1.0 2010-04-08 22:09:49 UTC 2015-07-20 22:43:05 UTC FDB011759 De-O-methylsterigmatocystin Mycotoxin of Aspergillus versicolor 6-Demethylsterigmatocystin De-O-methylsterigmatocystin Demethylsterigmatocystin C17H10O6 310.2577 310.047738052 11,15-dihydroxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one 11,15-dihydroxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one 30461-65-5 OC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(O)C=CC=C1O2 InChI=1S/C17H10O6/c18-8-2-1-3-10-13(8)15(20)14-9(19)6-11-12(16(14)22-10)7-4-5-21-17(7)23-11/h1-7,17-19H RQQOEIJLJPCYJR-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 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Chromones Coumarans Dihydrofurans Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Pyranones and derivatives Vinylogous acids Xanthones 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Acetal Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Coumaran Dibenzopyran Dihydrofuran Heteroaromatic compound Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Sterigmatocystin backbone Vinylogous acid Xanthene Xanthone a small molecule logp 2.72 ALOGPS logs -2.92 ALOGPS solubility 3.77e-01 g/l ALOGPS melting_point Mp 253-255° logp 3.6 ChemAxon pka_strongest_acidic 9.19 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 11,15-dihydroxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one ChemAxon average_mass 310.2577 ChemAxon mono_mass 310.047738052 ChemAxon smiles OC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(O)C=CC=C1O2 ChemAxon formula C17H10O6 ChemAxon inchi InChI=1S/C17H10O6/c18-8-2-1-3-10-13(8)15(20)14-9(19)6-11-12(16(14)22-10)7-4-5-21-17(7)23-11/h1-7,17-19H ChemAxon inchikey RQQOEIJLJPCYJR-UHFFFAOYSA-N ChemAxon polar_surface_area 85.22 ChemAxon refractivity 79.22 ChemAxon polarizability 29.49 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21172 Specdb::CMs 43417 Specdb::CMs 154995 Specdb::MsMs 46506 Specdb::MsMs 46507 Specdb::MsMs 46508 Specdb::MsMs 149490 Specdb::MsMs 149491 Specdb::MsMs 149492 Specdb::MsMs 2744640 Specdb::MsMs 2744641 Specdb::MsMs 2744642 Specdb::MsMs 2936917 Specdb::MsMs 2936918 Specdb::MsMs 2936919 HMDB33657 18236 #<Reference:0x000055ce335fa378>