simvastatin acid (BioCAD00000774908)

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Metabolite Card

Formula: C25H39O6 (435.2746)
SMILES: CCC(C)(C)C(=O)O[C@H]2(C[C@@H](C)\C=C1(\C=C/[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC([O-])=O)O)[C@H]12))

Synonyms [en]

simvastatin acid; active simvastatin; mevinolinate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

simvastatin acid. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000774908). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

|FRAME: CPD66-18 "Simvastatin acid"| is a semisynthetic analog of |FRAME: CPD-16924 lovastatin|, a fungal polyketide produced by the filamentous fungus |FRAME: TAX-33178|. Both compounds are pharmaceutically important because of their potent inhibitory activity toward the enzyme |FRAME: EC-1.1.1.34| (HMGR), which catalyzes the reduction of |FRAME: 3-HYDROXY-3-METHYL-GLUTARYL-COA| to |FRAME: MEVALONATE|, the rate-limiting step in |FRAME: CHOLESTEROL| biosynthesis. Simvastatin is more effective in treating hypercholesterolemia that lovastatin.In 2005, simvastatin was the second-best-selling drug in the United States, with annual sales exceeding $4.5 billion.Simvastatin is provided in its |FRAME: CPD66-17 "lactone form"| (Zocor). Following ingestion, hydrolysis of the lactone ring results in the active form of the drug, |FRAME: CPD66-18|.

Entity Information

DBLinks

  • CAS Registry Number:
  • PubChem CID:
  • ChEBI:
  • HMDB:
  • LipidMaps:
  • KEGG:
  • BioCyc: CPD66-18
  • NCBI MeSH:
  • Wikipedia:
Other DBLinks
  • BioCyc: CPD66-18

Class / Ontology

Metabolic Network
ID EC Number Name
BioCyc:RXN-15722 2.3.1.- CPD-16908 + CPD0-1720<=>CPD66-18 + CPD-16950
BioCyc:RXN66-332 Simvastatin hydrolysis
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Organism Source

Taxonomy Source

Pathway Synthetic

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