4-hydroxy-4-(pyridin-3-yl)butanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 171241
• Molecular Formular: C21H34N2O3
• Molecular Mass: 362.50626
• Monoisotopic Mass: 362.25694296
• SMILES: c1cncc(c1)C(CCC(=O)O)O.C1(NC2CCCCC2)CCCCC1
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OC(=O)CCC(c1cccnc1)O
• InChI: InChI=1S/C12H23N.C9H11NO3/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;11-8(3-4-9(12)13)7-2-1-5-10-6-7/h11-13H,1-10H2;1-2,5-6,8,11H,3-4H2,(H,12,13)
• InChIKey: QXNTZPDIWAFVTG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-4-(pyridin-3-yl)butanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: 4-hydroxy-4-(pyridin-3-yl)butanoic acid; dicha
• Synonyms: γ-Hydroxy-3-pyridinebutanoic Acid Dicyclohexylamine Salt; γ-(3-Pyridyl)-γ-hydroxybutyric Acid Dicyclohexylamine Salt; 4-(3-Pyridyl)-4-hydroxybutyric Acid Dicyclohexylamine Salt; 4-Hydroxy-4-(3-pyridyl)butyric Acid Dicyclohexylamine Salt; rac 4-Hydroxy-4-(3-pyridyl)butanoic Acid Dicyclohexylamine Salt

Database IDs

• PubChem SID: 164227151
• PubChem CID: 46781890

CALCULATED PROPERTIES

• Acid pKa: 3.837264
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.47164
• LogD (pH = 7.4): -3.0828562
• Log P: -0.80308247
• Molar Refractivity: 45.9262 cm^3
• Polarizability: 17.963455 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 121-124°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H952970

4-Hydroxy-4-(3-pyridyl)butanoic acid is an intermediate in the mammalian metabolism of Nicotine.

REFERENCES

• Hamilton, S., et al.: Anticancer Res., 14, 1089 (1994)
• Staretz, M., et al.: Carcinogenesis, 18, 1715 (1994)
• Brown, B., et al.: Toxicol. Sci., 47, 33 (1994)
• Hecht, S., et al.: Drug Metab. Rev., 32, 395 (1994)
• Benowitz, N., et al.: Br. J. Clin. Pharmaco