AUCUBOSIDE

Structure

2D structure of AUCUBOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 12358432

Names and identifiers

Name

AUCUBOSIDE

IUPAC name

(2S,3R,4S,5S,6R)-2-(((4aR,7aR)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

SMILES

C1=COC([C@@H]2[C@@H]1C(C=C2CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

General information

Molecular formula

C15H22O9

Molecular weight

346.33 g/mol

Monoisotopic mass

346.1264 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Plantago media L. subsp. media leaf -
Long, C., Moulis, C., Stanislas, E., Fouraste, I. (1995). Aucuboside and catalpol in Plantago lanceolata L., Plantago major L., and Plantago media L. leaves. J Pharm Belg, 50(6), 484-488
Plantago media L. subsp. media seed -
Andrzejewska-golec, E., Swiatek, L. (1984). Chemotaxonomic investigations on the genus Plantago. I. analysis of iridoid fraction. Herba Pol, 30(1), 9-16
Verbascum phlomoides L. flower -
Swiatek, L., Adamczyk, U. (1985). Content of catalpol in the drug flos verbasci. Farm Pol, 41(1), 19-21