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SMB00547

Sigma-Aldrich

Quercetin 3,4′-diglucoside

≥85% (LC/MS-UV)

Synonym(s):

Quercetin 3,4′-O-diglucoside

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About This Item

Empirical Formula (Hill Notation):
C27H30O17
CAS Number:
29125-80-2
Molecular Weight:
626.52
UNSPSC Code:
12352200
PubChem Substance ID:
329824696
NACRES:
NA.25

Assay

≥85% (LC/MS-UV)

form

solid

solubility

DMSO: 1 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

OC1=CC(O)=C2C(OC(C3=CC(O)=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)=C(O[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)C2=O)=C1

InChI

1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)41-12-2-1-8(3-10(12)31)24-25(19(35)16-11(32)4-9(30)5-13(16)40-24)44-27-23(39)21(37)18(34)15(7-29)43-27/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1

InChI key

RPVIQWDFJPYNJM-DEFKTLOSSA-N

General description

Quercetin is an important flavonoid present in most of the vegetables including onion. Quercetin 3-glucuronide is one of the polyphenol metabolites, that is found to be localized to the brain.

Biochem/physiol Actions

Natural compound isolated from onions. Belongs to the class of organic compounds known as flavanoid-3-o-glycosides. Quercetin possesses free radical scavenging activity, due to the presence of phenolic hydroxyl groups present at the B-ring and position 3. The glycosidic form of quercetin is metabolized to its conjugates (glucuronide or sulfate) for absorption in the intestine.
Natural compound isolated from onions. Belongs to the class of organic compounds known as flavanoid-3-o-glycosides.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Multitargeted cancer prevention by quercetin
Murakami A, et al.
Cancer Letters, 269(2) (2008)
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
Enkhtaivan Gansukh et al.
Food chemistry, 334, 127508-127508 (2020-07-28)
Quercetin, a potential polyphenolic which possesses several biological effects. The influenza virus polymerase basic 2 (PB2) subunit of RNA polymerase responsible for replication, degree of virus conservation and active target site for designing specific antivirals. The quercetin derivatives downloaded from

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