., and Tamura,T.
TITLE:5a-Cholest-8(14)-en-3b-ol and Three 24-Alkyl-D8(14)-Sterols from the Bulbils of Dioscorea Batatas.
JOURNAL:Phytochemistry
VOL:30 PAGE : 2369 -2372 (1991)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.