1.02010-04-08 22:13:24 UTC2018-05-29 01:34:09 UTCFDB0179478-ButanoylneosolaniolProduction by Fusarium sporotrichioides8-ButanoylneosolaniolC23H32O9452.4948452.204632622(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl butanoate(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl butanoate98813-18-4[H][C@@]12O[C@]3([H])C=C(C)[C@H](C[C@]3(COC(C)=O)[C@@](C)([C@H](OC(C)=O)[C@H]1O)[C@]21CO1)OC(=O)CCCInChI=1S/C23H32O9/c1-6-7-17(26)31-15-9-22(10-28-13(3)24)16(8-12(15)2)32-20-18(27)19(30-14(4)25)21(22,5)23(20)11-29-23/h8,15-16,18-20,27H,6-7,9-11H2,1-5H3/t15-,16+,18+,19+,20+,21+,22+,23-/m0/s1QAZLVSRKBUTUHB-MXINJKJASA-N belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.TrichothecenesOrganic compoundsLipids and lipid-like moleculesPrenol lipidsSesquiterpenoidsAliphatic heteropolycyclic compoundsCarbonyl compoundsCarboxylic acid estersCyclic alcohols and derivativesDialkyl ethersEpoxidesFatty acid estersHydrocarbon derivativesOrganic oxidesOxacyclic compoundsOxanesOxepanesSecondary alcoholsTricarboxylic acids and derivativesAlcoholAliphatic heteropolycyclic compoundCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCyclic alcoholDialkyl etherEtherFatty acid esterFatty acylHydrocarbon derivativeOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxaneOxepaneOxiraneSecondary alcoholTricarboxylic acid or derivativesTrichothecene skeletonlogp1.69logs-2.86solubility6.18e-01 g/llogp0.73pka_strongest_acidic13.07pka_strongest_basic-3.6iupac(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl butanoateaverage_mass452.4948mono_mass452.204632622smiles[H][C@@]12O[C@]3([H])C=C(C)[C@H](C[C@]3(COC(C)=O)[C@@](C)([C@H](OC(C)=O)[C@H]1O)[C@]21CO1)OC(=O)CCCformulaC23H32O9inchiInChI=1S/C23H32O9/c1-6-7-17(26)31-15-9-22(10-28-13(3)24)16(8-12(15)2)32-20-18(27)19(30-14(4)25)21(22,5)23(20)11-29-23/h8,15-16,18-20,27H,6-7,9-11H2,1-5H3/t15-,16+,18+,19+,20+,21+,22+,23-/m0/s1inchikeyQAZLVSRKBUTUHB-MXINJKJASA-Npolar_surface_area120.89refractivity108.99polarizability46.46rotatable_bond_count9acceptor_count6donor_count1physiological_charge0formal_charge0Specdb::CMs10773Specdb::CMs45912Specdb::CMs155054Specdb::MsMs99978Specdb::MsMs99979Specdb::MsMs99980Specdb::MsMs165204Specdb::MsMs165205Specdb::MsMs165206Specdb::MsMs3036494Specdb::MsMs3036495Specdb::MsMs3036496Specdb::MsMs3104351Specdb::MsMs3104352Specdb::MsMs3104353HMDB38560#<Reference:0x0000555675e2e3b8>