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Steroid


DATA No : SST9122 INFORMANT : Etsuko Yasugi

NAME : 24-methylcholesta-5,24-dien-3b-ol

COMMON NAME: 24-methyldesmosterol
SYMBOL:
FORMULA: C28H46O1 MOL.WT (average) : 398.664


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:141-142degC (Ref. 9140), acetate 148-149degC (Ref. 9106)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:-46.7deg (Ref. 9199)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:free:1H-NMR(CDCl3): 3-CH=3.53(M), 6-CH=5.35(BR.D), 18-CH3=0.68(S),19-CH3=1.01(S), 21-CH3=0.96(D), 26-CH3,27-CH3 AND 28-CH3=1.62(S) AND 1.63(S)(Ref. 9200)

MASS SPECTRA:free :398[M+](19%),383(11%),365(7%),314(100%),299(38%),297(14%),282(25%),271(38%),255(7%),253(9%),231(12%),229(26%)(Ref. 9200) acetate : 380[M+-HOAc](100%),365(10%),338(2%),296(86%),281(23%),272(4%),259(10%),253(20%),228(12%),213(13%) (Ref. 9106)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Solanaceae plants seed(Ref. 9110), Withania somnifera(Solanaceae)(Ref. 9160), maize(Ref. 9144/9200)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[9106]
AUTHOR:Akihisa,T. and Tamura,T.
TITLE:Unpublished observations.
JOURNAL:
VOL: PAGE : - (1990)
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[9110]
AUTHOR:Itoh, T., Tamura, T., and Matsumoto, T.
TITLE:4-Desmethylsgerols in the seeds of Solanaceae PubMed ID:595039
JOURNAL:Steroids.
VOL:30 PAGE : 425-433 (1977)
[TOP]

[9140]
AUTHOR:Aplin,R.T., and Hornby,G.M.
TITLE:Application of Mass Spectrometry To the Structural Investigation of 9,19- Cycloterols and Triterpenes.
JOURNAL:J. Chem. Soc.(B)
VOL: PAGE : 1078 -1079 (1966)
[TOP]

[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)
[TOP]

[9160]
AUTHOR:Lokley,W.J.S., Roberts,D.P., Rees,H.H., and Goodwin,T.W.
TITLE:24-Methylcholesta-5,24(25)-Dien-3b-ol : A New Sterols from Withania Somnifera.
JOURNAL:Tetrahedron Lett.
VOL: PAGE : 3773 -3776 (1974)
[TOP]

[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)
[TOP]

[9200]
AUTHOR:Scheid,F., and Benveniste,P.
TITLE:Ergosta-5,23-Dien-3b-ol and Ergosta-7,23-Dien-3b-ol, Two New Sterols from Zea Mays Etiolated Coleoptiles.
JOURNAL:Phytochemistry
VOL:18 PAGE : 1207 -1209 (1979)
[TOP]

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