AMORPHIN

Structure

2D structure of AMORPHIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 11480084

Names and identifiers

Name

AMORPHIN

IUPAC name

(2R,6aS,12aS)-8,9-dimethoxy-2-(3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)prop-1-en-2-yl)-1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one

SMILES

COC1=C(C=C2C(=C1)[C@H]3[C@@H](CO2)OC4=C(C3=O)C=CC5=C4C[C@@H](O5)C(=C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)O)O)O)OC

General information

Molecular formula

C34H40O16

Molecular weight

704.68 g/mol

Monoisotopic mass

704.2316 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Amorpha fruticosa L. - -
Ognyanov, I., Kostova, I., Petkov, E., Uzunov, P., Profirov, I., Elenkova, E. (1985). Rotenoids in Amorpha fruticosa L., transformation products of amorphin and biological activity. Stud Org Chem(Amsterdam), 20, 131-134
Amorpha fruticosa L. fruit -
Kurmukov, A.G., Aizikov, M.I., Rasulova, S.A., Makhmudov, O.K. (1986). Hypolipidemic, hypocholesterolemic and antisclerotic effects of the rotenoid glycoside amorphin. Farmakol Toksikol(Moscow), 49(6), 54-57
Amorpha fruticosa L. root -
Hohmann, J., Rozsa, Z., Reisch, J., Szendrei, K. (1982). Flavonoids of root-bark of Amorpha fruticosa L. Herba Hung, 21(2/3), 179-183
Amorpha fruticosa L. seed -
Klouchek, E., Popov, A., Drenska, D., Usunov, P. (1985). Experimental studies on the hepatoprotective activity of isolated Amorpha fruticosa flavonoids. Eksp Med Morfol, 24(2), 50-54