Identification | More | [Name]
VISNAGIN | [CAS]
82-57-5 | [Synonyms]
4-METHOXY-7-METHYL-5H-FURO[3,2-G][1]-BENZOPYRAN-5-ONE 4-METHOXY-7-METHYL-FURO[3,2-G]CHROMEN-5-ONE 5-METHOXY-2-METHYL-FURANOCHROMONE LABOTEST-BB LT00441024 VISNAGIN 2-g)(1)benzopyran-5-one,4-methoxy-7-methyl-5h-furo( desmethoxykhellin visnagidin visnagine VISNAGIN(RG) 4-METHOXY-7-METHYL-5H-FURO[3,2-G][1]-BENZOPYRAN-5-ONE 97% 4-METHOXY-7-METHYL-5H-FURO3,2-Ga1a-BENZOPYRAN-5-ONE, 97% | [EINECS(EC#)]
201-430-3 | [Molecular Formula]
C13H10O4 | [MDL Number]
MFCD00005008 | [Molecular Weight]
230.22 | [MOL File]
82-57-5.mol |
Chemical Properties | Back Directory | [Appearance]
BEIGE FINE CRYSTALLINE POWDER | [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) |
Hazard Information | Back Directory | [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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