Secondary Metabolites Search

PERENNISOSIDE III

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Structure

2D structure of PERENNISOSIDE III
2D structure
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3D model

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

Names and identifiers

Name

PERENNISOSIDE III

IUPAC name

(2S,3R,4S,5R,6R)-6-(acetoxymethyl)-5-hydroxy-4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl (4aS,6aS,6bR,8aR,9R,10R,11S,12aR,12bR,14bS)-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate

SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC(=O)[C@@]78CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@@H]([C@@H]([C@@]5(C)CO)OC6C(C(C(C(CO)O6)O)O)O)O)C)C)[C@@H]7CC(CC8)(C)C)C)COC(=O)C)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)O)O)O

General information

Molecular formula

C56H90O25

Molecular weight

1,163.31 g/mol

Monoisotopic mass

1,162.5771 Da

Classification

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

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

Plants with the compound

Plant Plant part Amount Reference
Bellis perennis L. flower -
Morikawa, T., Li, X., Nishida, E., Ito, Y., Matsuda, H., Nakamura, S., Muraoka, O., Yoshikawa, M. (2008). Perennisosides i-vii, acylated triterpene saponins with antihyperlipidemic activities from the flowers of Bellis perennis. J Nat Prod, 71(5), 828-835 doi:10.1021/np8000333