1.0 2010-04-08 22:08:10 UTC 2019-11-26 03:02:52 UTC FDB008607 Chaetoglobosin N Isolated from Phomopsis leptostromiformis on sweet corn (Zea mays). Chaetoglobosin N is found in cereals and cereal products. Chaetoglobosin N C33H38N2O5 542.6652 542.278072336 (7E,9S,11E,13R,14S,16R,17S,18R,19S)-21-hydroxy-19-[(1R)-1-(1H-indol-3-yl)ethyl]-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0^{1,18}.0^{14,16}]henicosa-7,11,20-triene-2,5,6-trione (7E,9S,11E,13R,14S,16R,17S,18R,19S)-21-hydroxy-19-[(1R)-1-(1H-indol-3-yl)ethyl]-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0^{1,18}.0^{14,16}]henicosa-7,11,20-triene-2,5,6-trione 156980-59-5 [H][C@]1(NC(=O)C23[C@@H](\C=C\C[C@H](C)\C=C(C)\C(=O)C(=O)CCC2=O)[C@@H]2O[C@]2(C)[C@@H](C)[C@@]13[H])[C@H](C)C1=CNC2=C1C=CC=C2 InChI=1S/C33H38N2O5/c1-17-9-8-11-23-30-32(5,40-30)20(4)27-28(19(3)22-16-34-24-12-7-6-10-21(22)24)35-31(39)33(23,27)26(37)14-13-25(36)29(38)18(2)15-17/h6-8,10-12,15-17,19-20,23,27-28,30,34H,9,13-14H2,1-5H3,(H,35,39)/b11-8+,18-15+/t17-,19+,20-,23-,27-,28-,30-,32+,33?/m0/s1 KPZHIOQEYKRXQD-KHQVSARKSA-N belongs to the class of organic compounds known as chaetoglobosins. These are cytochalasans with a structure in which the hydrogenated isoindole bears an (indol-3-yl)methyl group. Chaetoglobosins Organic compounds Alkaloids and derivatives Cytochalasans Chaetoglobosins Aromatic heteropolycyclic compounds 3-alkylindoles Azacyclic compounds Benzenoids Cyclic ketones Dialkyl ethers Epoxides Heteroaromatic compounds Hydrocarbon derivatives Isoindolones Lactams Macrolactams Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxepanes Pyrrolidine-2-ones Secondary carboxylic acid amides Substituted pyrroles 2-pyrrolidone 3-alkylindole Aromatic heteropolycyclic compound Azacycle Benzenoid Carbonyl group Carboxamide group Carboxylic acid derivative Chaetoglobosin skeleton Cyclic ketone Dialkyl ether Ether Heteroaromatic compound Hydrocarbon derivative Indole Indole or derivatives Isoindole or derivatives Isoindoline Isoindolone Ketone Lactam Macrolactam Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxepane Oxirane Pyrrole Pyrrolidine Pyrrolidone Secondary carboxylic acid amide Substituted pyrrole logp 4.50 ALOGPS logs -5.60 ALOGPS solubility 1.36e-03 g/l ALOGPS melting_point Mp 205° logp 5.17 ChemAxon pka_strongest_acidic 2.76 ChemAxon pka_strongest_basic 5.35 ChemAxon iupac (7E,9S,11E,13R,14S,16R,17S,18R,19S)-21-hydroxy-19-[(1R)-1-(1H-indol-3-yl)ethyl]-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0^{1,18}.0^{14,16}]henicosa-7,11,20-triene-2,5,6-trione ChemAxon average_mass 542.6652 ChemAxon mono_mass 542.278072336 ChemAxon smiles [H][C@]1(NC(=O)C23[C@@H](\C=C\C[C@H](C)\C=C(C)\C(=O)C(=O)CCC2=O)[C@@H]2O[C@]2(C)[C@@H](C)[C@@]13[H])[C@H](C)C1=CNC2=C1C=CC=C2 ChemAxon formula C33H38N2O5 ChemAxon inchi InChI=1S/C33H38N2O5/c1-17-9-8-11-23-30-32(5,40-30)20(4)27-28(19(3)22-16-34-24-12-7-6-10-21(22)24)35-31(39)33(23,27)26(37)14-13-25(36)29(38)18(2)15-17/h6-8,10-12,15-17,19-20,23,27-28,30,34H,9,13-14H2,1-5H3,(H,35,39)/b11-8+,18-15+/t17-,19+,20-,23-,27-,28-,30-,32+,33?/m0/s1 ChemAxon inchikey KPZHIOQEYKRXQD-KHQVSARKSA-N ChemAxon polar_surface_area 112.12 ChemAxon refractivity 154.23 ChemAxon polarizability 58.64 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 94449 Specdb::MsMs 94450 Specdb::MsMs 94451 Specdb::MsMs 158481 Specdb::MsMs 158482 Specdb::MsMs 158483 HMDB31919 #<Reference:0x000055ce3329f9f8> Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic