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Steroid


DATA No : SST9131 INFORMANT : Etsuko Yasugi

NAME : (24S)-24ethyl-5a-cholesta-7,25-dien-3b-ol

COMMON NAME:
SYMBOL:
FORMULA: C29H48O1 MOL.WT (average) : 412.691


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:135-142degC (Ref. 9165), acetate 160-161degC (Ref. 9157)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:+1.2deg, acetate pm0deg (Ref. 9224)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:acetate : 202nm (e= 8000) (Ref. 9224)

IR SPECTRA:free : 890, 1645, 3080cm-1 acetate : 890, 1645, 1736, 3080cm-1 (Ref. 9224)

NMR SPECTRA:free:1H-NMR(CDCl3): 3-CH=3.60(M), 7-CH=5.16(BR.S), 18-CH3=0.53(S), 19-CH3=0.80(S), 21-CH3=0.91(D), 26-CH3=1.57(S), 27-CH2=4.69(BR.S), 29-CH3=0.80(T)(Ref. 9205)

MASS SPECTRA:free : 412[M+](21%),397(10%),394(4%),379(5%),369(15%),300(20%),299(11%),273(25%),272(19%),271(100%),255(50%),253(9%),246(21%),231(22%)(106)acetate:454[M+](30%),439(25%),394(9%),379(11%),341(9%),313(100%),299(7%) 288(11%),273(8%),255(30%),229(11%),228(

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Cucurbitaceae plants (Ref. 9151/9205/9225), Momordica charantia (Ref. 9224), snake gourd (Ref. 9226), Caryophyllales plants (spatial arrangement at C-24 unknown)(Ref. 9165), Taiwan vine creeper (Ref. 9227), Kalanchoe plants (Kalanchoe pinnata) (Ref. 9157)
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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[9165]
AUTHOR:Salt,T.A., Xu,S., Patterson,G.W., and Adler,J.H.
TITLE:Diversity of Sterol Biosynthetic Capacity in the Caryophyllidae.
JOURNAL:Lipids
VOL:26 PAGE : 604 -613 (1991)
[TOP]

[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)
[TOP]

[9224]
AUTHOR:Sucrow,W.
TITLE:Zwei Neue D7-Sterine Aus Momordica Charantia.
JOURNAL:Chem. Ber.
VOL:99 PAGE : 3559 -3567 (1966)
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[9225]
AUTHOR:Itoh,T., Kikuchi,Y., Tamura,T., and Matsumoto,T.
TITLE:Co-occurrence of Chondrillasterol and Spinasterol in Two Cucurbitaceae Seeds as Shown by 13C NMR.
JOURNAL:Phytochemistry
VOL:20 PAGE : 761 -764 (1981)
[TOP]

[9226]
AUTHOR:Seo,S., Uomori,A., Yoshimura,Y., Takeda,K., Seto,H., Ebizuka,Y., Noguchi,H., and Sankawa,U.
TITLE:Biosynthesis of 24b-Ethylsterols in Cultured Cells of Trichosanthes Kirilowii(Cucurbitaceae) Fed with [1,2-13C2]-and [2-13C2H3]-Acetate: Reinvestigation of the Stereochemistry at C-25.
JOURNAL:J. Chem. Soc. Perkin Trans. I
VOL: PAGE : 1969 -1974 (1989)
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[9227]
AUTHOR:Akihisa,T., Takahashi,S., Sahashi,N., Kokke,W.C.M.C., and Tamura,T.
TITLE:24S-Chirality of 24-Alkylsterols Possessing a D25-Double Bond from Polypodium Formosanum.
JOURNAL:Phytochemistry
VOL:31 PAGE : 1353 -1357 (1992)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.