1.0 2010-04-08 22:09:49 UTC 2018-05-28 23:31:28 UTC FDB011761 Dihydrohydroxy-O-methylsterigmatocystin Mycotoxin production by Aspergillus parasiticus. Dihydrohydroxy-O-methylsterigmatocystin C19H16O7 356.3261 356.089602866 5-hydroxy-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),10,14,16,18-hexaen-13-one 5-hydroxy-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),10,14,16,18-hexaen-13-one 30099-66-2 COC1=CC2=C(C3CC(O)OC3O2)C2=C1C(=O)C1=C(OC)C=CC=C1O2 InChI=1S/C19H16O7/c1-22-9-4-3-5-10-15(9)17(21)16-11(23-2)7-12-14(18(16)24-10)8-6-13(20)26-19(8)25-12/h3-5,7-8,13,19-20H,6H2,1-2H3 ATDWDHGTLHHXNU-UHFFFAOYSA-N belongs to the class of organic compounds known as sterigmatocystins. These are a group of closely related fungal metabolites chemically characterized by a xanthone moiety fused to a dihydrodifurano or a tetrahydrodifurano moiety. The chemical difference among the various sterigmagocystins are the presence or absence of unsaturation at positions 2 and 3 of the difurano ring system, the substitution pattern on positions 6, 7, and 10 of the xanthone system and/or the substituent on position 3 of the difurano system. They are produced by Aspergilus spp. and Bipolaris spp. Sterigmatocystins Organic compounds Phenylpropanoids and polyketides Sterigmatocystins Aromatic heteropolycyclic compounds Acetals Alkyl aryl ethers Anisoles Chromones Coumarans Hemiacetals Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Pyranones and derivatives Tetrahydrofurans Vinylogous esters Xanthones 1-benzopyran Acetal Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Coumaran Dibenzopyran Ether Hemiacetal Heteroaromatic compound Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Sterigmatocystin backbone Tetrahydrofuran Vinylogous ester Xanthene Xanthone logp 1.43 ALOGPS logs -3.04 ALOGPS solubility 3.28e-01 g/l ALOGPS logp 1.99 ChemAxon pka_strongest_acidic 12.38 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac 5-hydroxy-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),10,14,16,18-hexaen-13-one ChemAxon average_mass 356.3261 ChemAxon mono_mass 356.089602866 ChemAxon smiles COC1=CC2=C(C3CC(O)OC3O2)C2=C1C(=O)C1=C(OC)C=CC=C1O2 ChemAxon formula C19H16O7 ChemAxon inchi InChI=1S/C19H16O7/c1-22-9-4-3-5-10-15(9)17(21)16-11(23-2)7-12-14(18(16)24-10)8-6-13(20)26-19(8)25-12/h3-5,7-8,13,19-20H,6H2,1-2H3 ChemAxon inchikey ATDWDHGTLHHXNU-UHFFFAOYSA-N ChemAxon polar_surface_area 83.45 ChemAxon refractivity 89.23 ChemAxon polarizability 35.51 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11154 Specdb::CMs 43419 Specdb::CMs 157017 Specdb::MsMs 78162 Specdb::MsMs 78163 Specdb::MsMs 78164 Specdb::MsMs 138438 Specdb::MsMs 138439 Specdb::MsMs 138440 Specdb::MsMs 2368755 Specdb::MsMs 2368756 Specdb::MsMs 2368757 Specdb::MsMs 2566532 Specdb::MsMs 2566533 Specdb::MsMs 2566534 HMDB33659 #<Reference:0x000055ce3295c558>