CAS 75330-75-5

Lovastatin

Description:

Lovastatin is a naturally occurring statin, primarily used as a cholesterol-lowering medication. It is derived from the fermentation of the fungus Aspergillus terreus. The chemical structure of lovastatin features a hexahydronaphthalene ring and a lactone moiety, which is crucial for its biological activity. As a competitive inhibitor of HMG-CoA reductase, an enzyme involved in cholesterol biosynthesis, lovastatin effectively reduces levels of low-density lipoprotein (LDL) cholesterol in the bloodstream. It is typically administered orally and is known for its relatively good bioavailability, although it undergoes significant first-pass metabolism in the liver. Lovastatin is also associated with various side effects, including muscle pain and liver enzyme elevation, necessitating regular monitoring during treatment. Additionally, it may interact with other medications, highlighting the importance of a comprehensive medical history before initiation. Overall, lovastatin plays a significant role in managing hyperlipidemia and reducing the risk of cardiovascular diseases.

Formula: C₂₄H₃₆O₅

InChI: InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1

InChI key: InChIKey=PCZOHLXUXFIOCF-BXMDZJJMSA-N

SMILES: O(C([C@H](CC)C)=O)[C@@H]1[C@]2(C(C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)=C[C@H](C)C1)[H]

Synonyms:

• (1S,3R,7S,8S)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-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-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
• 6α-Methylcompactin
• 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
• Altocor
• Altoprev
• Antibiotic MB 530B
• 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-yl]ethyl]-1-naphthalenyl ester, (2S)-
• Butanoic acid, 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, [1S-[1α(R*),3α,7β,8β(2S*,4S*),8aβ]]-
• L 154803
• Lestric
• Lostatin
• Lovacard
• Lovalip
• Lovastatin lactone
• Lovastation
• Lovastin
• Lovex
• Mevacor
• Mevinacor
• Mevinolin
• Mevlor
• Mk 803
• Monacolin K
• Monacolin K lactone
• Msd 803
• Msd803
• NSC 633781
• Oxy)-1-Naphthaleneheptanoicaciddelta-Lactone
• Red Yeast Rice P.E

Lovastatin

CAS: 75330-75-5

HMG-CoA reductase inhibitor; mevalonic acid synthesis inhibitor

Formula: C₂₄H₃₆O₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 404.54 g/mol

Ref: 3D-FH24950

Lovastatin-d9 (Mixture of Diastereomers)

Controlled Product

CAS: 75330-75-5

Applications Lovastatin-d9, is the labeled analogue of Lovastatin (L472225), an antihypercholesterolemic agent. A fungal metabolite, which is a potent inhibitor of HMG-CoA reductase.
References Bilheimer, D.W., et al.: Proc. Nat. Acad. Sci. USA, 80, 4124 (1983),

Formula: C₂₄H₂₇D₉O₅

Color and Shape: Neat

Molecular weight: 413.6

Ref: TR-L472228

Lovastatin

CAS: 75330-75-5

Color and Shape: Neat

Ref: 61-FOR0050.00