(2R)-2-(2H3)acetamido-3-[(2-hydroxy-1-phenylethyl)sulfanyl]propanoic acid; (2R)-2-(2H3)acetamido-3-[(2-hydroxy-2-phenylethyl)sulfanyl]propanoic acid

• ChemBase ID: 159323
• Molecular Formular: C26H34N2O8S2
• Molecular Mass: 566.68676
• Monoisotopic Mass: 566.17565806
• SMILES: C(SC[C@H](NC(=O)C)C(=O)O)(c1ccccc1)CO.C(CSC[C@H](NC(=O)C)C(=O)O)(c1ccccc1)O
• Canonical SMILES: CC(=O)N[C@H](C(=O)O)CSCC(c1ccccc1)O.OCC(c1ccccc1)SC[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/2C13H17NO4S/c1-9(16)14-11(13(17)18)8-19-12(7-15)10-5-3-2-4-6-10;1-9(15)14-11(13(17)18)7-19-8-12(16)10-5-3-2-4-6-10/h2-6,11-12,15H,7-8H2,1H3,(H,14,16)(H,17,18);2-6,11-12,16H,7-8H2,1H3,(H,14,15)(H,17,18)/t2*11-,12?/m00/s1
• InChIKey: PLWMHTHHACUPJX-QUFXTTTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(^2H₃)acetamido-3-[(2-hydroxy-1-phenylethyl)sulfanyl]propanoic acid; (2R)-2-(^2H₃)acetamido-3-[(2-hydroxy-2-phenylethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-(^2H₃)acetamido-3-[(2-hydroxy-1-phenylethyl)sulfanyl]propanoic acid; (2R)-2-(^2H₃)acetamido-3-[(2-hydroxy-2-phenylethyl)sulfanyl]propanoic acid
• Synonyms: N-Acetyl-S-(1-phenyl-2-hydroxyethyl)-L-cysteine-d3 + N-acetyl-S-(2-phenyl-2-hydroxyethyl)-L-cysteine-d3; (Mixture); N-Acetyl-S-(2-hydroxy-1-phenylethyl)-L-cysteine-d3 +N-Acetyl-S-(2-hydroxy-2-phenylethyl)-L-cysteine-d3 (Mixture)

Database IDs

• PubChem SID: 162253458
• PubChem CID: 46780009

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: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 98-102°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A179027

A mixture of 2 labelled metabolites of Styrene.

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)