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Key Documents

SML0038

Sigma-Aldrich

Fluvastatin sodium hydrate

≥98% (HPLC)

Synonym(s):

(±)-(3R*,5S*,6E)-7-[3-(4-Fluorophenyl)-1-(1-methyethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid sodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C24H25FNO4 · Na · xH2O
CAS Number:
Molecular Weight:
433.45 (anhydrous basis)
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

H2O: ≥9 mg/mL

originator

Novartis

storage temp.

2-8°C

SMILES string

O.[Na+].CC(C)n1c(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)c(-c2ccc(F)cc2)c3ccccc13

InChI

1S/C24H26FNO4.Na.H2O/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30;;/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30);;1H2/q;+1;/p-1/b12-11+;;/t18-,19-;;/m1../s1

InChI key

KKEMYLLTGGQWCE-PMRANXHDSA-M

Application

Fluvastatin sodium hydrate has been used:
  • to examine its effect on β -glucan-induced training on immunity
  • to investigate the effect of statins on the number of uncoupling protein 1 (UCP1)+ cells
  • to determine its effect on insulin degrading enzyme (IDE) secretion from astrocytes
  • to treat and study its effect on human umbilical vein endothelial cells (HUVECs) in vitro

Fluvastatin sodium hydrate has been used:
  • to test its anti-hepatitis C virus (HCV) activity
  • as a cholesterol inhibitor
  • to study its effects on β-glucan-induced monocyte immune training

Biochem/physiol Actions

Fluvastatin has antifungal activity.
Fluvastatin is a competitive inhibitor of hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase, the enzyme that catalyzes the conversion of HMG-CoA to mevalonic acid, the rate-limiting step in cholesterol biosynthesis. Fluvastatin is antilipemic and is used to reduce plasma cholesterol levels and prevent cardiovascular disease.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kazuho Sakamoto et al.
The Journal of pharmacology and experimental therapeutics, 338(1), 62-69 (2011-04-07)
HMG-CoA reductase inhibitor statins are used for the treatment of hypercholesterolemia. However, statins have adverse effects on skeletal muscles with unknown mechanism. We have reported previously that fluvastatin induced vacuolation and cell death in rat skeletal myofibers by depleting geranylgeranylpyrophosphate
Statins induce insulin-degrading enzyme secretion from astrocytes via an autophagy-based unconventional secretory pathway
Son SM, et al.
Mol. Neurodegener., 10(1), 56-56 (2015)
Inhibition of mevalonate pathway prevents adipocyte browning in mice and men by affecting protein prenylation
Balaz M, et al.
Cell Metabolism, 29(4), 901-916 (2019)
Cholesterol Metabolism Is a Druggable Axis that Independently Regulates Tau and Amyloid-beta in iPSC-Derived Alzheimer?s Disease Neurons
van der Kant R, et al.
Cell Stem Cell, 24(3), 363-375 (2019)
Erica Españo et al.
Scientific reports, 9(1), 11461-11461 (2019-08-09)
Zika virus (ZIKV) is a mosquito-borne member of the Flaviviridae family. ZIKV infection has been associated with neurological complications such as microcephaly in newborns and Guillain-Barré syndrome in adults; thus, therapeutic agents are urgently needed. Statins are clinically approved for

Articles

Randomized controlled clinical studies have suggested 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitors (statins) are effective in both primary and secondary prevention of cardiovascular disease (CVD) events.

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