79394-47-1 Usage
Description
Monacolin L is a polyketide compound with the chemical structure of 1-ethyl-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalene, where one of the methyl hydrogens from the ethyl group is replaced by a 4-hydroxy-6-ketopyran-2-yl group. It is a naturally occurring substance found in certain strains of Aspergillus mold and is known for its cholesterol-lowering properties.
Uses
Used in Pharmaceutical Industry:
Monacolin L is used as a cholesterol-lowering agent for its ability to inhibit the enzyme HMG-CoA reductase, which plays a crucial role in cholesterol synthesis in the liver. By reducing cholesterol levels, it helps in the prevention and treatment of cardiovascular diseases.
Used in Functional Foods:
Monacolin L is also used as an additive in the development of functional foods and dietary supplements, targeting individuals with high cholesterol levels or those looking to maintain a healthy cholesterol balance.
Used in Research and Development:
In the field of research and development, monacolin L serves as a valuable compound for studying the mechanisms of cholesterol synthesis and the development of new drugs for treating hypercholesterolemia and related conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 79394-47-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,3,9 and 4 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 79394-47:
(7*7)+(6*9)+(5*3)+(4*9)+(3*4)+(2*4)+(1*7)=181
181 % 10 = 1
So 79394-47-1 is a valid CAS Registry Number.
InChI:InChI=1/C19H28O3/c1-12-3-7-18-14(9-12)5-4-13(2)17(18)8-6-16-10-15(20)11-19(21)22-16/h4-5,9,12-13,15-18,20H,3,6-8,10-11H2,1-2H3/t12-,13+,15-,16?,17+,18+/m1/s1
79394-47-1Relevant articles and documents
Double oxidation of the cyclic nonaketide dihydromonacolin L to monacolin J by a single cytochrome P450 monooxygenase, LovA
Barriuso, Jorge,Nguyen, Don T.,Li, Jesse W.-H,Roberts, Joseph N.,MacNevin, Gillian,Chaytor, Jennifer L.,Marcus, Sandra L.,Vederas, John C.,Ro, Dae-Kyun
, p. 8078 - 8081 (2011)
Lovastatin, a cyclic nonaketide from Aspergillus terreus, is a hypercholesterolemic agent and a precursor to simvastatin, a semi-synthetic cholesterol-lowering drug. The biosynthesis of the lovastatin backbone (dihydromonacolin L) and the final 2-methylbutyryl decoration have been fully characterized. However, it remains unclear how two central reactions are catalyzed, namely, introduction of the 4a,5-double bond and hydroxylation at C-8. A cytochrome P450 gene, lovA, clustered with polyketide synthase lovB, has been a prime candidate for these reactions, but inability to obtain LovA recombinant enzyme has impeded detailed biochemical analyses. The synthetic codon optimization and/or N-terminal peptide replacement of lovA allowed the lovA expression in yeast (Saccharomyces cerevisiae). Both in vivo feeding and in vitro enzyme assays showed that LovA catalyzed the conversion of dihydromonacolin L acid to monacolin L acid and monacolin J acid, two proposed pathway intermediates in the biosynthesis of lovastatin. LovA was demonstrated to catalyze the regio- and stereo-specific hydroxylation of monacolin L acid to yield monacolin J acid. These results demonstrate that LovA is the single enzyme that performs both of the two elusive oxidative reactions in the lovastatin biosynthesis.