Simvastatin
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Category | Enzyme inhibitors |
Catalog number | BBF-04045 |
CAS | 79902-63-9 |
Molecular Weight | 418.57 |
Molecular Formula | C25H38O5 |
Purity | >98% |
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Description
Simvastatin is a competitive inhibitor of HMG-CoA reductase with Ki of 0.1-0.2 nM .
Specification
Synonyms | Nodinitib-1; Zocor; Synvinolin; MK-733; Sinvacor; MK 733; MK733 |
Storage | Store at -20°C |
IUPAC Name | [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate |
Canonical SMILES | CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C |
InChI | InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1 |
InChI Key | RYMZZMVNJRMUDD-HGQWONQESA-N |
Source | Semi-synthetic |
Properties
Appearance | White Crystalline Powder |
Boiling Point | 564.9°C at 760 mmHg |
Melting Point | 112-125°C |
Density | 1.16 g/cm3 |
Solubility | Soluble in ethanol, methanol, DMF, DMSO |
LogP | 4.68 |
Toxicity
Carcinogenicity | No indication of carcinogenicity to humans (not listed by IARC). |
Mechanism Of Toxicity | Simvastatin is a prodrug in which the 6-membered lactone ring of simvastatin is hydrolyzed in vivo to generate the beta,delta-dihydroxy acid, an active metabolite structurally similar to HMG-CoA (hydroxymethylglutaryl CoA). Once hydrolyzed, simvastatin competes with HMG-CoA for HMG-CoA reductase, a hepatic microsomal enzyme. Interference with the activity of this enzyme reduces the quantity of mevalonic acid, a precursor of cholesterol. |
Reference Reading
Spectrum
Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive
Experimental Conditions
Ionization Energy: 70 eV
Chromatography Type: Gas Chromatography Column (GC)
Instrument Type: Single quadrupole, spectrum predicted by CFM-ID(EI)
Mass Resolution: 0.0001 Da
Molecular Formula: C25H38O5
Molecular Weight (Monoisotopic Mass): 418.2719 Da
Molecular Weight (Avergae Mass): 418.5662 Da
LC-MS/MS Spectrum - LC-ESI-qTof , Positive
Experimental Conditions
Ionization Mode: Positive
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C25H38O5
Molecular Weight (Monoisotopic Mass): 418.2719 Da
Molecular Weight (Avergae Mass): 418.5662 Da
Mass Spectrum (Electron Ionization)
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2