2-carbamimidamidoethane-1-sulfonic acid

• ChemBase ID: 79309
• Molecular Formular: C3H9N3O3S
• Molecular Mass: 167.18686
• Monoisotopic Mass: 167.03646216
• SMILES: S(=O)(=O)(CCNC(=N)N)O
• Canonical SMILES: NC(=N)NCCS(=O)(=O)O
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-carbamimidamidoethane-1-sulfonic acid
• IUPAC Traditional name: C3H9N3O3S; taurocyamine
• Synonyms: 2-{[amino(imino)methyl]amino}ethane-1-sulphonic acid; 2-[(Aminoiminomethyl)amino]thanesulfonic Acid; Taurocyamine; 2-Guanylaminoethanesulfonic Acid; Amidinotaurine; Guanidinoethanesulfonic Acid; N-Amidinotaurine; N-Guanyltaurine; NSC 667063; Taurocyamin; .; Guanidinoethyl Sulfonate

Database IDs

• CAS Number: 543-18-0
• MDL Number: MFCD00084865
• PubChem SID: 162044072
• PubChem CID: 68340

CALCULATED PROPERTIES

• Acid pKa: -1.0877514
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.3307967
• LogD (pH = 7.4): -2.330803
• Log P: -2.3307967
• Molar Refractivity: 45.3197 cm^3
• Polarizability: 14.121631 Å^3
• Polar Surface Area: 116.27 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White to Off-White Solid
• Melting Point: 270-272°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - G827500

A potent inhibitor of taurine transport.

REFERENCES

• Guidotti, A., et al.: Pharmacol. Res. Commun., 2, 341 (1970)