1.0 2010-04-08 22:10:36 UTC 2015-07-20 22:57:17 UTC FDB013236 Fumonisin B2 From Fusarium moniliforme Fumonisin B2 is a fumonisin mycotoxin produced by the fungi Fusarium verticillioides and Fusarium moniliforme. It is a structural analog of fumonisin B1. Fumonisin B2 is more cytotoxic than fumonisin B1. Fumonisin B2 inhibits sphingosine acyltransferase. Fumonisin B2 Fumonisin B2 from Fusarium moniliforme Fumonisin B2, Fusarium moniliforme C34H59NO14 705.8306 705.393555601 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-16,18-dihydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid fumonisin B2 116355-84-1 CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CCCCCCC(O)CC(O)C(C)N)OC(=O)CC(CC(O)=O)C(O)=O InChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47) UXDPXZQHTDAXOZ-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 -0.28 ALOGPS logs -4.67 ALOGPS solubility 1.50e-02 g/l ALOGPS logp 0.72 ChemAxon pka_strongest_acidic 3.16 ChemAxon pka_strongest_basic 9.53 ChemAxon iupac 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-16,18-dihydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid ChemAxon average_mass 705.8306 ChemAxon mono_mass 705.393555601 ChemAxon smiles CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CCCCCCC(O)CC(O)C(C)N)OC(=O)CC(CC(O)=O)C(O)=O ChemAxon formula C34H59NO14 ChemAxon inchi InChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47) ChemAxon inchikey UXDPXZQHTDAXOZ-UHFFFAOYSA-N ChemAxon polar_surface_area 268.28 ChemAxon refractivity 174.04 ChemAxon polarizability 76.32 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 13 ChemAxon donor_count 7 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 81171 Specdb::MsMs 81172 Specdb::MsMs 81173 Specdb::MsMs 142215 Specdb::MsMs 142216 Specdb::MsMs 142217 Specdb::MsMs 2253099 Specdb::MsMs 2257055 Specdb::MsMs 2257518 Specdb::MsMs 2259088 Specdb::MsMs 2259495 Specdb::MsMs 2327823 Specdb::MsMs 2327824 Specdb::MsMs 2327825 Specdb::MsMs 2634722 Specdb::MsMs 2634723 Specdb::MsMs 2634724 Specdb::NmrOneD 127318 Specdb::NmrOneD 127319 Specdb::NmrOneD 127320 Specdb::NmrOneD 127321 Specdb::NmrOneD 127322 Specdb::NmrOneD 127323 Specdb::NmrOneD 127324 Specdb::NmrOneD 127325 Specdb::NmrOneD 127326 Specdb::NmrOneD 127327 Specdb::NmrOneD 127328 Specdb::NmrOneD 127329 Specdb::NmrOneD 127330 Specdb::NmrOneD 127331 Specdb::NmrOneD 127332 Specdb::NmrOneD 127333 Specdb::NmrOneD 127334 Specdb::NmrOneD 127335 Specdb::NmrOneD 127336 Specdb::NmrOneD 127337 Specdb::CMs 72401 Specdb::CMs 751455 Specdb::CMs 751456 Specdb::CMs 751457 Specdb::CMs 751458 Specdb::CMs 751459 Specdb::CMs 751460 Specdb::CMs 751461 Specdb::CMs 751462 Specdb::CMs 751463 Specdb::CMs 751464 Specdb::CMs 751465 Specdb::CMs 751466 Specdb::CMs 751467 Specdb::CMs 751468 Specdb::CMs 751469 Specdb::CMs 751470 Specdb::CMs 751471 Specdb::CMs 751472 Specdb::CMs 751473 Specdb::CMs 751474 Specdb::CMs 751475 Specdb::CMs 751476 Specdb::CMs 751477 Specdb::CMs 751478 HMDB34703 38225 #<Reference:0x000055ce31d3ba08>