Berberine
Quaternary ammonium cation / From Wikipedia, the free encyclopedia
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Berberine is a quaternary ammonium salt from the protoberberine group of benzylisoquinoline alkaloids, occurring naturally as a secondary metabolite in some plants including species of Berberis, from which its name is derived.
Quick Facts Names, Identifiers ...
Names | |
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IUPAC name
9,10-Dimethoxy-7,8,13,13a-tetradehydro-2′H-[1,3]dioxolo[4′,5′:2,3]berbin-7-ium | |
Systematic IUPAC name
9,10-Dimethoxy-5,6-dihydro-2H-7λ5-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ylium[1] | |
Other names | |
Identifiers | |
3D model (JSmol) |
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3570374 | |
ChEBI | |
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DrugBank |
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ECHA InfoCard | 100.016.572 |
EC Number |
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KEGG | |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C20H18NO4+ | |
Molar mass | 336.366 g·mol−1 |
Appearance | Yellow solid |
Melting point | 145 °C (293 °F; 418 K)[3] |
Slowly soluble[3] | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Due to their yellow pigmentation, raw Berberis materials were once commonly used to dye wool, leather, and wood.[4] Under ultraviolet light, berberine shows a strong yellow fluorescence,[5] making it useful in histology for staining heparin in mast cells.[6] As a natural dye, berberine has a color index of 75160.