Quercetin 3,4'-diglucoside
Quercetin 3,4'-diglucoside
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Names |
IUPAC name
5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
Other names
Quercetin 3,4’-di-O-β-glucopyranoside Quercetin-3,4'-O-di-beta-glucopyranoside |
Identifiers |
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29125-80-2 |
ChemSpider |
4478806 |
InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)41-12-2-1-8(3-10(12)31)24-25(19(35)16-11(32)4-9(30)5-13(16)40-24)44-27-23(39)21(37)18(34)15(7-29)43-27/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1 Key: RPVIQWDFJPYNJM-DEFKTLOSSA-N
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Jmol-3D images |
Image |
PubChem |
5320835 |
C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
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Properties |
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C27H30O17 |
Molar mass |
626.4 g/mol |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Infobox references |
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Quercetin 3,4'-diglucoside is a flavonol glycoside found in onions (Allium cepa)[1][2] and in horse chestnut seeds (Aesculus hippocastanum).[3]
References
- ↑ Williamson, Gary; Plumb, Geoff W.; Uda, Yasushi; Price, Keith R.; Rhodes, Michael J.C. (1996). "Dietary quercetin glycosides: Antioxidant activity and induction of the anticarcinogenic phase II marker enzyme quinone reductase in Hepalclc7 cells". Carcinogenesis 17 (11): 2385–7. doi:10.1093/carcin/17.11.2385. PMID 8968052.
- ↑ Olsson, Marie E.; Gustavsson, Karl-Erik; Vågen, Ingunn M. (2010). "Quercetin and Isorhamnetin in Sweet and Red Cultivars of Onion (Allium cepaL.) at Harvest, after Field Curing, Heat Treatment, and Storage". Journal of Agricultural and Food Chemistry 58 (4): 2323–30. doi:10.1021/jf9027014. PMID 20099844.
- ↑ Wagner, J. (1961). "Quercetin-3,4′-diglukosid, ein Flavonolglykosid des Roßkastaniensamens". Die Naturwissenschaften 48 (2): 54. Bibcode:1961NW.....48Q..54W. doi:10.1007/BF00603428.
Flavonols and their conjugates |
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| Backbone | |
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| Flavonols | Aglycones | |
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| Conjugates | | |
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- Afzelin (Kaempferol 3-rhamnoside)
- Astragalin (kaempferol 3-O-glucoside)
- Kaempferitrin (kaempferol 3,7-dirhamnoside)
- Juglanin (Kaempferol 3-O-arabinoside)
- Kaempferol 3-alpha-L-arabinopyranoside
- Kaempferol 3-alpha-D-arabinopyranoside
- Kaempferol 7-alpha-L-arabinoside
- Kaempferol 7-O-glucoside
- Kaempferol 3-lathyroside
- Kaempferol 4'-rhamnoside
- Kaempferol 5-rhamnoside
- Kaempferol 7-rhamnoside
- Kaempferol 7-O-alpha-L-rhamnofuranoside
- Kaempferol 3-xyloside
- Kaempferol 7-xyloside
- Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
- Kaempferol 3-O-rutinoside
- Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
- Trifolin (Kaempferol 3-O-beta-D-galactoside)
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| O-Methylated flavonols | Aglycones | |
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| Glycosides | of isorhamnetin |
- Narcissin (Isorhamnetin 3-O-rutinoside)
- Isorhamnetin 3-O-glucoside
- Tamarixetin 7-rutinoside
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| other |
- Azalein (Azaleatin 3-O-α-L-rhamnoside)
- Centaurein (Centaureidin 7-O-glucoside)
- Eupalin (Eupalitin 3-0-rhamnoside)
- Eupatolin (Eupatolitin 3-O-rhamnoside)
- Jacein (Jaceidin 7-O-glucoside)
- Patulitrin (Patuletin 7-O-glucoside
- Xanthorhamnin (Rhamnetin glycoside)
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| Derivative flavonols | Aglycones |
- Noricaritin
- Dihydronoricaritin
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| Glycosides | |
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| Pyranoflavonols | |
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| Furanoflavonols | |
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| Semisynthetic | |
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