Penicillic acid

ID 2: 117

Toxin: y

Trivial name: Penicillic acid (6CI); 3-​Methoxy-​5-​methyl-​4-​oxo-​2,​5-​hexadienoic acid; NSC 402844; γ-​keto-​β-​Methoxy-​δ-​methylene-​Δα-​hexenoic acid

Systematic name:

2,5-Hexadienoic acid, 3-methoxy-5-methyl-4-oxo-

Molecular formulae: 

C8H10O4

Molecular weight: 170.16

Chemical abstract number: 90-65-3

Literature reference:

  • Penicillic acid from Aspergillus ochraceus, Penicillium thomii, and Penicillium suavolens, Karow, E. O.; Woodruff, H. B.; Foster, J. W. Archives of Biochemistry (1944), 5, 279-82.
    The nature of some antibiotics from Aspergillus. Gill-Carey, D. British Journal of Experimental Pathology (1949), 30, 119-23.
    Antibiotics from Aspergillus melleus. Burton, H. S. Nature (London, United Kingdom) (1950), 165, 274-5.
    Chemical and cytotoxicity survey on the metabolites of toxic fungi. Umeda, Makoto; Yamashita, Tatsuo; Saito, Mamoru; Sekita, Setsuko; Takahashi, Chikako; Yoshihira, Kunitoshi; Natori, Shinsaku; Kurata, Hiroshi; Udagawa, Shunichi. Japanese Journal of Experimental Medicine (1974), 44(1), 83-96.
    New antifungal activity of penicillic acid against Phytophthora species. Kang S W; Kim S W. Biotechnology letters (2004), 26(9), 695-8.

References URL: 

Aspergillus Species known to produce this metabolite:

Toxicity:

mouse LD50 intraperitoneal 90mg/kg (90mg/kg) Toxicology and Applied Pharmacology. Vol. 52, Pg. 1, 1980.
Link to PubMed

mouse LD50 intravenous 250mg/kg (250mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 119, 1946.

mouse LD50 oral 600mg/kg (600mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 119, 1946.

mouse LD50 subcutaneous 100mg/kg (100mg/kg) “Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals”, 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 1122, 1989.

mouse LDLo unreported 280mg/kg (280mg/kg) British Journal of Cancer. Vol. 15, Pg. 85, 1961.
Link to PubMed

rat LD50 intraperitoneal 90mg/kg (90mg/kg) LIVER: EFFECTS: OTHER CHANGES Journal of Toxicology and Environmental Health. Vol. 7, Pg. 169, 1981.
Link to PubMed

Structure image:  

Penicillicacidweb

Date uploaded: 2005-12-14 00:00:00


Mycotoxin & Metabolites

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Aspergillus species produce a large number of secondary metabolites, sometimes referred to as extrolites. We attempt to list them all here and we also collect published papers.

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