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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:
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

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

Certificates of Analysis (COA)

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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
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
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
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
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