1.0 2010-04-08 22:05:00 UTC 2025-11-18 22:31:59 UTC FDB001547 3,3',4',7,8-Pentamethylgossypetin 3,3',4',7,8-pentamethylgossypetin, also known as 8-O-methylretusin, is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 3,3',4',7,8-pentamethylgossypetin is considered to be a flavonoid lipid molecule. 3,3',4',7,8-pentamethylgossypetin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3,3',4',7,8-pentamethylgossypetin can be found in sweet orange, which makes 3,3',4',7,8-pentamethylgossypetin a potential biomarker for the consumption of this food product. 2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-1-benzopyran-4-one 3,3',4',7,8-Pentamethylgossypetin 5-Hydroxy-3,3',4',7,8-pentamethoxyflavone 5-Hydroxy-3,7,8,3',4'-pentamethoxyflavone C20H20O8 388.368 388.115817616 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-chromen-4-one 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxychromen-4-one 14965-12-9 COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O InChI=1S/C20H20O8/c1-23-12-7-6-10(8-13(12)24-2)17-20(27-5)16(22)15-11(21)9-14(25-3)18(26-4)19(15)28-17/h6-9,21H,1-5H3 NPMMYTVKEWLZKD-UHFFFAOYSA-N belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. 8-O-methylated flavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids O-methylated flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 3'-O-methylated flavonoids 3-O-methylated flavonoids 3-methoxychromones 4'-O-methylated flavonoids 5-hydroxyflavonoids 7-O-methylated flavonoids Alkyl aryl ethers Anisoles Dimethoxybenzenes Flavones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Phenoxy compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 3-methoxychromone 3-methoxyflavonoid-skeleton 3p-methoxyflavonoid-skeleton 4p-methoxyflavonoid-skeleton 5-hydroxyflavonoid 7-methoxyflavonoid-skeleton 8-methoxyflavonoid-skeleton Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Dimethoxybenzene Ether Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Monocyclic benzene moiety O-dimethoxybenzene Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol ether Phenoxy compound Pyran Pyranone Vinylogous acid Flavones and Flavonols logp 2.93 ALOGPS logs -4.23 ALOGPS solubility 2.28e-02 g/l ALOGPS logp 2.55 ChemAxon pka_strongest_acidic 8.86 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-chromen-4-one ChemAxon average_mass 388.368 ChemAxon mono_mass 388.115817616 ChemAxon smiles COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O ChemAxon formula C20H20O8 ChemAxon inchi InChI=1S/C20H20O8/c1-23-12-7-6-10(8-13(12)24-2)17-20(27-5)16(22)15-11(21)9-14(25-3)18(26-4)19(15)28-17/h6-9,21H,1-5H3 ChemAxon inchikey NPMMYTVKEWLZKD-UHFFFAOYSA-N ChemAxon polar_surface_area 92.68 ChemAxon refractivity 101.52 ChemAxon polarizability 39.46 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21990 Specdb::CMs 41207 Specdb::CMs 150080 Specdb::MsMs 91872 Specdb::MsMs 91873 Specdb::MsMs 91874 Specdb::MsMs 155364 Specdb::MsMs 155365 Specdb::MsMs 155366 Specdb::MsMs 2758053 Specdb::MsMs 2758054 Specdb::MsMs 2758055 Specdb::MsMs 2950236 Specdb::MsMs 2950237 Specdb::MsMs 2950238 HMDB0029227 Sweet orange Type 1 specific Citrus sinensis 2711