1.0 2010-04-08 22:15:17 UTC 2015-07-21 06:48:27 UTC FDB020823 Fumonisin B4 From Fusarium moniliforme Fumonisin B4 C34H59NO13 689.8312 689.398640979 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-18-hydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-18-hydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid 136379-60-7 CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CCCCCCCCC(O)C(C)N)OC(=O)CC(CC(O)=O)C(O)=O InChI=1S/C34H59NO13/c1-5-6-14-22(3)32(48-31(42)20-25(34(45)46)18-29(39)40)27(47-30(41)19-24(33(43)44)17-28(37)38)16-21(2)13-11-9-7-8-10-12-15-26(36)23(4)35/h21-27,32,36H,5-20,35H2,1-4H3,(H,37,38)(H,39,40)(H,43,44)(H,45,46) WYYKRDVIBOEORL-UHFFFAOYSA-N belongs to the class of organic compounds known as fumonisins. These are diesters of propane-1,2,3-tricarboxylic acid (TCA) and similar long-chain aminopolyol backbones (for FB1: 2S-amino-12S,16R-dimethyl-3S,5R,10R,14S,15R-pentahydroxyeicosane). Structurally, fumonisins resemble the sphingoid bases sphinganine (SA) and sphingosine (SO) to which TCA groups have been added at the C-14 and C-15 positions. Fumonisins Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Fumonisins Aliphatic acyclic compounds 1,2-aminoalcohols Amino acids Carbonyl compounds Carboxylic acid esters Carboxylic acids Fatty acid esters Hexacarboxylic acids and derivatives Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds Secondary alcohols 1,2-aminoalcohol Alcohol Aliphatic acyclic compound Amine Amino acid Amino acid or derivatives Carbonyl group Carboxylic acid Carboxylic acid ester Fatty acid ester Fatty acyl Fumonisin skeleton Fumonisin-skeleton Hexacarboxylic acid or derivatives Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Secondary alcohol logp 0.32 ALOGPS logs -5.06 ALOGPS solubility 6.00e-03 g/l ALOGPS logp 2.18 ChemAxon pka_strongest_acidic 3.16 ChemAxon pka_strongest_basic 9.83 ChemAxon iupac 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-18-hydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid ChemAxon average_mass 689.8312 ChemAxon mono_mass 689.398640979 ChemAxon smiles CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CCCCCCCCC(O)C(C)N)OC(=O)CC(CC(O)=O)C(O)=O ChemAxon formula C34H59NO13 ChemAxon inchi InChI=1S/C34H59NO13/c1-5-6-14-22(3)32(48-31(42)20-25(34(45)46)18-29(39)40)27(47-30(41)19-24(33(43)44)17-28(37)38)16-21(2)13-11-9-7-8-10-12-15-26(36)23(4)35/h21-27,32,36H,5-20,35H2,1-4H3,(H,37,38)(H,39,40)(H,43,44)(H,45,46) ChemAxon inchikey WYYKRDVIBOEORL-UHFFFAOYSA-N ChemAxon polar_surface_area 248.05 ChemAxon refractivity 172.41 ChemAxon polarizability 75.78 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 12 ChemAxon donor_count 6 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 295261 Specdb::MsMs 295262 Specdb::MsMs 295263 Specdb::MsMs 336226 Specdb::MsMs 336227 Specdb::MsMs 336228 Specdb::MsMs 2463072 Specdb::MsMs 2463073 Specdb::MsMs 2463074 Specdb::MsMs 2499389 Specdb::MsMs 2499390 Specdb::MsMs 2499391 Specdb::CMs 13307 Specdb::CMs 735425 Specdb::CMs 735426 Specdb::CMs 735427 Specdb::CMs 735428 Specdb::CMs 735429 Specdb::CMs 735430 Specdb::CMs 735431 Specdb::CMs 735432 Specdb::CMs 735433 Specdb::CMs 735434 Specdb::CMs 735435 Specdb::CMs 735436 Specdb::CMs 735437 Specdb::CMs 735438 Specdb::CMs 735439 Specdb::CMs 735440 Specdb::CMs 735441 Specdb::CMs 735442 Specdb::CMs 735443 Specdb::CMs 735444 Specdb::CMs 735445 Specdb::CMs 735446 Specdb::CMs 735447 Specdb::CMs 735448 HMDB40968 #<Reference:0x00007f093c09af78>