N-cyclohexylcyclohexanaminium (2S)-2-acetamido-3-[(4-hydroxybutan-2-yl)sulfanyl]propanoate

• ChemBase ID: 159105
• Molecular Formular: C21H40N2O4S
• Molecular Mass: 416.6183
• Monoisotopic Mass: 416.27087877
• SMILES: OCCC(C)SC[C@@H](NC(=O)C)C(=O)[O-].C1(CCCCC1)[NH2+]C1CCCCC1
• Canonical SMILES: C1CCC(CC1)[NH2+]C1CCCCC1.OCCC(SC[C@H](C(=O)[O-])NC(=O)C)C
• InChI: InChI=1S/C12H23N.C9H17NO4S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-6(3-4-11)15-5-8(9(13)14)10-7(2)12/h11-13H,1-10H2;6,8,11H,3-5H2,1-2H3,(H,10,12)(H,13,14)/t;6?,8-/m.1/s1
• InChIKey: FUBHBRRJHGBLML-AMOYBQQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-cyclohexylcyclohexanaminium (2S)-2-acetamido-3-[(4-hydroxybutan-2-yl)sulfanyl]propanoate
• IUPAC Traditional name: dicyclohexylammonium (2S)-2-acetamido-3-[(4-hydroxybutan-2-yl)sulfanyl]propanoate
• Synonyms: 3-Hydroxy-1-methylpropylmercapturic Acid Dicyclohexylammonium Salt; N-Acetyl-S-(3-hydroxypropyl-1-methyl)-L-cysteine Dicyclohexylammonium Salt(Mixture of Diastereomers)

Database IDs

• CAS Number: 33164-70-4
• PubChem SID: 162253240
• PubChem CID: 71312800

CALCULATED PROPERTIES

• Acid pKa: 3.9803793
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.2737565
• LogD (pH = 7.4): -3.9156432
• Log P: -0.7454267
• Molar Refractivity: 68.8304 cm^3
• Polarizability: 22.697947 Å^3
• Polar Surface Area: 89.46 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 176-178°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A179125

A metabolite of Crotonaldehyde.

REFERENCES

• Gray, J.M., and Barnsley, E.A.: Xenobiotica, 1, 55 (1971)