Galloflavin - 2mM in DMSO , CAS No.568-80-9

CAS: 568-80-9 Cat. No.: G424805 Molecular Weight: 278.17 EC Number: 806-015-6

GRADE & PURITY 2mM in DMSO

Synonyms

MLS000737267 | 6,8,9,10-tetrahydroxypyrano[3,2-c]isochromene-2,3-dione | FD10492 | DTXSID80205354 | 3,8,9,10-tetrahydroxypyrano[3,2-c][2]benzopyran-2,6-dione | Pyrano[3,2-c][2]benzopyran-2,6-dione, 3,8,9,10-tetrahydroxy- | Z104473380 | AKOS027326692 | Gal

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Galloflavin inhibits both the A and B isoforms of lactate dehydrogenase with Ki of 5.46 μM and 15.06 μM, respectively. Galloflavin is also a potential anticancer agent.

Specifications

Synonyms

MLS000737267 | 6, 8, 9, 10-tetrahydroxypyrano[3, 2-c]isochromene-2, 3-dione | FD10492 | DTXSID80205354 | 3, 8, 9, 10-tetrahydroxypyrano[3, 2-c][2]benzopyran-2, 6-dione | Pyrano[3, 2-c][2]benzopyran-2, 6-dione, 3, 8, 9, 10-tetrahydroxy- | Z104473380 | AKOS027326692 | Gal

Specifications & Purity

2mM in DMSO

Biochemical and Physiological Mechanisms

Galloflavin is an inhibitor of lactate dehydrogenase (LDH). The compound blocks both isoforms of (LDH-A and -B) with Ki values of 5.5 and 15 mM, respectively. Inhibition of the glycolytic pathway by galloflavin induces oxidative stress and apoptosis in br

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: C1=C2C(=C3C(=CC(=C(O3)O)O)OC2=O)C(=C(C1=O)O)O
• IUPAC Name: 2,3,9,10-tetrahydroxypyrano[3,2-c]isochromene-6,8-dione
• InChIKey: UXHISTVMLJLECY-UHFFFAOYSA-N
• INCHI: 1S/C12H6O8/c13-4-1-3-7(9(16)8(4)15)10-6(19-11(3)17)2-5(14)12(18)20-10/h1-2,14-16,18H
• Isomeric SMILES: C1=C2C(=C3C(=CC(=C(O3)O)O)OC2=O)C(=C(C1=O)O)O
• WGK Germany: 3
• Molecular Weight: 278.17
• Reaxy-Rn: 36462593
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=36462593&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Isocoumarins and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Isocoumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Isocoumarins and derivatives
• Alternative Parents: 2-benzopyrans Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids Vinylogous acids Heteroaromatic compounds Lactones Cyclic ketones Polyols Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isocoumarin - 2-benzopyran - Benzopyran - 1-hydroxy-4-unsubstituted benzenoid - Pyranone - Benzenoid - Pyran - Heteroaromatic compound - Vinylogous acid - Cyclic ketone - Lactone - Oxacycle - Organoheterocyclic compound - Polyol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.
• External Descriptors: Not available

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

• Molecular Weight: 278.170 g/mol
• XLogP3: -0.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 278.006 Da
• Monoisotopic Mass: 278.006 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 729.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1