Penicillic acid

Penicillic acid

Names
IUPAC name 5-Hydroxy-5-isopropenyl-4-methoxy-furan-2-one
Identifiers
CAS Number	90-65-3  Y
3D model (JSmol)	Interactive image
ChemSpider	1064791
ECHA InfoCard	100.001.826
EC Number	202-008-1
KEGG	C19495  Y
PubChem CID	1268111
UNII	ONL14K3AFD  Y
InChI 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
SMILES CC(=C)C1(C=CC(=O)O1)O
Properties
Chemical formula	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). Y  verify  (what is  YN ?) 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. ^[1]

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

References

1. {{http://dx.doi.org/10.1038/s41467-024-52101-2
2. Raphael, Ralph (1947). "Synthesis of the Antibiotic, Penicillic Acid". Nature. 160 (4060): 261–262. Bibcode:1947Natur.160..261R. doi:10.1038/160261c0. PMID   20344393. S2CID   4066740.