ISOVITEXIN

Structure

2D structure of ISOVITEXIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 162350

Names and identifiers

Name

ISOVITEXIN

IUPAC name

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

SMILES

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

General information

Molecular formula

C21H20O10

Molecular weight

432.38 g/mol

Monoisotopic mass

432.1056 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Arenaria serpyllifolia L. aerial parts -
Darmograi, V.N. (1979). Flavonoids of some species of the genera Arenaria and Cerastium. Chem Nat Comp, 15(1), 78 doi:10.1007/bf00570864
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
Brachypodium sylvaticum (Huds.) P.Beauv. subsp. sylvaticum leaf -
Kaneta, M., Sugiyama, N. (1973). Identification of flavone compounds in eighteen Gramineae species. Agr Biol Chem, 37, 2663-2665 doi:10.1080/00021369.1973.10861055
Briza media L. leaf -
Harborne, J.B., Hall, E. (1964). Plant polyphenols-xii. the occurrence of tricin and of glycoflavones in grasses. Phytochemistry, 3(3), 421-428
Bryonia dioica Jacq. - -
Krauze-baranowska, M., Cisowski, W. (1994). High-performance liquid chromatographic determination of flavone c-glycosides in some species of the Cucurbitaceae family. J Chromatogr A, 675(1/2), 240-243 doi:10.1016/0021-9673(94)85278-2
Bryonia dioica Jacq. aerial parts -
Krauze-baranowska, M., Cisowski, W. (1995). Flavone c-glycosides from Bryonia alba and B. dioica. Phytochemistry, 39(3), 727-729 doi:10.1016/0031-9422(95)00069-j
Cerastium arvense L. subsp. suffruticosum (L.) Ces. - -
Dubois, (1981). Contribution to a study of c-glycoflavonoids in the Caryophyllaceae, in particular in Cerastium arvense L. Bull Trav Soc Pharm(Lyon), 25(1/4), 46-49
Cerastium arvense L. subsp. suffruticosum (L.) Ces. - -
Dubois, M.A., Zoll, A., Bouillant, M.L., Delaveau, P. (1982). Di-c-glycosylflavones from Cerastium arvense ssp. arvense new for Caryophyllaceae. Planta Med, 46, 56-57 doi:10.1055/s-2007-970020
Cerastium arvense L. subsp. suffruticosum (L.) Ces. flower -
Dubois, M.A., Zoll, A., Chopin, J. (1985). Isomollupentin-o-glucosides from Cerastium arvense. Phytochemistry, 24(5), 1077-1080 doi:10.1016/s0031-9422(00)83186-6
Cerastium holosteoides Fr. aerial parts -
Darmograi, V.N. (1979). Flavonoids of some species of the genera Arenaria and Cerastium. Chem Nat Comp, 15(1), 78 doi:10.1007/bf00570864
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 -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Dactylis glomerata L. subsp. glomerata leaf -
Kaneta, M., Sugiyama, N. (1973). Identification of flavone compounds in eighteen Gramineae species. Agr Biol Chem, 37, 2663-2665 doi:10.1080/00021369.1973.10861055
Equisetum arvense L. stem -
Jim Duke's personal files.
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
Oxalis corniculata L. leaf -
Gunasegaran, R. (1992). Flavonoids and anthocyanins of three Oxalidaceae. Fitoterapia, 63(1), 89-90
Ranunculus repens L. - -
Drozd, G.A., Litvinenko, V.I. (1969). C-glycosides of Ranunculus repens. Farm Zh(Kiev), 24(5), 77-78 doi:10.1007/bf00636014
Securigera varia (L.) Lassen aerial parts -
Kovalev, V.N., Komissarenko, A.N. (1983). Coumarins and flavonoids of Coronilla varia. Chem Nat Comp, 19(2), 229 doi:10.1007/bf00580572
Silene latifolia Poir. leaf -
Niemann, G.J., Koerselman-kooy, J.W., Steijns, J.M., Brederode, J.V. (1983). Flavone distribution in leaves of different genotypes of Silene pratensis (Rafn) Godron and Gren.(Caryophyllaceae). Z Pflanzenphysiol, 109(2), 105-112 doi:10.1016/s0044-328x(83)80200-1
Silene latifolia Poir. leaf -
Steyns, J.M., Vannigtevecht, G., Niemann, G.J., Brederode, J.V. (1983). Differential regulation of flavone glycosylation during ontogeny of Silene pratensis. Z Naturforsch Ser C, 38(7/8), 544-548 doi:10.1515/znc-1983-7-808
Viola arvensis Murray subsp. arvensis - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Viola tricolor L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.