Fluvastatin sodiumProduct ingredient for Fluvastatin

Name
Fluvastatin sodium
Drug Entry
Fluvastatin

Fluvastatin is an antilipemic agent that competitively inhibits hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase. HMG-CoA reductase catalyzes the conversion of HMG-CoA to mevalonic acid, the rate-limiting step in cholesterol biosynthesis. Fluvastatin belongs to a class of medications called statins and is used to reduce plasma cholesterol levels and prevent cardiovascular disease. It is also the first entirely synthetic HMG-CoA reductase inhibitor and is structurally distinct from the fungal derivatives of this therapeutic class. Fluvastatin is a racemate comprising equimolar amounts of (3R,5S)- and (3S,5R)-fluvastatin.

Accession Number
DBSALT000088
Structure
Synonyms
Not Available
External IDs
XU 62-320 / XU-62-320
UNII
PYF7O1FV7F
CAS Number
93957-55-2
Weight
Average: 433.455
Monoisotopic: 433.16653073
Chemical Formula
C24H25FNNaO4
InChI Key
ZGGHKIMDNBDHJB-CALJPSDSSA-M
InChI
InChI=1S/C24H26FNO4.Na/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);/q;+1/p-1/b12-11+;
IUPAC Name
sodium (6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate
SMILES
[Na+].CC(C)N1C(\C=C\C(O)CC(O)CC([O-])=O)=C(C2=CC=CC=C12)C1=CC=C(F)C=C1
PubChem Compound
24906289
ChemSpider
8086370
BindingDB
200236
ChEBI
77602
ChEMBL
CHEMBL2218894
Wikipedia
Fluvastatin
Predicted Properties
PropertyValueSource
Water Solubility0.0039 mg/mLALOGPS
logP4.17ALOGPS
logP3.83Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)4.54Chemaxon
pKa (Strongest Basic)-2.8Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area85.52 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity125.69 m3·mol-1Chemaxon
Polarizability43.19 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon