8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methylbutanoate

• ChemBase ID: 106152
• Molecular Formular: C24H36O5
• Molecular Mass: 404.53964
• Monoisotopic Mass: 404.25627425
• SMILES: CCC(C)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C12
• Canonical SMILES: CCC(C(=O)OC1CC(C)C=C2C1C(CCC1CC(O)CC(=O)O1)C(C=C2)C)C
• InChI: InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3
• InChIKey: PCZOHLXUXFIOCF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methylbutanoate
• IUPAC Traditional name: 8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methylbutanoate
• Synonyms: Lovastin; MEVINOLIN

Database IDs

• CAS Number: 75330-75-5
• PubChem SID: 162092911
• PubChem CID: 3962

CALCULATED PROPERTIES

• Acid pKa: 14.914537
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.9021869
• LogD (pH = 7.4): 3.9021869
• Log P: 3.9021869
• Molar Refractivity: 113.182396 cm^3
• Polarizability: 44.4169 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 175.4°C

Safety Information

• Storage Condition: 2-8°C
• RTECS: EK7907000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22
• Safety Statements: S:20-46

DETAILS

MP Biomedicals - 02199565

A fungal metabolite that lowers cholesterol by inhibiting HMG-CoA reductase. It also has been shown to induce apoptosis in malignant mesothelioma cells. Arrest the cell cycle in G1 and G2/M phases.