N-cyclohexylcyclohexanaminium 2-acetamido-3-[(3-hydroxypropyl)sulfanyl]propanoate

• ChemBase ID: 159103
• Molecular Formular: C20H38N2O4S
• Molecular Mass: 402.59172
• Monoisotopic Mass: 402.25522871
• SMILES: OCCCSCC(NC(=O)C)C(=O)[O-].C1(CCCCC1)[NH2+]C1CCCCC1
• Canonical SMILES: C1CCC(CC1)[NH2+]C1CCCCC1.OCCCSCC(C(=O)[O-])NC(=O)C
• InChI: InChI=1S/C12H23N.C8H15NO4S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-6(11)9-7(8(12)13)5-14-4-2-3-10/h11-13H,1-10H2;7,10H,2-5H2,1H3,(H,9,11)(H,12,13)
• InChIKey: IAJLPGZWRSPJLM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-cyclohexylcyclohexanaminium 2-acetamido-3-[(3-hydroxypropyl)sulfanyl]propanoate
• IUPAC Traditional name: dicyclohexylammonium 2-acetamido-3-[(3-hydroxypropyl)sulfanyl]propanoate
• Synonyms: S-(3-Hydroxypropyl)mercapturic Acid, HPMA; N-Acetyl-S-(3-hydroxypropyl)cysteine, Dicyclohexylammonium Salt

Database IDs

• PubChem SID: 162253238
• PubChem CID: 71312799

CALCULATED PROPERTIES

• Acid pKa: 3.906627
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.6575344
• LogD (pH = 7.4): -4.2683797
• Log P: -1.0582237
• Molar Refractivity: 64.3624 cm^3
• Polarizability: 20.87525 Å^3
• Polar Surface Area: 89.46 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 173-175°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A179075

A metabolite of halopropanes.

REFERENCES

• Barnsley, E.A.: Biochem. J., 100, 362 (1966)