SANGUINARINE

Structure

2D structure of SANGUINARINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5154

Names and identifiers

Name

SANGUINARINE

IUPAC name

13-methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium

SMILES

C[N+]1=CC2=C(C=CC3=C2OCO3)C4=C1C5=C(C=C4)C=C6C(OCO6)=C5

General information

Molecular formula

C20H14NO4+

Molecular weight

332.34 g/mol

Monoisotopic mass

332.0917 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., Chelombit'ko, V.A. (1974). Isolation of the alkaloid sanguinarine from Fumaria officinalis. Aktual Vopr Farm, (2), 15
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
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 -
Figurkin, B.A., Chelombit'ko, V.A. (1974). Isolation of the alkaloid sanguinarine from Fumaria officinalis. Aktual Vopr Farm, 2, 15-16
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 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 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