1.0 2011-09-21 00:28:43 UTC 2025-11-19 02:43:51 UTC FDB023361 Nivalenol Nivalenol is a trichothecene produced by Fusaria, Stachybotrys, Trichoderma and other fungi, and some higher plants. They may contaminate food or feed grains, induce emesis and hemorrhage in lungs and brain, and damage bone marrow due to protein and DNA synthesis inhibition.(PubChem) It has been reported in the urine of patients suffering chronic idiopathic spastic paraparesis. These patients are usually found in hot and humid regions, most of which have heavy rains, and these conditions allow foods to be polluted by fungi some of which become toxigenic (PubMed ID 8855894 ) [HMDB] C15H20O7 312.3151 312.120902994 (1'S,2R,2'R,3'S,7'R,9'R,10'R,11'S)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one nivalenol 23282-20-4 [H][C@@]12O[C@]3([H])C=C(C)C(=O)[C@@H](O)[C@]3(CO)[C@@](C)([C@H](O)[C@H]1O)[C@@]21CO1 InChI=1S/C15H20O7/c1-6-3-7-14(4-16,11(20)8(6)17)13(2)10(19)9(18)12(22-7)15(13)5-21-15/h3,7,9-12,16,18-20H,4-5H2,1-2H3/t7-,9-,10-,11-,12-,13-,14-,15-/m1/s1 UKOTXHQERFPCBU-YQPARWETSA-N belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. Trichothecenes Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic heteropolycyclic compounds Cyclic alcohols and derivatives Cyclohexenones Dialkyl ethers Epoxides Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Oxepanes Polyols Primary alcohols Secondary alcohols Alcohol Aliphatic heteropolycyclic compound Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Dialkyl ether Ether Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Polyol Primary alcohol Secondary alcohol Trichothecene skeleton Trichothecenes trichothecene Solid logp -0.79 ALOGPS logs -0.68 ALOGPS solubility 6.46e+01 g/l ALOGPS logp -1.9 ChemAxon pka_strongest_acidic 12.23 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (1'S,2R,2'R,3'S,7'R,9'R,10'R,11'S)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one ChemAxon average_mass 312.3151 ChemAxon mono_mass 312.120902994 ChemAxon smiles [H][C@@]12O[C@]3([H])C=C(C)C(=O)[C@@H](O)[C@]3(CO)[C@@](C)([C@H](O)[C@H]1O)[C@@]21CO1 ChemAxon formula C15H20O7 ChemAxon inchi InChI=1S/C15H20O7/c1-6-3-7-14(4-16,11(20)8(6)17)13(2)10(19)9(18)12(22-7)15(13)5-21-15/h3,7,9-12,16,18-20H,4-5H2,1-2H3/t7-,9-,10-,11-,12-,13-,14-,15-/m1/s1 ChemAxon inchikey UKOTXHQERFPCBU-YQPARWETSA-N ChemAxon polar_surface_area 119.75 ChemAxon refractivity 72.83 ChemAxon polarizability 30.14 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 292744 Specdb::MsMs 292745 Specdb::MsMs 292746 Specdb::MsMs 333034 Specdb::MsMs 333035 Specdb::MsMs 333036 Specdb::MsMs 2687552 Specdb::MsMs 2687553 Specdb::MsMs 2687554 Specdb::MsMs 2993948 Specdb::MsMs 2993949 Specdb::MsMs 2993950 Specdb::CMs 12156 Specdb::CMs 38752 Specdb::CMs 146979 Specdb::CMs 147285 Specdb::CMs 147287 Specdb::CMs 147289 Specdb::CMs 147291 Specdb::CMs 147293 Specdb::CMs 147295 Specdb::CMs 147297 Specdb::CMs 279594 Specdb::NmrOneD 149840 Specdb::NmrOneD 149841 Specdb::NmrOneD 149842 Specdb::NmrOneD 149843 Specdb::NmrOneD 149844 Specdb::NmrOneD 149845 Specdb::NmrOneD 149846 Specdb::NmrOneD 149847 Specdb::NmrOneD 149848 Specdb::NmrOneD 149849 Specdb::NmrOneD 149850 Specdb::NmrOneD 149851 Specdb::NmrOneD 149852 Specdb::NmrOneD 149853 Specdb::NmrOneD 149854 Specdb::NmrOneD 149855 Specdb::NmrOneD 149856 Specdb::NmrOneD 149857 Specdb::NmrOneD 149858 Specdb::NmrOneD 149859 HMDB04304 #<Reference:0x000055ce2d047e18> #<Reference:0x000055ce2d047c60> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823