PERLOLINE

Structure

2D structure of PERLOLINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 115025

Names and identifiers

Name

PERLOLINE

IUPAC name

6-(3,4-dimethoxyphenyl)-4-oxo-3,4-dihydrobenzo[c][2,7]naphthyridin-6-ium

SMILES

COC1=C(C=C(C=C1)[N+]2=CC3=C(C=CNC3=O)C4=CC=CC=C42)OC

General information

Molecular formula

C20H17N2O3+

Molecular weight

333.37 g/mol

Monoisotopic mass

333.1234 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum - -
Bush, L.P., Jeffreys, J.A.D. (1975). Isolation and separation of tall fescue and ryegrass alkaloids. J Chromatogr, 111, 165 doi:10.1016/s0021-9673(01)80158-8
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum - -
Lepom, P., Robowsky, K.-.D. (1985). Determination of the alkaloid perloline in grasses by high-performance liquid chromatography. J Chromatogr, 322(1), 261-264 doi:10.1016/s0021-9673(01)97683-6
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum aerial parts -
Grenz, G.K. (1976). Perloline concentration in tall fescue (Festuca arundinacea) and its effects on the in vitro digestion of cell wall constituents by rumen microorganisms. Diss Abstr Int B, 36, 3156
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum aerial parts -
Yates, S.G., Tookey, H.L. (1965). Festucine, an alkaloid from tall fescue (Festuca arundinacea Schreb.): chemistry of the functional groups. Aust J Chem, 18, 53-60 doi:10.1071/ch9650053
Lolium multiflorum Lam. aerial parts -
Sachse, J. (1980). Determination of perloline in grass species. J Chromatogr, 192, 199-207
Lolium perenne L. - -
Bush, L.P., Jeffreys, J.A.D. (1975). Isolation and separation of tall fescue and ryegrass alkaloids. J Chromatogr, 111, 165 doi:10.1016/s0021-9673(01)80158-8
Lolium perenne L. aerial parts -
Sachse, J. (1980). Determination of perloline in grass species. J Chromatogr, 192, 199-207
Lolium perenne L. aerial parts -
Zakaria, M.B., Jeffreys, J.A.D. (1986). The isolation of beta-carboline from Lolium perenne L. Malaysian J Sci, 8, 115-119