(2R)-2-amino-3-(phenylsulfanyl)propanoic acid

• ChemBase ID: 144944
• Molecular Formular: C9H11NO2S
• Molecular Mass: 197.25414
• Monoisotopic Mass: 197.0510496
• SMILES: c1ccc(cc1)SC[C@@H](C(=O)O)N
• Canonical SMILES: N[C@H](C(=O)O)CSc1ccccc1
• InChI: InChI=1S/C9H11NO2S/c10-8(9(11)12)6-13-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1
• InChIKey: XYUBQWNJDIAEES-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(phenylsulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-(phenylsulfanyl)propanoic acid
• Synonyms: 3-(Phenylthio)-L-Alanine; 4-Thia-L-homophenylalanine; S-Phenyl-L-cysteine; 2-Amino-3-phenylsulfanyl-propionic Acid; S-Phenyl-L-cysteine; 3-(苯硫基)-L-丙氨酸; 4-硫杂-L-高苯丙氨酸; S-苯基-L-半胱氨酸

Database IDs

• CAS Number: 34317-61-8
• MDL Number: MFCD01318758
• Beilstein Number: 2268203
• PubChem SID: 24877736; 162239156
• PubChem CID: 119462

CALCULATED PROPERTIES

• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 2.1911347
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0272508
• LogD (pH = 7.4): -1.0353626
• Log P: -1.0273606
• Molar Refractivity: 52.7998 cm^3
• Polarizability: 20.935127 Å^3

PROPERTIES

Physical Property

• Melting Point: 198-200°C; 200 °C (dec.)(lit.); 200°C dec.
• Optical Rotation: [α]20/D +10°, c = 1.5 in 1 M NaOH; +10 (c=1.5 in 1M NaOH)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 97%
• Linear Formula: C6H5SCH2CH(NH2)CO2H

DETAILS

Sigma Aldrich - 530190

Packaging
5 g in glass bottle

Toronto Research Chemicals - P319690

Inhibitor of enzyme.

REFERENCES

• Rooseboom, M., et al.: Chem. Res. Toxicol., 15, 1610 (2002)