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

• ChemBase ID: 159068
• Molecular Formular: C8H15NO3S
• Molecular Mass: 205.2746
• Monoisotopic Mass: 205.07726435
• SMILES: C(SC[C@@H](NC(=O)C)C(=O)O)CC
• Canonical SMILES: CCCSC[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C8H15NO3S/c1-3-4-13-5-7(8(11)12)9-6(2)10/h7H,3-5H2,1-2H3,(H,9,10)(H,11,12)/t7-/m1/s1
• InChIKey: PSOKBYBSKZWNMI-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-(propylsulfanyl)propanoic acid
• IUPAC Traditional name: (2S)-2-acetamido-3-(propylsulfanyl)propanoic acid
• Synonyms: N-Acetyl-3-(propylthio)alanine; Propylmercapturic Acid; N-Acetyl-S-propyl-L-cysteine

Database IDs

• CAS Number: 14402-54-1
• PubChem SID: 162253203
• PubChem CID: 71312782

CALCULATED PROPERTIES

• LogD (pH = 7.4): -2.655445
• Log P: 0.45124885
• Molar Refractivity: 51.6402 cm^3
• Polarizability: 20.31233 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 4.087599
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.9743356

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 88-90°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A168035

The oxidative metabolism of 1-bromopropane; as biomarker of 1-bromopropane exposure.

REFERENCES

• Jones, A., et al.: Xenobiotica, 9, 763 (1979)
• Ichihara, G., et al.: Toxicol Sci., 55, 116 (1979)
• Wang, H., et al.: NeuroToxicology, 24, 199 (1979)
• Majersik, J., et al.: Clin. Toxicol., 45, 270 (1979)