(2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}propanoic acid

• ChemBase ID: 109502
• Molecular Formular: C6H12N2O4S
• Molecular Mass: 208.23548
• Monoisotopic Mass: 208.05177787
• SMILES: N[C@@H](CSC[C@H](N)C(=O)O)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1
• InChIKey: DWPCPZJAHOETAG-IMJSIDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}propanoic acid
• IUPAC Traditional name: lanthionine
• Synonyms: DL-3,3'-Thiodialanine, S-(2-Amino-2-carboxyethyl)-DL-cysteine; DL-LANTHIONINE; Lanthionine

Database IDs

• CAS Number: 922-55-4; 496-98-0
• EC Number: 221-676-5
• PubChem SID: 162090472
• PubChem CID: 98504; 256406
• CHEBI ID: 21347
• Chemspider ID: 88959
• Wikipedia Title: Lanthionine

CALCULATED PROPERTIES

• Acid pKa: 1.7056819
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.034147
• LogD (pH = 7.4): -6.048638
• Log P: -6.0343466
• Molar Refractivity: 46.8575 cm^3
• Polarizability: 19.077562 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 280-283 °C

DETAILS

MP Biomedicals - 05211325

MP Biomedicals Rare Chemical collection