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O0641

Sigma-Aldrich

Oroxylin A

≥98% (HPLC)

Synonym(s):

5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one, 5,7-Dihydroxy-6-methoxyflavone;, 6-Methoxybaicalein;

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About This Item

Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
Molecular Weight:
284.26
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

COc1c(O)cc2OC(=CC(=O)c2c1O)c3ccccc3

InChI

1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3

InChI key

LKOJGSWUMISDOF-UHFFFAOYSA-N

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Biochem/physiol Actions

Oroxylin A is a flavonoid isolated from Scutellaria baicalensis, which is one of the most important medicinal herbs in traditional Korean/Chinese/Japanese medicine. The amelioration of Abeta(25-35) peptide-induced memory impairment by oroxylin A is believed to be mediated via the GABAergic neurotransmitter system after a single administration, or by reductions in Abeta(25-35) peptide-induced astrocyte and microglia activations, iNOS expression, lipid peroxidation, and increased cholinergic neurotransmission after subchronic administration.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

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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Hong Wang et al.
PloS one, 8(7), e69555-e69555 (2013-08-08)
Oroxylin A, a natural flavonoid, is one of the main bioactive compounds that underlie the anti-inflammatory effect of the medicinal herb Scutellaria baicalensis Georgi widely used in southeastern Asia; however, the molecular mechanisms for the therapeutic benefits remain largely unclear.
Qing-Yi Lu et al.
Pancreas, 41(4), 571-576 (2011-12-14)
Scutellaria baicalensis has been a subject of research interest due to its potential multiple therapeutic benefits. This study was to examine the distribution of baicalein, wogonin, oroxylin A and their glucuronide/sulfate-conjugated metabolites in plasma, colon, small intestine, lung, liver, pancreas
Hien-trung Trinh et al.
Acta pharmacologica Sinica, 31(6), 718-724 (2010-05-11)
To explore whether intestinal microflora plays a role in anti-pruritic activity of baicalin, a main constituent of the rhizome of Scutellaria baicalensis (SB). Baicalin was anaerobically incubated with human fecal microflora, and its metabolites, baicalein and oroxylin A, were isolated.
Binbin Zhu et al.
Toxicology and applied pharmacology, 259(3), 387-394 (2012-02-09)
Oroxylin A, a naturally occurring monoflavonoid extracted from Scutellariae radix, shows effective anticancer activities and low toxicities both in vivo and in vitro in previous studies. In this study, we investigated whether the CAM-DR model of HepG2 cells showed resistance
Jing Dong et al.
PLoS computational biology, 9(1), e1002869-e1002869 (2013-01-26)
Alpha-hemolysin (α-HL) is a self-assembling, channel-forming toxin produced by most Staphylococcus aureus strains as a 33.2-kDa soluble monomer. Upon binding to a susceptible cell membrane, the monomer self-assembles to form a 232.4-kDa heptamer that ultimately causes host cell lysis and

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