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16733

Sigma-Aldrich

Quercetin 3-O-(6″-O-malonyl)-β-D-glucoside

≥85% (HPLC)

Synonyme(s) :

Quercetin 3-O-malonylglucoside

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About This Item

Formule empirique (notation de Hill):
C24H22O15
Numéro CAS:
96862-01-0
Poids moléculaire :
550.42
Numéro Beilstein :
6625918
Numéro MDL:
MFCD20527305
Code UNSPSC :
12352201
ID de substance PubChem :
329751366
Nomenclature NACRES :
NA.25

Pureté

≥85% (HPLC)

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)c(O)c4)[C@@H]1O

InChI

1S/C24H22O15/c25-9-4-12(28)17-13(5-9)37-22(8-1-2-10(26)11(27)3-8)23(19(17)33)39-24-21(35)20(34)18(32)14(38-24)7-36-16(31)6-15(29)30/h1-5,14,18,20-21,24-28,32,34-35H,6-7H2,(H,29,30)/t14-,18-,20+,21-,24+/m1/s1

Clé InChI

NBQPHANHNTWDML-UJKBSQBPSA-N

Description générale

The flavonoid quercetin 3-O-(6-O-malonyl)glucoside, a conjugate of quercetin, was identified in the green-leafed lettuce Lactuca sativum.

Actions biochimiques/physiologiques

Metabolite in flavone and flavonol biosynthesis, is found in plants like the fruit peel of Sicana odorifera and mulberry leaves, shows antioxidant activity. Q3MG also potentially has antiatherogenic protective effects; and found to improve hyperglycemia in obese mice and reduced oxidative stress in the liver.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Conseils de prudence

P301 + P310

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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M S DuPont et al.
Journal of agricultural and food chemistry, 48(9), 3957-3964 (2000-09-20)
Eight varieties of lettuce (Lactuca sativum) and three varieties of endive (Cichorium endivia) were analyzed for flavonoid composition and content. Total flavonoid contents, expressed as units of aglycon for fresh material, were in the ranges of 0.3-229 microg/g for lettuce
Katherine Jaramillo et al.
Journal of agricultural and food chemistry, 59(3), 975-983 (2011-01-20)
Ten flavonols and three anthocyanins were identified in the fruit peel of melón de olor (Sicana odorifera), and their structures were established by spectrometric and spectroscopic (ESI-MS and NMR) techniques. One of the identified flavonols, quercetin 3-O-(6''-O-malonyl)-β-D-glucopyranoside 4'-O-β-D-glucopyranoside, has not
Takuya Katsube et al.
Journal of the science of food and agriculture, 90(14), 2386-2392 (2010-07-22)
Mulberry therapies on type 2 diabetic patients or streptozotocin-induced diabetic rats have been reported to improve fasting blood glucose levels. We investigated the effects of dietary consumption of mulberry-leaf powder and purified quercetin 3-(6-malonylglucoside), the quantitatively major flavonol glycoside in
Byambaa Enkhmaa et al.
The Journal of nutrition, 135(4), 729-734 (2005-03-30)
The effects of dietary consumption of mulberry (Morus alba L.) leaves and their major flavonol glycoside, quercetin 3-(6-malonylglucoside) (Q3MG), on the development of atherosclerotic lesions, in relation to the susceptibility of plasma LDL to oxidative modification, was studied in LDL

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