bergenin

Also known as Cuscutin, (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, alias cuscutin, is trihydroxybenzoic acid glycoside. It is the C-glycoside of 4-O-methyl gallic acid. It possesses an O-demethylated derivative called norbergenin. These are chemical compounds and drugs of Ayurveda, commonly known as Paashaanbhed. It shows a potent immunomodulatory effect.

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Vinony's link graph records 65 inbound references to bergenin, and connects out to digital object identifier, chemical formula and Ayurveda.

It sits within the topics C-glycoside natural phenols, Chembox image size set and Chemical articles with multiple CAS registry numbers.

Vinony links it to 11 Wikipedia language editions.

Chemical data

Formula: C14H16O9
Molecular weight: 328.27 g/mol
IUPAC name: (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 328.079

Show 4 more facts

chemical formula: C₁₄H₁₆O₉
canonical SMILES: COC1=C(C=C2C(=C1O)C3C(C(C(C(O3)CO)O)O)OC2=O)O
isomeric SMILES: COC1=C(C=C2C(=C1O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC2=O)O
Commons category: Bergenin

Sources (3)

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Encyclopedic overview

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Contents

References
External links

Bergenin can be isolated from Bergenia species like Bergenia ciliata and Bergenia ligulata, from rhizomes of Bergenia stracheyi. It is also found in the stem bark of Dryobalanops aromatica, in Ardisia elliptica and in Mallotus japonicus.

Excerpted from Wikipedia’s “bergenin” article, available under the CC BY-SA 4.0 licence.