Secondary Metabolites Search

SCHAFTOSIDE

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Structure

2D structure of SCHAFTOSIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 442658

Names and identifiers

Name

SCHAFTOSIDE

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)-8-((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

SMILES

C1[C@@H]([C@@H]([C@H]([C@@H](O1)C2=C(C(=C(C3=C2OC(=CC3=O)C4=CC=C(C=C4)O)O)[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O

General information

Molecular formula

C26H28O14

Molecular weight

564.50 g/mol

Monoisotopic mass

564.1479 Da

Classification

Pathway:
Shikimates and Phenylpropanoids
Superclass:
Flavonoids
Class:
Flavones
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
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
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 9 ppm
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
Silene italica (L.) Pers. subsp. italica leaf -
Plouvier, V. (1978). Investigations on flavonoid glycosides: diosmin, luteolin 7-glucoside, luteolin 5-glucoside, alaternin. the dianthoside of Silenoideae: its occurrence in Cercidiphyllum japonicum. C R Acad Sci Ser D, 287, 567
Silene nutans L. subsp. nutans leaf -
Plouvier, V. (1978). Investigations on flavonoid glycosides: diosmin, luteolin 7-glucoside, luteolin 5-glucoside, alaternin. the dianthoside of Silenoideae: its occurrence in Cercidiphyllum japonicum. C R Acad Sci Ser D, 287, 567
Triticum aestivum L. subsp. aestivum seedling -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.