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Aucuparin

Catalog No. TN3469   CAS 3687-28-3
Synonyms: 2,6-dimethoxy-4-phenylphenol

Aucuparin (2,6-dimethoxy-4-phenylphenol) is a plant antibiotic with anti-inflammatory activity. Aucuparin inhibited pulmonary fibrosis in mouse models induced by bleomycin (BLM). ABTS and FRAP showed clear scavenging activity. Aucuparin inhibited superoxide production of human neutrophils induced by fmlp, and its IC50 was 17.0μM.

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Aucuparin Chemical Structure
Aucuparin, CAS 3687-28-3
Pack Size Availability Price/USD Quantity
1 mg In stock $ 538.00
5 mg In stock $ 1,070.00
10 mg In stock $ 1,430.00
25 mg In stock $ 2,130.00
50 mg In stock $ 2,880.00
100 mg In stock $ 3,880.00
1 mL * 10 mM (in DMSO) In stock $ 993.00
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Purity: 99.81%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Aucuparin (2,6-dimethoxy-4-phenylphenol) is a plant antibiotic with anti-inflammatory activity. Aucuparin inhibited pulmonary fibrosis in mouse models induced by bleomycin (BLM). ABTS and FRAP showed clear scavenging activity. Aucuparin inhibited superoxide production of human neutrophils induced by fmlp, and its IC50 was 17.0μM.
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.[1]
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. [3]
Source
Synonyms 2,6-dimethoxy-4-phenylphenol
Molecular Weight 230.26
Formula C14H14O3
CAS No. 3687-28-3

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 2.3 mg/mL (13.2 mM)

TargetMolReferences and Literature

1. Qiu X,et al. Endogenous hydrogen peroxide is a key factor in the yeast extract-induced activation of biphenyl biosynthesis in cell cultures of Sorbus aucuparia. Planta. 2012;235(1):217-223. 2. Chen JJ, et al. A new dibenzofuran and further constituents from the stems of Pourthiaea lucida with inhibitory activity on superoxide generation by neutrophils. Chem Biodivers. 2009;6(5):774-778. 3. Lee SY, et al. Aucuparin Suppresses Bleomycin-Induced Pulmonary Fibrosis Via Anti-Inflammatory Activity. J Med Food. 2021;24(2):151-160.

Related compound libraries

This product is contained In the following compound libraries:
Bioactive Compounds Library Max Natural Product Library for HTS Selected Plant-Sourced Compound Library Bioactive Compound Library Traditional Chinese Medicine Monomer Library Mitochondria-Targeted Compound Library Anti-Inflammatory Traditional Chinese Medicine Compound Library

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Keywords

Aucuparin 3687-28-3 Immunology/Inflammation NADPH-oxidase 2,6-dimethoxy-4-phenylphenol inhibitor inhibit

 

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