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MetaCyc Compound: taurodeoxycholate

Superclasses: a steroid a bile acid

Chemical Formula: C26H44NO6S

Molecular Weight: 498.7 Daltons

Monoisotopic Molecular Weight: 499.2967588723 Daltons

taurodeoxycholate compound structure

SMILES: CC(CCC(=O)NCCS([O-])(=O)=O)C1(CCC2(C(C)1C(O)CC3(C2CCC4(C(C)3CCC(O)C4))))

InChI: InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/p-1/t16-,17?,18-,19?,20?,21?,22?,23+,25+,26-/m1/s1

InChIKey: InChIKey=AWDRATDZQPNJFN-NLCROKKGSA-M

Unification Links: ChEBI:36261 , MetaboLights:MTBLC36261 , PubChem:46926208

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 281.2072 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
a steroid + 2 a reduced adrenodoxin + oxygen + 2 H+ → an 11-β-hydroxysteroid + 2 an oxidized adrenodoxin + H2O

Enzymes activated by taurodeoxycholate, sorted by the type of activation, are:

Activator (Mechanism unknown) of: squalene-hopene cyclase [Ochs90]

Enzymes inhibited by taurodeoxycholate, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: endoglycoceramidase [Horibata04]

This compound has been characterized as an alternative substrate of the following enzymes: glycocholate hydrolase , cholate 7α-hydroxy dehydrogenase , glycocholate hydrolase

Credits:
Created 08-Jun-2010 by Fulcher CA , SRI International


References

Horibata04: Horibata Y, Sakaguchi K, Okino N, Iida H, Inagaki M, Fujisawa T, Hama Y, Ito M (2004). "Unique catabolic pathway of glycosphingolipids in a hydrozoan, Hydra magnipapillata, involving endoglycoceramidase." J Biol Chem 279(32);33379-89. PMID: 15320336

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Ochs90: Ochs D, Tappe CH, Gartner P, Kellner R, Poralla K (1990). "Properties of purified squalene-hopene cyclase from Bacillus acidocaldarius." Eur J Biochem 194(1);75-80. PMID: 2253626


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Sat Aug 1, 2015, biocyc11.