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Merck
CN

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
207-580-6
Beilstein/REAXYS Number:
5784795
MDL number:
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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

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


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available



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Protocols

HPTLC fingerprinting enables rapid identification of passion flower with related reference materials.

Related Content

Quantitative NMR for Content Assignment of Phytochemical Reference Standards


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
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
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



Global Trade Item Number

SKUGTIN
00180585-25MG04061835560028