Chemical Property of 3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid
Chemical Property:
- Appearance/Colour:slight yellow powder
- Vapor Pressure:0.00071mmHg at 25°C
- Melting Point:83-87 °C
- Refractive Index:1.4425 (estimate)
- Boiling Point:285.7 °C at 760 mmHg
- PKA:3.90±0.33(Predicted)
- Flash Point:113.5 °C
- PSA：63.60000
- Density:1.157 g/cm3
- LogP:0.74650
- Storage Temp.:Store at 2-8
- Solubility.:DMSO: >10mg/mL
- XLogP3:0.9
- Hydrogen Bond Donor Count:1
- Hydrogen Bond Acceptor Count:4
- Rotatable Bond Count:4
- Exact Mass:170.05790880
- Heavy Atom Count:12
- Complexity:250
- Purity/Quality:
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99% *data from raw suppliers
PenicillicAcid *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xn
T
- Hazard Codes:Xn,T
- Statements:
36/37/38-20/21/22-22
- Safety Statements:
37/39-26-24/25
- MSDS Files:
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SDS file from LookChem
Total 1 MSDS from other Authors
Useful:
- Chemical Classes:Biological Agents -> Mycotoxins
- Canonical SMILES:CC(=C)C(=O)C(=CC(=O)O)OC
- Isomeric SMILES:CC(=C)C(=O)/C(=C\C(=O)O)/OC
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Description
Gram negative bacteria utilize N-acylated homoserine lactones to coordinate expression of virulence in response to the density of the surrounding bacterial population in a process termed quorum sensing. By interfering with this communication and thereby disrupting virulence expression, quorum sensing inhibitors are emerging as an alternative to the conventional ways of fighting bacterial infections. Penicillic acid is a mycotoxin produced from Penicillium species identified in molds on corn and other grains. At 80 μM, penicillic acid inhibits bacterial quorum sensing communication in P. aeruginosa by selectively repressing various virulence factor and other quorum sensing-regulated genes. It has been shown to inhibit Fas-mediated apoptosis at 100-200 μM by targeting caspase-8 activity in Burkitt’s lymphoma Raji cells.
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Uses
Gram negative bacteria utilize N-acylated homoserine lactones to coordinate expression of virulence in response to the density of the surrounding bacterial population in a process termed quorum sensing. By interfering with this communication and thereby disrupting virulence expression, quorum sensing inhibitors are emerging as an alternative to the conventional ways of fighting bacterial infections. Penicillic acid is a mycotoxin produced from Penicillium species identified in molds on corn and other grains. At 80 μM, penicillic acid inhibits bacterial quorum sensing communication in P. aeruginosa by selectively repressing various virulence factor and other quorum sensing-regulated genes. It has been shown to inhibit Fas-mediated apoptosis at 100-200 μM by targeting caspase-8 activity in Burkitt’s lymphoma Raji cells. Penicillic acid can be isolated from the seed-borne fungus Aspergillus persii EML-HPB1-11 and it exhibits antibacterial activity against various plant pathogenic bacteria. PENICILLIC ACID can be a potential lead molecule for developing synthetic agrochemicals. Penicillic acid is also used as a quorum sensing inhibitor.
