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

• ChemBase ID: 127171
• Molecular Formular: C7H14N2O4S2
• Molecular Mass: 254.32706
• Monoisotopic Mass: 254.03949894
• SMILES: O=C(O)[C@@H](N)CSCSC[C@H](N)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CSCSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C7H14N2O4S2/c8-4(6(10)11)1-14-3-15-2-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
• InChIKey: JMQMNWIBUCGUDO-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-[({[(2R)-2-amino-2-carboxyethyl]sulfanyl}methyl)sulfanyl]propanoic acid
• IUPAC Traditional name: djenkolic acid
• Synonyms: Djenkolate; Jengkolic acid; S,S'-Methylenebiscysteine; Djenkolic acid

Database IDs

• CAS Number: 498-59-9
• EC Number: 207-863-4
• PubChem SID: 162221493
• PubChem CID: 68134
• Chemspider ID: 61442
• KEGG ID: C08275
• Wikipedia Title: Djenkolic_acid

CALCULATED PROPERTIES

• Acid pKa: 1.6700231
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.440454
• LogD (pH = 7.4): -5.455125
• Log P: -5.4406505
• Molar Refractivity: 58.9733 cm^3
• Polarizability: 23.962593 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1.02 g L^-1 (at 30±0.5°C) in water