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Lovastatin

CAS No.
75330-75-5
Chemical Name:
Lovastatin
Synonyms
MONACOLIN K;MEVINOLIN;LOVASTATION;Lovastatin,Monacolin K;mevlor;msd803;MK-803;Sivlor;LOVALIP;MEVACOR
CBNumber:
CB7169342
Molecular Formula:
C24H36O5
Molecular Weight:
404.54
MDL Number:
MFCD00072164
MOL File:
75330-75-5.mol
MSDS File:
SDS
Last updated:2024-01-04 13:52:25

Lovastatin Properties

Melting point 175°C
alpha D25 +323° (c = 0.5 g in 100 ml acetonitrile)
Boiling point 559.2±50.0 °C(Predicted)
Density 1.12±0.1 g/cm3(Predicted)
vapor pressure 0Pa at 25℃
refractive index 320 ° (C=0.5, CH3CN)
storage temp. -20°C
solubility ethanol: soluble9.80-10.20mg/mL, clear, colorless to faintly yellow
form White to off-white powder
pka 13.49±0.40(Predicted)
color White
Water Solubility 0.0004 mg/mL at 25 ºC
Merck 14,5586
BCS Class 2
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
LogP 4.260
CAS DataBase Reference 75330-75-5(CAS DataBase Reference)
FDA UNII 9LHU78OQFD
NCI Dictionary of Cancer Terms lovastatin; Mevacor
NCI Drug Dictionary lovastatin
ATC code C10AA02
Proposition 65 List Lovastatin
EPA Substance Registry System Lovastatin (75330-75-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H351-H361f
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36/37/39-26
RIDADR  3077
WGK Germany  3
RTECS  EK7907000
HazardClass  9
PackingGroup  III
HS Code  29322090
Toxicity LD50 orally in mice: >1000 mg/kg (Endo)
NFPA 704
1
2 1

Lovastatin price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M2147 Mevinolin from Aspergillus sp. ≥98% (HPLC) 75330-75-5 25mg $200 2024-03-01 Buy
Sigma-Aldrich 438185 Lovastatin 75330-75-5 25mg $190 2024-03-01 Buy
Sigma-Aldrich 1370600 Lovastatin United States Pharmacopeia (USP) Reference Standard 75330-75-5 125mg $358 2024-03-01 Buy
TCI Chemical L0214 Lovastatin >98.0%(HPLC) 75330-75-5 5g $89 2024-03-01 Buy
TCI Chemical L0214 Lovastatin >98.0%(HPLC) 75330-75-5 25g $258 2024-03-01 Buy
Product number Packaging Price Buy
M2147 25mg $200 Buy
438185 25mg $190 Buy
1370600 125mg $358 Buy
L0214 5g $89 Buy
L0214 25g $258 Buy

Lovastatin Chemical Properties,Uses,Production

a cholesterol lowering agent

Lovastatin is a cholesterol lowering agent isolated from a strain of Aspergillus terreus.
Lovastatin is a white, nonhygroscopic crystalline powder that is insoluble in water and sparingly soluble in ethanol, methanol, and acetonitrile.
After oral ingestion, lovastatin, which is an inactive lactone, is hydrolyzed to the corresponding β-hydroxyacid form. This is a principal metabolite and an inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase. This enzyme catalyzes the conversion of HMG-CoA to mevalonate, which is an early and rate limiting step in the biosynthesis of cholesterol.

General description

Lovastatin is a hexahydro naphthalene ester isolated from Aspergillus terreus broth. It is an inactive lactone only yielding activity upon hydrolysis after oral administration. It has a strong competitive inhibition on the HMG-CoA reductase in the liver. HMG-CoA reductase is rate-limiting enzyme for de novo cholesterol synthesis in vivo. The inhibition of the enzyme can block the conversion of HMG-CoA to methacrylic acid, causing significant reduction in cholesterol synthesis, and leading to increased expression of the liver LDL receptor which promotes the plasma LDL-C clearance. The reduction of cholesterol synthesis can also cause reduced synthesis of liver ApoB100, thus causing that reduction of VLDL synthesis. Clinical observations show that it has a good effect of lowering of plasma total cholesterol and LDLC on hypercholesterolemia caused by various kinds of reasons such as heterozygous familial hypercholesterolemia, polygenic hypercholesterolemia, and diabetes or kidney disease syndrome.
Statins are the secondary metabolites of filamentous fungi. It is capable of selectively inhibiting the activity of HMG coenzyme A (HMG-CoA) reductase and blocking cholesterol biosynthesis, which is due to the similarity of its acid structure with HMG-CoA. These drugs currently used in humans (statin drugs, statins) are mainly either natural or synthetic statins. Natural statins include lovastatin, mevastatin, Pravastatin and simvastatin. Lovastatin is produced by the fermentation of Aspergillus terreus); mevastatin is produced through the fermentation of penicillium citrinum and further conversion by streptomyces carbophilus; Simvastatin is made by semi-synthesis (chemically modified side chains) through lovastatin. Synthetic statins include fluvastatin, cerivastatin and atorvastatin.

Structure of statin compound

Natural statin compounds is has very similar structure with each other. They have the same poly-ketone portion of hydroxy-hexahydro-cyclic with different side chains attached to C8 (R1) and C6 (R2) bits. R1 of lovastatin is methylbutyryl, R2 is 6-α-methyl; mevastatin has no 6-position methyl. Natural statin compounds are all in the form of lactone. They need to be hydrolyzed to acidic form before becoming active. Fully synthetic statin compound, although is structurally different from the natural statins but still have a lactone ring-opening portion which is the common structure of all statins which is responsible for its competitive inhibition on HMG-CoA reductase.

Active Mechanism

There are two main sources of plasma cholesterol; one is exogenous cholesterol absorbed from dietary; the other is form endogenous biosynthesis in vivo, wherein the endogenous cholesterol accounts for 2/3 of the total cholesterol which makes it the primary target of lipid-lowering therapy.
Cholesterol biosynthetic pathway in vivo starts from acetyl coenzyme. HMG-CoA is first generated by the HMG-CoA synthase, and then reduced into mevalonate by HMG-CoA reductase; then went through phosphorylation to generates farnesyl pyrophosphate; further reduced to turtle-ene which finally converts to cholesterol through 20 steps including lanosterol and chain sterols, wherein the conversion of HMG-CoA to mevalonate via HMG-CoA reductase is the rate-limiting step in cholesterol synthesis, making HMG-CoA reductase is the rate-limiting enzyme. Therefore, the inhibition of HMG-CoA reductase activity can reduce the formation of endogenous cholesterol. A part of lovastatin structure, 3,5-dihydroxy heptanoic acid is quite similar with HMG-CoA and its inhibitory effect is 10,000 times higher than HMG-CoA intermediate so that it can competitively bind with HMG-CoA reductase to inhibit the synthesis of mevalonate lactone, and thus effectively reducing the speed of cholesterol synthesis in liver cells and ultimately inhibiting the biosynthesis of endogenous cholesterol.

Medicinal Value

1. Regulation of Lipid Metabolism
Lovastatin inhibit the endogenous cholesterol synthesis by inhibiting its rate-limiting enzyme, HMG-CoA reductase. It lowers the intracellular cholesterol level and increases the number of LDL receptors on the cell surface through feedback action, thus accelerating the uptake and degradation of LDL particles in blood circulation and reducing the contents of total cholesterol and very low density lipoprotein (VLDL), LDL and triglycerides. Since the conversion of HMG-CoA into mevalonate is an early step in the cholesterol biosynthetic pathway, the use of lovastatin doesn’t cause accumulation of potentially toxic cholesterol-class substances. Moreover, HMG-CoA can quickly reverse metabolized to acetyl coenzyme A and participate in other biosynthetic pathways in vivo. The inhibition is incomplete, reversible and has dose-effect dependence. The therapeutic doses does not affect the amount of cholesterol required for normal function of cell membranes, therefore, lovastatin has a significant lipid-lowering effects with small side effects.
Overall, lovastatin takes effect mainly by the following aspects: (1) competitive inhibition of HMG-CoA reductase activity, reduction of endogenous cholesterol synthesis; (2) Increase the expression of LDL receptor in liver cells, enhance receptor-mediated plasma LDL clearance rate; (3) inhibit the migration and proliferation of smooth muscle cell; (4) reduce the assembly and secretion of lipoproteins in the liver.
2. Non-lipid function
In addition to its significant lipid-lowering effect, lovastatin can also improve endothelial function, promote the synthesis of nitric oxide synthase (eNOS), thereby increasing the synthesis and release of NO, which is crucial for the maintenance of normal human pulmonary artery tension and reversing the hypoxia-induced pulmonary vasoconstriction and vascular remodeling.
In addition, lovastatin has anti-inflammatory and anti-proliferative effect. It can inhibit the mesangial cell proliferation and secretion of extracellular matrix for achieving the purpose of alleviating glomerulosclerosis.
The above information is edited by the Chemicalbook of Dai Xiongfeng.

Biosynthesis

Acetate and propionic acid are went through condensation, reduction, dehydration to form diketone intermediate, the process is catalyzed by keto reductase (KR), alcohol reductase (ER) or methyltransferase (Met) and repeated once to form hexanone followed by the enzymatic Diels-Alder reaction to produce the skeleton of dicyclo-decalin. The dicyclo adduct is further extended into nine-ketone which is releases from polyketone synthase (PKS) to form 4a, 5-dihydro Monacolin L, 4a, 5-dihydro Monacolin L when can be converted to hydroxy-3,5-dihydro-3α-Monacolin L in the presence of molecular oxygen. The latter one can be spontaneously dehydrogenated to be converted into Monacolin L. Monacolin L, in the presence of molecular oxygen, has its C-8 be hydroxylated to become Mo Lin J. Inhibitory tests using metyrapone, carbon monoxide, and thiol agents proved that the enzyme involved in this reaction is a single oxygen dioxygenase. Monacolin J is esterified into lovastatin via (2R)-methylbutyrate.
the synthesis route of lovastatin
Figure 1 the synthesis route of lovastatin

Uses

It is used for treating heterozygous familial and non familial, secondary hyperlipidemia, namely diabetes and nephrotic syndrome secondary hypercholesterolemia. It can reduce the level of TC, LF, LDL-C, and increase the level of HDL-C, reduce the risk of myocardial infarction, unstable angina and the necessity for percutaneous transluminal coronary angioplasty (PTCA).

Metabolism

This product goes through gastrointestinal absorption after oral administration, F is 30%, and increases to 50% when taken together with food F; Tmax: 2~4h; T1/2: 3h, the original drug and metabolites PPB> 95%; it can penetrate the blood brain barrier and the placental barrier. It mainly metabolized by liver with the metabolic enzyme being CYP3A4. 60%~83% of it is excreted via bile, and 10% to 13% via the urinary excretion.

Precautions

Patients of being allergic to this drug, active hepatitis or unexplained elevated serum transaminases are forbidden to use, and so are the pregnant and lactating women. Patients of renal insufficiency or renal transplant should take with caution.
Drugs which can inhibit the CYP3A4 enzyme such as macrolide antibiotics, benzodiazepines class, phenoxy acids, and niacin cholesterol lowering agents, cimetidine and a large grapefruit juice can all increase the plasma concentration of lovastatin and its metabolites and increase the risk of rhabdomyolysis.
Check the liver function after treatment or increasing the dose for 6 to 12 weeks, and check once every six months in future. Check CPK in cases such as muscle pain symptoms, and stop using if CPK level reaches a level 10 times of the normal level.

Adverse reaction

Adverse reactions are mild, rate, transient, such as headache, fatigue, gastrointestinal reactions (bloating, constipation, diarrhea, abdominal pain, nausea, indigestion, etc.), and skin rash. In occasion case, there are occurrence of decrease in white blood cells, thrombocytopenia, and abnormal liver function.

Chemical property

White crystals, melting point: 174.5 °C (nitrogen). [α] D25 + 323 °(C = 0.5g, dissolved in 100ml acetonitrile). UV absorption maximum (methanol): 229,237,246nm (three ears 550, 6250, 430). Solubility at RT (mg /mL): acetone: 47, acetonitrile: 28, n-butanol: 7, i-butanol: 14, chloroform: 350, dimethylformamide: 90, ethanol: 16, methanol: 28, n-octanol: 2, n-propanol: 11, i-propanol: 20, water 0.4 × 10-3. Acute toxicity LD50 in mice (mg/kg): > 1000 Oral.

Uses

1. It is as a novel lipid regulating drugs-The inhibitor of HMG-CoA (β-hydroxy, β-methyl-glutaryl coenzyme A) reductase. It can significantly reduced serum total cholesterol level. After oral administration, it is hydrolyzed into corresponding β-hydroxy acid by 3-hydroxy-3-methylglutaryl coenzyme A reductase, and thus inhibiting the cholesterol biosynthesis. It is clinically used for treating heterozygous familial hypercholesterolemia, severe or mild hypercholesterolemia and light. It can also as an ancillary drug of dietary treatment for reducing the levels of excessively cholesterol and low-density protein cholesterol.
2. It is a cardiovascular systematic drug which can prevent the development of atherosclerosis and reduce the risk of myocardial infarction.

Production method

Lovastatin is produced by fermentation. Available species include: 1. Monescus ruber; 2. Monescus purpureus; 3. Monescus pilosus; 4. Aspergillus terreus; 5. Penicillium Citrunum.
When using Monescus ruber as the strain, the culture condition is as follows: 6% glucose, 2.5% peptone, 0.5% corn syrup, and 0.5% ammonium chloride. Strain in broth is grown in aerobic conditions at 28 °C for 10d. Filter and take 5 L filtrate; Use ethyl acetate (pH 3.0) for extraction. The extract was vacuum concentrated to dryness with the residue being dissolved in 100ml of benzene. Insoluble substances are further removed by filtration, wash the filtrate with 100ml 5% aqueous sodium carbonate twice, and then stir together with 100 mL 0.2mol/L sodium hydroxide solution at room temperature for 2h. The aqueous layer is collected, and be treated with 6 mol/L hydrochloric acid for adjusting pH to 3.0; Extract for twice with 100ml of ethyl acetate. Combine the extract and evaporate to dryness to give 260 mg oil. Dissolve oil-like product in a small amount of benzene; the obtained crystal is further re-crystallized by the mixture of acetone and water to give 87 mg of colorless lovastatin crystals, m.p. 157~159 °C (decomposition), [α] D23 + 307.6 ° (C = 1, methanol).

Description

Lovastatin is an orally-active hypocholesterolemic useful in the treatment of familial hypercholesterolemia. The drug acts by inhibiting the HMG-CoA reductase-catalyzed rate limiting step of cholesterol biosynthesis. While treatment with lovastatin leads to significant reductions in total and LDL cholesterol, its effect on atherosclerosis or coronary heart disease has not been established.

Chemical Properties

White Solid

Physical properties

Appearance: White, nonhygroscopic crystalline powder. Solubility: Insoluble in water (0.0004?mg/mL); sparingly soluble in ethanol, methanol, isobutanol, isopropanol, acetonitrile, n-propanol; soluble in acetone, N-dimethylformamide; freely soluble in chloroform. Melting point: 174.5?°C. Specific optical rotation: 25?°C for D (sodium) line, +323° (concentration 0.5? g in 100? ml acetonitrile). Stability: Lovastatin is sensitive to light. Following exposure to extreme light conditions, the drug is stable for 24?h or 1?month when exposed to UV (approximately 3230 lux) or fluorescent (approximately 10,764 lux) light, respectively, at 28?°C in air.

Originator

Merck (USA)

History

Statins are the most extensively used class of lipid-lowering medication. Lovastatin is the second statin discovered by scientists.
Later, the official name lovastatin was established. The activity of lovastatin is much better than compactin.
In July 1982, lovastatin showed dramatic effects on lowering LDL cholesterol in patients with severe hypercholesterolemia who were unresponsive to the existedmedicines, with very few adverse reactions .

Uses

Cardiovascular

Uses

anti-hyperlipoproteinemic, 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitor

Uses

antiarrhythmic

Uses

Lovastatin (mevinolin) is a metabolite first isolated from Monascus ruber and later found in several other fungal species. Lovastatin is a potent inhibitor of HMG-CoA. HMG-CoA reductase is the rate-controlling enzyme of the mevalonate pathway, responsible for the biosynthesis of cholesterol. Lovastatin was developed as a drug as a hypolipemic agent.

Uses

An antihypercholesterolemic agent. A fungal metabolite, which is a potent inhibitor of HMG-CoA reductase

Indications

Hypercholesterolemia, combined hyperlipidemia.

Definition

ChEBI: Lovastatin is a fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom). It has a role as an Aspergillus metabolite, a prodrug, an anticholesteremic drug and an antineoplastic agent. It is a polyketide, a statin (naturally occurring), a member of hexahydronaphthalenes, a delta-lactone and a fatty acid ester. It is functionally related to a (S)-2-methylbutyric acid and a mevastatin.

Manufacturing Process

1) Coniothyrium fuckelii ATCC 74227 was grown in a sterilizable fermentation apparatus with a volume of 15 L. The apparatus was equipped with an agitator, aerator, pH control system, dissolved oxygen control system, and a pump and feed system designed to allow the sterile addition of glucose solutions. The pH was controlled by the automatic addition of ammonium hydroxide or phosphoric acid to maintain the pH of the culture medium constant at 5.0. Periodically, the fermentation broth was sampled, measured for glucose concentration and an addition of glucose was made manually to maintain a concentration of glucose at approximately 2-5 g/L. After 192 hours of growth under these conditions, the concentration of biomass reached 65 g/L and the concentration of Lovastatin reached 102 mg/L.
2) A further medium for the growth of Coniothyrium fuckelii ATCC 74227, has the following composition: Glucose 12%, Peptone 1%, (NH4)2SO4 0.4%, MgSO4 · 7H2O 0.05%, P 2000 0.1% (Antifoam agent), L-isoleucine 0.2-1.5%, L-aspartic acid 0.2-1.5%. The fermentation was carried out as before.
With this medium, the lovastatin concentration was 430 mg/L.

brand name

Altoprev (Andrx); Mevacor (Merck).

Therapeutic Function

Antihyperlipidemic

General Description

Lovastatin, 2-methylbutanoic acid 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester, mevinolin,MK-803 (Mevacor) (formerly called mevinolin), is a potentinhibitor of HMG-CoA. The drug was obtained originallyfrom the fermentation products of the fungi Aspergillus terreusand Monascus ruber. Lovastatin was one of two originalHMG-CoA reductase inhibitors. The other drug, mevastatin(formerly called compactin), was isolated from cultures ofPenicillium cillium citrum. Mevastatin was withdrawn fromclinical trials because it altered intestinal morphology in dogs.This effect was not observed with lovastatin. For inhibitoryeffects on HMG-CoA reductase, the lactone ring must be hydrolyzedto the open-ring heptanoic acid.

Biological Activity

Potent, competitive inhibitor of HMG-CoA reductase (K i = 0.6 nM) therefore decreases cholesterol biosynthesis, in vitro and in vivo . Decreases CDK2, 4, 6 and cyclin E levels and induces G1 arrest and apoptosis in tumor cell lines in vitro .

Pharmacology

Lovastatin is an inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMG-CoA reductase), an enzyme that catalyzes the conversion of HMG-CoA to mevalonate , a rate-determining step of cholesterol biosynthesis. Lovastatin is metabolized as a prodrug into an active form, lovastatin acid. Lovastatin acid is a reversible competitive inhibitor for HMG-CoA.
However, the reduction in plasma cholesterol by statins is not only due to reduction in cholesterol biosynthesis. .
In addition to their lipid-lowering properties, statins produce several nonlipidrelated properties, include decreasing levels of high-sensitivity C-reactive protein (hsCRP), improving endothelial function, reducing inflammation at the site of the atherosclerotic plaque, inhibiting platelet aggregation, anticoagulant, etc. .

Clinical Use

The primary uses of lovastatin are the treatment of dyslipidemia and the prevention of cardiovascular disease. It is recommended to be used only when other approaches such as diet, exercise, and weight reduction have not improved the cholesterol profile (“Lovastatin”. The American Society of Health-System Pharmacists. Retrieved 3 April 2011.). Lovastatin is useful in treating hypercholesterolemia and combined hyperlipidemia. However, lovastatin is not effective in treatment of receptornegative homozygous familial hypercholesterolemia .

Side effects

Lovastatin's common side effects are listed in approximately descending order of occurrence frequency: creatine phosphokinase elevation, flatulence, abdominal pain, constipation, diarrhea, muscle aches or pains, nausea, indigestion, weakness, blurred vision, rash, dizziness, and muscle cramps. As with all statin drugs, it can rarely cause myopathy, hepatotoxicity (liver damage), dermatomyositis, or rhabdomyolysis.

storage

Store at RT

References

1) Alberts et al. (1988), Discovery, biochemistry and biology of lovastatin;? Am. J. Cardiol., 62 10J 2) Hancock et al. (1989), All ras proteins are polyisoprenylated but only some are palmitoylated;? Cell, 57 1167 3) Park et al. (1999), Lovastatin-induced inhibition of HL-60 cell proliferation via cell cycle arrest and apoptosis;? Anticancer Res., 19 3133 4) Vilimanovich et al. (2015), Statin-mediated inhibition of cholesterol synthesis induces cytoprotective autophagy in human leukemic cells;? Eur. J. Pharmacol., 765 415 5) Tobert et al. (1988), Efficacy and long-term adverse effect pattern of lovastatin;? Am. J. Cardiol., 62 28J

Lovastatin Preparation Products And Raw materials

Global( 576)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Yanxi Chemical Co., Ltd.
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View Lastest Price from Lovastatin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Lovastatin pictures 2024-03-01 Lovastatin
75330-75-5
US $0.00-0.00 / KG 1KG 0.02%-2% HPLC 1000KG Changsha Staherb Natural Ingredients Co., Ltd.
Monacolin K pictures 2024-03-01 Monacolin K
75330-75-5
US $0.00-0.00 / kg 1kg 0.02%-2% HPLC 1000kg Changsha Staherb Natural Ingredients Co., Ltd.
Lovastatin pictures 2024-01-04 Lovastatin
75330-75-5
US $0.00-0.00 / kg 1kg 99%, Single impurity<0.1 1 ton Nanjing Fred Technology Co., Ltd
  • Lovastatin pictures
  • Lovastatin
    75330-75-5
  • US $0.00-0.00 / KG
  • 0.02%-2% HPLC
  • Changsha Staherb Natural Ingredients Co., Ltd.
  • Monacolin K pictures
  • Monacolin K
    75330-75-5
  • US $0.00-0.00 / kg
  • 0.02%-2% HPLC
  • Changsha Staherb Natural Ingredients Co., Ltd.
  • Lovastatin pictures
  • Lovastatin
    75330-75-5
  • US $0.00-0.00 / kg
  • 99%, Single impurity<0.1
  • Nanjing Fred Technology Co., Ltd

Lovastatin Spectrum

SiMvastatin EP IMpurity E 8-[2-(4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-nap 6alpha-Methylcompactin Mevinolin Monacolin K )ethyl]-1-naphthalenylester [1s-[1alpha(r*),3alpha,7beta,8beta(2s*,4s*),8abeta]]-2-methylbutanoicacid1,2, 1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobuty 2-methyl-,1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tetrahydro-butanoicaci 3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2h-pyran-2-yl 8-[2-(4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethy l]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthal Lovastatin, USP 5-(4-broMophenyl)-1,2-thiazole Lovastatin-d9 (Mixture of stereoisoMers) Lovastatin API Mevinolin 6alpha-Methylcompactin Monacolin K 8-[2-(4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphth Mevinolin, 6-alpha-Methylcompactin Mevinolin, Monacolin K, L 154803, MB 530B, MSD 803 Lovastatin (Mevacor) Lovastatin for peak identification [8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2-methylbutanoate [8-[2-(4-hydroxy-6-oxo-tetrahydropyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2-methylbutanoate 2-methylbutanoic acid [8-[2-(4-hydroxy-6-oxo-2-tetrahydropyranyl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 8-[2-(4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methylbutanoate (2S)-2-methyl-butanoic acid (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester 3r,7s,8s,8ar)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[2r,4r)-tetrahydro-(1 4-hydroxy-6-oxo-2h-pyran-2-yl)ethyl)-1-naphthalenylester,(1s-(1-alpha-(r*),3 4-hydroxy-6-oxo-2h-pyran-2-yl]ethyl]-1-naphthalenyl(s)-2-methyl-butyrate mevlor msd803 oxy)-1-naphthaleneheptanoicaciddelta-lactone LOVASTIN LOVALIP LOVASTATIN MEVACOR MEVINACOR (2S)-(1S,3R,7S,8S,8AR)-1,2,3,7,8,8A-HEXAHYDRO-3,7-DIMETHYL-8-[2-[(2R,4R)-TETRAHYDRO-4-HYDROXY-6-OXO-2H-PYRAN-2-YL]ETHYL]-1-NAPHTHALENYL-2-METHYL BUTANOATE 2BETA,6ALPHA-DIMETHYL-8ALPHA-(2-METHYL-1-OXOBUTOXY)MEVINIC ACID LACTONE 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2h-pyran-2-yl)ethyl]-1-naphthalenyl 2-methylbutanoate 6-A-METHYLCOMPACTIN 6ALPHA-METHYLCOMPACTIN MK-803 (S)-2-METHYL-BUTYRIC ACID (1S,3R,7S,8S,8AR)-8-[2-((2R,4R)-4-HYDROXY-6-OXO-TETRAHYDRO-PYRAN-2-YL)-ETHYL]-3,7-DIMETHYL-1,2,3,7,8,8A-HEXAHYDRO-NAPHTHALEN-1-YL ESTER Lovastatin USP24 LOVASTATIN MM(CRM STANDARD) LOVASTATIN USP(CRM STANDARD) RedYeastRice LovastatinC24H3605 Lovastatine MK-803, Lovalip, Mevacor, Mevinacor Butanoic acid, 2-methyl-, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-2-(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-ylethyl-1-naphthalenyl ester, (2S)- 2-methyl-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2h-pyran-2-yl)ethyl]-1-naphthalenyl ester butanoic acid mevinolin from aspergillus sp. LOVASTATIN(PATENT-NOSUPPLY) MEVINOLIN / LOVASTATIN / MK-803 LOVASTATIN,MEVINOLIN (S)-((1S,3R,7S,8S,8AR)-8-(2-((2R,4R)-4-HYDROXY-6-OXO-TETRAHYDRO-2H-PYRAN-2-YL)ETHYL)-3,7-DIMETHYL-1,2,3,7,8,8A-HEXAHYDRONAPHTHALEN-1-YL) 2-METHYLBUTANOATE Sivlor [(1S,3R,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate