Secondary Metabolites Search

PRIVEROSAPONIN B 22-ACETATE

On this page

Structure

2D structure of PRIVEROSAPONIN B 22-ACETATE
2D structure
Drag to rotate, scroll to zoom
3D model

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

Names and identifiers

Name

PRIVEROSAPONIN B 22-ACETATE

IUPAC name

(2S,3R,4R,5S)-5-(((3S,4aR,6bS,8R,8aR,9S,12aR,12bS,14aS,14bR)-9-acetoxy-8-hydroxy-4,4,6b,11,11,14b-hexamethyloctadecahydro-1H,9H-12b,8a-(epoxymethano)picen-3-yl)oxy)-3-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohexane-1-carboxylic acid

SMILES

C1[C@]6([C@H](C([C@H](C1)O[C@H]2CC([C@@H]([C@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O)C(=O)O)(C)C)CCC7[C@@H]6CC[C@@]8%10[C@]7(C[C@H]([C@@]9([C@H]8CC(C[C@@H]9OC(C)=O)(C)C)CO%10)O)C)C

General information

Molecular formula

C56H90O24

Molecular weight

1,147.31 g/mol

Monoisotopic mass

1,146.5822 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
Primula veris L. subsp. columnae (Ten.) Maire & Petitm. rhizome -
Calis, I., Yurukeb, A., Ruegger, H., Wright, A.D., Sticher, O. (1992). Triterpene saponins from Primula veris subsp.macrocalyx and Primula elatior subsp.meyeri. J Nat Prod, 55(9), 1299-1306 doi:10.1021/np50087a019