BERBERINE

Structure

2D structure of BERBERINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 163031695

Names and identifiers

Name

BERBERINE

IUPAC name

9,10-dimethoxyoctadecahydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium

SMILES

O1C2C(OC1)CC5C(C2)C4CC3CCC(OC)C(OC)C3C[N+]4CC5

General information

Molecular formula

C20H33NO4+

Molecular weight

351.49 g/mol

Monoisotopic mass

351.2404 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 leaf -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
Fumaria officinalis L. subsp. officinalis root -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
Fumaria officinalis L. subsp. officinalis seed -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
Fumaria officinalis L. subsp. officinalis stem -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
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 -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
Papaver rhoeas L. subsp. rhoeas fruit -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
Papaver rhoeas L. subsp. rhoeas leaf -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
Papaver rhoeas L. subsp. rhoeas root -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
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
Papaver rhoeas L. subsp. rhoeas seed -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0
Papaver rhoeas L. subsp. rhoeas stem -
Hakim, S.A.E., Mijovic, V., Walker, J. (1961). Distribution of certain poppy-fumaria alkaloids and a possible link with the incidence of glaucoma. Nature(London), 189, 198-201 doi:10.1038/189198a0