ISOORIENTIN

Structure

2D structure of ISOORIENTIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 114776

Names and identifiers

Name

ISOORIENTIN

IUPAC name

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

SMILES

C1=CC(=C(C=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)O

General information

Molecular formula

C21H20O11

Molecular weight

448.38 g/mol

Monoisotopic mass

448.1006 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 -
Williams, C.A., Murray, B.G. (1972). Flavonoid variation in the genus Briza. Phytochemistry, 11, 2507-2512 doi:10.1016/s0031-9422(00)88526-x
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
Carlina vulgaris L. subsp. vulgaris leaf -
Rasolojaona, L., Raynaud, J. (1979). The flavonic glycosides of Carlina vulgaris L. Ann Pharm Fr, 37, 469-473
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. 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 -
Jay, M., Plenet, D., Ardouin, P., Lumaret, R., Jacquard, P. (1984). Flavonoid variation in seven tetraploid populations of Dactylis glomerata. Biochem Syst Ecol, 12(2), 193-198 doi:10.1016/0305-1978(84)90034-6
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
Daphne laureola L. leaf -
Touati, D., Fkih-tetouani, S. (1993). Flavonoids of Daphne laureola L. Plant Med Phytother, 26(1), 43-48
Poa annua L. - -
Rofi, R.D., Pomilio, A.B. (1987). Luteolin 6-c-beta-ristobioside from Poa annua. Phytochemistry, 26(3), 859-860 doi:10.1016/s0031-9422(00)84808-6
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
Setaria italica (L.) P.Beauv. subsp. viridis (L.) Thell. leaf -
Gluchoff-fiasson, K., Jay, M., Viricel, M.R. (1989). Flavone o- and c-glycosides from Setaria italica. Phytochemistry, 28(9), 2471-2475 doi:10.1016/s0031-9422(00)98008-7
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.