| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation Date | 2016-09-30 22:27:25 UTC |
|---|
| Update Date | 2020-06-04 20:32:44 UTC |
|---|
| BMDB ID | BMDB0000251 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | Taurine |
|---|
| Description | Taurine, 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 exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Taurine exists in all living species, ranging from bacteria to humans. Taurine is a potentially toxic compound. Taurine has been found to be associated with several diseases known as perillyl alcohol administration for cancer treatment, schizophrenia, irritable bowel syndrome, and sulfite oxidase deficiency, isolated; also taurine has been linked to the inborn metabolic disorders including maple syrup urine disease. |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| 2-Aminoethanesulfonic acid | ChEBI | | 2-Aminoethyl sulfonate | ChEBI | | Aminoethylsulfonic acid | ChEBI | | beta-Aminoethylsulfonic acid | ChEBI | | 2-Aminoethanesulfonate | Generator | | 2-Aminoethanesulphonate | Generator | | 2-Aminoethanesulphonic acid | Generator | | 2-Aminoethyl sulfonic acid | Generator | | 2-Aminoethyl sulphonate | Generator | | 2-Aminoethyl sulphonic acid | Generator | | Aminoethylsulfonate | Generator | | Aminoethylsulphonate | Generator | | Aminoethylsulphonic acid | Generator | | b-Aminoethylsulfonate | Generator | | b-Aminoethylsulfonic acid | Generator | | b-Aminoethylsulphonate | Generator | | b-Aminoethylsulphonic acid | Generator | | beta-Aminoethylsulfonate | Generator | | beta-Aminoethylsulphonate | Generator | | beta-Aminoethylsulphonic acid | Generator | | Β-aminoethylsulfonate | Generator | | Β-aminoethylsulfonic acid | Generator | | Β-aminoethylsulphonate | Generator | | Β-aminoethylsulphonic acid | Generator | | 1-Aminoethane-2-sulfonate | HMDB | | 1-Aminoethane-2-sulfonic acid | HMDB | | 2-Aminoethylsulfonate | HMDB | | 2-Aminoethylsulfonic acid | HMDB | | 2-Sulfoethylamine | HMDB | | Taurine hydrochloride | HMDB | | Taurine zinc salt (2:1) | HMDB | | Taurine, monopotassium salt | HMDB | | Taufon | HMDB | | Tauphon | HMDB |
|
|---|
| Chemical Formula | C2H7NO3S |
|---|
| Average Molecular Weight | 125.147 |
|---|
| Monoisotopic Molecular Weight | 125.014663785 |
|---|
| IUPAC Name | 2-aminoethane-1-sulfonic acid |
|---|
| Traditional Name | taurine |
|---|
| CAS Registry Number | 107-35-7 |
|---|
| SMILES | NCCS(O)(=O)=O |
|---|
| InChI Identifier | InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6) |
|---|
| InChI Key | XOAAWQZATWQOTB-UHFFFAOYSA-N |
|---|
| 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). |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organic acids and derivatives |
|---|
| Class | Organic sulfonic acids and derivatives |
|---|
| Sub Class | Organosulfonic acids and derivatives |
|---|
| Direct Parent | Organosulfonic 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 Framework | Aliphatic acyclic compounds |
|---|
| External Descriptors | |
|---|
| Ontology |
|---|
| Status | Detected and Quantified |
|---|
| Origin | |
|---|
| Biofunction | Not Available |
|---|
| Application | Not Available |
|---|
| Cellular locations | |
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | 300 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 80.7 mg/mL | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|
| Spectra |
|---|
| Spectra | |
|---|
| Biological Properties |
|---|
| Cellular Locations | |
|---|
| Biospecimen Locations | - Blood
- Brain
- Epidermis
- Erythrocyte
- Fibroblasts
- Intestine
- Kidney
- Leukocyte
- Liver
- Longissimus Thoracis Muscle
- Mammary Gland
- Milk
- Neuron
- Pancreas
- Placenta
- Platelet
- Prostate Tissue
- Retina
- Ruminal Fluid
- Semimembranosus Muscle
- Testis
|
|---|
| Pathways | |
|---|
| Normal Concentrations |
|---|
| |
| Blood | Detected and Quantified | 80 +/- 20 uM | Not Specified | Not Specified | Normal | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Blood | Detected and Quantified | 33-41 uM | Not Specified | Not Specified | Normal | | details | | Blood | Detected and Quantified | 33-47 uM | Not Specified | Not Specified | Normal | | details | | Brain | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Epidermis | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Erythrocyte | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Fibroblasts | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Intestine | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Kidney | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Leukocyte | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Liver | Detected and Quantified | 2243 +/- 1186 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Longissimus Thoracis Muscle | Detected and Quantified | 480 +/- 146 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Mammary Gland | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Mammary Gland | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 10 - 30 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 327 - 621 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 37 +/- 2 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 41 +/- 2 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 38 +/- 2 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 37 +/- 2 uM | Not Specified | Not Specified | Normal | | details | | Neuron | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Pancreas | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Placenta | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Platelet | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Prostate Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Retina | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 8 +/- 7 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 1.07 +/- 0.007 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 36.2 +/- 0.01 uM | Not Specified | Not Specified | Normal | | details | | Semimembranosus Muscle | Detected and Quantified | 844 +/- 301 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Testis | Detected and Quantified | 1510 +/- 296 nmol/g of tissue | Not Specified | Not Specified | Normal | | details |
|
|---|
| Abnormal Concentrations |
|---|
| |
| Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | All Mycobacterium avium subsp. paratuberculosis-infected | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | High dose Mycobacterium avium subsp. paratuberculosis-infected | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Low dose Mycobacterium avium subsp. paratuberculosis-infected | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Mycobacterium avium subsp. paratuberculosis infection | | details |
|
|---|
| External Links |
|---|
| HMDB ID | HMDB0000251 |
|---|
| DrugBank ID | DB01956 |
|---|
| Phenol Explorer Compound ID | Not Available |
|---|
| FooDB ID | FDB003191 |
|---|
| KNApSAcK ID | C00048188 |
|---|
| Chemspider ID | 1091 |
|---|
| KEGG Compound ID | C00245 |
|---|
| BioCyc ID | TAURINE |
|---|
| BiGG ID | 34373 |
|---|
| Wikipedia Link | Taurine |
|---|
| METLIN ID | 31 |
|---|
| PubChem Compound | 1123 |
|---|
| PDB ID | Not Available |
|---|
| ChEBI ID | 15891 |
|---|
| References |
|---|
| 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. |
|---|
| Material Safety Data Sheet (MSDS) | Not Available |
|---|
| General References | - Klein MS, Almstetter MF, Schlamberger G, Nurnberger N, Dettmer K, Oefner PJ, Meyer HH, Wiedemann S, Gronwald W: Nuclear magnetic resonance and mass spectrometry-based milk metabolomics in dairy cows during early and late lactation. J Dairy Sci. 2010 Apr;93(4):1539-50. doi: 10.3168/jds.2009-2563. [PubMed:20338431 ]
- Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. [PubMed:28306241 ]
- Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. [PubMed:29291809 ]
- NA (1989). NRC. 1989. Recommended Dietary Allowances. 10th ed. Natl. Acad. Press, Washington, DC.. The National Academies Press.
- A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.
|
|---|