Anacardic Acid - Experimental Antibacterial Properties

Experimental Antibacterial Properties

Anacardic acid (C15:3, all-Z, major component)
IUPAC name

2-hydroxy-6-benzoic acid

Identifiers
CAS number 11034-77-8 Y
PubChem 9875131
MeSH anacardic+acid
ChEMBL CHEMBL455368 N
Jmol-3D images Image 1
SMILES
  • C=CCC=CCC=CCCCCCCCC1=C(C(=CC=C1)O)C(=O)O

Properties
Molecular formula C22H30O3
Molar mass 342.4718 g/mol
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

The side chain with three unsaturated bonds was the most active against Streptococcus mutans, the tooth decay bacterium, in test tube experiments. The number of unsaturated bonds was not material against Propionibacterium acnes, the acne bacterium. Eichbaum claims that a solution of one part anacardic acid to 200,000 parts water to as low as one part in 2,000,000 is lethal to Gram positive bacteria in 15 minutes in vitro. Somewhat higher ratios killed tubercle bacteria of tuberculosis in 30 minutes. Heating these anacardic acids converts them to the alcohols (cardanols)with reduced activity compared to the acids. Decarboxylation, such as through heating done in most commercial oil processing, results in compounds with significantly reduced activity. It is said that the people of the Gold Coast use cashew leaves and bark for a toothache.

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