sodium (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate

• ChemBase ID: 72820
• Molecular Formular: C24H25FNNaO4
• Molecular Mass: 433.4477732
• Monoisotopic Mass: 433.16653079
• SMILES: c12c(cccc1)n(c(c2c1ccc(cc1)F)/C=C/[C@H](C[C@H](CC(=O)O[Na])O)O)C(C)C
• Canonical SMILES: [Na]OC(=O)C[C@@H](C[C@@H](/C=C/c1c(c2ccc(cc2)F)c2c(n1C(C)C)cccc2)O)O
• 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+;/t18-,19-;/m1./s1
• InChIKey: ZGGHKIMDNBDHJB-NRFPMOEYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate
• IUPAC Traditional name: sodium (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-isopropylindol-2-yl]-3,5-dihydroxyhept-6-enoate
• Synonyms: Lescol; XU 62-320; Canef; Vastin; Fluvastatin Sodium

Database IDs

• CAS Number: 93957-55-2
• PubChem SID: 162037741
• PubChem CID: 23663976

CALCULATED PROPERTIES

• Acid pKa: 14.542839
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.1679
• LogD (pH = 7.4): 4.1679
• Log P: 4.1679
• Molar Refractivity: 113.9277 cm^3
• Polarizability: 47.939823 Å^3
• Polar Surface Area: 71.69 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Sodium

DETAILS

Selleck Chemicals - S1909

Research Area: Cardiovascular Disease
Biological Activity:
Fluvastatin sodium (Lescol) is an orally active, potent and competitive HMG-CoA reductase inhibitor with an IC50 of 70 nM for vascular smooth muscle proliferation in vitro. (IC50 = 40 -100 nM at human liver microsomes). It exhibits antihyperchole-sterolemic and antioxidant activity in vivo. Fluvastatin Sodium is used to reduce LDL-cholesterol, apolipoprotein B, and triglycerides, and to increase HDL-cholesterol, in the treatment of hyperlipidaemias, including hypercholesterolaemias and combined (mixed) hyperlipidaemia (type IIa or IIb hyperlipoproteinaemias). [1]

REFERENCES

• http://en.wikipedia.org/wiki/Fluvastatin