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00180585

Hyperoside

primary reference standard

Synonym(s):

Quercetin 3-D-galactoside, 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:
Molecular Weight:
464.38
Beilstein:
5784795
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

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

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General description

Hyperoside is a flavonol glycoside compound used in Traditional Chinese medicine for its various beneficial effects, such as anti-inflammatory, anti-oxidant, anti-viral, and anti-cancer.
Produced and qualified by HWI pharma services GmbH.
Exact content measured by quantitative NMR can be found on the certificate.

Application

The primary reference standard can be used for identification, assay, and purity testing, method development, and validation.

It can also be used as follows:

  • Development of an ultra performance liquid chromatography-mass spectrometric method to determine hyperoside in rat plasma samples following sample treatment by protein precipitation and liquid-liquid extraction
  • Multi-residue analysis of hyperoside, isoquercitrin, and eleutheroside E in botanical samples of Apocynum venetum L. and Eleutherococcus senticosus used in traditional Chinese medicine by HPLC combined with diode array detection (DAD)
  • Ionic liquid vacuum microwave-assisted extraction (ILVMAE) of rutin, hyperoside, and hesperidin from Sorbus tianschanica leaf samples for their subsequent quantification by HPLC
  • Simultaneous detection and quantification of vitexin, rutin, hyperoside, and quercetin in hawthorn flower and leaf extract samples using high-performance liquid chromatography combined with spectrophotometric detection (HPLC-UV)

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.
This compound is commonly found in plants of the genus: crataegus eucalyptus hypericum sambucus

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

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


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Mao-Hua Ping
Cancer management and research, 12, 11773-11782 (2020-11-26)
Hyperin is an effective monomer extracted from Malvaceae plant Abelmoschus, which is a flavonol glycoside compound. Hyperin performs a variety of pharmacological activities, such as analgesia, antioxidation, anti-inflammation, avoiding microthrombosis, regulating immune function, inhibiting tumor cell growth. But the role
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
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
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

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