1.0 2010-04-08 22:12:33 UTC 2015-07-20 23:31:26 UTC FDB016642 3,7,8,15-Scirpenetetrol Mycotoxin from Fusarium graminearum 12,13-Epoxy-9-trichothecene-3,7,8,15-tetrol C15H22O6 298.3316 298.141638436 2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-3',4',10'-triol 2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-3',4',10'-triol 128534-67-8 CC1=CC2OC3C(O)CC(C)(C33CO3)C2(CO)C(O)C1O InChI=1S/C15H22O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-12,16-19H,4-6H2,1-2H3 QNKGXSIDHDDDHD-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 Cyclic alcohols and derivatives Dialkyl ethers Epoxides Hydrocarbon derivatives Oxacyclic compounds Oxanes Oxepanes Polyols Primary alcohols Secondary alcohols Alcohol Aliphatic heteropolycyclic compound Cyclic alcohol Dialkyl ether Ether Hydrocarbon derivative Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Polyol Primary alcohol Secondary alcohol Trichothecene skeleton logp -1.20 ALOGPS logs -0.59 ALOGPS solubility 7.75e+01 g/l ALOGPS melting_point Mp 185-187° logp -1.7 ChemAxon pka_strongest_acidic 13.18 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-3',4',10'-triol ChemAxon average_mass 298.3316 ChemAxon mono_mass 298.141638436 ChemAxon smiles CC1=CC2OC3C(O)CC(C)(C33CO3)C2(CO)C(O)C1O ChemAxon formula C15H22O6 ChemAxon inchi InChI=1S/C15H22O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-12,16-19H,4-6H2,1-2H3 ChemAxon inchikey QNKGXSIDHDDDHD-UHFFFAOYSA-N ChemAxon polar_surface_area 102.68 ChemAxon refractivity 72.31 ChemAxon polarizability 30.01 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13545 Specdb::CMs 45460 Specdb::CMs 132436 Specdb::CMs 140170 Specdb::CMs 147028 Specdb::CMs 147030 Specdb::CMs 147032 Specdb::CMs 147034 Specdb::CMs 147036 Specdb::CMs 147039 Specdb::CMs 147041 Specdb::CMs 147043 Specdb::CMs 147045 Specdb::CMs 279571 Specdb::MsMs 9983 Specdb::MsMs 9984 Specdb::MsMs 9985 Specdb::MsMs 16655 Specdb::MsMs 16656 Specdb::MsMs 16657 Specdb::MsMs 2360954 Specdb::MsMs 2360955 Specdb::MsMs 2360956 Specdb::MsMs 2605430 Specdb::MsMs 2605431 Specdb::MsMs 2605432 Specdb::NmrOneD 141750 Specdb::NmrOneD 141751 Specdb::NmrOneD 141752 Specdb::NmrOneD 141753 Specdb::NmrOneD 141754 Specdb::NmrOneD 141755 Specdb::NmrOneD 141756 Specdb::NmrOneD 141757 Specdb::NmrOneD 141758 Specdb::NmrOneD 141759 Specdb::NmrOneD 141760 Specdb::NmrOneD 141761 Specdb::NmrOneD 141762 Specdb::NmrOneD 141763 Specdb::NmrOneD 141764 Specdb::NmrOneD 141765 Specdb::NmrOneD 141766 Specdb::NmrOneD 141767 Specdb::NmrOneD 141768 Specdb::NmrOneD 141769 HMDB37560 #<Reference:0x000055ce31893618>