KAEMPFEROL-3(P-COUMAROYLGLUCOSIDE)

Structure

2D structure of KAEMPFEROL-3(P-COUMAROYLGLUCOSIDE)
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5320686

Names and identifiers

Name

KAEMPFEROL-3(P-COUMAROYLGLUCOSIDE)

Also reported as

TILIROSIDE

IUPAC name

((2R,3S,4S,5R,6S)-6-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (E)-3-(4-hydroxyphenyl)acrylate

SMILES

O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C=C2)[C@H](O)[C@H]1O

General information

Molecular formula

C30H26O13

Molecular weight

594.53 g/mol

Monoisotopic mass

594.1373 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Althaea cannabina L. flower -
Gudei, J., Dzido, T.H. (1991). Quantitative determination of flavonoid glycosides in leaves and flowers from some species of Althaea genus using the hplc technique. Acta Pol Pharm, 48(3/4), 59-62
Althaea cannabina L. leaf -
Gudej, J., Bieganowska, M.L. (1990). Chromatographic investigations of flavonoid compounds in the leaves and flowers of some species of the genus Althaea. Chromatographia, 30(5/6), 333-336 doi:10.1007/bf02319718
Eryngium campestre L. aerial parts -
Hohmann, J., Pall, Z., Gunther, G., Mathe, I. (1997). Flavonolacyl glycosides of the aerial parts of Eryngium campestre. Planta Med, 63(1), 96 doi:10.1055/s-2006-957620
Larix decidua Mill. leaf -
Niemann, G.J. (1975). Main flavonoids in needles of Larix decidua. Phytochemistry, 14, 1436 doi:10.1016/s0031-9422(00)98649-7
Pteridium aquilinum (L.) Kuhn subsp. aquilinum - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Quercus cerris L. leaf -
Romussi, G., Ciarallo, G., Parodi, B. (1988). A glycoside from Quercus cerris L. Pharmazie, 43(4), 294-295
Rosa canina L. fruit -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Rosa pendulina L. fruit -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Rosa spinosissima L. fruit -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Rosa villosa L. fruit -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.