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: 2023-05-25 18:01:13
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
Tubulysin F Tubulysin C Potassium HMDS (1.0 M in THF) 3-METHYLAZETIDIN-3-OL HYDROCHLORIDE 2,2-Difluoropropylamine hydrochloride 4,4-DIFLUOROPIPERIDINE 4,4-DIFLUOROCYCLOHEXANAMINE 2-(azetidin-3-ylidene)acetonitrile (hydrochloride) 3-Aminocyclobutanone hydrochloride 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Calcium Sodium Phosphosilicate IH 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Imeglimin Hydrochloride IH Lubiprostone Magnesium Trisilicate Latanoprostene Bunod Flame Retardant Zinc Borate methyl 3-fluoro-4- thiomorpholino phenylcarbamate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate 1H-Imidazole-4-carbonitrile 7-Methoxyquinoline-4-carboxylic acid 7-Methoxyquinoline-4-carbonitrileRelated products of tetrahydrofuran
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