Penicillic acid

Penicillic acid
Names
IUPAC name
5-Hydroxy-5-isopropenyl-4-methoxy-furan-2-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.826
EC Number
  • 202-008-1
KEGG
UNII
  • InChI=1S/C8H10O4/c1-5(2)8(11)6(12-3)4-7(9)10/h4H,1H2,2-3H3,(H,9,10)/b6-4-
    Key: VOUGEZYPVGAPBB-XQRVVYSFSA-N
  • CC(=C)C1(C=CC(=O)O1)O
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

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.

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