Patulin

CAS: 149-29-1

Ref. TR-P206500

Product Information

• Name: Patulin
• Synonyms: Patulin (6CI), 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one, Acetic acid, (2,4-dihydroxy-2H-pyran-3(6H)-ylidene)-, 3,4-lactone, Clairformin, Clavacin, Clavatin, Claviformin, DL-Patulin, Expansin, Expansin (antibiotic), Expansine, Gigantin, Leucopin, Mycoin, Mycoin C, Mycoin C3, NSC 32951, NSC 8120, Patuline, Penicidin, Terinin, 4,6-Dihydro-4-hydroxy-2H-furo[3,2-c]pyran-2-on, 4,6-dihidro-4-hidroxi-2H-furo[3,2-c]piran-2-ona, 4,6-dihydro-4-hydroxy-2H-furo[3,2-c]pyran-2-one, 4,6-dihydro-4-hydroxy-2H-furo[3,2-c]pyranne-2-one, <span class="text-smallcaps">DL</span>-Patulin, Acetic acid, (2,4-dihydroxy-2H-pyran-3(6H)-ylidene)-, 3,4-lactone, Mycoin C₃, Nsc 32951, Nsc 8120

Description

Stability Hygroscopic
Applications Patulin (PAT), a mycotoxin produced by certain species of Penicillium, Aspergillus, and Byssochlamys, is mainly found in ripe apple and apple products. Patulin-induced genotoxicity and modulation of glutathione in Hep G2 cells. Patulin is an antibiotic. Patulin-induced nephropathy and gastrointestinal tract malfunction have been demonstrated in several animal models. The oral LD50 value of patulin ranges between 29 and 55 mg/kg body weight in rodents and 170 mg/kg body weight in poultry. The World Health Organization considers patulin cytotoxic and established a safety level of patulin in apple juice at 50 μM. At 100-200 μM, patulin can directly increase intracellular oxidative stress in HEK293 and HL-60 cells. In 1944, this compound was tested in a clinical trial for potential antibiotic
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Scott, P., et al.: J. Agric. Food Chem., 20, 450 (1972), Aden, D., et al.: Nature, 282, 615 (1979), Surralles, J., et al.: Mutat. Res., 341, 169 (1995), Alves, I., et al.: Mutagenesis, 15, 229 (2000), Liu, B., et al.: Toxicol. Appl. Pharmacol., 191, 255 (2003), Puel, O., Galtier, P., and Oswald, I.P. Biosynthesis and toxicological effects of patulin. Toxins 2(4) 613-631 (2010). Liu, B., Wu, T., Yu, F., et al. Induction of oxidative stress response by the mycotoxin patulin in mammalian cells. Toxicol Sci 95(2) 340-347 (2007). Chalmers, I., and Clarke, M. Commentary: The 1994 patulin trial: The first properly controlled multicentre trial conducted under the aegis of the British Medical Research Council. Int J Epidemiol 32 253-260 (2004).

• Brand: TRC

Chemical properties

• Molecular weight: 154.12
• Formula: C₇H₆O₄
• Color/Form: Off-White To Yellow
• InChI: InChI=1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2
• InChI key: InChIKey=ZRWPUFFVAOMMNM-UHFFFAOYSA-N
• SMILES: O=C1C=C2C(=CCOC2O)O1