Aucuparin

SKU: orb1683107

Description

Aucuparin is a natural phenolic compound exhibiting antioxidant and anti-inflammatory properties. It demonstrates in vitro radical scavenging activity and inhibits superoxide production in human neutrophils (IC50 = 17.0 µM). In vivo, it has been shown to attenuate bleomycin-induced pulmonary fibrosis in mouse models.

Research Area

Immunology & Inflammation, Stem Cell & Developmental Biology

Images & Validation

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Key Properties

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CAS Number	3687-28-3
MW	230.26
Purity	99.98% (May vary between batches)
Formula	C₁₄H₁₄O₃
SMILES	O(C)C=1C=C(C=C(OC)C1O)C2=CC=CC=C2
Target	NADPH-oxidase,Others,TGF-beta/Smad
Solubility	DMSO:2.31 mg/mL (10.03 mM)

Bioactivity

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In Vivo

Aucuparin, a natural product isolated from Sorbus aucuparia, inhibited pulmonary fibrosis in bleomycin (BLM)-induced lung fibrosis mouse model. In the lung samples of mice treated with aucuparin, the gene expression of inflammation and macrophage activation markers was reduced compared to those treated with BLM alone. Moreover, aucuparin decreased the expression of profibrotic marker genes and increased the expression of antifibrotic marker genes. Finally, we observed that aucuparin significantly suppressed transforming growth factor-β-induced activation of inflammatory cytokine production and collagen synthesis from macrophages and fibroblasts, respectively.

In Vitro

The formation of Aucuparin, a well-known biphenyl, is induced by yeast extract (YE) in cell cultures of Sorbus aucuparia. Here we demonstrate that the addition of YE to the cell cultures results in a burst of reactive oxygen species (ROS; H(2)O(2) and O(2) (-)), followed by transcriptional activation of the biphenyl synthase 1 gene (BIS1) encoding the key enzyme of the biphenyl biosynthetic pathway and Aucuparin accumulation. When the cell cultures were pretreated with superoxide dismutase specific inhibitor N,N-diethyldithiocarbamic acid, although O(2) (-) continued to be generated, the H(2)O(2) accumulation, BIS1 expression, and Aucuparin production were blocked. Interestingly, an exogenous supply of H(2)O(2) in the range of 0.05-10 mM failed to induce Aucuparin accumulation. These results indicate that endogenous generation of H(2)O(2) rather than that of O(2) (-) is a key factor in YE-induced accumulation of biphenyl phytoalexins in cell cultures of S. aucuparia.

Storage & Handling

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Storage	Powder: -20°C for 3 years \| In solvent: -80°C for 1 year \| Shipping with blue ice/Shipping at ambient temperature.
Expiration Date	12 months from date of receipt.
Disclaimer	For research use only

Alternative Names

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2,6-dimethoxy-4-phenylphenol, Aucuparin, NADPH-oxidase, NADPHoxidase

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Compound Identifiers

PubChem CID

442508 ↗

Key Properties

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No computed properties available.

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Aucuparin

Description

Research Area

Images & Validation

Key Properties

Bioactivity

Storage & Handling

Alternative Names

Quality Guarantee

Compound Identifiers

Key Properties

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Aucuparin (orb1683107)

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