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Sigma-Aldrich

Quercetin 3-D-galactoside

≥97.0% (HPLC)

Synonym(s):

3,3′,4′,5,7-Pentahydroxyflavone 3-D-galactoside, Hyperin, Hyperoside

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About This Item

Empirical Formula (Hill Notation):
C21H20O12
CAS Number:
482-36-0
Molecular Weight:
464.38
Beilstein/REAXYS Number:
5784795
EC Number:
207-580-6
MDL number:
MFCD00016933
UNSPSC Code:
41116107
PubChem Substance ID:
57652957
NACRES:
NA.47

Quality Level

100

assay

≥97.0% (HPLC)

form

powder

SMILES string

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

InChI key

OVSQVDMCBVZWGM-DTGCRPNFSA-N

Gene Information

mouse ... Hexa(15211)

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Biochem/physiol Actions

Protects against peroxide-induced oxidative damage to cells by scavenging reactive oxygen species and enhancing activity of anti-oxidant enzymes, in particular, catalase and glutathione peroxidase.

Other Notes

A flavonol glycoside widely distribute in plants, including mimosa and St. John′s wort.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sae-Kwang Ku et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 53, 197-204 (2012-12-12)
The potential anticoagulant activities of two single compounds, isorhamnetin-3-O-galactoside (IMG) and hyperoside, from Oenanthe javanica, were tested. The anticoagulant activities were investigated by measuring activated partial thromboplastin time (aPTT) and prothrombin time (PT), and the ability to inhibit production of
Rui-Li Liu et al.
Brain research, 1469, 164-173 (2012-07-10)
Hyperoside is a flavonoid compound and widely used in clinic to relieve pain and improve cardiovascular functions. However, the effects of hyperoside on ischemic neurons and the molecular mechanisms remain unclear. Here, we used an in vitro ischemic model of
Zi-lin Li et al.
Free radical biology & medicine, 57, 132-140 (2013-01-08)
One of the leading causes of death in the world is ischemia/reperfusion (I/R)-mediated acute myocardial infarction. There are a lot of Chinese traditional patent medicines, such as Xin'an capsules, Xin Xuening tablets, and so on, which have protective effects against
Joshua M Hicks et al.
Journal of AOAC International, 95(5), 1406-1411 (2012-11-28)
A single-laboratory-validated NMR spectroscopy method was established for determining the quantity of chlorogenic acid and hyperoside from crude extract material of blueberry leaves of the species Vaccinium angustifolium var. laevifolium House. The calibration curve of chlorogenic acid showed a highly
Zi-lin Li et al.
Journal of ethnopharmacology, 139(2), 388-394 (2011-11-29)
Hyperoside (Hyp) is a flavonoid compound isolated from Rhododendron ponticum L. leaves that elicits vascular protective effects in vitro. Treatment with Hyp has been found to attenuate endothelial cell damage induced by oxidative stress, but its mechanisms of action remain
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