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Sigma-Aldrich

Quercetin 3-O-α-L-arabinopyranoside

≥95% (HPLC)

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

Quality Level

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Maryan Bruzual De Abreu et al.
Chemistry & biodiversity, 8(11), 2126-2134 (2011-11-16)
Two new compounds, 5-methyl-2-(2-methylbutanoyl)phloroglucinol 1-O-(6-O-β-D-apiofuranosyl)-β-D-glucopyranoside (1) and trans-2,3-dihydrokaempferol 3-O-(4-O-sulfo)-α-L-arabinopyranoside (2), together with 14 known flavonoids, trans-dihydrokaempferol 3-O-α-L-arabinopyranoside (3), trans-taxifolin 3-O-α-L-arabinofuranoside (4), quercetin 3-O-α-L-rhamnopyranoside (5), quercetin 3'-O-α-L-arabinofuranoside (6), catechin 3-O-α-L-rhamnopyranoside (7), trans-taxifolin 3-O-α-L-arabinopyranoside (8), cis-dihydrokaempferol 3-O-α-L-arabinopyranoside (9), catechin (10), myricetin 3-O-α-L-rhamnopyranoside
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
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
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
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

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