Bergenin
| Compound Structure: |
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| Synonyms: | Bergenin;477-90-7;Bengenin;Cuscutin;Corylopsin;Bergenin [JAN];Bergeninum;Yanbaicaisu;(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one;Bergenin (JAN) | ||||||||||||||||||||||||||||||||||||||
| Compound ID: | NMPC-651 | ||||||||||||||||||||||||||||||||||||||
| PubChem ID: | |||||||||||||||||||||||||||||||||||||||
| Molecular Formula: | C14H16O9 | ||||||||||||||||||||||||||||||||||||||
| Canonical SMILES: | COC1=C(C=C2C(=C1O)C3C(C(C(C(O3)CO)O)O)OC2=O)O | ||||||||||||||||||||||||||||||||||||||
| InChIKey: | YWJXCIXBAKGUKZ-HJJNZUOJSA-N | ||||||||||||||||||||||||||||||||||||||
| About the compound: | Bergenin, also known by its alias cuscutin, is an isocoumarin compound found in a variety of plant species and is known for its extensive range of biological activities. It has been studied and recognized for its hepatoprotective, antifungal, anti-HIV, antiarrhythmic, and hypolipidemic properties, as evidenced by various studies conducted over the years Chemically, bergenin is a trihydroxybenzoic acid glycoside and is identified as the C-glycoside of 4-O-methyl gallic acid. A notable derivative of bergenin is norbergenin, which is an O-demethylated form. Both bergenin and norbergenin are significant compounds in Ayurvedic medicine, often referred to as Paashaanbhed, and are known for their potent immunomodulatory effects. In terms of its natural occurrence, bergenin can be isolated from various species of the Bergenia plant, such as Bergenia ciliata and Bergenia ligulata, as well as from the rhizomes of Bergenia stracheyi. Additionally, it is found in the stem bark of Dryobalanops aromatica, a component of Ardisia elliptica, and in Mallotus japonicus. The diverse sources of bergenin and its presence in different plant species underscore its importance in various traditional and modern medical practices. Its wide-ranging pharmacological effects make it a compound of interest in multiple fields of medicinal research. GHS Hazard Statements • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
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| Properties: |
Chemical
and Physical Properties Computed
Properties
Source: PubChem |
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| Source Species: |
Pentaclethra macrophylla |