You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
Identification
YMDB IDYMDB00772
NameTaurine
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionTaurine, also known as taufon or 2-sulfoethylamine, belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom). Taurine is a very strong basic compound (based on its pKa). Taurine exists in all living species, ranging from bacteria to humans. Taurine is a potentially toxic compound.
Structure
Thumb
Synonyms
  • -Aminoethylsulfonic acid
  • 1-Aminoethane-2-sulfonate
  • 1-Aminoethane-2-sulfonic acid
  • 2-Aminoethanesulfonate
  • 2-aminoethanesulfonic acid
  • 2-aminoethyl sulfonate
  • 2-Aminoethylsulfonate
  • 2-Aminoethylsulfonic acid
  • 2-Sulfoethylamine
  • Aminoethanesulfonic acid
  • Aminoethylsulfonate
  • Aminoethylsulfonic acid
  • b-Aminoethylsulfonate
  • b-Aminoethylsulfonic acid
  • beta-Aminoethylsulfonate
  • beta-Aminoethylsulfonic acid
  • Ethanesulfonic acid, 2-amino-
  • O-Due
  • Taurine
  • 2-Aminoethanesulphonate
  • 2-Aminoethanesulphonic acid
  • 2-Aminoethyl sulfonic acid
  • 2-Aminoethyl sulphonate
  • 2-Aminoethyl sulphonic acid
  • Aminoethylsulphonate
  • Aminoethylsulphonic acid
  • b-Aminoethylsulphonate
  • b-Aminoethylsulphonic acid
  • beta-Aminoethylsulphonate
  • beta-Aminoethylsulphonic acid
  • Β-aminoethylsulfonate
  • Β-aminoethylsulfonic acid
  • Β-aminoethylsulphonate
  • Β-aminoethylsulphonic acid
  • Taurine hydrochloride
  • Taurine zinc salt (2:1)
  • Taurine, monopotassium salt
  • Taufon
  • Tauphon
CAS number107-35-7
WeightAverage: 125.147
Monoisotopic: 125.014663785
InChI KeyXOAAWQZATWQOTB-UHFFFAOYSA-N
InChIInChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6)
IUPAC Name2-aminoethane-1-sulfonic acid
Traditional IUPAC Nametaurine
Chemical FormulaC2H7NO3S
SMILESNCCS(O)(=O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfonic acids and derivatives
Sub ClassOrganosulfonic acids and derivatives
Direct ParentOrganosulfonic acids
Alternative Parents
Substituents
  • Alkanesulfonic acid
  • Sulfonyl
  • Organosulfonic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organosulfur compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point300 °C
Experimental Properties
PropertyValueReference
Water Solubility80.7 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility105 g/LALOGPS
logP-2.2ALOGPS
logP-2.6ChemAxon
logS-0.08ALOGPS
pKa (Strongest Acidic)-1.5ChemAxon
pKa (Strongest Basic)9.34ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity24.61 m³·mol⁻¹ChemAxon
Polarizability10.82 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
  • cytoplasm
Organoleptic Properties
Flavour/OdourSource
BitterFDB003191
BlandFDB003191
SMPDB Pathways
Sulfur metabolismPW002483 ThumbThumb?image type=greyscaleThumb?image type=simple
Taurine and hypotaurine biosynthesisPW002480 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Sulfur metabolismec00920 Map00920
Taurine and hypotaurine metabolismec00430 Map00430
SMPDB Reactions
Cysteic acidTaurine + Carbon dioxide
Taurine + Oxoglutaric acid + oxygenSulfite + Succinic acid + Carbon dioxide + hydron + aminoacetaldehyde
KEGG Reactions
Oxoglutaric acid + Taurine + oxygenSulfite + Carbon dioxide + hydron + aminoacetaldehyde + Succinic acid
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • 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
  • Hogan, D. A., Auchtung, T. A., Hausinger, R. P. (1999). "Cloning and characterization of a sulfonate/alpha-ketoglutarate dioxygenase from Saccharomyces cerevisiae." J Bacteriol 181:5876-5879.10482536
Synthesis Reference:Hu, Libo; Zhu, Hui; Du, Da-Ming; Xu, Jiaxi. Efficient synthesis of taurine and structurally diverse substituted taurines from aziridines. Journal of Organic Chemistry (2007), 72(12), 4543-4546.
External Links:
ResourceLink
CHEBI ID15891
HMDB IDHMDB00251
Pubchem Compound ID1123
Kegg IDC00245
ChemSpider ID1091
FOODB IDFDB003191
WikipediaTaurine
BioCyc IDTAURINE

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Acts as a alpha-ketoglutarate-dependent dioxygenase active on sulfonates. Although taurine is a poor substrate, a variety of other sulfonates are utilized, with the best natural substrates being isethionate and taurocholate
Gene Name:
JLP1
Uniprot ID:
Q12358
Molecular weight:
46982.30078
Reactions
General function:
Involved in glutamate decarboxylase activity
Specific function:
L-glutamate = 4-aminobutanoate + CO(2)
Gene Name:
GAD1
Uniprot ID:
Q04792
Molecular weight:
65989.5
Reactions
L-glutamate → 4-aminobutanoate + CO(2).