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Steroid


DATA No : SST9087 INFORMANT : Etsuko Yasugi

NAME : (24R)-24ethyl-5a-cholestan-3b-ol

COMMON NAME: stigmastanol
SYMBOL:
FORMULA: C29H52O1 MOL.WT (average) : 416.723


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:138degC (Ref. 9103) acetate 130-133degC (Ref. 9147)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:+25deg (Ref. 9103)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:acetate 1H-NMR(CDCl3) 3-CH=4.683(TT),3-OAc=2.018(S),18-CH3=0.648(S),19-CH3=0.817(S),21-CH3=0.904(D),26-CH3=0.833(D),27-CH3=0.814(D),29-CH3=0.843(T) (Ref. 9106)

MASS SPECTRA:free:416[M+](10%), 401(3%), 290(6%), 257(3%), 248(7%), 233(98%), 215(100%), 201(11%) acetate:458[M+](57%), 443(4%), 398(47%), 383(21%), 344(3%), 317(2%), 290 (13%), 276(37%), 275(30%), 257(8%), 230(30%), 215(100%), 201(19%) (Ref. 9106)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Dioscoreaceae(yam) leaf propagule (Ref. 9147), Porifera (Ref. 9149), maize (Ref. 9150), Cucurbitaceae plants (Ref. 9151)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[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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[9106]
AUTHOR:Akihisa,T. and Tamura,T.
TITLE:Unpublished observations.
JOURNAL:
VOL: PAGE : - (1990)
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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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[9149]
AUTHOR:Itoh,T., Sica,D., and Djerassi,C.
TITLE:Minor and Trace Sterols in Marine Invertebrates. Part 35. Isolation and Structure Elucidation of Seventy-Four Sterols from the Sponge Axinella Cannabina.
JOURNAL:J. Chem. Soc., Perkin Trans. I
VOL: PAGE : 147 -153 (1983)
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[9150]
AUTHOR:Misso,N.L.A., and Goad,L.J.
TITLE:Investigation on the D23-,D24(28)-and D25-Sterols of Zea Mays.
JOURNAL:Phytochemistry
VOL:23 PAGE : 73 -82 (1984)
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[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)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.