Structured Summary
Abstract
A fungal metabolite isolated from cultures of Aspergillus terreus. The compound is a potent anticholesteremic agent. It inhibits 3-hydroxy-3-methylglutaryl coenzyme A reductase (HYDROXYMETHYLGLUTARYL COA REDUCTASES), which is the rate-limiting enzyme in cholesterol biosynthesis. It also stimulates the production of low-density lipoprotein receptors in the liver.
Chemical Identity
Chemical Information
- Molecular Formula
- C24H36O5
- Molecular Weight
- 404.5 g/mol
- CAS Registry No.
- 75330-75-5
- IUPAC 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
- InChIKey
- 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
- MeSH Unique ID
- D008148
- Source
- PubChem CID 53232
MeSH Record
Classification
Broader headings
Narrower headings
Related Concepts
Knowledge Graph
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Drug Class
Pharmacological Action
MeSH Record
Synonyms
13 entry terms
- 6-Methylcompactin
- Mevinolin
- Monacolin K
- 6 Methylcompactin
- Lovastatin, (1 alpha(S*))-Isomer
- Lovastatin, 1 alpha-Isomer
- MK-803
- Mevacor
- 1 alpha-Isomer Lovastatin
- Lovastatin, 1 alpha Isomer
- MK 803
- MK803
- alpha-Isomer Lovastatin, 1
MeSH Record
Aspects Covered
28 allowable subheadings
Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.
MeSH Record
History Note
88; for MONACOLIN K use LOVASTATIN (NM) 1980-98
MeSH Record
Previous Indexing
- Anticholesteremic Agents (1966-1987)
- Hydroxymethylglutaryl CoA Reductases/antagonists & inhibitors (1977-1987)
- Naphthalenes (1966-1987)
MeSH Hierarchy
Tree Numbers
AMA Style
References
- National Library of Medicine. Lovastatin. Medical Subject Headings (MeSH). 2026. Unique ID D008148. http://id.nlm.nih.gov/mesh/2026/D008148
- Lovastatin. In: Wikipedia. https://en.wikipedia.org/wiki/Lovastatin
- Lovastatin. In: Wikidata. https://www.wikidata.org/wiki/Q417740
- Lovastatin. In: PubChem Compound. CID 53232. https://pubchem.ncbi.nlm.nih.gov/compound/53232