1.0 2010-04-08 22:13:24 UTC 2025-11-19 02:07:01 UTC FDB017949 8-Propanoylneosolaniol Production by Fusarium sporotrichioides 8-Propanoylneosolaniol C22H30O9 438.4682 438.188982558 (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 propanoate (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 propanoate 111112-47-1 CCC(=O)O[C@H]1C[C@@]2(COC(C)=O)[C@H](O[C@@H]3[C@H](O)[C@@H](OC(C)=O)[C@@]2(C)[C@]32CO2)C=C1C InChI=1S/C22H30O9/c1-6-16(25)30-14-8-21(9-27-12(3)23)15(7-11(14)2)31-19-17(26)18(29-13(4)24)20(21,5)22(19)10-28-22/h7,14-15,17-19,26H,6,8-10H2,1-5H3/t14-,15+,17+,18+,19+,20+,21+,22-/m0/s1 ZSGWJLBSFZRJAT-MLXHEQMXSA-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 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 Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Secondary alcohol Tricarboxylic acid or derivatives Trichothecene skeleton logp 1.40 ALOGPS logs -2.63 ALOGPS solubility 1.03e+00 g/l ALOGPS logp 0.29 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 propanoate ChemAxon average_mass 438.4682 ChemAxon mono_mass 438.188982558 ChemAxon smiles CCC(=O)O[C@H]1C[C@@]2(COC(C)=O)[C@H](O[C@@H]3[C@H](O)[C@@H](OC(C)=O)[C@@]2(C)[C@]32CO2)C=C1C ChemAxon formula C22H30O9 ChemAxon inchi InChI=1S/C22H30O9/c1-6-16(25)30-14-8-21(9-27-12(3)23)15(7-11(14)2)31-19-17(26)18(29-13(4)24)20(21,5)22(19)10-28-22/h7,14-15,17-19,26H,6,8-10H2,1-5H3/t14-,15+,17+,18+,19+,20+,21+,22-/m0/s1 ChemAxon inchikey ZSGWJLBSFZRJAT-MLXHEQMXSA-N ChemAxon polar_surface_area 120.89 ChemAxon refractivity 104.39 ChemAxon polarizability 44.42 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21322 Specdb::CMs 45914 Specdb::CMs 131716 Specdb::CMs 139450 Specdb::MsMs 101499 Specdb::MsMs 101500 Specdb::MsMs 101501 Specdb::MsMs 167136 Specdb::MsMs 167137 Specdb::MsMs 167138 Specdb::MsMs 2795354 Specdb::MsMs 2795355 Specdb::MsMs 2795356 Specdb::MsMs 2886803 Specdb::MsMs 2886804 Specdb::MsMs 2886805 HMDB38562 #<Reference:0x000055ce31d39b68>