(2R)-2-amino-3-(1,3-benzothiazol-2-ylsulfanyl)propanoic acid

• ChemBase ID: 161278
• Molecular Formular: C10H10N2O2S2
• Molecular Mass: 254.3286
• Monoisotopic Mass: 254.01836957
• SMILES: c1ccc2c(c1)sc(n2)SC[C@H](N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CSc1nc2c(s1)cccc2)N
• InChI: InChI=1S/C10H10N2O2S2/c11-6(9(13)14)5-15-10-12-7-3-1-2-4-8(7)16-10/h1-4,6H,5,11H2,(H,13,14)/t6-/m0/s1
• InChIKey: KRBPTLCTECPKGY-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(1,3-benzothiazol-2-ylsulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-(1,3-benzothiazol-2-ylsulfanyl)propanoic acid
• Synonyms: S-(2-Benzothiazolyl)cysteine; BTC; S-2-Benzothiazolyl-L-cysteine

Database IDs

• CAS Number: 399-82-6
• PubChem SID: 162255413
• PubChem CID: 119392

CALCULATED PROPERTIES

• Acid pKa: 2.2965288
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.20265406
• LogD (pH = 7.4): -0.21241465
• Log P: -0.2027737
• Molar Refractivity: 63.3438 cm^3
• Polarizability: 26.26653 Å^3
• Polar Surface Area: 76.21 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B206785

S-2-Benzothiazolyl-L-cysteine (BTC) is a poor substrate for purified glutamine transaminase K from mitochondria and cytosol.

REFERENCES

• Green, T., et al.: Toxicol. Appl. Phamacol., 103, 77 (1986)
• Bruning, T., et al.: Arch. Toxicol., 71, 332 (1986)
• Lash, L., et al.: J. Biol. Chem., 261, 13076 (1986)