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Quercetin dihydrate

primary reference standard

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Synonym(s):
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one dihydrate, 3,3′,4′,5,7-Pentahydroxyflavone dihydrate
Empirical Formula (Hill Notation):
C15H10O7 · 2H2O
CAS Number:
6151-25-3
Molecular Weight:
338.27
Colour Index Number:
75670
Beilstein:
317313
EC Number:
204-187-1
UNSPSC Code:
85151701
NACRES:
NA.24

grade

primary reference standard

form

powder

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

>300 °C (lit.)

SMILES string

OC(C(O)=C1)=CC=C1C2=C(O)C(C3=C(O)C=C(O)C=C3O2)=O

InChI

1S/C15H10O7.2H2O/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6;;/h1-5,16-19,21H;2*1H2

InChI key

GMGIWEZSKCNYSW-UHFFFAOYSA-N

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General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference standard in the analysis of herbal medicinal products.

Biochem/physiol Actions

Quercetin dihydrate is a flavonoid with anticancer activity. Quercetin is a mitochondrial ATPase and phosphodiesterase inhibitor. It Inhibits PI3-kinase activity and slightly inhibits PIP kinase activity. Quercetin has antiproliferative effects on cancer cell lines, reduces cancer cell growth via type II estrogen receptors, and arrests human leukemic T cells in late G1 phase of the cell cycle.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 1

Certificates of Analysis (COA)

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Tomohiko Matsuo et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(3), E311-E320 (2015-01-08)
Most mammals have two major olfactory subsystems: the main olfactory system (MOS) and vomeronasal system (VNS). It is now widely accepted that the range of pheromones that control social behaviors are processed by both the VNS and the MOS. However
Nada Oršolić et al.
European journal of nutrition, 53(5), 1217-1227 (2013-11-26)
Reactive oxygen species play a role in a number of degenerative conditions including osteoporosis. Flavonoids as phyto-oestrogens exert physiological effects against oxidative stress diseases. We developed a retinoic acid-induced bone loss model of rats to assess whether flavonoids and alendronate
Sameha Merzoug et al.
Naunyn-Schmiedeberg's archives of pharmacology, 387(10), 921-933 (2014-06-21)
This study was designed to evaluate the effect of quercetin, a natural flavonoid, on behavioral alterations, brain oxidative stress, and immune dysregulation caused by a chemotherapeutic agent, Adriamycin (ADR; 7 mg/kg of body weight). Different subsets of male Wistar rats were
Beng Fye Lau et al.
PloS one, 9(7), e102509-e102509 (2014-07-24)
Previous studies on the nutritional and nutraceutical properties of Lignosus rhinocerotis focused mainly on the sclerotium; however, the supply of wild sclerotium is limited. In this investigation, the antioxidant capacity and cytotoxic effect of L. rhinocerotis cultured under different conditions
Marie Vandeput et al.
Journal of pharmaceutical and biomedical analysis, 102, 267-275 (2014-12-03)
A commercially available thin-layer flow-through amperometric detector, with the sensing block customized in an original design, was applied to the screening of drug compounds known as acetylcholinesterase (AChE) inhibitors. AChE from electric eel was covalently immobilized onto a cysteamine modified
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