Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store

MetaCyc Compound: taurodeoxycholate

Superclasses: a steroida 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


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

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 281.2072Inferred 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, glycocholate hydrolase, cholate 7α-hydroxy dehydrogenase

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


Chiang08: Chiang YR, Ismail W, Heintz D, Schaeffer C, Van Dorsselaer A, Fuchs G (2008). "Study of anoxic and oxic cholesterol metabolism by Sterolibacterium denitrificans." J Bacteriol 190(3);905-14. PMID: 18039763

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 Pathway Tools version 19.5 (software by SRI International) on Sat Feb 6, 2016, biocyc14.