3792
T3D3738
Penicillic acid
Penicillic acid is a mycotoxin produced by several species of Aspergillus and Penicillium. It has antibiotic activity and is cytotoxic, hepatotoxic, and carcinogenic. Penicillic acid is a human health hazard because it can be found on contaminated crops such as corn. (A2957, A3013)
90-65-3
5385314
C8H10O4
White powder.
83°C-87°C
Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Penicillic acid has been shown to inhibit alcohol and lactate dehydrogenases by forming covalent adducts with either cysteine or lysine residues at the enzyme active sites. Penicillic acid also binds directly to the active center cysteine in the large subunit of caspase-8, thus inhibiting FasL-induced apoptosis by targeting self-processing of caspase-8. Penicillic acid is also mutagenic and can cause DNA single-strand breaks, chromosome aberrations, and inhibition of DNA synthesis. Mycotoxins are often able to enter the liver and kidney by human organic anion transporters (hOATs) and human organic cation transporters (hOCTs). They can also inhibit uptake of anions and cations by these transporters, interefering with the secretion of endogenous metabolites, drugs, and xenobiotics including themselves. This results in increased cellular accumulation of toxic compounds causing nephro- and hepatotoxicity. (A2957, A3007, A3008, A3010, A3012, A3014)
Penicillic acid is rapidly absorbed and extensively metabolized in the liver. Detoxification occurs via interactions with glutathione S-transferases and metabolites are excreted mainly in the urine. (A3011, A3013)
LD50: 600 mg/kg (Oral, Mouse) (A3013)
LD50: 250 mg/kg (Intravenous, Mouse) (A3013)
LD50: 90 mg/kg (Intraperitoneal, Mouse) (A3013)
3, not classifiable as to its carcinogenicity to humans. (L135)
Penicillic acid is a mycotoxin produced by several species of Aspergillus and Penicillium. It is a human health hazard because it can be found on contaminated crops such as corn. (A3013)
Penicillic acid is cytotoxic, hepatotoxic, and carcinogenic. (A3013)
2010-05-06T16:13:07Z
2014-12-24T20:26:28Z
http://en.wikipedia.org/wiki/Penicillic_acid
true
COC(=CC(O)=O)C(=O)C(C)=C
C8H10O4
InChI=1S/C8H10O4/c1-5(2)8(11)6(12-3)4-7(9)10/h4H,1H2,2-3H3,(H,9,10)/b6-4-
InChIKey=VOUGEZYPVGAPBB-XQRVVYSFSA-N
170.1626
170.057908808
Exogenous
Solid