(2S)-3-{[(2S)-2-carboxy-2-acetamidoethyl]disulfanyl}-2-acetamidopropanoic acid

• ChemBase ID: 166757
• Molecular Formular: C10H16N2O6S2
• Molecular Mass: 324.37384
• Monoisotopic Mass: 324.04497824
• SMILES: [C@H](CSSC[C@@H](NC(=O)C)C(=O)O)(NC(=O)C)C(=O)O
• Canonical SMILES: OC(=O)[C@H](NC(=O)C)CSSC[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C10H16N2O6S2/c1-5(13)11-7(9(15)16)3-19-20-4-8(10(17)18)12-6(2)14/h7-8H,3-4H2,1-2H3,(H,11,13)(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m1/s1
• InChIKey: YTPQSLLEROSACP-HTQZYQBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{[(2S)-2-carboxy-2-acetamidoethyl]disulfanyl}-2-acetamidopropanoic acid
• IUPAC Traditional name: (2S)-3-{[(2S)-2-carboxy-2-acetamidoethyl]disulfanyl}-2-acetamidopropanoic acid
• Synonyms: (Ac-Cys-OH)2; N,N’-Diacetylcystine; NSC 203780; N,N'-Diacetyl-L-cystine, 90%

Database IDs

• CAS Number: 5545-17-5
• PubChem SID: 162260890
• PubChem CID: 11461484

CALCULATED PROPERTIES

• Acid pKa: 3.0265286
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.9746695
• LogD (pH = 7.4): -8.54415
• Log P: -1.735191
• Molar Refractivity: 73.7594 cm^3
• Polarizability: 29.042542 Å^3
• Polar Surface Area: 132.8 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 50 mg/ml in Acetic Acid 80% (Clear; Colorless Solution)
• Apperance: Pale Yellow Solid
• Melting Point: 83-86°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D312500

A treatment for dermal imflammations caused by leukotriene production.Contains N-acetyl cysteine.