| Identification | Back Directory | [Name]
(3R,5S,7R,8R,9S,10S,12S,13R,14S)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol | [CAS]
18866-87-0 | [Synonyms]
Cholestane-3,7,12,25-tetrol
5b-Cholestane-3a,7a,12a,25-tetrol
(3R,5S,7R,8R,9S,10S,12S,13R,14S)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol
(3R,5R,7R,8S,9R,10S,12R,13R,14R)-17-[(2R)-6-hydroxy-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol | [Molecular Formula]
C27H48O4 | [MOL File]
18866-87-0.mol |
| Hazard Information | Back Directory | [Description]
5β-Cholestane-3α,7α,12α,25-tetrol is a bile acid alcohol.1,2,3 It induces activation of G protein-coupled bile acid receptor 1 (GPBAR1), also known as TGR5, in HEK293 cells expressing the human receptor when used at concentrations ranging from 0.1 to 10 µM.1 Blood, fecal, and bile levels of 5β-cholestane-3α,7α,12α,25-tetrol are increased in patients with cerebrotendinous xanthomatosis (CTX), a progressive metabolic leukodystrophy.1,2,3WARNING This product is not for human or veterinary use. | [Definition]
ChEBI: 5beta-cholestane-3alpha,7alpha,12alpha,25-tetrol is a 7alpha-hydroxy steroid, a 3alpha-hydroxy steroid, a 12alpha-hydroxy steroid and a 25-hydroxy steroid. It derives from a hydride of a 5beta-cholestane. | [References]
[1] YUSUKE IGUCHI. Bile alcohols function as the ligands of membrane-type bile acid-activated G protein-coupled receptor.[J]. Journal of Lipid Research, 2010, 51 6: 1432-1441. DOI: 10.1194/jlr.m004051
[2] ANDREA E DEBARBER. Newborn screening for cerebrotendinous xanthomatosis is the solution for early identification and treatment.[J]. Journal of Lipid Research, 2018: 2214-2222. DOI: 10.1194/jlr.m087999
[3] BISHAMBAR DAYAL . Bile alcohol glucuronides: regioselective O-glucuronidation of 5β-cholestane-3α,7α,12α,25-tetrol and 24-nor-5β-cholestane-3α,7α,12α,25-tetrol[J]. Carbohydrate Research, 1993, 240: Pages 133-142. DOI: 10.1016/0008-6215(93)84178-9 |
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