Tenuazonic acid

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Tenuazonic acid
Identifiers
CAS number 610-88-8 YesY
PubChem 101949
ChEMBL CHEMBL511015 N
Jmol-3D images Image 1
Properties
Molecular formula C10H15NO3
Molar mass 197.231
Appearance colorless, oily substance
Acidity (pKa) 3.5
Pharmacology
Routes of
administration
Ingested or Inhaled
Legal status
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Tenuazonic acid is a mycotoxin. It is a toxic secondary metabolite, produced by Alternaria (e. g. Alternaria alternata or Alternaria tenuis) and Phoma species.[1] It inhibits the protein synthesis machinery.[2]

Tenuazonic acid or 5S,6S-3-acetyl-5-sec-butyl-4-hydroxypyrrolidone-2,4-dione[3] is a colorless oil, soluble in chloroform and methanol.[4]

In 1991 Tenuazonic acid was reported to inhibit skin tumor promotion in mice [5]

References

  1. Alisa D. Hocking (Editor), John I. Pitt (Editor) and Robert A. Samson (Editor): Advances in Food Mycology. Springer 2006; ISBN 978-0-387-28385-2; p. 23
  2. Dilip K. Arora and Arora K. Arora: Fungal Biotechnology in Agricultural, Food, and Environmental Applications. Marcel Dekker Inc; illustrated edition 2003; ISBN 978-0-8247-4770-1; p. 336
  3. N. Magan (editor) and M. Olsen (editor): Mycotoxins in Food: Detection and Control. Woodhead Publishing Ltd 2004; ISBN 978-1-85573-733-4, p. 408
  4. J. D. Bewley (edi.), M. Black (edi.) and P. Halmer (edi.): The Encyclopedia of Seeds: Science, Technology and Uses. Cab Intl 2006; ISBN 978-0-85199-723-0; p. 438
  5. Tenuazonic acid page from Fermentek
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