3-{[(2S)-2-carboxy-2-(2H3)acetamidoethyl]sulfanyl}-2-methylpropanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 159195
• Molecular Formular: C21H38N2O5S
• Molecular Mass: 430.60182
• Monoisotopic Mass: 430.25014333
• SMILES: C1(NC2CCCCC2)CCCCC1.[C@H](CSCC(C)C(=O)O)(NC(=O)C)C(=O)O
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.CC(=O)N[C@@H](C(=O)O)CSCC(C(=O)O)C
• InChI: InChI=1S/C12H23N.C9H15NO5S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-5(8(12)13)3-16-4-7(9(14)15)10-6(2)11/h11-13H,1-10H2;5,7H,3-4H2,1-2H3,(H,10,11)(H,12,13)(H,14,15)/t;5?,7-/m.1/s1
• InChIKey: ONFHBFMBJFROJS-GTJFANSHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2S)-2-carboxy-2-(^2H₃)acetamidoethyl]sulfanyl}-2-methylpropanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: 3-{[(2S)-2-carboxy-2-(^2H₃)acetamidoethyl]sulfanyl}-2-methylpropanoic acid; dicha
• Synonyms: N-(Acetyl-d3)-3-(2-carboxypropyl)thio]alanine Dicyclohexylammonium Salt; N-Acetyl-S-(2-carboxypropyl)-L-cysteine-d3 Dicyclohexylammonium Salt (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162253330
• PubChem CID: 71312853

CALCULATED PROPERTIES

• Acid pKa: 3.5747035
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.2352147
• LogD (pH = 7.4): -6.4595833
• Log P: -0.17009917
• Molar Refractivity: 57.7261 cm^3
• Polarizability: 22.79788 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 164-167°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A172012

A labelled metabolite of S-(2-Carboxypropyl)glutathione.

REFERENCES

• Suzuki, T., et al.: Chem. Pharm. Bull., 10 346 (1962)