(2S)-2-amino-4-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid

• ChemBase ID: 159656
• Molecular Formular: C7H14N2O4S
• Molecular Mass: 222.26206
• Monoisotopic Mass: 222.06742794
• SMILES: [C@H](CSCC[C@H](N)C(=O)O)(N)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CCSC[C@H](C(=O)O)N
• InChI: InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5+/m0/s1
• InChIKey: ILRYLPWNYFXEMH-CRCLSJGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid
• Synonyms: D-Cystathionine; (R)-S-(2-Amino-2-carboxyethyl)-D-homocysteine; D-Allocystathionine

Database IDs

• CAS Number: 2998-83-6
• PubChem SID: 162253791
• PubChem CID: 439698

CALCULATED PROPERTIES

• Acid pKa: 1.7937987
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.8184667
• LogD (pH = 7.4): -5.8285646
• Log P: -5.818502
• Molar Refractivity: 51.5689 cm^3
• Polarizability: 20.893393 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aq. Ammonia
• Apperance: White Solid
• Melting Point: >260°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Shiraiwa, T., et al.: Chem. Pharm. Bull., 50, 1081 (2002)