product information
(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
CAS number: 75330-75-5
Groups: All Chemicals
Information:
http://en.wikipedia.org/wiki/Lovastatin

IUPAC Name: [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-d
imethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

CAS Number: 75330-75-5

Chemical Formula: C24H36O5

Synonyms: 1,2,6,7,8,8A-Hexahydro-beta,delta-dihydroxy-2,6-dimethyl-8-(2-methyl-1
-oxobutyoxy)-1-naphthaleneheptanoic acid delta-lactone, 1cqp, (1S-(1alpha(R*),3alpha,7beta,8beta(2S*,4S*),8abeta))-2-Methylbutanoic
acid 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, (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 (S)-2-met
hyl-butyrate, [(1S,3R,7S,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, [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-d
imethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate, (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-y
l]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-met
hylbutanoate, [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-tetrahydropyran-2-yl]
ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-meth
ylbutanoate, 2beta,6alpha-Dimethyl-8alpha-(2-methyl-1-oxobutoxy)-mevinic acid lacto
ne, 2-Methyl-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydrox
y-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester butanoic acid, (2S)-2-Methylbutanoic 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]ethy
l]-1-naphthalenyl ester, (2S)-2-methylbutyric acid [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6
-keto-tetrahydropyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydron
aphthalen-1-yl] ester, 6 alpha-Methylcompactin, 6-alpha-Methylcompactin, 6alpha-Methylcompactin, 6-Methylcompactin, 71949-96-7, 74133-25-8, 75330-75-5, 81739-26-6, ACon0_000534, ACon1_000390, Advicor, AIDS059059, AIDS-059059, Altocor, Altoprev, Artein, BB_NC-1457, Belvas, BPBio1_000519, BRN 3631989, BSPBio_000471, BSPBio_001265, BSPBio_003346, Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(te
trahydro-4-hydroxy-6-- oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester,
(1S-(1alpha(R*),3alpha,7beta,8beta(2S*,4S*),8abeta))-, Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(te
trahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1
S-(1-alpha-(R*),3-alpha,7-beta,8-beta-(2S*,4S*),8a-beta))-, Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(te
trahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1
S-(1alpha(R*),3alpha,7beta,8beta(2S*,4S*),8abeta))-, Butanoic acid, 2-methyl-,1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tet
rahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester,(1S-
(1alpha(R*),3alpha,7beta,8beta(2S*,4S*),8abeta)), Butanoic acid, 2-methyl-, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7
-dimethyl-8-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naph
thalenyl ester, (2S)-, C07074, C24H36O5, CHEBI:40303, Cholestra, CID53232, Closterol, Colevix, D00359, DB00227, DivK1c_001032, Hipolip, Hipovastin, HSDB 6534, IDI1_001032, KBio1_001032, KBio3_002848, L-154803, Lestatin, Lipdip, Lipivas, Lipofren, Liposcler, Lovalip, Lovalord, lovastatin, Lovastatina [Spanish], Lovastatine [French], Lovastatinum [Latin], Lovastatin [USAN:BAN:INN], Lovastatin (USP/INN), Lovasterol, Lovastin, Lozutin, LS-46359, M2147_SIGMA, MEGxm0_000398, Mevacor, Mevacor (TN), Mevinacor, mevinolin, Mevinolin from Aspergillus sp., Mevlor, MK 803, MK-803, ML-530B, MLS000069585, MLS001055358, Monacolin K, Monakolin K, MSD 803, NCGC00023509-03, NCGC00023509-04, NCGC00023509-05, NCGC00023509-06, NCGC00023509-07, NCGC00023509-08, nchembio742-comp5, nchembio790-comp14, nchembio869-comp12, Nergadan, NINDS_001032, Paschol, Prestwick0_000516, Prestwick1_000516, Prestwick2_000516, Prestwick3_000516, Prestwick_819, Rextat, Rodatin, Rovacor, (S)-2-Methyl-butyric acid (1S,3R,7S,8S,8aR)-8-[2-((3R,5R)-4-hydroxy-6-
oxo-tetrahydro-pyran-2-yl)-ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydron
aphthalen-1-yl ester, (S)-2-Methylbutyric acid, 8-ester with (4R,6R)-6-(2-((1S,2S,6R,8S,8aR)
-1,2,6,7,8,8a-hexahydro-8-hydroxy-2,6-dimethyl-1-naphthyl)ethyl)tetrah
ydro-4-hydroxy-2H-pyran-2-one, Sivlor, SMR000058779, SMR000673570, SPBio_002392, SPECTRUM1503977, Spectrum3_001873, Spectrum5_001294, Taucor, Tecnolip, Teroltrat, ZINC03812841

Product Info: Cholesterol-lowering drugs, like Merck's lovastatin, are a huge industry. Pfizer's Lipitor is the world's top drug, with sales last year of more than $10 billion. And as a class, cholesterol- and triglyceride-lowering drugs were the world's top category in 2004, with sales exceeding $30 billion, according to IMS Health, a pharmaceutical market research firm.

Cholesterol is an essential blood component that is present in all body cells. In particular, cholesterol serves to build the cell membranes of the nerves and is found along the nervous system. The body acquires cholesterol through diet or creates it in the liver. Critics of statin drugs claim that because cholesterol is essential to life, it is perilous to artificially alter its level in the blood.

Statins do induce a number of undesirable side effects in a minority of patients. Former astronaut Duane E. Graveline wrote a book in which he blamed Lipitor for episodes of memory loss. Statins may also set off muscle disorders such as myositis or rhabdomyolysis. Myositis may cause no more than muscle pain, but rhabdomyolysis is a form of muscle breakdown that can be fatal. Bayer agreed to remove its statin Baycol from the market in 2001 after it was linked to more than 50 cases of rhabdomyolysis.

Lovastatin: A lactone metabolite isolated from the fungus Aspergillus terreus with cholesterol-lowering and potential antineoplastic activities. Lovastatin is hydrolyzed to the active beta-hydroxyacid form, which competitively inhibits 3-hydroxyl-3-methylgutarylcoenzyme A (HMG-CoA) reductase, an enzyme involved in cholesterol biosynthesis. In addition, this agent may induce tumor cell apoptosis and inhibit tumor cell invasiveness, possibly by inhibiting protein farnesylation and protein geranylgeranylation, and may arrest cells in the G1 phase of the cell cycle. The latter effect sensitizes tumor cells to the cytotoxic effects of ionizing radiation
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