Back to HOME

Bile acid


DATA No : BBA0350 INFORMANT : Mizuho Une

NAME : 5b-Cholestane-3a,7a,12a,25-tetrol

COMMON NAME:
SYMBOL:
FORMULA: C27H48O4 MOL.WT (average) : 436.668


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:188-189 (Ref. 0376), 189.5-191 (Ref. 0377)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:[a]D=+36.8(Ref. 0380)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:(Ref. 0380)

MASS SPECTRA:m/z 724,709,634,619,544,529,454,439,364,349,131(base peak). (as TMS derivative) (Ref. 0377)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
A patient with Cerebrotendinous xanthomatosis: Bile (Ref. 0327/0371/0375), urine (Ref. 0327/0378), feces (Ref. 0327/0370/0377).Human bile (Ref. 0326)Rabbit bile (Ref. 0325)Bile from Alligator mississippiensis (Ref. 0316)
CHEMICAL SYNTHESIS
(Ref. 0350/0376/0493/0494)
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0316]
AUTHOR:Tint,G.S.,Dayal,B.,Batta,A.K.,Sheffer S.,Joanen,T.,McNease,L.,and Salen,G.
TITLE:Biliary bile acids, bile alcohols, and sterols of alligator mississippiensis. PubMed ID:7354247
JOURNAL:J. Lipid Res.
VOL:21 PAGE : 110 -117 (1980)
[TOP]

[0325]
AUTHOR:Murata,M.,Kuramoto,T.,and Hoshita,T.
TITLE:Identification of bile alcohols in normal rabbit bile PubMed ID:663971
JOURNAL:Steroids
VOL:31 PAGE : 319 -332 (1978)
[TOP]

[0326]
AUTHOR:Kuroki,S.,Shimazu,K.,Kuwabara,M.,Une,M.,Kihira.K.,Kuramoto,T.,and Hoshita,T.
TITLE:Identification of bile alcohols in human bile. PubMed ID:3989382
JOURNAL:J.Lipid Res.
VOL:26 PAGE : 230 -240 (1985)
[TOP]

[0327]
AUTHOR:Shimazu,K.,Kuwabara,M.,Yoshii,M.,Kihira,K.,Takeuchi,H.,Nakano,I.,Ozawa,S.,Hatta,Y,and Hoshita,T.
TITLE:Bile alcohol profiles in bile, urine, and feces of a patient with cerebrotendinous xanthomatosis. PubMed ID:3700361
JOURNAL:J.Biochem.
VOL:99 PAGE : 477 -483 (1986)
[TOP]

[0350]
AUTHOR:Kihira,K.,Kosaka,D.,Une,M.,Hiraoka,T.,Kajiyama,G.,and Hpshita,T.
TITLE:Synthesis of deuterium labeled bile alcohols.
JOURNAL:J.Label.Comp.Radiopharm.
VOL:24 PAGE : 1421 -1428 (1987)
[TOP]

[0370]
AUTHOR:Yasuhara,M.,Kuramoto,T.,and Hoshita,T.
TITLE:Identification of 5b-cholestane-3a,7a,12a,23b-tetrol, 5b-cholestane-3a,7a,12a,24a-tetrol, and 5b-cholestane-3a,7a,12a,24
JOURNAL:Steroids
VOL:31 PAGE : 333 -345 (1978)
[TOP]

[0371]
AUTHOR:Hoshita,T.,Yasuhara,M.,Une,M.,Kibe,A.,Itoga,E.,Kito,S.,and Kuramoto,T.
TITLE:Occurrence of bile alcohol glucuronides in bile of patients with Cerebrotendinous xanthomatosis. PubMed ID:7462799
JOURNAL:J. Lipid Res.
VOL:21 PAGE : 1015 -1021 (1980)
[TOP]

[0375]
AUTHOR:Oftebro,H.,Bjorkhem,I.,Skrede,S.,Schreiner,A., and Pedersen, J.I.
TITLE:Cerebrotendinous xanthomatosis. A defect in mitochondrial 26-hydroxylation required for normal biosynthesis of cholic acid. PubMed ID:7410549
JOURNAL:J.Clin.Invest.
VOL:65 PAGE : 1418 -1430 (1980)
[TOP]

[0376]
AUTHOR:Pearlman,W.H.
TITLE:The preparation of C-27 steroids from bile acids I. Coprostanetetrol-3(a),7(a),12(a),25.
JOURNAL:J.Am.Chem.Soc.
VOL:69 PAGE : 1475 -1476 (1947)
[TOP]

[0377]
AUTHOR:Setoguchi,T., Salen,G.,Tint,G.S.,and Mosbach,E.H.
TITLE:A biochemical abnormality in cerebrotendinous xanthomatosis. Impairment of bile acid biosynthesis associated with incomplete degradation of the cholesterol side chain. PubMed ID:4825231
JOURNAL:J.Clin.Invest.
VOL:53 PAGE : 1393 -1401 (1974)
[TOP]

[0378]
AUTHOR:Wolthers,B.G.,Volmer,M.,van der Moren,J.,Koopman,B.J.,de Jager,A.E.J., and Waterreus,R.J.
TITLE:Diagnosis of cerebrotendinous xanthomatosis (CTX) and effect of chenodeoxycholic acid therapy by analysis of urine using capillary gas chromatography. PubMed ID:6883710
JOURNAL:Clin.Chim.Acta
VOL:131 PAGE : 53 -65 (1983)
[TOP]

[0380]
AUTHOR:Shefer,S.,Dayal,B.,Tint,G.S.,Salen,G., and Mosbach,E.H.
TITLE:Identification of pentahydroxy bile alcohols in cerebrotendinous xanthomatosis: characterization of 5b-cholestane-3a,7a,12a,24x,25-pentol and 5b-cholestane-3a,7a,12a,23x,25-pentol PubMed ID:1141769
JOURNAL:J.Lipid Res.
VOL:16 PAGE : 280 -286 (1975)
[TOP]

[0493]
AUTHOR:Dayal, B., Shefer, S., Tint, G. S., Salen, G., and Mosbach, E. H.
TITLE:Synthesis of 5beta-cholestane-3alpha, 7alpha, 12alpha, 25-tetrol and 5beta-cholestane-3alpha, 7alpha, 245, 25-pentol PubMed ID:1255022
JOURNAL:J Lipid Res.
VOL:17 PAGE : 74-77 (1976)
[TOP]

[0494]
AUTHOR:Dayal, B., Bagan, E., Speck, J., and Salen, G.
TITLE:A facile synthesis of 5 beta-cholestane-3 alpha,7 alpha,12 alpha,25-tetrol PubMed ID:7376230
JOURNAL:Steroids.
VOL:35 PAGE : 439-444 (1980)
[TOP]

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