Secondary Metabolites Search

AMORPHIGENOL,6-(A)-12-(A)-DIDEHYDRO: GLUCOSIDE

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Structure

2D structure of AMORPHIGENOL,6-(A)-12-(A)-DIDEHYDRO: GLUCOSIDE
2D structure
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3D model

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

Names and identifiers

Name

AMORPHIGENOL,6-(A)-12-(A)-DIDEHYDRO: GLUCOSIDE

IUPAC name

(2R)-8,9-dimethoxy-2-(3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)prop-1-en-2-yl)-1,2,3a,4,5,5a,6b,8,9,10,10a,12,13a,13b-tetradecahydrochromeno[3,4-b]furo[2,3-h]chromen-6(7H)-one

SMILES

C12CCC4C(C1C[C@@H](O2)C(=C)CO[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)OC6=C(C4=O)C5CC(C(CC5OC6)OC)OC

General information

Molecular formula

C29H42O12

Molecular weight

582.64 g/mol

Monoisotopic mass

582.2676 Da

Classification

Pathway:
Terpenoids
Superclass:
Steroids
Class:
Cardenolides
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Amorpha fruticosa L. seed -
Crombie, L., Holden, I., Kilbee, G.W., Whiting, D.A. (1982). Biosynthesis of rotenoids by Amorpha fruticosa: sequence, specificity, and stereochemistry in the development of the hemiterpenoid segment. J Chem Soc Perkin Trans I, 789-797 doi:10.1039/p19820000789