(2S)-2-acetamido-3-[(2-hydroxy-1-phenylethyl)sulfanyl]propanoic acid

• ChemBase ID: 159322
• Molecular Formular: C13H17NO4S
• Molecular Mass: 283.34338
• Monoisotopic Mass: 283.08782903
• SMILES: C(SC[C@@H](NC(=O)C)C(=O)O)(c1ccccc1)CO
• Canonical SMILES: OCC(c1ccccc1)SC[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C13H17NO4S/c1-9(16)14-11(13(17)18)8-19-12(7-15)10-5-3-2-4-6-10/h2-6,11-12,15H,7-8H2,1H3,(H,14,16)(H,17,18)/t11-,12?/m1/s1
• InChIKey: XVYIBLSMGFJYAR-JHJMLUEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-[(2-hydroxy-1-phenylethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2S)-2-acetamido-3-[(2-hydroxy-1-phenylethyl)sulfanyl]propanoic acid
• Synonyms: N-Acetyl-S-(1-phenyl-2-hydroxyethyl)-L-cysteine + N-acetyl-S-(2-phenyl-2-hydroxyethyl)-L-cysteine; N-Acetyl-S-(2-hydroxy-1-phenylethyl)-L-cysteine +N-Acetyl-S-(2-hydroxy-2-phenylethyl)-L-cysteine (Mixture)

Database IDs

• CAS Number: 69278-53-1+14510-10-2
• PubChem SID: 162253457
• PubChem CID: 71312933

CALCULATED PROPERTIES

• Acid pKa: 3.905402
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.116166
• LogD (pH = 7.4): -2.7264678
• Log P: 0.484325
• Molar Refractivity: 73.0689 cm^3
• Polarizability: 28.663807 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Low Melting Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A179025

A mixture of 2 metabolites of Styrene. The 2 regioisomers are in a roughly 3: 1ratio

REFERENCES

• Ryan, A., et al.: Drug Metab. Dispos., 5, 363 (1977)
• Delbressine, L., et al.: Xenobiotica, 11, 589 (1977)
• Truchon, G., et al.: J. Anal. Toxicol., 14, 227 (1977)