VISNAGIN Chemical Properties

Melting point:

139-142 °C

Boiling point:

292.2°C (rough estimate)

Density 

1.1302 (rough estimate)

refractive index 

1.4300 (estimate)

storage temp. 

2-8°C

solubility 

Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).

form 

Fine Crystalline Powder

color 

Beige

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

LogP

2.260 (est)

CAS DataBase Reference

82-57-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

RTECS 

LV1420000

HS Code 

29162000

MSDS

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VISNAGIN Usage And Synthesis

Description

Visnagin (82-57-5) is a natural product isolated from the plant Ammi visnaga.? It displays protective effects against doxorubicin-induced cardiomyopathy via inhibition of mitochondrial malate dehydrogenase resulting in a decrease in cardiomyocyte apoptosis.1

Chemical Properties

BEIGE FINE CRYSTALLINE POWDER

Uses

antiinflammatory, neuroprotective

Definition

ChEBI: Visnagin is a furanochromone that is furo[3,2-g]chromen-5-one which is substituted at positions 4 and 7 by methoxy and methyl groups, respectively. Found in the toothpick-plant, Ammi visnaga. It has a role as a phytotoxin, an EC 1.1.1.37 (malate dehydrogenase) inhibitor, a vasodilator agent, an antihypertensive agent, an anti-inflammatory agent and a plant metabolite. It is a furanochromone, an aromatic ether and a polyketide. It is functionally related to a 5H-furo[3,2-g]chromen-5-one.

Purification Methods

Crystallise visnagin from water. It is soluble in CHCl3 but slightly soluble in EtOH. [Aneja et al. Tetrahedron 3 230 1958, Beilstein 19 III/IV 2640.]

References

1) Liu et al. (2014), Visnagin protects against doxorubicin-induced cardiomyopathy through modulation of mitochondrial malate dehydrogenase; Sci. Transl. Med. 6 266ra170

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