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Lovastatin

SKU
L-1043
  • CAS:75330-75-5
  • Formula:C24H36O5
  • MW:404.55 Da
  • Appearance:White powder
  • Purity:≥98% (HPLC)

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SDS
CofA
Product Name Qty
Lovastatin
50 mg
$117.30
Lovastatin
10 mg
$66.29
Lovastatin
100 mg
$203.99
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Description

Lovastatin (also known as mevinolin or MK-803) is a cell-permeable inhibitor of hydroxymethylglutaryl coenzyme A reductase (HMG-CoA reductase) derived from Aspergillus terreus. By inhibiting HMG-CoA reductase, lovastatin impedes biosynthesis of mevalonic acid. This effect, in turn, reduces the synthesis of cholesterol in the human body.

Applications

Lovastatin is used in clinical medicine as a treatment for high cholesterol levels in the bloodstream. It can also be used to reduce the risk of atherosclerosis or to slow the progression of the condition in patients who have already developed it. Recent research into lovastatin and statin drugs in general has focused heavily on the adverse effects of these drugs on skeletal muscle and tendon tissues.

 

More Information
Alternate Name/Synonyms
mevinolin; Mevacor; Lovalip; Monacolin K; Altoprev; Lovalord; Mevinacor; Nergadan; Altocor; Artein
SKU
L-1043
CAS #
75330-75-5
Chemical 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] (2S)-2-methylbutanoate
Chemical Formula
C24H36O5
Molecular Weight
404.55 Da
Appearance
White powder
Purity
≥98% (HPLC)
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
Melting Point
175.4 °C
Storage Temp
-20°C
THERAPEUTIC AREA
Cardiological disorders, Metabolic disorders
USE
Lovastatin inhibits HMGCR (3-hydroxy-3-methylglutaryl coenzyme A reductase), blocking the enzyme-catalyzed transformation of 3-hydroxy-3-methylglutaryl CoA into mevalonate. The biosynthesis of cholesterol requires mevalonate as a building block and elimination of mevalonate generation subsequently interrupts cholesterol synthesis, leading to a reduction of circulating low-density lipoproteins. Lovastatin demonstrates arrest of the cell cycle at the G1 phase in bladder carcinoma T24 cells expressing activated p21ras oncoprotein - the posttranslational isoprenylation of the p21ras with mevalonate is crucial for translocation and membrane adhesion of the protein, and blockade of this modification by Lovastatin-induced depletion of cellular mevalonate leads to suspension of cell progress. The signaling activity of epidermal growth factor (EGF) and insulin-like growth factor (IGF-I) are similarly affected by impairment of mevalonate-dependent protein prenylation. Induction of apoptosis by Lovastatin in malignant mesothelioma cells is also ascribed to the inhibition of mevalonate synthesis and posttranslational protein modifications.
Merck Index
13.5608.2001
MDL NUMBER
MFCD00072164
CHEMACX
X1000555-1
INCHI
PCZOHLXUXFIOCF-BXMDZJJMSA-N
SMILES
CC[C@H](C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O)C
Peptide sequence
Not Applicable
RTECS
EK7907000
UN #'S
Not Applicable
PACKING GROUP
Not Applicable
HAZARD CLASS
Not Applicable
Handling
Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation
Certificate of Analysis 1
L-1043, H1179C.pdf
Certificate of Analysis 2
L-1043, H1179B.pdf
Certificate of Analysis 3
L-1043, H1179A.pdf
GHS PICTOGRAMS
Handling Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation
UN #'S Not Applicable
Packing Group Not Applicable
Citations Crosstalk between cytosolic and plastidial pathways of isoprenoid biosynthesis in Arabidopsis thaliana
A combination of three distinct trafficking signals mediates axonal targeting and presynaptic clustering of GAD65
Consumption of oxygen: a mitochondrial-generated progression signal of advanced cancer
Statin compounds reduce human immunodeficiency virus type 1 replication by preventing the interaction between virion-associated host intercellular adhesion molecule 1 and its natural cell surface ligand LFA-1
Dietary Monascus adlay supplements facilitate suppression of cigarette smoke-induced pulmonary endoplasmic reticulum stress, autophagy, apoptosis and emphysema-related PLGF in the rat
Lovastatin inhibits oxidized L-A-phosphatidylcholine B-arachidonoyl-gamma-palmitoyl (ox-PAPC)-stimulated interleukin-8 mRNA and protein synthesis in human aortic endothelial cells by depleting stores of geranylgeranyl pyrophosphate
PAF-receptor antagonists, lovastatin, and the PTK inhibitor genistein inhibit H2O2 secretion by macrophages cultured on oxidized-LDL matrices
The orphan nuclear receptor DAX-1 functions as a potent corepressor of the constitutive androstane receptor (NR1I3)
Transcytotic efflux from early endosomes is dependent on cholesterol and glycosphingolipids in polarized hepatic cells
Herbivore-induced terpenoid emission in Medicago truncatula: concerted action of jasmonate, ethylene and calcium signaling
The YTA7 gene is involved in the regulation of the isoprenoid pathway in the yeast Saccharomyces cerevisiae
Dynamics of increased neutrophil adhesion to ICAM-1 after contacting immobilized IL-8
Specificity of anion binding in the substrate pocket of bacteriorhodopsin
Reduction of protein synthesis and statin-induced cardiomyocyte cell death
Lovastatin inhibits phenylephrine-induced ERK activation and growth of cardiac
Lovastatin Inhibits Phenylephrine-Induced ERK Activation and Growth of Cardiac Myocytes
Determination of lovastatin hydroxy acid in female B6C3F1 mouse serum
The association between RhoB and caspase-2: changes with lovastatin-induced apoptosis
Cytoskeletal actin degradation induced by lovastatin in cardiomyocytes is mediated through caspase-2
Lovastatin Induces Cell Death in Cardiomyocytes that Is Not Reversible by Coenzyme Q 10
The Role of ERK1/2 in the Progression of Anti-Androgen Resistance of MtDNA Deficient Prostate Cancer
A predictive model for transcriptional control of physiology in a free living cell
A transcription network of interlocking positive feedback loops maintains intracellular iron balance in archaea
Two transcription factors are necessary for iron homeostasis in a salt-dwelling archaeon
General transcription factor specified global gene regulation in archaea
Sense overlapping transcripts in IS1341-type transposase genes are functional non-coding RNAs in archaea
Development of New Modular Genetic Tools for Engineering the Halophilic Archaeon Halobacterium salinarum
Monascus Adlay and Monacolin K Attenuates Arterial Thrombosis in Rats through the Inhibition of ICAM-1 and Oxidative Stress
Anticancer effects of Chinese red yeast rice versus monacolin K alone on colon cancer cells
Selective Ah receptor modulators attenuate NPC1L1-mediated cholesterol uptake through repression of SREBP-2 transcriptional activity
Autophagy coupled to translation is required for long-term memory
The ribbon-helix-helix domain proteins CdrS and CdrL regulate cell division in archaea
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