(2S)-2-acetamido-3-(phenylsulfanyl)propanoic acid

• ChemBase ID: 176592
• Molecular Formular: C11H13NO3S
• Molecular Mass: 239.29082
• Monoisotopic Mass: 239.06161428
• SMILES: S(C[C@@H](NC(=O)C)C(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)[C@H](NC(=O)C)CSc1ccccc1
• InChI: InChI=1S/C11H13NO3S/c1-8(13)12-10(11(14)15)7-16-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m1/s1
• InChIKey: CICOZWHZVMOPJS-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-(phenylsulfanyl)propanoic acid
• IUPAC Traditional name: (2S)-2-acetamido-3-(phenylsulfanyl)propanoic acid
• Synonyms: N-Acetyl-S-phenyl-L-cysteine; N-Acetyl-3-(phenylthio)alanine, NSC 17197; S-Phenylmercapturic Acid

Database IDs

• CAS Number: 4775-80-8
• PubChem SID: 164232502
• PubChem CID: 36691342

CALCULATED PROPERTIES

• Acid pKa: 3.7972617
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.65126306
• LogD (pH = 7.4): -2.210059
• Log P: 1.0535799
• Molar Refractivity: 62.2436 cm^3
• Polarizability: 24.325932 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Chloroform
• Apperance: Off-White to Pale Green Solid
• Melting Point: 110-112°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P335600

An important metabolite of Benzene.

REFERENCES

• Muller, G., et al.: Anal. Hazard. Subst. Biol. Mater., 5, 143 (1997)