5-[2-(diethylamino)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-one hydrochloride

• ChemBase ID: 105143
• Molecular Formular: C25H42ClNO2
• Molecular Mass: 424.05948
• Monoisotopic Mass: 423.29040727
• SMILES: Cl.CCN(CC)CCOC1CCC2(C)C3CCC4(C)C(CCC4=O)C3CC=C2C1
• Canonical SMILES: CCN(CCOC1CCC2(C(=CCC3C2CCC2(C3CCC2=O)C)C1)C)CC.Cl
• InChI: InChI=1S/C25H41NO2.ClH/c1-5-26(6-2)15-16-28-19-11-13-24(3)18(17-19)7-8-20-21-9-10-23(27)25(21,4)14-12-22(20)24;/h7,19-22H,5-6,8-17H2,1-4H3;1H
• InChIKey: GZFYZYBWLCYBMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(diethylamino)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-one hydrochloride
• IUPAC Traditional name: 5-[2-(diethylamino)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-one hydrochloride
• Synonyms: U-18666A; 3β-(2-DIETHYLAMINOETHOXY)ANDROSTENONE HYDROCHLORIDE

Database IDs

• PubChem SID: 162105861
• PubChem CID: 24906257

CALCULATED PROPERTIES

• Acid pKa: 19.957706
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3775556
• LogD (pH = 7.4): 2.7325518
• Log P: 4.737092
• Molar Refractivity: 116.9264 cm^3
• Polarizability: 45.92313 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 02158912

Hydrochloride
Purity: 99%
Inhibits 2,3-oxidosqualene-lanosterol cyclase activity prohibiting the biosynthesis of cholesterol. Also demonstrates inhibition of the intracellular transport of LDL-Cholesterol in CHO cells.

REFERENCES

• Sexton, R.C., et al., Biochemistry , 22 : 5687 (1983).
• Liscum, L. and Faust, J., J. Biol. Chem. , 264 : 11796 (1989).