(2R)-2-amino-3-[(4-methylphenyl)sulfanyl]propanoic acid

• ChemBase ID: 151586
• Molecular Formular: C10H13NO2S
• Molecular Mass: 211.28072
• Monoisotopic Mass: 211.06669966
• SMILES: Cc1ccc(cc1)SC[C@@H](C(=O)O)N
• Canonical SMILES: N[C@H](C(=O)O)CSc1ccc(cc1)C
• InChI: InChI=1S/C10H13NO2S/c1-7-2-4-8(5-3-7)14-6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)/t9-/m0/s1
• InChIKey: CHRJYKJYNAKSHG-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-[(4-methylphenyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-[(4-methylphenyl)sulfanyl]propanoic acid
• Synonyms: (R)-2-Amino-3-(4-methylphenylthio)propionic acid; (R)-2-Amino-3-(p-tolylthio)propionic acid; S-(4-Tolyl)-L-cysteine; (R)-2-氨基-3-(4-甲基苯基硫)丙酸; (R)-2-氨基-3-(对甲苯基硫)丙酸; S-(4-甲苯基)-L-半胱氨酸

Database IDs

• MDL Number: MFCD03791102
• Beilstein Number: 2581850
• PubChem SID: 162245738; 24887431
• PubChem CID: 16218551

CALCULATED PROPERTIES

• Acid pKa: 2.3078997
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.51361644
• LogD (pH = 7.4): -0.521635
• Log P: -0.5136877
• Molar Refractivity: 57.841 cm^3
• Polarizability: 22.697044 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: produced by Wacker
• Optical Purity: ee: >99% (due to stereospecific enzymatic synthesis)
• Empirical Formula (Hill Notation): C10H13NO2S

DETAILS

Sigma Aldrich - 79256

Packaging
1 g in glass bottle