1.0 2010-04-08 22:04:35 UTC 2025-11-18 22:18:48 UTC FDB000488 Ochratoxin A Mycotoxin. Production by Aspergillus melleus, Aspergillus sulphureus and Penicillium viridicatum.Potential contaminant of foodstuffs, especially cereals. Found in stored grain products in UK (1997) Ochratoxin A, a toxin produced by Aspergillus ochraceus and Penicillium verrucosum, is one of the most abundant food-contaminating mycotoxins in the world. Human exposure occurs mainly through consumption of improperly stored food products, particularly contaminated grain and pork products, as well as coffee, wine grapes and dried grapes. The toxin has been found in the tissues and organs of animals, including human blood and breast milk. Ochratoxin A toxicity has large species- and sex-specific differences. Antibiotic 9663 N-[(5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl]phenylalanine, 9CI Ochratoxin a-bsa conjugate from aspergillus ochraceus OTA Phenylalanine - ochratoxin a C20H18ClNO6 403.813 403.08226502 (2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl]formamido}-3-phenylpropanoic acid ochratoxin A 303-47-9 C[C@@H]1CC2=C(C(=O)O1)C(O)=C(C=C2Cl)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1 RWQKHEORZBHNRI-BMIGLBTASA-N belongs to the class of organic compounds known as ochratoxins and related substances. These are a group of chemically related metabolites containing a 3,4-dihydro-3-methylisocoumarin moiety linked through a carboxyl group to L-beta-phenylalanine by a secondary amine bond. Ochratoxins and related substances Organic compounds Phenylpropanoids and polyketides Ochratoxins and related substances Aromatic heteropolycyclic compounds 2-benzopyrans Amphetamines and derivatives Aryl chlorides Carbonyl compounds Carboxylic acid esters Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Lactones N-acyl-alpha amino acids Organic oxides Organochlorides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Phenylalanine and derivatives Phenylpropanoic acids Salicylic acid and derivatives Secondary carboxylic acid amides Vinylogous acids 2-benzopyran 3-phenylpropanoic-acid Alpha-amino acid or derivatives Amphetamine or derivatives Aromatic heteropolycyclic compound Aryl chloride Aryl halide Benzenoid Benzopyran Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Isochromane Lactone Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Ochratoxin-skeleton Organic nitrogen compound Organic oxide Organic oxygen compound Organochloride Organohalogen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Phenylalanine or derivatives Salicylic acid or derivatives Secondary carboxylic acid amide Vinylogous acid Mycotoxins N-acyl-L-phenylalanine isochromanes monocarboxylic acid amide organochlorine compound phenylalanine derivative logp 3.18 ALOGPS logs -4.25 ALOGPS solubility 2.28e-02 g/l ALOGPS melting_point Mp 169° logp 4.61 ChemAxon pka_strongest_acidic 3.17 ChemAxon pka_strongest_basic -2 ChemAxon iupac (2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl]formamido}-3-phenylpropanoic acid ChemAxon average_mass 403.813 ChemAxon mono_mass 403.08226502 ChemAxon smiles C[C@@H]1CC2=C(C(=O)O1)C(O)=C(C=C2Cl)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O ChemAxon formula C20H18ClNO6 ChemAxon inchi InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1 ChemAxon inchikey RWQKHEORZBHNRI-BMIGLBTASA-N ChemAxon polar_surface_area 112.93 ChemAxon refractivity 101.77 ChemAxon polarizability 40.12 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26147 Specdb::CMs 41326 Specdb::CMs 132984 Specdb::CMs 140718 Specdb::MsMs 323935 Specdb::MsMs 323936 Specdb::MsMs 323937 Specdb::MsMs 372217 Specdb::MsMs 372218 Specdb::MsMs 372219 Specdb::MsMs 2745734 Specdb::MsMs 2745735 Specdb::MsMs 2745736 Specdb::MsMs 2936635 Specdb::MsMs 2936636 Specdb::MsMs 2936637 HMDB29399 #<Reference:0x000055ce3179e258> Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Common wheat Type 1 specific Triticum aestivum 4565 Calcium channel blocker 749 One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools. Carcinogenic 762 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.