(2R)-2-acetamido-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 155445
• Molecular Formular: C7H13NO3S
• Molecular Mass: 191.24802
• Monoisotopic Mass: 191.06161428
• SMILES: CC(=O)N[C@H](CCSC)C(=O)O
• Canonical SMILES: CSCC[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m1/s1
• InChIKey: XUYPXLNMDZIRQH-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: acetylmethionine; D-methionine, N-acetyl-
• Synonyms: N-Acetyl-D-methionine; N-Acetyl-D-methionine

Database IDs

• CAS Number: 1509-92-8
• EC Number: 216-144-4
• MDL Number: MFCD00069962
• Beilstein Number: 1725553
• PubChem SID: 162249583; 24888973; 24890549
• PubChem CID: 6991987

CALCULATED PROPERTIES

• Acid pKa: 4.0236316
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5952438
• LogD (pH = 7.4): -3.2537951
• Log P: -0.10843633
• Molar Refractivity: 47.0298 cm^3
• Polarizability: 18.485888 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 103-106 °C
• Optical Rotation: [α]20/D +21±1°, c = 1% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~99%; ≥99.0% (T); 95+%
• Grade: puriss.
• Empirical Formula (Hill Notation): C7H13NO3S

DETAILS

Sigma Aldrich - A1501

Application
N-Acetyl-D-methionine may be used as a substrate to identify, differentiate and characterized N-acylamino acid racemase(s) and N-acyl-D-amino acid amidohydrolase(s).