PROTOPINE

Structure

2D structure of PROTOPINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 4970

Names and identifiers

Name

PROTOPINE

IUPAC name

7-methyl-6,8,9,16-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c][1,3]dioxolo[5',4':4,5]benzo[1,2-g]azecin-15(7H)-one

SMILES

CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C5=C(C=C4)OCO5)OCO3

General information

Molecular formula

C20H19NO5

Molecular weight

353.37 g/mol

Monoisotopic mass

353.1263 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Chelidonium majus L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Fumaria officinalis L. subsp. officinalis - -
Figurkin, B.A., Murav'eva, D.A. (1974). Dynamics of alkaloid accumulation in Fumaria officinalis. Aktual Vopr Farm, (2), 20
Fumaria officinalis L. subsp. officinalis - -
Sousek, J., Guedon, D., Adam, T., Bochorakova, H., Taborska, E., Valka, I., Simanek, V. (1999). Alkaloids and organic acids content of eight Fumaria species. Phytochem Anal, 10(1), 6-11 doi:10.1002/(sici)1099-1565(199901/02)10:1
Fumaria officinalis L. subsp. officinalis aerial parts -
Mardirossian, Z.H., Kiryakov, H.G., Ruder, J.P., Maclean, D.B. (1983). Alkaloids of Fumaria officinalis. Phytochemistry, 22(3), 759-761 doi:10.1016/s0031-9422(00)86978-2
Fumaria officinalis L. subsp. officinalis aerial parts -
Sener, B. (2002). Molecular diversity in the alkaloids of turkish Fumaria L. species. Acta Pharm Turc, 44(3), 205-212
Galium aparine L. aerial parts -
Sener, B., Ergun, F. (1988). Isolation and structural studies on the alkaloids of Galium aparine L. Gazi Univ Eczacilik Fak Derg, 5(1), 33-40
Papaver rhoeas L. subsp. rhoeas - -
Khanna, P., Sharma, G.L. (1977). Production of opium alkaloids from in vitro tissue culture of Papaver rhoeas. Indian J Exp Biol, 45, 954
Papaver rhoeas L. subsp. rhoeas - -
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
Papaver rhoeas L. subsp. rhoeas aerial parts -
Kalav, Y.N., Sariyar, G. (1989). Alkaloids from turkish Papaver rhoeas. Planta Med, 55(5), 488 doi:10.1055/s-2006-962072
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
Papaver rhoeas L. subsp. rhoeas root -
Slavik, J. (1978). Characterization of alkaloids from the roots of Papaver rhoeas. Collect Czech Chem Commun, 43, 316 doi:10.1135/cccc19780316