(1r,4r)-4-(4-chlorophenyl)cyclohexane-1-carboxylic acid

• ChemBase ID: 101928
• Molecular Formular: C13H15ClO2
• Molecular Mass: 238.71
• Monoisotopic Mass: 238.0760574
• SMILES: C(=O)([C@@H]1CC[C@@H](c2ccc(cc2)Cl)CC1)O
• Canonical SMILES: OC(=O)[C@@H]1CC[C@H](CC1)c1ccc(cc1)Cl
• InChI: InChI=1S/C13H15ClO2/c14-12-7-5-10(6-8-12)9-1-3-11(4-2-9)13(15)16/h5-9,11H,1-4H2,(H,15,16)/t9-,11-
• InChIKey: NXXDIEYTMQYWJU-HOMQSWHASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,4r)-4-(4-chlorophenyl)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: (1r,4r)-4-(4-chlorophenyl)cyclohexane-1-carboxylic acid
• Synonyms: cis-4-(4-Chlorophenyl)cyclohexanecarboxylic Acid; (E)-4-(4-chlorophenyl)cyclohexanecarboxylic acid

Database IDs

• CAS Number: 95233-37-7; 1346600-43-8
• MDL Number: MFCD06797626
• PubChem SID: 162088650
• PubChem CID: 2735792

CALCULATED PROPERTIES

• Acid pKa: 4.3483033
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7355494
• LogD (pH = 7.4): 0.98771876
• Log P: 3.9150243
• Molar Refractivity: 63.2943 cm^3
• Polarizability: 24.79379 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - C379470

An impurity of Atovaquone (A793500), which is a hydroxynaphthoquinone derivative that inhibits mitochondrial electron transport and possess antipneumocystic activity.

REFERENCES

• Hudson, A.T., et al.: Drugs Exp. Clin. Res., 17, 427 (1991)
• Fry, M., et al.: Biochem. Pharmacol., 43, 1545 (1991)
• El-Sadr, W.M., et al.: N. Engl. J. Med., 339, 1889 (1991)