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82-57-5

82-57-5 Structure

82-57-5 Structure
IdentificationMore
[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 PropertiesBack 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)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[RTECS ]

LV1420000
[HS Code ]

29162000
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

VISNAGIN(82-57-5)MS
VISNAGIN(82-57-5)1HNMR
VISNAGIN(82-57-5)IR1
VISNAGIN(82-57-5)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Methoxy-7-methyl-5H-furo[3,2-g][1]benzopyran-5-one, 97%(82-57-5)
[Sigma Aldrich]

82-57-5(sigmaaldrich)
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