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Sigma-Aldrich

Quercetin 3-D-galactoside

≥97.0% (HPLC)

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Synonym(s):
3,3′,4′,5,7-Pentahydroxyflavone 3-D-galactoside, Hyperin, Hyperoside
Empirical Formula (Hill Notation):
C21H20O12
CAS Number:
482-36-0
Molecular Weight:
464.38
Beilstein:
5784795
EC Number:
207-580-6
MDL number:
MFCD00016933
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Ke-Wu Zeng et al.
European journal of pharmacology, 672(1-3), 45-55 (2011-10-08)
Amyloid β-protein (Aβ), which is deposited in neurons as neurofibrillary tangles, is known to exert cytotoxic effects by inducing mitochondrial dysfunction. Additionally, the PI3K/Akt-mediated interaction between Bad and Bcl(XL) plays an important role in maintaining mitochondrial integrity. However, the application
Jian-ming Guo et al.
Journal of ethnopharmacology, 144(3), 664-670 (2012-10-16)
Hypericum perforatum (St. John's wort) is an important anti-depressant herb used in clinic and commonly prescribed for mild depression. Hyperoside is one of the major components of H. perforatum and is also detected in many plant species such as Abelmoschus
Meizhu Zheng et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(2), 145-149 (2011-08-02)
In the present work, we studied the possible cellular mechanisms of hyperoside isolated from Apocynum venetum leaves in corticosterone-induced neurotoxicity, using PC12 cells as a suitable in vitro model of depression. Cell viability was quantitated by 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide
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