HuagongsheHuagongshe Chemistry Print Report · For research reference only
Taurocyamine
TAUROCYAMINE · SKL456 · NSC 667063 · Taurocyamin · Amidinotaurine · N-Guanyltaurine · N-Amidinotaurine · taurocyamine zwitterion
Identifiers & Physical Properties
| CAS No. | 543-18-0 |
|---|---|
| Molecular formula | C3H9N3O3S |
| Average molar mass | 167.19 g/mol |
| Monoisotopic mass | 167.03646215 g/mol |
| SMILES | NC(N)=NCCS(=O)(=O)O |
| InChIKey | JKLRIMRKZBSSED-UHFFFAOYSA-N |
| PubChem CID | 68340 |
| ChEMBL | CHEMBL21832 |
| ChEBI | CHEBI:17228 |
| DTXSID | DTXSID10202654 |
Chemical & Physical Properties
| Melting point | 263-265°C |
|---|---|
| Density | 1.73±0.1 g/cm3(Predicted) |
| Storage conditions | Refrigerator |
| Solubility | DMSO (Very Slightly, Heated), Methanol (Very Slightly, Heated), Water (Heated) |
| pKa (acidity coefficient) | 1.31±0.50(Predicted) |
| Physical state | Solid |
| Color | White to Off-White |
| InChI | 1S/C3H9N3O3S/c4-3(5)6-1-2-10(7,8)9/h1-2H2,(H4,4,5,6)(H,7,8,9) |
| InChIKey | JKLRIMRKZBSSED-UHFFFAOYSA-N |
| CAS DataBase Reference | 543-18-0 |
| UNSPSC Code | 12352106 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 |
| Risk statements (R) | 34 |
| Safety statements (S) | 26-36/37/39 |
| UN transport number | 3261 |
| Water hazard class (WGK) | WGK 3 |
| Customs code | 2927000090 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| Water hazard class (WGK) | WGK 3 |
|---|---|
| UN transport number | 3261 |
| Customs code | 2927000090 |
| Risk statements (R) | 34 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Safety statements (S) | 26-36/37/39 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 |
Applications & Uses
Description
Guanidinoethyl sulfonate, also known as taurocyamine, is a natural guanidine-taurine analog derived from taurine. It is an intermediate of taurine and hypotaurine metabolism and is phosphorylated by taurocyamine kinase. Guanidinoethyl sulfonate competitively inhibits taurine uptake by sodium-dependent taurine transporters in rat hepatocytes (Ki = 1.75 mM). It also acts as a competitive glycine receptor antagonist in mouse striatal neurons. Plasma levels of guanidinoethyl sulfonate are significantly increased in patients with chronic renal failure.
Uses
A potent inhibitor of taurine transport.