Structure via PubChem · Public domain (PubChem)
Simvastatina
Sign in to saveAlso known as MK-733, Zocor®, Zocor, 2,2-dimethylbutyric 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)tetrahydro-4-hydroxy-2H-pyran-2-one, Simvastatin, Cholestat, Sinvacor, Simcor
derivato sintetico di un prodotto di fermentazione di Aspergillus terreus, appartenente alla famiglia delle statine
OverviewAI-generated
Simvastatin is a chemical compound with the formula C₂₅H₃₈O₅. It has a mass of 418.272 and a weight of 418.6. The substance possesses a charge of 0, an xlogp value of 4.7, and a topological polar surface area of 72.8. Its molecular structure includes one hydrogen bond donor and five hydrogen bond acceptors.
The defined daily dose for simvastatin is 30. The compound is referenced by 462 other encyclopedia articles.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C25H38O5
- Molecular weight
- 418.6 g/mol
- 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] 2,2-dimethylbutanoate
- SMILES
- CCC(C)(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
- InChIKey
- RYMZZMVNJRMUDD-HGQWONQESA-N
- XLogP
- 4.7
- Polar surface area
- 72.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1991
- Admin. routes
- oral
- Indications
- chronic obstructive pulmonary disease, Disorder of lipid metabolism, Hypercholesterolemia, atrial fibrillation
via ChEMBL · EBI
Research
13,209 papers- Simvastatin-Incorporated Drug Delivery Systems for Bone Regeneration.ACS biomaterials science & engineering · 2021
- Repurposing simvastatin in cancer treatment: an updated review on pharmacological and nanotechnological aspects.Naunyn-Schmiedeberg's archives of pharmacology · 2024
- Niacin extended-release/simvastatin.Drugs · 2008
- Simvastatin interactions with other drugs.Expert opinion on drug safety · 2012
- Ezetimibe/Simvastatin: a review of its use in the management of hypercholesterolemia.American journal of cardiovascular drugs : drugs, devices, and other interventions · 2004
via PubMed
Wikidata facts
- Subclass of
- statin
- Has part
- carbon
- Mass
- 418.272
- Has use
- medication
Show 11 more facts
- significant drug interaction
- posaconazole
- chemical formula
- C₂₅H₃₈O₅
- medical condition treated
- lipedema
- isomeric SMILES
- CCC(C)(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
- canonical SMILES
- CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C
- World Health Organisation international non-proprietary name
- simvastatin
- Commons category
- Simvastatin
- defined daily dose
- 30
- subject has role
- essential medicine
- physically interacts with
- 3-hydroxy-3-methylglutaryl-CoA reductase
- legal status (medicine)
- boxed warning
Sources (9)
via Wikidata · CC0
Article · Italiano
Simvastatina è un composto, un derivato sintetico di un prodotto di fermentazione di Aspergillus terreus, appartenente alla famiglia delle statine, che viene impiegato in associazione alla dieta, all'esercizio fisico ed alla ricerca della perdita di peso per ridurre l'ipercolesterolemia, trattare le condizioni associate e prevenire la malattia cardiovascolare. In Italia il farmaco è venduto dalla società farmaceutica Sigma-Tau con il nome commerciale Sivastin e da Merck & Co. con il nome di Zocor.A seguito della scadenza dei brevetti viene inoltre commercializzato da numerose altre società farmaceutiche come medicinale generico.
Abstract from DBpedia / Wikipedia · CC BY-SA