(2S)-3-{[(2S)-2-carboxy-2-(dimethylamino)ethyl]disulfanyl}-2-(dimethylamino)propanoic acid

• ChemBase ID: 178458
• Molecular Formular: C10H20N2O4S2
• Molecular Mass: 296.4068
• Monoisotopic Mass: 296.08644913
• SMILES: [C@@H](CSSC[C@@H](N(C)C)C(=O)O)(C(=O)O)N(C)C
• Canonical SMILES: CN([C@@H](C(=O)O)CSSC[C@H](C(=O)O)N(C)C)C
• InChI: InChI=1S/C10H20N2O4S2/c1-11(2)7(9(13)14)5-17-18-6-8(10(15)16)12(3)4/h7-8H,5-6H2,1-4H3,(H,13,14)(H,15,16)/t7-,8-/m1/s1
• InChIKey: RICIRHDRDJOBID-HTQZYQBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{[(2S)-2-carboxy-2-(dimethylamino)ethyl]disulfanyl}-2-(dimethylamino)propanoic acid
• IUPAC Traditional name: (2S)-3-{[(2S)-2-carboxy-2-(dimethylamino)ethyl]disulfanyl}-2-(dimethylamino)propanoic acid
• Synonyms: N,N,N',N'-Tetramethyl-L-cystine Dihydrochloride

Database IDs

• CAS Number: 38254-66-9
• PubChem SID: 164234368
• PubChem CID: 29987389

CALCULATED PROPERTIES

• Acid pKa: 1.1696557
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -5.1961412
• LogD (pH = 7.4): -5.214692
• Log P: -5.1961555
• Molar Refractivity: 75.0104 cm^3
• Polarizability: 29.470554 Å^3
• Polar Surface Area: 81.08 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Pale Brown Solid
• Melting Point: 192-193°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T302000

Conformations and chiroptical properties of L-cystine derivatives.

REFERENCES

• Ingram, V.M., et al.: J. Biol. Chem., 202, (1953), 193 (1953)