1.0 2010-04-08 22:11:32 UTC 2018-05-29 01:15:33 UTC FDB014906 Tenuazonic acid Production by Aspergillus subspecies Causes rice leaf rot Tenuazonic acid is a mycotoxin. It is a toxic secondary metabolite, produced by Alternaria (e. g. Alternaria alternata or Alternaria tenuis) and Phoma species. It inhibits the protein synthesis machinery. 3-Acetyl-1,5-dihydro-4-hydroxy-5-(1-methylpropyl)-2H-pyrrol-2-one, 9CI 3-Acetyl-5-sec-butyl-4-hydroxy-L-3-pyrrolin-2-one 3-Acetyl-5-sec-butyl-pyrrole-2,4-diol 3-Acetyl-5-sec-butyltetramic acid 3-Pyrrolin-2-one, 3-acetyl-5-sec-butyl-4-hydroxy-, L- L-tenuazonic acid Pyrrole-2,4-diol, 3-acetyl-5-sec-butyl- Vivotoxin C10H15NO3 197.231 197.105193351 3-acetyl-5-(butan-2-yl)-4-hydroxy-2,5-dihydro-1H-pyrrol-2-one 3-acetyl-4-hydroxy-5-(sec-butyl)-1,5-dihydropyrrol-2-one 610-88-8 CCC(C)C1NC(=O)C(C(C)=O)=C1O InChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14) CEIZFXOZIQNICU-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. Pyrrolines Organic compounds Organoheterocyclic compounds Pyrrolines Aliphatic heteromonocyclic compounds Azacyclic compounds Enols Hydrocarbon derivatives Ketones Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary carboxylic acid amides Vinylogous acids Aliphatic heteromonocyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid derivative Enol Hydrocarbon derivative Ketone Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrroline Secondary carboxylic acid amide Vinylogous acid logp 0.17 ALOGPS logs -1.41 ALOGPS solubility 7.60e+00 g/l ALOGPS melting_point Mp 74-75.5° logp 0.57 ChemAxon pka_strongest_acidic 2.81 ChemAxon pka_strongest_basic -0.55 ChemAxon iupac 3-acetyl-5-(butan-2-yl)-4-hydroxy-2,5-dihydro-1H-pyrrol-2-one ChemAxon average_mass 197.231 ChemAxon mono_mass 197.105193351 ChemAxon smiles CCC(C)C1NC(=O)C(C(C)=O)=C1O ChemAxon formula C10H15NO3 ChemAxon inchi InChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14) ChemAxon inchikey CEIZFXOZIQNICU-UHFFFAOYSA-N ChemAxon polar_surface_area 66.4 ChemAxon refractivity 52.73 ChemAxon polarizability 20.61 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20233 Specdb::CMs 44712 Specdb::CMs 136180 Specdb::CMs 143914 Specdb::NmrOneD 133498 Specdb::NmrOneD 133499 Specdb::NmrOneD 133500 Specdb::NmrOneD 133501 Specdb::NmrOneD 133502 Specdb::NmrOneD 133503 Specdb::NmrOneD 133504 Specdb::NmrOneD 133505 Specdb::NmrOneD 133506 Specdb::NmrOneD 133507 Specdb::NmrOneD 133508 Specdb::NmrOneD 133509 Specdb::NmrOneD 133510 Specdb::NmrOneD 133511 Specdb::NmrOneD 133512 Specdb::NmrOneD 133513 Specdb::NmrOneD 133514 Specdb::NmrOneD 133515 Specdb::NmrOneD 133516 Specdb::NmrOneD 133517 Specdb::MsMs 46881 Specdb::MsMs 46882 Specdb::MsMs 46883 Specdb::MsMs 163668 Specdb::MsMs 163669 Specdb::MsMs 163670 Specdb::MsMs 2240367 Specdb::MsMs 2241351 Specdb::MsMs 2243369 Specdb::MsMs 2463162 Specdb::MsMs 2463163 Specdb::MsMs 2463164 Specdb::MsMs 2499713 Specdb::MsMs 2499714 Specdb::MsMs 2499715 HMDB36074 #<Reference:0x000055ce32cf8f68>