1.0 2010-04-08 22:11:23 UTC 2015-07-20 23:09:36 UTC FDB014625 4-Acetoxyscirpene-3,15-diol Mycotoxin from Fusarium roseum and Fusarium sulphureum (3a,4b)-4-Acetoxyscirpene-3,15-diol 4-Acetoxyscirpene-3,15-diol C17H24O6 324.3689 324.1572885 10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetate 10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetate CC(=O)OC1C(O)C2OC3C=C(C)CCC3(CO)C1(C)C21CO1 InChI=1S/C17H24O6/c1-9-4-5-16(7-18)11(6-9)23-14-12(20)13(22-10(2)19)15(16,3)17(14)8-21-17/h6,11-14,18,20H,4-5,7-8H2,1-3H3 YIFMFXZUYBFVFL-UHFFFAOYSA-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 Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Oxepanes Primary alcohols Secondary alcohols Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dialkyl ether Ether Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Primary alcohol Secondary alcohol Trichothecene skeleton logp 0.55 ALOGPS logs -1.87 ALOGPS solubility 4.39e+00 g/l ALOGPS logp -0.064 ChemAxon pka_strongest_acidic 13.07 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetate ChemAxon average_mass 324.3689 ChemAxon mono_mass 324.1572885 ChemAxon smiles CC(=O)OC1C(O)C2OC3C=C(C)CCC3(CO)C1(C)C21CO1 ChemAxon formula C17H24O6 ChemAxon inchi InChI=1S/C17H24O6/c1-9-4-5-16(7-18)11(6-9)23-14-12(20)13(22-10(2)19)15(16,3)17(14)8-21-17/h6,11-14,18,20H,4-5,7-8H2,1-3H3 ChemAxon inchikey YIFMFXZUYBFVFL-UHFFFAOYSA-N ChemAxon polar_surface_area 88.52 ChemAxon refractivity 79.95 ChemAxon polarizability 33.41 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26531 Specdb::CMs 44599 Specdb::CMs 136934 Specdb::CMs 144668 Specdb::MsMs 6599 Specdb::MsMs 6600 Specdb::MsMs 6601 Specdb::MsMs 13271 Specdb::MsMs 13272 Specdb::MsMs 13273 Specdb::MsMs 2267460 Specdb::MsMs 2267461 Specdb::MsMs 2267462 Specdb::MsMs 3071799 Specdb::MsMs 3071800 Specdb::MsMs 3071801 Specdb::NmrOneD 132818 Specdb::NmrOneD 132819 Specdb::NmrOneD 132820 Specdb::NmrOneD 132821 Specdb::NmrOneD 132822 Specdb::NmrOneD 132823 Specdb::NmrOneD 132824 Specdb::NmrOneD 132825 Specdb::NmrOneD 132826 Specdb::NmrOneD 132827 Specdb::NmrOneD 132828 Specdb::NmrOneD 132829 Specdb::NmrOneD 132830 Specdb::NmrOneD 132831 Specdb::NmrOneD 132832 Specdb::NmrOneD 132833 Specdb::NmrOneD 132834 Specdb::NmrOneD 132835 Specdb::NmrOneD 132836 Specdb::NmrOneD 132837 HMDB35847 #<Reference:0x000055ce30782798>