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Bile acid


DATA No : BBA0386 INFORMANT : Mizuho Une

NAME : 3a,7a-Dihydroxy-5b-cholestan-26-oic acid

COMMON NAME:
SYMBOL:
FORMULA: C27H46O4 MOL.WT (average) : 434.652


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:25D:175-176, 25L: non-crystakkine form (Ref. 0412)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:25D:[a]D=+5, 25L:[a]D=+18, (Ref. 0412)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:cm-1 (KBr) 3400,1700 (Ref. 0405)

NMR SPECTRA:

MASS SPECTRA:m/z 448,430,412,397,273,264,255,245,228,213,201 (Ref. 0416)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Alligator mississippiensis; Bile (Ref. 0316/0400/0416), Feces (Ref. 0401)Patients with Zellweger syndrome; Bile(Ref. 0403/0423), urine(Ref. 0403/0419/0421), serum (Ref. 0420/0422/0423/0425), plasma(Ref. 0426)Refsum disease:plasma(Ref. 0426)Bile from kite Milvuslineatus lineatus (Ref. 0429)Human bile(Ref. 0441)
CHEMICAL SYNTHESIS
(Ref. 0405/0412/0416/0441/0482)
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]

[0400]
AUTHOR:Kihira, K., Okamoto, A., and Hoshita, T.
TITLE:Identification of new C27 and C24 bile acids in the bile of Alligator mississippiensis PubMed ID:3667554
JOURNAL:J Biochem (Tokyo).
VOL:101 PAGE : 1377-1384 (1987)
[TOP]

[0401]
AUTHOR:Tint, G. S., Dayal, B., Batta, A. K., Shefer, S., Joanen, T., McNease, L., and Salen, G.
TITLE:The fecal bile acids and sterols of Alligator mississippiensis PubMed ID:7239111
JOURNAL:Gastroenterology.
VOL:81 PAGE : 114-119 (1981)
[TOP]

[0403]
AUTHOR:Parmentier, G. G., Janssen, G. A., Eggermont, E. A., and Eyssen, H. J.
TITLE:C27 bile acids in infants with coprostanic acidemia and occurrence of a 3 alpha,7 alpha,12 alpha-tridhydroxy-5 beta-C29 dicarboxylic bile acid as a major component in their serum PubMed ID:520320
JOURNAL:Eur J Biochem.
VOL:102 PAGE : 173-183 (1979)
[TOP]

[0405]
AUTHOR:Hoshita, N., and Okuda, K.
TITLE:Partial synthesis of stero-bile acids related to chenodeoxycholic acid PubMed ID:5589531
JOURNAL:J Biochem (Tokyo).
VOL:62 PAGE : 655-657 (1967)
[TOP]

[0412]
AUTHOR:Briggs, T.
TITLE:Partial synthesis of 25D- and 25L-cholestanoic acids from some common bile acids PubMed ID:5440333
JOURNAL:J Org Chem.
VOL:35 PAGE : 1431-1434 (1970)
[TOP]

[0416]
AUTHOR:Dean, P. D., and Aplin, R. T.
TITLE:Mass spectrometric studies on bile acids: the differentiation between chenodeoxycholic acid and deoxycholic acid and the identification of 3alpha, 7alpha-dihydroxy-5beta-cholestanoic acid in alligator bile PubMed ID:6008427
JOURNAL:Steroids.
VOL:8 PAGE : 565-579 (1966)
[TOP]

[0419]
AUTHOR:Hanson,R.F.,Szczepanik-Van Leeuween,P.,Williams,G.C.,Grabowski,G., and Sharp,H.L.
TITLE:Defects of bile acid synthesis in Zellweger's syndrome. PubMed ID:424737
JOURNAL:Science
VOL:203 PAGE : 1107 -1108 (1979)
[TOP]

[0420]
AUTHOR:Monnens, L., Bakkeren, J., Parmentier, G., Janssen, G., van Haelst, U., Trijbels, F., and Eyssen, H.
TITLE:Disturbances in bile acid metabolism of infants with the Zellweger (cerebro-hepato-renal) syndrome PubMed ID:7353569
JOURNAL:Eur J Pediatr.
VOL:133 PAGE : 31-35 (1980)
[TOP]

[0421]
AUTHOR:Mathis, R. K., Watkins, J. B., Szczepanik-Van Leeuwen, P., and Lott, I. T.
TITLE:Liver in the cerebro-hepato-renal syndrome: defective bile acid synthesis and abnormal mitochondria PubMed ID:7439636
JOURNAL:Gastroenterology.
VOL:79 PAGE : 1311-1317 (1980)
[TOP]

[0422]
AUTHOR:Kase, B. F., Bjorkhem, I., Haga, P., and Pedersen, J. I.
TITLE:Defective peroxisomal cleavage of the C27-steroid side chain in the cerebro-hepato-renal syndrome of Zellweger PubMed ID:3973012
JOURNAL:J Clin Invest.
VOL:75 PAGE : 427-435 (1985)
[TOP]

[0423]
AUTHOR:Kase, B. F., Pedersen, J. I., Strandvik, B., and Bjorkhem, I.
TITLE:In vivo and vitro studies on formation of bile acids in patients with Zellweger syndrome. Evidence that peroxisomes are of importance in the normal biosynthesis of both cholic and chenodeoxycholic acid PubMed ID:4077985
JOURNAL:J Clin Invest.
VOL:76 PAGE : 2393-2402 (1985)
[TOP]

[0425]
AUTHOR:Deleze, G., Bjorkhem, I., and Karlaganis, G.
TITLE:Bile acids and bile alcohols in two patients with Zellweger (cerebro-hepato-renal) syndrome PubMed ID:3761102
JOURNAL:J Pediatr Gastroenterol Nutr.
VOL:5 PAGE : 701-710 (1986)
[TOP]

[0426]
AUTHOR:Clayton, P. T., Lake, B. D., Hall, N. A., Shortland, D. B., Carruthers, R. A., and Lawson, A. M.
TITLE:Plasma bile acids in patients with peroxisomal dysfunction syndromes: analysis by capillary gas chromatography-mass spectrometry PubMed ID:2436918
JOURNAL:Eur J Pediatr.
VOL:146 PAGE : 166-173 (1987)
[TOP]

[0429]
AUTHOR:Kuramoto, T., and Hoshita, T.
TITLE:The identification of C 27 -bile acids in kite bile PubMed ID:5069745
JOURNAL:J Biochem (Tokyo).
VOL:72 PAGE : 199-201 (1972)
[TOP]

[0441]
AUTHOR:Hanson, R. F., and Williams, G.
TITLE:The isolation and identification of 3 alpha, 7 alpha-dihydroxy-5 beta-cholestan-26-oic acid from human bile PubMed ID:5113496
JOURNAL:Biochem J.
VOL:121 PAGE : 863-864 (1971)
[TOP]

[0482]
AUTHOR:Kihira, K., Batta, A. K., Mosbach, E. H., and Salen, G.
TITLE:Reverse cross-coupling in the synthesis 3 alpha, 7 alpha-dihydroxy-5 beta-cholestanoic acid PubMed ID:458264
JOURNAL:J Lipid Res.
VOL:20 PAGE : 421-427 (1979)
[TOP]

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