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Merck
CN

SMB00149

Quercetin 3-glucuronide

≥95% (LC/MS-ELSD)

Synonym(s):

Quercetin 3-glucuronide, Quercetol 3-O-glucuronide, Quercetol glucuronide, Querciturone, 3,3′,4′,5,7-Pentahydroxyflavone 3-glucuronide, Mikwelianin, Miquelianin, Quercetin 3-O-β-D-glucuronide

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About This Item

Empirical Formula (Hill Notation):
C21H18O13
CAS Number:
Molecular Weight:
478.36
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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Quality Level

assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21+/m0/s1

InChI key

DUBCCGAQYVUYEU-ZUGPOPFOSA-N

General description

Quercetin 3-glucuronide is a natural product derived from a plant source. Quercetin is an important flavonoid present in most of the vegetables including onion. It is one of the polyphenol metabolites that is found to be localized to the brain.

Biochem/physiol Actions

Quercetin 3-glucuronide might reduce the risk of developing Alzheimer′s disease dementia. It is found to prevent the formation of β-amyloid (Aβ) peptides in mouse model. Quercetin 3-glucuronide is a metabolic product of dietary quercetin, which occurs in intestinal mucosa and liver. Quercetin 3-glucuronide possess antioxidant activity and is known to have a protective action on LDL (low density lipoprotein) oxidation.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Antioxidant capacity of albumin-bound quercetin metabolites after onion consumption in humans
Murota K, et al.
The Journal of Medical Investigation, 54(3,4) (2007)
Lap Ho et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(2), 769-781 (2012-10-26)
Epidemiological and preclinical studies indicate that polyphenol intake from moderate consumption of red wines may lower the relative risk for developing Alzheimer's disease (AD) dementia. There is limited information regarding the specific biological activities and cellular and molecular mechanisms by



Global Trade Item Number

SKUGTIN
SMB00149-1MG04061837076213