1.0 2010-04-08 22:12:12 UTC 2015-07-20 23:25:01 UTC FDB016039 8-Oxodiacetoxyscirpenol From Fusarium sporotrichioides (3alpha,4beta)-4,15-bis(Acetyloxy)-12,13-epoxy-3-hydroxytrichothec-9-en-8-one 4,15-Diacetyl-7-deoxynivalenol 8-Oxodiacetoxyscirpenol C19H24O8 380.3891 380.147117744 (2'R,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate (2'R,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate 77620-47-4 [H][C@@]12O[C@]3([H])C=C(C)C(=O)C[C@]3(COC(C)=O)C(C)([C@H](OC(C)=O)[C@H]1O)C21CO1 InChI=1S/C19H24O8/c1-9-5-13-18(6-12(9)22,7-24-10(2)20)17(4)15(26-11(3)21)14(23)16(27-13)19(17)8-25-19/h5,13-16,23H,6-8H2,1-4H3/t13-,14-,15-,16-,17?,18-,19?/m1/s1 FAQMCKSIBZGZIB-WGTJCWDGSA-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 Carboxylic acid esters Cyclic alcohols and derivatives Cyclohexenones Dialkyl ethers Dicarboxylic acids and derivatives Epoxides Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Oxepanes Secondary alcohols Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclic ketone Cyclohexenone Dialkyl ether Dicarboxylic acid or derivatives Ether Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Secondary alcohol Trichothecene skeleton logp 0.16 ALOGPS logs -2.27 ALOGPS solubility 2.05e+00 g/l ALOGPS logp -0.29 ChemAxon pka_strongest_acidic 13.07 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (2'R,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate ChemAxon average_mass 380.3891 ChemAxon mono_mass 380.147117744 ChemAxon smiles [H][C@@]12O[C@]3([H])C=C(C)C(=O)C[C@]3(COC(C)=O)C(C)([C@H](OC(C)=O)[C@H]1O)C21CO1 ChemAxon formula C19H24O8 ChemAxon inchi InChI=1S/C19H24O8/c1-9-5-13-18(6-12(9)22,7-24-10(2)20)17(4)15(26-11(3)21)14(23)16(27-13)19(17)8-25-19/h5,13-16,23H,6-8H2,1-4H3/t13-,14-,15-,16-,17?,18-,19?/m1/s1 ChemAxon inchikey FAQMCKSIBZGZIB-WGTJCWDGSA-N ChemAxon polar_surface_area 111.66 ChemAxon refractivity 89.79 ChemAxon polarizability 37.48 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19834 Specdb::CMs 45204 Specdb::CMs 134114 Specdb::CMs 141848 Specdb::MsMs 62331 Specdb::MsMs 62332 Specdb::MsMs 62333 Specdb::MsMs 119031 Specdb::MsMs 119032 Specdb::MsMs 119033 Specdb::MsMs 2392033 Specdb::MsMs 2392034 Specdb::MsMs 2392035 Specdb::MsMs 2571038 Specdb::MsMs 2571039 Specdb::MsMs 2571040 Specdb::NmrOneD 138550 Specdb::NmrOneD 138551 Specdb::NmrOneD 138552 Specdb::NmrOneD 138553 Specdb::NmrOneD 138554 Specdb::NmrOneD 138555 Specdb::NmrOneD 138556 Specdb::NmrOneD 138557 Specdb::NmrOneD 138558 Specdb::NmrOneD 138559 Specdb::NmrOneD 138560 Specdb::NmrOneD 138561 Specdb::NmrOneD 138562 Specdb::NmrOneD 138563 Specdb::NmrOneD 138564 Specdb::NmrOneD 138565 Specdb::NmrOneD 138566 Specdb::NmrOneD 138567 Specdb::NmrOneD 138568 Specdb::NmrOneD 138569 HMDB37056 #<Reference:0x000055ce3249b028>