Fluvastatin Sodium - ≥98% , HMG-CoA reductase inhibitor, CAS No.93957-55-2, HMG-CoA reductase inhibitor

CAS: 93957-55-2 Cat. No.: F129852 Molecular Weight: 433.45 EC Number: 630-467-1 PubChem CID: 23663976

GRADE & PURITY ≥98%

Synonyms

(Relative Stereochemistry) | Fluvastatin for system suitability | FLUVASTATIN SODIUM | W-105700 | (3R,5S,6E)-7-[3-(4-FLUOROPHENYL)-1-(1-METHYLETHYL)-1H-INDOL-2-YL]-3,5-DIHYDROXY-6-HEPTENOIC ACID | (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Fluvastatin Sodium inhibits HMG-CoA reductase activity with IC50 of 8 nM.
An inhibitor of HMGCR (HMG-CoA reductase).

Specifications

Synonyms

(Relative Stereochemistry) | Fluvastatin for system suitability | FLUVASTATIN SODIUM | W-105700 | (3R, 5S, 6E)-7-[3-(4-FLUOROPHENYL)-1-(1-METHYLETHYL)-1H-INDOL-2-YL]-3, 5-DIHYDROXY-6-HEPTENOIC ACID | (3R, 5S, 6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Fluvastatin, Sodium Salt is a synthetic inhibitor of HMGCR (HMG-CoA reductase) (IC50 = 40-100 nM for human liver microsomes) that acts as an anti-hypercholesterolemic compound and as an antioxidant. Fluvastatin also inhibits induction of the LDL receptor

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

HMG-CoA reductase inhibitor

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504769485
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769485
• Canonical Smiles: CC(C)N1C2=CC=CC=C2C(=C1C=CC(CC(CC(=O)[O-])O)O)C3=CC=C(C=C3)F.[Na+]
• IUPAC Name: sodium;(E,3R,5S)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoate
• InChIKey: ZGGHKIMDNBDHJB-NRFPMOEYSA-M
• 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
• Isomeric SMILES: CC(C)N1C2=CC=CC=C2C(=C1/C=C/[C@H](C[C@H](CC(=O)[O-])O)O)C3=CC=C(C=C3)F.[Na+]
• RTECS: MJ9675100
• PubChem CID: 23663976
• Molecular Weight: 433.45

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrroles
      • Subclass Substituted pyrroles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrroles
• Subclass: Substituted pyrroles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrroles
• Alternative Parents: N-alkylindoles Indoles Medium-chain hydroxy acids and derivatives Medium-chain fatty acids Beta hydroxy acids and derivatives Fluorobenzenes Hydroxy fatty acids Unsaturated fatty acids Aryl fluorides Heteroaromatic compounds Carboxylic acid salts Secondary alcohols Organic metal halides Carboxylic acids Monocarboxylic acids and derivatives Azacyclic compounds Hydrocarbon derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Carbonyl compounds Organic sodium salts Organic zwitterions Organofluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-phenylpyrrole - N-alkylindole - Indole - Indole or derivatives - Medium-chain hydroxy acid - Medium-chain fatty acid - Fluorobenzene - Halobenzene - Hydroxy fatty acid - Beta-hydroxy acid - Aryl fluoride - Fatty acyl - Fatty acid - Aryl halide - Hydroxy acid - Unsaturated fatty acid - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Carboxylic acid salt - Secondary alcohol - Carboxylic acid - Organic alkali metal salt - Azacycle - Organic metal halide - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Alcohol - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Organic zwitterion - Organic salt - Organic sodium salt - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.
• External Descriptors: statin (synthetic) - organic sodium salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water (30 mg/ml), DMSO (100 mM), methanol, and ethanol (25 mM).
• Sensitivity: Hygroscopic
• Molecular Weight: 433.400 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 433.167 Da
• Monoisotopic Mass: 433.167 Da
• Topological Polar Surface Area: 85.500 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 596.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Tingting Liu, Fanyu Yang, Liming Wang, Liang Pei, Yushan Hu, Ru Li, Kang Hou, Tianlong Ren.  (2022)  Synergistic Effect of Charge Separation and Multiple Reactive Oxygen Species Generation on Boosting Photocatalytic Degradation of Fluvastatin by ZnIn2S4/Bi2WO6 Z-Scheme Heterostructured Photocatalytst.  Toxics,  10  (10): (555).  [PMID:36287836] [10.3390/toxics10100555]

2. Tingting Liu, Lei Wang, Xiu Liu, Chenxu Sun, Yongtao Lv, Rui Miao, Xudong Wang.  (2019)  Dynamic photocatalytic membrane coated with ZnIn2S4 for enhanced photocatalytic performance and antifouling property.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2019.122379]