Secondary Metabolites Search

BRYONIOSIDE A

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Structure

2D structure of BRYONIOSIDE A
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 10919299

Names and identifiers

Name

BRYONIOSIDE A

IUPAC name

(3S,8S,9R,10R,13R,14S,17R)-3-hydroxy-17-((2R,5R)-5-hydroxy-6-methyl-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)heptan-2-yl)-4,4,9,13,14-pentamethyl-1,2,3,4,7,8,9,10,12,13,14,15,16,17-tetradecahydro-11H-cyclopenta[a]phenanthren-11-one

SMILES

C[C@H](CC[C@H](C(C)(C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)[C@H]2CC[C@@]3([C@@]2(CC(=O)[C@@]4([C@H]3CC=C5[C@H]4CC[C@@H](C5(C)C)O)C)C)C

General information

Molecular formula

C36H60O9

Molecular weight

636.87 g/mol

Monoisotopic mass

636.4237 Da

Classification

Pathway:
Terpenoids
Superclass:
Triterpenoids
Class:
Cucurbitane triterpenoids
Glycoside:
Yes

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Bryonia dioica Jacq. root -
Ukiya, M., Akihisa, T., Yasukawa, K., Tokuda, H., Toriumi, M., Koike, K., Kimura, Y., Nikaido, T., Aoi, W., Nishino, H., Takido, M. (2002). Anti-inflammatory and anti-tumor-promoting effects of cucurbitane glycosides from the roots of Bryonia dioica. J Nat Prod, 65(2), 179-183 doi:10.1021/np010423u