CYANAROSIDE

Structure

2D structure of CYANAROSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5280637

Names and identifiers

Name

CYANAROSIDE

Also reported as

CYNAROSIDE; LUTEOLIN-7-GLUCOSIDE; LUTEOLIN-7-O-BETA-D-GLUCOSIDE; LUTEOLIN-7-O-BETA-GLUCOSIDE; LUTEOLOSIDE

IUPAC name

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

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C=C(O3)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

General information

Molecular formula

C21H20O11

Molecular weight

448.38 g/mol

Monoisotopic mass

448.1006 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

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

Plants with the compound

Plant Plant part Amount Reference
Achillea millefolium L. subsp. millefolium - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Achillea millefolium L. subsp. millefolium - -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Agrimonia eupatoria L. subsp. eupatoria - -
Wealth of India.
Agrimonia eupatoria L. subsp. eupatoria aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Arnica montana L. subsp. montana flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Arrhenatherum elatius (L.) P.Beauv. ex J.Presl & C.Presl subsp. elatius leaf -
Jay, M., Ismaili, A. (1989). Flavones and c-glycosylflavones from the leaves of some Arrhenatherum species. Phytochemistry, 28(11), 3035-3037 doi:10.1016/0031-9422(89)80274-2
Artemisia annua L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Bidens frondosa L. leaf -
Karikome, H., Ogawa, K., Sashida, Y. (1992). New acylated glucosides of chalcone from the leaves of Bidens frondosa. Chem Pharm Bull, 40(3), 689-691 doi:10.1248/cpb.40.689
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. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cymbalaria muralis G.Gaertn., B.Mey. & Scherb. subsp. muralis aerial parts -
Romussi, G., Fontana, N., Detommasi, N. (1996). Flavonoids from Cymbalaria muralis Gaernt. Phytother Res, 10, S84-S85
Daucus carota L. root 100 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Daucus carota L. seed -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Eryngium campestre L. aerial parts -
Kartnig, T., Wolf, J. (1993). Flavonoids from the aboveground parts of Eryngium compestre. Planta Med, 59(3), 285-286
Euphorbia maculata L. - -
Liu, R.H., Kong, L.Y. (2001). Chemical constituents of Euphorbia maculata L. Zhiwu Ziyuan Yu Huanjing Xuebao, 10(1), 60-61
Genista tinctoria L. subsp. tinctoria - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Glechoma hederacea L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Glechoma hederacea L. - -
Hansel, R., Keller, K., Rimpler, H., and Schneider, G. eds. 1992. Hager's Handbuch der Pharmazeutischen Praxis, Drogen (A-D), 1209 pp., 1993 (E-O), 970 pp., 1994 (P-Z), 1196 pp. Springer-Verlag, Berlin.
Helminthotheca echioides (L.) Holub aerial parts -
Giner, R.M., Recio, M.C., Cuellar, M.J., Manez, S., Peris, J.B., Stubing, G., Mateu, I., Rios, J.L. (1993). A taxonomical study of the subtribe leontodontinae based on the distribution of phenolic compounds. Biochem Syst Ecol, 21(5), 613-616 doi:10.1016/0305-1978(93)90061-u
Lapsana communis L. subsp. communis - -
Bandyukoya, V.A., Sergeeva, N.V., Dzhumirko, S.F. (1970). Glycosides of luteolin in some Compositae. Khim Prir Soedin, 6(4), 470-471
Lathyrus pratensis L. subsp. pratensis flower -
Reynaud, J., Blaise, S., Jay, M., Cartier, D. (1982). Response of flavonoid metabolism to environmental selection pressure in diverse populations of Lathyrus pratensis L. Taxon, 31, 684-690
Lathyrus pratensis L. subsp. pratensis leaf -
Ismaili, A., Reynaud, J., Jay, M., Raynaud, J. (1981). Flavonoids of Lathyrus pratensis (Leguminosae). Plant Med Phytother, 15, 155-159 doi:10.1016/0031-9422(81)84073-3
Lathyrus pratensis L. subsp. pratensis leaf -
Malcher, E., Bodalski, T. (1969). Separation and identification of flavonoids from herbs Lathyrus pratensis. Diss Pharm Pharmacol, 21, 553
Lonicera caprifolium L. flower -
Plouvier, V. (1975). Investigations on flavonoid glycosides in a variety of botanical groups: luteolin 7-glucoside and diosmin in Lonicera (Caprifoliaceae). C R Acad Sci Ser D, 281, 751
Lonicera caprifolium L. leaf -
Plouvier, V. (1975). Investigations on flavonoid glycosides in a variety of botanical groups: luteolin 7-glucoside and diosmin in Lonicera (Caprifoliaceae). C R Acad Sci Ser D, 281, 751
Lonicera japonica Thunb. flower -
Leung, A. Y. and Foster, S. 1995. Encyclopedia of Common Natural Ingredients 2nd Ed. John Wiley & Sons, New York. 649 pp.
Lysimachia arvensis (L.) U.Manns & Anderb. flower -
Ishikura, N. (1981). Flavonoids in the petal cells of Anagallis arvensis F. coerulea containing a blue crystalline anthocyanin. Z Pflanzenphysiol, 103, 469-473 doi:10.1016/s0044-328x(81)80170-5
Matricaria chamomilla L. - -
Oliveira, L.J., Pintoneto, N., Tavares, M.F.M. (2001). Critical assessment of electrolyte systems for the capillary electrophoresis analysis of phenolic compounds in herbal extracts. J Microcol Sep, 13(6), 227-235 doi:10.1002/mcs.1047
Matricaria chamomilla L. essential oil -
Mericli, A.H., Korkmaz, Y. (1992). Flavonoids of a Matricaria chamomilla var. recutica sample with no chamazulene in the volatile oil. Acta Pharm Turc, 34(3), 71-73
Matricaria chamomilla L. flower -
Harborne, J.B., Heywood, V.H., Saleh, N.A.M. (1970). Chemosystematics of the Compositae: flavonoid patterns in the Chrysanthemum complex of the tribe Anthemideae. Phytochemistry, 9, 2011-2017 doi:10.1016/s0031-9422(00)85354-6
Matricaria chamomilla L. flower -
Iiurhammer, L., Wagner, H., Salfner, B. (1963). Flavones of Compositae and Capillionaceae. iii. New flavone glucosides obtained from Matricaria chamomilia L. Arzneim-Forsch, 13, 33-36
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
Pilosella officinarum F.W.Schultz & Sch.Bip. flower -
Shelyuto, V.L., Glyzin, V.I., Kruglova, E.P., Smirnova, L.P. (1977). Flavonoids from hieracium Pilosella. Chem Nat Comp, 13(6), 727-728 doi:10.1007/bf00565536
Plantago lanceolata L. aerial parts -
Nishibe, S., Murai, M., Tamayama, Y. (1995). Studies on constituents of plantaginis herba 7 flavonoids from Plantago asiatica and P.histifolia. Natural Med, 49(3), 340-342
Plantago major L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunella grandiflora (L.) Scholler aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunella vulgaris L. subsp. vulgaris aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Salix apennina A.K.Skvortsov - -
Jeffery B. Harborne and H. Baxter, eds. 1983. Phytochemical Dictionary. A Handbook of Bioactive Compounds from Plants. Taylor & Frost, London. 791 pp.
Salix caprea L. - -
Jeffery B. Harborne and H. Baxter, eds. 1983. Phytochemical Dictionary. A Handbook of Bioactive Compounds from Plants. Taylor & Frost, London. 791 pp.
Salix purpurea L. - -
Jeffery B. Harborne and H. Baxter, eds. 1983. Phytochemical Dictionary. A Handbook of Bioactive Compounds from Plants. Taylor & Frost, London. 791 pp.
Sonchus asper (L.) Hill subsp. asper - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Spartium junceum L. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Succisa pratensis Moench - -
Kowalczyk, A., Krzyanowska, J. (1999). Preliminary antifungal activity of some Dipsacaceae family plants. Herba Pol, 45(2), 101-107
Taraxacum F.H.Wigg. sect. Taraxacum flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Taraxacum F.H.Wigg. sect. Taraxacum leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Torilis arvensis (Huds.) Link subsp. arvensis leaf -
Saleh, N.A.M., El-negoumy, S.I., El-hadidi, M.N., Hosni, H.A. (1983). Comparative study of the flavonoids of some local members of the Umbelliferae. Phytochemistry, 22(6), 1417-1420 doi:10.1016/s0031-9422(00)84026-1
Torilis arvensis (Huds.) Link subsp. arvensis seed -
Harbone, J.B., Williams, C.A. (1972). Flavonoid patterns in the fruits of the Umbelliferae. Phytochemistry, 11, 1741-1750 doi:10.1016/0031-9422(72)85030-1
Verbascum phlomoides L. flower -
Papay, V., Toth, L., Osvath, K., Bujtas, G.Y. (1980). On the flavonoids from Verbascum phlomoides L. Pharmazie, 35, 334-335
Veronica anagallis-aquatica L. subsp. anagallis-aquatica aerial parts -
Frolova, V.I., Dzhumyrko, S.F. (1984). Flavonoids of some species of the family Scrophulariaceae. Chem Nat Comp, 20(5), 620-621 doi:10.1007/bf00580084
Veronica chamaedrys L. subsp. chamaedrys aerial parts -
Frolova, V.I., Dzhumyrko, S.F. (1984). Flavonoids of some species of the family Scrophulariaceae. Chem Nat Comp, 20(5), 620-621 doi:10.1007/bf00580084
Veronica persica Poir. aerial parts -
Frolova, V.I., Dzhumyrko, S.F. (1984). Flavonoids of some species of the family Scrophulariaceae. Chem Nat Comp, 20(5), 620-621 doi:10.1007/bf00580084
Veronica polita Fr. - -
Afifi, J.S.A., Amer, M.M.A., Zaghloul, A.M., Ahmad, M.M., Kinghorn, A.D., Zaghloul, M.G. (2001). New glycosides from Veronica polita. Mansoura J Pharm Sci, 17(1), 51-64