1.0 2010-04-08 22:13:24 UTC 2025-11-19 02:06:59 UTC FDB017947 8-Butanoylneosolaniol Production by Fusarium sporotrichioides 8-Butanoylneosolaniol C23H32O9 452.4948 452.204632622 (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 butanoate 98813-18-4 [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)CCC InChI=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/s1 QAZLVSRKBUTUHB-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. Trichothecenes Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic heteropolycyclic compounds Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Dialkyl ethers Epoxides Fatty acid esters Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Oxepanes Secondary alcohols Tricarboxylic acids and derivatives Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dialkyl ether Ether Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Secondary alcohol Tricarboxylic acid or derivatives Trichothecene skeleton logp 1.69 ALOGPS logs -2.86 ALOGPS solubility 6.18e-01 g/l ALOGPS logp 0.73 ChemAxon pka_strongest_acidic 13.07 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (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 ChemAxon average_mass 452.4948 ChemAxon mono_mass 452.204632622 ChemAxon smiles [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)CCC ChemAxon formula C23H32O9 ChemAxon inchi InChI=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/s1 ChemAxon inchikey QAZLVSRKBUTUHB-MXINJKJASA-N ChemAxon polar_surface_area 120.89 ChemAxon refractivity 108.99 ChemAxon polarizability 46.46 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10773 Specdb::CMs 45912 Specdb::CMs 155054 Specdb::MsMs 99978 Specdb::MsMs 99979 Specdb::MsMs 99980 Specdb::MsMs 165204 Specdb::MsMs 165205 Specdb::MsMs 165206 Specdb::MsMs 3036494 Specdb::MsMs 3036495 Specdb::MsMs 3036496 Specdb::MsMs 3104351 Specdb::MsMs 3104352 Specdb::MsMs 3104353 HMDB38560 #<Reference:0x000055ce307ae550>