Hyperoside (original) (raw)
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Hyperoside
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| Names | |
| IUPAC name 3-(β-D-Galactopyranosyloxy)-3′,4′,5,7-tetrahydroxyflavone | |
| Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2_S_,3_R_,4_S_,5_R_,6_R_)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4_H_-1-benzopyran-4-one | |
| Other namesHyperozideHyperasidHyperosidHyperinquercetin galactosideQuercetin-3-galactosideQuercetin-3-_O_-galactoside | |
| Identifiers | |
| CAS Number | 482-36-0  Y |
| 3D model (JSmol) | Interactive image |
| ChEBI | CHEBI:67486  N |
| ChemSpider | 4444962 N |
| ECHA InfoCard | 100.006.892  |
| KEGG | C10073 Y |
| PubChem CID | 5281643 |
| UNII | 8O1CR18L82 Y |
| CompTox Dashboard (EPA) | DTXSID501028789 |
| InChI InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1 NKey: OVSQVDMCBVZWGM-DTGCRPNFSA-N NInChI=1/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1Key: OVSQVDMCBVZWGM-DTGCRPNFBG |
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| SMILES c1cc(c(cc1c2c(c(=O)c3c(cc(cc3o2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O | |
| Properties | |
| Chemical formula | C21H20O12 |
| Molar mass | 464.379 g·mol−1 |
| Density | 1.879 g/mL |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).  N verify (what is YN ?) Infobox references |
Chemical compound
Hyperoside is a chemical compound. It is the 3-_O_-galactoside of quercetin.
Natural occurrences
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Hyperoside has been isolated from Drosera rotundifolia, from the Lamiaceae Stachys sp. and Prunella vulgaris, from Rumex acetosella, Cuscuta chinensis seeds, from St John's wort and from Camptotheca acuminata.[1] It is one of the phenolic compounds in the invasive plant Carpobrotus edulis and contributes to the antibacterial[2] properties of the plant.
In Rheum nobile and R. rhaponticum, it serves as a UV blocker found in the bracts.
It is also found in Geranium niveum[3] and Taxillus kaempferi.[4]
- ^ Li, Shiyou; Zhang, Zhizhen; Cain, Abigail; Wang, Bo; Long, Melissa; Taylor, Josephine (2005). "Antifungal Activity of Camptothecin, Trifolin, and Hyperoside Isolated from Camptotheca acuminata". Journal of Agricultural and Food Chemistry. 53 (1): 32–7. doi:10.1021/jf0484780. PMID 15631505.
- ^ Van Der Watt, Elmarie; Pretorius, Johan C (2001). "Purification and identification of active antibacterial components in Carpobrotus edulis L". Journal of Ethnopharmacology. 76 (1): 87–91. doi:10.1016/S0378-8741(01)00197-0. PMID 11378287.
- ^ Calzada, F; Cerda-García-Rojas, CM; Meckes, M; Cedillo-Rivera, R; Bye, R; Mata, R (1999). "Geranins a and B, new antiprotozoal A-type proanthocyanidins from Geranium niveum". Journal of Natural Products. 62 (5): 705–9. doi:10.1021/np980467b. PMID 10346950.
- ^ The constituents of Taxillus kaempferi and the host, Pinus thunbergii. I. Catechins and flavones of Taxillus kaempferi. Konishi T, Nishio T, Kiyosawa S, Fujiwara Y and Konoshima T, Yakugaku Zasshi., February 1996, volume 116, issue 2, pages 148-157 (article in Japanese)