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Key Documents

17793

Sigma-Aldrich

Quercetin 3-β-D-glucoside

≥90% (HPLC)

Sinonimo/i:

3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside, Isoquercitrin

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About This Item

Formula empirica (notazione di Hill):
C21H20O12
Numero CAS:
Peso molecolare:
464.38
Beilstein:
100989
Numero MDL:
Codice UNSPSC:
12352205
ID PubChem:
NACRES:
NA.25

Saggio

≥90% (HPLC)

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

−20°C

Stringa SMILE

OC[C@H]1O[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)c(O)c4)[C@H](O)[C@@H](O)[C@@H]1O

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
OVSQVDMCBVZWGM-QSOFNFLRSA-N

Informazioni sul gene

mouse ... Hexa(15211)

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Descrizione generale

Quercetin 3-β-D-glucoside (Q3G), also known as isoquercitrin, is one of the major glycosidic forms of quercetin. It is a mono-glucoside, first isolated from the seed pods of Cercis canadensis L., it is also found in various plants, vegetables, and fruits. Q3G has the basic chemical structure of a flavonoid, with a glucose molecule attached to the C-3 of quercetin.

Applicazioni

Quercetin 3-β-D-glucoside has been used:
  • as a dietary flavonoid supplement to check its binding capacity with human small ubiquitin-related modifier 1 (SUMO1) protein using surface plasmon resonance (SPR)
  • as an inhibitor for Escherichia coli adenosine triphosphate (ATP) synthase
  • as an anti-aggregation agent to test its activity against β-amyloid, green fluorescent protein (GFP), and chymotrypsinogen proteins

Azioni biochim/fisiol

Quercetin 3-β-D-glucoside possesses strong antioxidant and anti-inflammatory activities. Being a potent oxygen-radical scavenger, it is a neuroprotective agent that improves Alzheimer′s disease (AD) condition in mice models. It has shown antiproliferative activity against colon, lung, and hepatocellular cell lines and MCF-7 human breast cancer cells in combination with apple extracts.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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Quercitrin primary reference standard

00740580

Quercitrin

Quercetin 7-glucoside phyproof® Reference Substance

PHL82640

Quercetin 7-glucoside

Quercetin ≥95% (HPLC), solid

Sigma-Aldrich

Q4951

Quercetin

Hyperoside primary reference standard

00180585

Hyperoside

Prasanna K Dadi et al.
International journal of biological macromolecules, 45(1), 72-79 (2009-04-21)
We have studied the inhibitory effect of five polyphenols namely, resveratrol, piceatannol, quercetin, quercetrin, and quercetin-3-beta-D glucoside on Escherichia coli ATP synthase. Recently published X-ray crystal structures of bovine mitochondrial ATP synthase inhibited by resveratrol, piceatannol, and quercetin, suggest that
Jun Yang et al.
Journal of agricultural and food chemistry, 57(18), 8581-8586 (2009-08-22)
Breast cancer is the most frequently diagnosed cancer in women. An alternative strategy to reduce the risk of cancer is through dietary modification. Although phytochemicals naturally occur as complex mixtures, little information is available regarding possible additive, synergistic, or antagonistic
Zhongxiang Zhao et al.
Journal of natural products, 70(10), 1683-1686 (2007-10-10)
Five new flavan-4-ol glycosides, abacopterins E-I ( 5- 9), and seven known flavonoid glycosides ( 3 and 10- 15) were isolated from the aerial parts of the fern Abacopteris penangiana. Their structures were elucidated on the basis of extensive spectroscopic
Teresa Mencherini et al.
Journal of natural products, 73(2), 247-251 (2010-01-12)
Three new saponins (1-3) and a known saponin, together with four known polyphenolic compounds, have been isolated from the fermented and dried leaves of Fadogia ancylantha (Makoni tea). The structures of compounds 1-3 were established by analysis of their spectroscopic
Mahendra Thapa et al.
Bioorganic & medicinal chemistry letters, 22(1), 353-356 (2011-11-26)
Influenza viruses are important pathogens that cause respiratory infections in humans and animals. In addition to vaccination, antiviral drugs against influenza virus play a significant role in controlling viral infections by reducing disease progression and virus transmission. Plant derived polyphenols

Protocolli

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)

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