RHOEADINE

Structure

2D structure of RHOEADINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 197775

Names and identifiers

Name

RHOEADINE

IUPAC name

(5bR,13bR,15S)-15-methoxy-6-methyl-5b,6,7,8,13b,15-hexahydro-[1,3]dioxolo[4',5':7,8]isochromeno[4,3-b][1,3]dioxolo[5',4':4,5]benzo[1,2-d]azepine

SMILES

CN1CCC2=CC3=C(C=C2[C@@H]4[C@H]1C5=C([C@H](O4)OC)C6=C(C=C5)OCO6)OCO3

General information

Molecular formula

C21H21NO6

Molecular weight

383.40 g/mol

Monoisotopic mass

383.1369 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Papaver rhoeas L. subsp. rhoeas - -
Preininger, V., Simanek, V., Gasic, O., Santavy, F., Dolejs, L. (1973). Adlumidiceine and adlumiceine: new alkaloids of narceine type. Phytochemistry, 12(10), 2513-2515 doi:10.1016/0031-9422(73)80466-2
Papaver rhoeas L. subsp. rhoeas - -
Satavy, F., Nemeckova, A. (1962). Isolation of rhoeadin. Patent Czech 102,654
Papaver rhoeas L. subsp. rhoeas aerial parts -
El-masry, S., El-ghazooly, M.G., Omar, A.A., Khafagy, S.M., Phillipson, J.D. (1981). Alkaloids from egyptian Papaver rhoeas. Planta Med, 41, 61-64 doi:10.1055/s-2007-971675
Papaver rhoeas L. subsp. rhoeas aerial parts -
Slavik, J., Picka, K., Slavikova, L., Taborska, E., Venznik, F. (1979). Quaternary alkaloids of some species of the Papaveraceae family. Collect Czech Chem Commun, 45, 914-920 doi:10.1135/cccc19800914
Papaver rhoeas L. subsp. rhoeas aerial parts -
Tani, C., Tagahara, K. (1977). Studies on the alkaloids of Papaveraceous plants. xxviii. the biosynthesis of rhoeadine. Yakugaku Zasshi, 97, 93 doi:10.1248/yakushi1947.97.1_93
Papaver rhoeas L. subsp. rhoeas flower -
Jusiak, L.L., Soczewinski, E., Waksinundzki, A. (1966). Chromatographic analysis of alkaloid extracts of corn poppy flowers (Papaver rhoeas). I. moist buffered paper chromatography. Diss Pharm Pharmacol, 18(5), 479-483
Papaver rhoeas L. subsp. rhoeas fruit -
Slavik, J., Slavikova, L., Bochorakova, J. (1989). Alkaloids from Papaver rhoeas var. chelidonioides O. Kuntze, P. confine Jord., and P. dubium L. Collect Czech Chem Commun, 54(4), 1118-1125