VISNAGIN
- CAS NO.:82-57-5
- Empirical Formula: C13H10O4
- Molecular Weight: 230.22
- MDL number: MFCD00005008
- EINECS: 201-430-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-14 14:09:35
What is VISNAGIN?
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
The Uses of VISNAGIN
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
Properties of VISNAGIN
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. |
CAS DataBase Reference | 82-57-5(CAS DataBase Reference) |
Safety information for VISNAGIN
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for VISNAGIN
New Products
Tert-butyl bis(2-chloroethyl)carbamate 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL N-octanoyl benzotriazole 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid DIETHYL AMINOMALONATE HYDROCHLORIDE 1,1’-CARBONYLDIIMIDAZOLE R-2-BENZYLOXY PROPIONIC ACID 1,1’-CARBONYLDI (1,2-4 TRIAZOLE) N-METHYL INDAZOLE-3-CARBOXYLIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5-BROMO-2CYANO PYRIDINE 5,6-Dimethoxyindanone 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 1-(4-(aminomethyl)benzyl)urea hydrochloride 2-aminopropyl benzoate hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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