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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
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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1 of 4

This Item
SMB00149PHL80986Q4951
Guaiaverin phyproof® Reference Substance

PHL80986

Guaiaverin

Quercetin ≥95% (HPLC), solid

Sigma-Aldrich

Q4951

Quercetin

form

powder

form

solid

form

solid

form

solid

storage temp.

room temp

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
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
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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