1.0 2010-04-08 22:10:20 UTC 2025-11-18 23:39:09 UTC FDB012736 Monocrotaline Hepatotoxin. Causative agent of much seneciosis, e.g. accidental poisoning by S. by weed residues in bread, and characterised by venoocculosive disease 14,19-Dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dione, 9CI Crotaline Monocrotalin C16H23NO6 325.3569 325.152537473 5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-10-ene-3,7-dione monocrotaline 315-22-0 CC1C(=O)OC2CCN3CC=C(COC(=O)C(C)(O)C1(C)O)C23 InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3 QVCMHGGNRFRMAD-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. Pyrrolizines Organic compounds Organoheterocyclic compounds Pyrrolizines Aliphatic heteropolycyclic compounds 1,2-diols Amino acids and derivatives Azacyclic compounds Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Hydrocarbon derivatives Lactones N-alkylpyrrolidines Organic oxides Organopnictogen compounds Oxacyclic compounds Pyrrolines Tertiary alcohols Trialkylamines 1,2-diol Alcohol Aliphatic heteropolycyclic compound Amine Amino acid or derivatives Azacycle Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Lactone N-alkylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pyrrolidine Pyrroline Pyrrolizine Tertiary alcohol Tertiary aliphatic amine Tertiary amine logp 0.22 ALOGPS logs -1.11 ALOGPS solubility 2.50e+01 g/l ALOGPS melting_point Mp 202-203° (197-198° dec.) logp -0.33 ChemAxon pka_strongest_acidic 11.49 ChemAxon pka_strongest_basic 8.08 ChemAxon iupac 5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-10-ene-3,7-dione ChemAxon average_mass 325.3569 ChemAxon mono_mass 325.152537473 ChemAxon smiles CC1C(=O)OC2CCN3CC=C(COC(=O)C(C)(O)C1(C)O)C23 ChemAxon formula C16H23NO6 ChemAxon inchi InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3 ChemAxon inchikey QVCMHGGNRFRMAD-UHFFFAOYSA-N ChemAxon polar_surface_area 96.3 ChemAxon refractivity 80.7 ChemAxon polarizability 32.75 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14692 Specdb::CMs 43841 Specdb::CMs 153489 Specdb::NmrOneD 125978 Specdb::NmrOneD 125979 Specdb::NmrOneD 125980 Specdb::NmrOneD 125981 Specdb::NmrOneD 125982 Specdb::NmrOneD 125983 Specdb::NmrOneD 125984 Specdb::NmrOneD 125985 Specdb::NmrOneD 125986 Specdb::NmrOneD 125987 Specdb::NmrOneD 125988 Specdb::NmrOneD 125989 Specdb::NmrOneD 125990 Specdb::NmrOneD 125991 Specdb::NmrOneD 125992 Specdb::NmrOneD 125993 Specdb::NmrOneD 125994 Specdb::NmrOneD 125995 Specdb::NmrOneD 125996 Specdb::NmrOneD 125997 Specdb::MsMs 53421 Specdb::MsMs 53422 Specdb::MsMs 53423 Specdb::MsMs 148905 Specdb::MsMs 148906 Specdb::MsMs 148907 Specdb::MsMs 374594 Specdb::MsMs 451215 Specdb::MsMs 2688404 Specdb::MsMs 2688405 Specdb::MsMs 2688406 Specdb::MsMs 2993156 Specdb::MsMs 2993157 Specdb::MsMs 2993158 HMDB34363 6980 #<Reference:0x000055ce323d1390> #<Reference:0x000055ce323d1188>