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Nametaurocholic acid
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionTaurocholic acid, also known as taurocholate or choloyl-taurine, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Taurocholic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
  • 3a,7a,12a-Trihydroxy-5b-cholanic acid-24-taurine
  • 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid 24-taurine
  • bile acid
  • Cholaic acid
  • Cholic acid taurine conjugate
  • Choloyl-taurine
  • cholyltaurine
  • n-choloyl-Taurine
  • N-Choloyltaurine
  • Taurine, N-choloyl-
  • taurocholate
  • Taurocholic acid
  • 3a,7a,12a-Trihydroxy-5b-cholanate 24-taurine
  • 3a,7a,12a-Trihydroxy-5b-cholanic acid 24-taurine
  • 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate 24-taurine
  • 3Α,7α,12α-trihydroxy-5β-cholanate 24-taurine
  • 3Α,7α,12α-trihydroxy-5β-cholanic acid 24-taurine
  • Cholate taurine conjugate
  • Cholic acid taurine conjugic acid
  • Cholaate
  • Taurine cholate
  • Taurocholic acid, (7 beta)-isomer
  • Taurocholic acid, (5 alpha)-isomer
  • Quinonoid dihydro-(6H)-biopterin
  • (6R)-6-(L-Erythro-1,2-dihydroxypropyl)-7,8-dihydro-6H-pterin
  • (S-(R*,s*))-2-amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-pteridinone
  • 2-Amino-6-((1R,2S)-1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-pteridinone
  • 2-Amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-pteridinone
  • 6,7-Dihydrobiopterin
  • 7,8-Dihydro-L-biopterin
  • 7,8-Dihydrobiopterin
  • BH2
  • L-Erythro-1-(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)-1,2-propanediol
  • L-Erythro-7,8-dihydrobiopterin
  • L-Erythro-dihydrobiopterin
  • L-Erythro-Q-dihydrobiopterin
  • Quinoid-dihydrobiopterin
  • Quinonoid dihydrobiopterin
  • Q-BH2
  • 6-Aminopurine
  • A
  • Ade
  • Adenin
  • Leucon
  • 1,6-Dihydro-6-iminopurine
  • 1H-Purin-6-amine
  • 1H-Purine-6-amine
  • 3,6-Dihydro-6-iminopurine
  • 6-Amino-1H-purine
  • 6-Amino-3H-purine
  • 6-Amino-7H-purine
  • 6-Amino-9H-purine
  • 6-Amino-purine
  • 9H-Purin-6-amine
  • 9H-Purin-6-yl-amin
  • 9H-Purin-6-ylamine
  • 9H-Purine-6-amine
  • Adeninimine
  • Vitamin b4
  • Vitamin b 4
  • 4, Vitamin b
  • b 4, Vitamin
CAS number81-24-3
WeightAverage: 515.703
Monoisotopic: 515.291673489
IUPAC Name2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid
Traditional IUPAC Name2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid
Chemical FormulaC26H45NO7S
Chemical Taxonomy
Description belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentTrihydroxy bile acids, alcohols and derivatives
Alternative Parents
  • Trihydroxy bile acid, alcohol, or derivatives
  • 3-hydroxysteroid
  • 12-hydroxysteroid
  • Hydroxysteroid
  • 3-alpha-hydroxysteroid
  • 7-hydroxysteroid
  • Cyclic alcohol
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Alkanesulfonic acid
  • Secondary alcohol
  • Carboximidic acid
  • Polyol
  • Carboximidic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Alcohol
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
Melting point125 °C
Experimental Properties
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
Water Solubility0.077 g/LALOGPS
pKa (Strongest Acidic)-0.88ChemAxon
pKa (Strongest Basic)-0.053ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.16 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity132.19 m³·mol⁻¹ChemAxon
Polarizability57.36 ųChemAxon
Number of Rings4ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • vacuole
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG Pathways
Taurine and hypotaurine metabolismec00430 Map00430
SMPDB ReactionsNot Available
KEGG Reactions
taurocholic acid + Adenosine triphosphate + watertaurocholic acid + phosphate + hydron + ADP
taurocholic acid + Adenosine triphosphate + watertaurocholic acid + phosphate + hydron + ADP
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0000090000-911b2f8adf5d8a253a26JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0000090000-229891181661857b574bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0000090000-e3b432e2a36b91fb1106JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0000090000-afa59839c0e5c1b1f875JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0000090000-b29692cfc9f66c4205c5JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-0gvk-0019610000-6cd348047dc06e3abb7eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-014i-0010390000-b424218e255bf3091fdaJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0a4i-0191200000-4fddfc0190213d6555eeJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-08i9-0590000000-c210cb519c7e4192622eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0w29-0900000000-42467048740170d1f693JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-0002-0000940000-6c3a6cb6cef0d74f2139JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00ea-0601910000-36005a0ab81d9a5c22c7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-2901200000-0277ee57e5a77bb559edJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-8903200000-6e18275cb262330c1d11JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dj-3102890000-14b58b657187799f4abdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01qa-6404930000-b60c0ef5b779fc055945JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-9101100000-30f5c6ad01e5a5d282daJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Rebbeor, J. F., Connolly, G. C., Ballatori, N. (2002). "Inhibition of Mrp2- and Ycf1p-mediated transport by reducing agents: evidence for GSH transport on rat Mrp2." Biochim Biophys Acta 1559:171-178.11853683
Synthesis Reference:Schersten, Tore; Bjorntorp, Per; Ekdahi, Per H.; Bjorkerud, Soren. Synthesis of taurocholic and glycocholic acids by preparations of human liver. II. An analysis of the stimulating effect of the L fraction. Biochimica et Biophysica Acta, General Sub
External Links:
Pubchem Compound ID440567
Kegg IDC05122
ChemSpider ID24850150
BioCyc IDCPD-3743


General function:
Involved in ATP binding
Specific function:
Exhibits ATP-dependent bile acid transport
Gene Name:
Uniprot ID:
Molecular weight: