HYPEROSIDE

Structure

2D structure of HYPEROSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281643

Names and identifiers

Name

HYPEROSIDE

IUPAC name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

SMILES

C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O

General information

Molecular formula

C21H20O12

Molecular weight

464.38 g/mol

Monoisotopic mass

464.0955 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Acer negundo L. leaf -
Inoue, T., Sakurai, N., Nagai, S., Nagai, M. (1992). Studies on the constituents of Aceraceae plants (x). isolation of flavonoid glycosides and a cerebroside from the leaves of Acer negundo. Shoyakugaku Zasshi, 46(3), 261-264
Aegopodium podagraria L. aerial parts -
Akhtardzhiev, K., Nakov, N., Nikolov, V. (1975). Flavonoid composition of the plant Aegopodium podagraria. Farmatsiya(Sofia), 25(1), 24
Agrimonia eupatoria L. subsp. eupatoria flower 3700 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Alnus glutinosa (L.) Gaertn. bark -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Anthyllis vulneraria L. subsp. carpatica (Pant.) Nyman leaf -
Gonnet, J.F. (1975). Flavonol glycosides of Anthyllis vulneraria leaves. Phytochemistry, 14, 823 doi:10.1016/0031-9422(75)83051-2
Anthyllis vulneraria L. subsp. polyphylla (DC.) Nyman leaf -
Gonnet, J.F. (1975). Flavonol glycosides of Anthyllis vulneraria leaves. Phytochemistry, 14, 823 doi:10.1016/0031-9422(75)83051-2
Artemisia alba Turra root -
Marco, J.A., Barbera, O., Sanchez-parareda, J. (1987). Flavonol and coumarin glycosides from Artemisia incanescens. J Nat Prod, 50(4), 774-775 doi:10.1021/np50052a045
Chondrilla juncea L. leaf -
Terencio, M.C., Giner, R.M., Sanz, M.J., Manez, S., Rios, J.L. (1993). On the occurrence of caffeoyltartronic acid and other phenolics in Chondrilla juncea. Z Naturforsch Ser C, 48(5/6), 417-419 doi:10.1515/znc-1993-5-603
Cichorium intybus L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cichorium intybus L. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cichorium intybus L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cirsium vulgare (Savi) Ten. subsp. vulgare leaf -
Mcgowan, S.G., Wallace, J.W. (1972). Flavonoids and phenolic acids from Cirsium lanceolatum. Phytochemistry, 11, 1503-1504 doi:10.1016/s0031-9422(00)90119-5
Crataegus monogyna Jacq. - 10000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Crataegus monogyna Jacq. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Crataegus monogyna Jacq. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Crataegus monogyna Jacq. leaf 2000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cuscuta campestris Yunck. aerial parts -
Loffler, C., Czygan, F.C., Proksch, P. (1997). Phenolic constituents as taxonomic markers in the genus Cuscuta (Cuscutaceae). Biochem Syst Ecol, 25(4), 297-303 doi:10.1016/s0305-1978(97)00015-x
Epilobium hirsutum L. - -
Barakat, H.H., Hussein, S.A.M., Marzour, M.S., Merfort, I., Linscheid, M., Nawwar, M.A.M. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry, 46(5), 935-941 doi:10.1016/s0031-9422(97)00370-1
Epilobium hirsutum L. aerial parts -
Mukhamed'yarova, M.M., Chumbalov, T.K. (1975). Polyphenolic compounds of Epilobium hirsutum. Chem Nat Comp, 11(2), 306 doi:10.1007/bf00570720
Eupatorium cannabinum L. subsp. cannabinum aerial parts -
Oswiecimska, M., Sendra, J. (1972). Eupatorium cannabinum L. Search for biologically active fraction. Diss Pharm Pharmacol, 24, 475-483
Euphorbia dulcis L. flower -
Pohl, R., Janistyn, B., Nahrstedt, A. (1975). Flavonol glycosides from Euphorbia helioscopia, E. stricta, E. verrucosa and E. dulcis. Planta Med, 27, 301 doi:10.1055/s-0028-1097806
Euphorbia helioscopia L. subsp. helioscopia aerial parts -
Chen, Y., Tang, Z.J., Jiang, F.X., Zhang, X.X., Lao, A.N. (1979). Studies on the active principles of ze-qi (Euphorbia helioscopia L.),a drug used for chronic bronchitis. I. Yao Hsueh Hsueh Pao, 14, 91-95
Euphorbia helioscopia L. subsp. helioscopia aerial parts -
El-salam, N.A.A., El-sayed, M.A., Khafagy, S.M. (1975). Spectrophotometric estimation of individual flavone glycosides in three Euphorbia species. Pharmazie, 30, 402
Euphorbia helioscopia L. subsp. helioscopia flower -
Pohl, R., Janistyn, B., Nahrstedt, A. (1975). Flavonol glycosides from Euphorbia helioscopia, E. stricta, E. verrucosa and E. dulcis. Planta Med, 27, 301 doi:10.1055/s-0028-1097806
Euphorbia peplus L. - -
Khafagy, S.M., Gharbo, S.A., Abdel-salam, N.A. (1975). Phytochemical study of Euphorbia peplus. Planta Med, 27, 387 doi:10.1055/s-0028-1097820
Euphorbia peplus L. - -
Rizk, A.M., Hammouda, F.M., El-nasr, M.M.S., Abou-youssef, A.A. (1980). Phytochemical investigation of Euphorbia peplus. constituents of egyptian Euphorbiaceae. part 8. Fitoterapia, 51, 223-227
Euphorbia peplus L. aerial parts -
El-salam, N.A.A., El-sayed, M.A., Khafagy, S.M. (1975). Spectrophotometric estimation of individual flavone glycosides in three Euphorbia species. Pharmazie, 30, 402
Fallopia convolvulus (L.) Á.Löve leaf -
Kim, M.H., Park, J.H., Park, C.W. (2000). Flavonoid chemistry of Fallopia section fallopia (Polygonaceae). Biochem Syst Ecol, 28(5), 433-441 doi:10.1016/s0305-1978(99)00084-8
Geranium pusillum L. aerial parts -
Kobakhidze, K.B., Alaniya, M.D. (2002). Flavonoids of Geranium pusillum. Chem Nat Comp, 38(2), 196-197 doi:10.1023/a:1019612703604
Glechoma hederacea L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. - 3500-20000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. aerial parts 5000-40000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. flower 6570 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. stem -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum richeri Vill. subsp. richeri - -
Kitanov, G.M., Blinova, K.F. (1987). Modern state of the chemical study of species of the genus Hypericum. Chem Nat Comp, 2, 151-166 doi:10.1007/bf00598748
Juglans regia L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Lotus corniculatus L. leaf -
Reynaud, J., Jay, M., Raynaud, J. (1982). Flavonoid glycosides of Lotus corniculatus (Leguminosae). Phytochemistry, 21, 2604-2605 doi:10.1016/0031-9422(82)85271-0
Lotus corniculatus L. seed -
Gorski, P.M., Jurzysta, M., Rzadkowska-bodalska, H. (1975). Flavonoids from bird's foot trefoil seeds (Lotus corniculatus). Acta Soc Bot Pol, 44, 289
Matricaria chamomilla L. flower -
Mulinacci, N., Romani, A., Pinelli, P., Vincieri, F.F., Prucher, D. (2000). Characterization of Matricaria recutita L. flower extracts by hplc-ms and hplc-dad analysis. Chromatographia, 51(5/6), 301-307 doi:10.1007/bf02490607
Medicago sativa L. seed -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Papaver rhoeas L. subsp. rhoeas flower -
Hillenbrand, M., Zapp, J., Becker, H. (2004). Depsides from the petals of Papaver rhoeas. Planta Med, 70(4), 380-382 doi:10.1055/s-2004-818956
Persicaria lapathifolia (L.) Delarbre subsp. lapathifolia - -
Park, S.H., Oh, S.R., Jung, K.Y., Lee, I.S., Ahn, K.S., Kim, J.H., Kim, Y.S., Lee, J.J., Lee, H.K. (1999). Acylated flavonol glycosides with anti-complement activity from Persicaria lapathifolia. Chem Pharm Bull, 47(10), 1484-1486 doi:10.1248/cpb.47.1484
Persicaria lapathifolia (L.) Delarbre subsp. lapathifolia aerial parts -
Kul'pina, T.G., Vysochina, G.I., Berisovskaya, T.P. (1987). Flavonoids of Polygonum lapathifolium. Chem Nat Comp, 22(4), 481-482 doi:10.1007/bf00579836
Persicaria lapathifolia (L.) Delarbre subsp. lapathifolia leaf -
Kul'pina, T.G., Vysochina, G.I., Berisovskaya, T.P. (1987). Flavonoids of Polygonum lapathifolium. Chem Nat Comp, 22(4), 481-482 doi:10.1007/bf00579836
Persicaria maculosa Gray aerial parts -
Hansel, R., Horhammer, L. (1954). Systematic phytochemical investigation of flavone glycosides in the Polygonaceae. Arch Pharm(Weinheim), 287, 189
Persicaria maculosa Gray leaf -
Mukhamed'yarova, M.M. (1968). Flavonoids of Polygonum persicaria. Chem Nat Comp, 4(2), 112-113 doi:10.1007/bf00568027
Pilosella officinarum F.W.Schultz & Sch.Bip. - -
Shelyuto, V.L., Bondarenko, V.G., Glyzin, V.I. (1977). Search for biologically active substances in plants of the flora of the belorussian ssr. Mater S'Ezda Farm B Ssr 3Rd, 152-153
Prunella grandiflora (L.) Scholler - -
U.S. Department of Agriculture, Agricultural Research Service. Dr. Duke's Phytochemical and Ethnobotanical Databases. https://phytochem.nal.usda.gov/
Prunella vulgaris L. subsp. vulgaris - -
U.S. Department of Agriculture, Agricultural Research Service. Dr. Duke's Phytochemical and Ethnobotanical Databases. https://phytochem.nal.usda.gov/
Prunus persica (L.) Batsch fruit 180-1458 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunus spinosa L. subsp. spinosa flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Pyrus communis L. subsp. pyraster (L.) Ehrh. fruit 30-185 ppm
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. leaf 30 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Rubus idaeus L. subsp. idaeus fruit 35000 ppm
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Rumex crispus L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Sambucus nigra L. - -
Newall, C. A., Anderson, L. A. and Phillipson, J. D. 1996. Herbal Medicine - A Guide for Health-care Professionals. The Pharmaceutical Press, London. 296pp.
Senecio vulgaris L. subsp. vulgaris leaf -
Ferry, S. (1977). Polyphenols (phenolic acids,flavonoids) of some indigenous groundsels. Plant Med Phytother, 11, 25-39
Solidago gigantea Aiton flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Trifolium pratense L. subsp. pratense - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Trifolium pratense L. subsp. pratense flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Trifolium pratense L. subsp. pratense leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Tussilago farfara L. flower 2800 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Vaccinium myrtillus L. fruit -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Vaccinium myrtillus L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.