1.0 2010-04-08 22:06:50 UTC 2025-11-18 23:00:01 UTC FDB005766 Citrinin Citrinin is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). Citrinin can be found in barley and common wheat, which makes citrinin a potential biomarker for the consumption of these food products. Citrinin is a mycotoxin which is often found in food. It is a secondary metabolite produced by fungi that contaminate long-stored food and it causes different toxic effects, like nephrotoxic, hepatotoxic and cytotoxic effects. Citrinin is mainly found in stored grains, but sometimes also in fruits and other plant products . (-)-Citrinin Antimycin Citriain Citrinin Fintrol C13H14O5 250.2473 250.084123558 (3S,4R)-7-(dihydroxymethylidene)-3,4,5-trimethyl-4,6,7,8-tetrahydro-3H-2-benzopyran-6,8-dione (3S,4R)-7-(dihydroxymethylidene)-3,4,5-trimethyl-3,4-dihydro-2-benzopyran-6,8-dione 642-15-9 C[C@@H]1OC=C2C(=O)C(=C(O)O)C(=O)C(C)=C2[C@H]1C InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,16-17H,1-3H3/t5-,7-/m0/s1 JLWQFKMKUKQXMW-FSPLSTOPSA-N belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Benzopyrans Organic compounds Organoheterocyclic compounds Benzopyrans Aliphatic heteropolycyclic compounds Cyclohexenones Hydrocarbon derivatives Ketene acetals O-quinomethanes Organic oxides Oxacyclic compounds Vinylogous acids Vinylogous esters Aliphatic heteropolycyclic compound Benzopyran Carbonyl group Cyclic ketone Cyclohexenone Hydrocarbon derivative Ketene acetal or derivatives Ketone O-quinomethane Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Quinomethane Vinylogous acid Vinylogous ester logp 1.04 ALOGPS logs -2.42 ALOGPS solubility 9.61e-01 g/l ALOGPS melting_point 178.5 oC logp 1.88 ChemAxon pka_strongest_acidic -1.2 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac (3S,4R)-7-(dihydroxymethylidene)-3,4,5-trimethyl-4,6,7,8-tetrahydro-3H-2-benzopyran-6,8-dione ChemAxon average_mass 250.2473 ChemAxon mono_mass 250.084123558 ChemAxon smiles C[C@@H]1OC=C2C(=O)C(=C(O)O)C(=O)C(C)=C2[C@H]1C ChemAxon formula C13H14O5 ChemAxon inchi InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,16-17H,1-3H3/t5-,7-/m0/s1 ChemAxon inchikey JLWQFKMKUKQXMW-FSPLSTOPSA-N ChemAxon polar_surface_area 83.83 ChemAxon refractivity 74.57 ChemAxon polarizability 24.53 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1246936 Specdb::MsMs 1246937 Specdb::MsMs 1246938 Specdb::MsMs 1362271 Specdb::MsMs 1362272 Specdb::MsMs 1362273 48708 Barley Type 1 specific Hordeum vulgare 4513 Common wheat Type 1 specific Triticum aestivum 4565 Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms.