3-[(2-carboxyethyl)sulfanyl]-2-acetamido(1,2,3-13C3)propanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 159073
• Molecular Formular: C20H36N2O5S
• Molecular Mass: 419.55320451
• Monoisotopic Mass: 419.24455778
• SMILES: C1CCCC(C1)NC1CCCCC1.C(CS[13CH2][13CH](NC(=O)C)[13C](=O)O)C(=O)O
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OC(=O)CCS[13CH2][13CH]([13C](=O)O)NC(=O)C
• InChI: InChI=1S/C12H23N.C8H13NO5S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-5(10)9-6(8(13)14)4-15-3-2-7(11)12/h11-13H,1-10H2;6H,2-4H2,1H3,(H,9,10)(H,11,12)(H,13,14)/i;4+1,6+1,8+1
• InChIKey: JWBQVRCTEZUDHA-BDDJPHJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-carboxyethyl)sulfanyl]-2-acetamido(1,2,3-^1^3C₃)propanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: 3-[(2-carboxyethyl)sulfanyl]-2-acetamido(1,2,3-^1^3C₃)propanoic acid; dicha
• Synonyms: N-Acetyl-3-(2-carboxyethylthio)alanine-13C3 Bis(dicyclohexylamine) Salt; 3-(N-Acetyl-L-cystein-S-yl)propanoic Acid-13C3 Bisdicyclohexylamine) Salt; N-Acetyl-S-(2-carboxyethyl)cysteine-13C3 Bis(dicyclohexylamine) Salt; CEMA-13C3; N-Acetyl-S-(2-carboxyethyl)-L-cysteine-13C3 Bis(dicyclohexylamine) Salt

Database IDs

• PubChem SID: 162253208
• PubChem CID: 71312784

CALCULATED PROPERTIES

• Acid pKa: 3.498153
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.8987038
• LogD (pH = 7.4): -7.0627456
• Log P: -0.7130855
• Molar Refractivity: 53.1516 cm^3
• Polarizability: 20.986643 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A168048

A labelled metabolite of S-propylcysteine.

REFERENCES

• Jones, A.R., et al.: Xenobiotica, 10, 827 (1980)
• 25) Ramu, K., et al.: Chem. Res. Toxicol., 8, 515 (1980)
• Krause, R., et al.: Drug Metab. Dispos., 25, 1013 (1980)
• Powley, M., et al.: Chem. Res. Toxicol., 16, 1448 (1980)