1.0 2010-04-08 22:10:36 UTC 2025-11-18 23:42:33 UTC FDB013235 Fumonisin B1 From Fusarium moniliforme Fumonisin B1 is an inhibitor of ceramide synthase. Fumonisin B1 Fungal metabolite from fusarium monliforme Macrofusin Macrofusine C34H59NO15 721.83 721.388470223 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid fumonisin B1 116355-83-0 CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CC(O)CCCCC(O)CC(O)C(C)N)OC(=O)CC(CC(O)=O)C(O)=O InChI=1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48) UVBUBMSSQKOIBE-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 Polyols 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 Polyol Primary aliphatic amine Primary amine Secondary alcohol logp -0.81 ALOGPS logs -4.22 ALOGPS solubility 4.32e-02 g/l ALOGPS logp -0.67 ChemAxon pka_strongest_acidic 3.16 ChemAxon pka_strongest_basic 9.53 ChemAxon iupac 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid ChemAxon average_mass 721.83 ChemAxon mono_mass 721.388470223 ChemAxon smiles CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CC(O)CCCCC(O)CC(O)C(C)N)OC(=O)CC(CC(O)=O)C(O)=O ChemAxon formula C34H59NO15 ChemAxon inchi InChI=1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48) ChemAxon inchikey UVBUBMSSQKOIBE-UHFFFAOYSA-N ChemAxon polar_surface_area 288.51 ChemAxon refractivity 175.71 ChemAxon polarizability 76.04 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 14 ChemAxon donor_count 8 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 80436 Specdb::MsMs 80437 Specdb::MsMs 80438 Specdb::MsMs 141315 Specdb::MsMs 141316 Specdb::MsMs 141317 Specdb::MsMs 2246012 Specdb::MsMs 2246249 Specdb::MsMs 2248218 Specdb::MsMs 2250152 Specdb::MsMs 2250215 Specdb::MsMs 2252196 Specdb::MsMs 2794595 Specdb::MsMs 2794596 Specdb::MsMs 2794597 Specdb::MsMs 2884052 Specdb::MsMs 2884053 Specdb::MsMs 2884054 Specdb::CMs 66950 Specdb::CMs 760400 Specdb::CMs 760401 Specdb::CMs 760402 Specdb::CMs 760403 Specdb::CMs 760404 Specdb::CMs 760405 Specdb::CMs 760406 Specdb::CMs 760407 Specdb::CMs 760408 Specdb::CMs 760409 Specdb::CMs 760410 Specdb::CMs 760411 Specdb::CMs 760412 Specdb::CMs 760413 Specdb::CMs 760414 Specdb::CMs 760415 Specdb::CMs 760416 Specdb::CMs 760417 Specdb::CMs 760418 Specdb::CMs 760419 Specdb::CMs 760420 Specdb::CMs 760421 Specdb::CMs 760422 Specdb::CMs 760423 Specdb::NmrOneD 127298 Specdb::NmrOneD 127299 Specdb::NmrOneD 127300 Specdb::NmrOneD 127301 Specdb::NmrOneD 127302 Specdb::NmrOneD 127303 Specdb::NmrOneD 127304 Specdb::NmrOneD 127305 Specdb::NmrOneD 127306 Specdb::NmrOneD 127307 Specdb::NmrOneD 127308 Specdb::NmrOneD 127309 Specdb::NmrOneD 127310 Specdb::NmrOneD 127311 Specdb::NmrOneD 127312 Specdb::NmrOneD 127313 Specdb::NmrOneD 127314 Specdb::NmrOneD 127315 Specdb::NmrOneD 127316 Specdb::NmrOneD 127317 HMDB34702 38221 #<Reference:0x000055ce3164cb98>