ethyl 2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate

• ChemBase ID: 168812
• Molecular Formular: C17H23ClO4
• Molecular Mass: 326.81512
• Monoisotopic Mass: 326.1284869
• SMILES: C1(CCCCCCOc2ccc(cc2)Cl)(OC1)C(=O)OCC
• Canonical SMILES: CCOC(=O)C1(CCCCCCOc2ccc(cc2)Cl)OC1
• InChI: InChI=1S/C17H23ClO4/c1-2-20-16(19)17(13-22-17)11-5-3-4-6-12-21-15-9-7-14(18)8-10-15/h7-10H,2-6,11-13H2,1H3
• InChIKey: DZLOHEOHWICNIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate
• IUPAC Traditional name: ethyl 2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate
• Synonyms: 2-[6-(4-Chlorophenoxy)hexyl]oxiranecarboxylic Acid, Ethyl Ester; rac- Etomoxir

Database IDs

• CAS Number: 82258-36-4
• PubChem SID: 162262944
• PubChem CID: 123823

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.380747
• LogD (pH = 7.4): 4.380747
• Log P: 4.380747
• Molar Refractivity: 85.0258 cm^3
• Polarizability: 33.875507 Å^3
• Polar Surface Area: 48.06 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Low Melting amorphous Solid

Safety Information

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

DETAILS

Toronto Research Chemicals - E933500

An inhibitor of carnitine palmitoyltransferase A (CPT1), which is required for the oexidation of long-chain acyl CoA esters. A strong inhibitor of mitochondrial CPT1 and is a candidate as an anti-diabetic drug.

REFERENCES

• Lopaschuk, G., et al.: Mol. Cell. Biochem., 88, 175 (1989)
• Reinauer, H., et al.: J. Clin. Chem .Clin. Biochem., 28, 335 (1989)