Secondary Metabolites Search

PROTOPRIMULAGENIN A-3-O-GLYCOSIDE,23-HYDROXY

On this page

Structure

2D structure of PROTOPRIMULAGENIN A-3-O-GLYCOSIDE,23-HYDROXY
2D structure
Drag to rotate, scroll to zoom
3D model

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

Names and identifiers

Name

PROTOPRIMULAGENIN A-3-O-GLYCOSIDE,23-HYDROXY

IUPAC name

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

SMILES

C1[C@]3(C(C([C@H](C1)O[C@@H]2[C@H]([C@@H]([C@H]([C@H](CO)O2)O)O)O)(C)C)CC[C@@]4(C3CC[C@@]57[C@]4(C[C@H]([C@@]6(C5C[C@@](CC6)(C)O)CO7)O)C)C)C

General information

Molecular formula

C35H58O9

Molecular weight

622.84 g/mol

Monoisotopic mass

622.4081 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
Lysimachia arvensis (L.) U.Manns & Anderb. - -
Amoros, M., Fauconnier, B., Girre, R.L. (1987). In vitro antiviral activity of a saponin from Anagallis arvensis, Primulaceae, against herpes simplex virus and poliovirus. Antiviral Res, 8(1), 13-25 doi:10.1016/0166-3542(87)90084-2