1.0 2010-04-08 22:09:40 UTC 2019-11-26 03:04:58 UTC FDB011481 Sorgoleone 358 Constituent of the etiolated seedlings of Sorghum bicolor (sorghum). Sorgoleone 358 is found in cereals and cereal products and sorghum. 2-Hydroxy-5-methoxy-3-(8,11,14-pentadecatrienyl)-1,4-benzoquinone Sorgoleone Sorgoleone 358 C22H30O4 358.4712 358.214409448 2-hydroxy-5-methoxy-3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]cyclohexa-2,5-diene-1,4-dione 2-hydroxy-5-methoxy-3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]cyclohexa-2,5-diene-1,4-dione 105018-76-6 COC1=CC(=O)C(O)=C(CCCCCCC\C=C\C\C=C\CC=C)C1=O InChI=1S/C22H30O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3/b6-5+,9-8+ FGWRUVXUQWGLOX-HHWLVVFRSA-N belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively. P-benzoquinones Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aliphatic homomonocyclic compounds Enols Hydrocarbon derivatives Organic oxides Vinylogous acids Vinylogous esters Aliphatic homomonocyclic compound Enol Hydrocarbon derivative Organic oxide P-benzoquinone Vinylogous acid Vinylogous ester logp 5.23 ALOGPS logs -6.11 ALOGPS solubility 2.77e-04 g/l ALOGPS melting_point Mp 50-51° (37-39°) logp 5.69 ChemAxon pka_strongest_acidic 8.22 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac 2-hydroxy-5-methoxy-3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]cyclohexa-2,5-diene-1,4-dione ChemAxon average_mass 358.4712 ChemAxon mono_mass 358.214409448 ChemAxon smiles COC1=CC(=O)C(O)=C(CCCCCCC\C=C\C\C=C\CC=C)C1=O ChemAxon formula C22H30O4 ChemAxon inchi InChI=1S/C22H30O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3/b6-5+,9-8+ ChemAxon inchikey FGWRUVXUQWGLOX-HHWLVVFRSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 110.76 ChemAxon polarizability 41.29 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13760 Specdb::CMs 43293 Specdb::CMs 152266 Specdb::MsMs 67131 Specdb::MsMs 67132 Specdb::MsMs 67133 Specdb::MsMs 124866 Specdb::MsMs 124867 Specdb::MsMs 124868 Specdb::MsMs 2340711 Specdb::MsMs 2340712 Specdb::MsMs 2340713 Specdb::MsMs 2625707 Specdb::MsMs 2625708 Specdb::MsMs 2625709 HMDB33443 #<Reference:0x000055ce31e515a0> Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Sorghum Type 1 specific Sorghum bicolor 4558