Chemistry:Penicillic acid

From HandWiki
Penicillic acid
Skeletal formulas of two tautomers
Ball-and-stick model
Names
IUPAC name
5-Hydroxy-5-isopropenyl-4-methoxy-furan-2-one
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 202-008-1
KEGG
UNII
Properties
C8H10O4
Molar mass 170.164 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):

Penicillic acid is a mycotoxin that is produced by Aspergillus flavus, Aspergillus ostianus and Penicillium roqueforti mold. It is not a product of acid degradation of penicillin. Biosynthesis of the compound has been stablished.[1]

Its first practical synthesis was reported in 1947 by Ralph Raphael, who had worked on penicillin during World War II.[2]

References

  1. "Substrate specificity of a branch of aromatic dioxygenases determined by three distinct motifs". Nature Communications volume (15). 2024-09-03. doi:10.1038/s41467-024-52101-2. 
  2. Raphael, Ralph (1947). "Synthesis of the Antibiotic, Penicillic Acid". Nature 160 (4060): 261–262. doi:10.1038/160261c0. PMID 20344393. Bibcode1947Natur.160..261R.