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Sigma-Aldrich

Quercetin 3-O-α-L-arabinopyranoside

≥95% (HPLC)

Synonym(s):

3′,4′,5,7-Tetrahydroxyflavone 3-O-α-L-arabinoside, 3-(α-L-Arabinopyranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, Feniculin, Foeniculin, Guaijaverin, Quercetin 3-O-α-L-arabinoside

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About This Item

Empirical Formula (Hill Notation):
C20H18O11
CAS Number:
22255-13-6
Molecular Weight:
434.35
UNSPSC Code:
12352201
PubChem Substance ID:
329766687
NACRES:
NA.25

Quality Level

100

assay

≥95% (HPLC)

form

powder

storage temp.

room temp

SMILES string

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

InChI

1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1

InChI key

PZZRDJXEMZMZFD-IEGSVRCHSA-N

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General description

Quercetin 3-O-α-L-arabinopyranoside was isolated from the leaves of the Ruprechtia polystachya tree.

Biochem/physiol Actions

Plant flavonoid which exhibits antibacterial and antioxidant activities. It shows significantly strong ABTS radical scavenging activity, inhibitory activity against urease of quercetin glycosides isolated from Allium cepa and Psidium guajava. It is a potential antiplaque agent against Streptococcus mutans.
quercetin 3-O-α-L-arabinopyranoside was shown to inhibit the activity of glucose-6-phosphatase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

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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00180585

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≥95%

Sigma-Aldrich

337951

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Dimitrina Zheleva-Dimitrova et al.
Natural product research, 26(17), 1576-1583 (2011-11-15)
The occurrence of three known benzophenones, namely annulatophenonoside, acetylannulatophenonoside and annulatophenone as well as a flavonol O-glycoside guajaverin in the aerial parts of Hypericum maculatum Crantz was established. In addition, hyperoside, isoquercitrin and miquelianin were isolated from this plant, as
X Lozoya et al.
Archives of medical research, 25(1), 11-15 (1994-01-01)
The traditional herbal remedy from Psidium guajava leaves has been medically proposed in Mexico as effective treatment of acute diarrhea. A methanolic leaf extract was subjected to a bioassay-guided isolation of spasmolytic constituents. Six fractions were separated on a polyvinylpolypyrrolidine
Huaguo Chen et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 35(10), 1284-1286 (2010-08-17)
The aim of the paper was to develop a HPLC method for the quality control of Periploca forrestii Schltr. The 18 samples were analyzed on a Hypersil C18 column. The mobile phase was methanol-water (33:67) and the flow rate was
G R Prabu et al.
Journal of applied microbiology, 101(2), 487-495 (2006-08-03)
The aim of the present study was to investigate the anti-Streptococcus mutans activity and the in vitro effects of subminimal inhibitory concentrations of guaijaverin isolated from Psidium guajava Linn. on cariogenic properties of Strep. mutans. Bioautography-directed chromatographic fractionation, yield biologically
Cássia Regina Primila Cardoso et al.
Toxicology, 225(1), 55-63 (2006-06-20)
Byrsonima crassa is a plant pertaining to the Brazilian central savannah-like belt of vegetation and popularly used for the treatment of gastric dysfunctions and diarrhoea. The methanol extract contains catechin, tannins, terpenes and flavonoids; both mutagenic potential and antioxidant properties
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