1.0 2010-04-08 22:12:34 UTC 2019-11-26 03:13:34 UTC FDB016659 Demethylnobiletin Isolated from Citrus subspecies, Mentha piperita and Thymus species Demethylnobiletin is found in many foods, some of which are herbs and spices, winter savory, sweet orange, and peppermint. 2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-1-benzopyran-4-one 5-Demethylnobiletin 5-Desmethoxynobiletin (incorr.) 5-Hydroxy-3',4',6,7,8-pentamethoxyflavone 5-Hydroxy-6,7,8,3',4'-pentamethoxyflavone 5-O-Demethylnobiletin Demethylnobiletin C20H20O8 388.368 388.115817616 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one demethylnobiletin 2174-59-6 COC1=C(OC)C=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(OC)C(OC)=C2O1 InChI=1S/C20H20O8/c1-23-12-7-6-10(8-14(12)24-2)13-9-11(21)15-16(22)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,22H,1-5H3 DOFJNFPSMUCECH-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 3'-O-methylated flavonoids 4'-O-methylated flavonoids 5-hydroxyflavonoids 6-O-methylated flavonoids 7-O-methylated flavonoids Alkyl aryl ethers Anisoles Chromones Dimethoxybenzenes Flavones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Phenoxy compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 3p-methoxyflavonoid-skeleton 4p-methoxyflavonoid-skeleton 5-hydroxyflavonoid 6-methoxyflavonoid-skeleton 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 2.89 ALOGPS logs -4.10 ALOGPS solubility 3.07e-02 g/l ALOGPS melting_point Mp 145-146° logp 2.53 ChemAxon pka_strongest_acidic 9.66 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-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=CC(=O)C2=C(O)C(OC)=C(OC)C(OC)=C2O1 ChemAxon formula C20H20O8 ChemAxon inchi InChI=1S/C20H20O8/c1-23-12-7-6-10(8-14(12)24-2)13-9-11(21)15-16(22)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,22H,1-5H3 ChemAxon inchikey DOFJNFPSMUCECH-UHFFFAOYSA-N ChemAxon polar_surface_area 92.68 ChemAxon refractivity 101.27 ChemAxon polarizability 39.76 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25944 Specdb::CMs 45468 Specdb::CMs 163660 Specdb::MsMs 9848 Specdb::MsMs 9849 Specdb::MsMs 9850 Specdb::MsMs 16520 Specdb::MsMs 16521 Specdb::MsMs 16522 Specdb::MsMs 439897 Specdb::MsMs 439898 Specdb::MsMs 450138 Specdb::MsMs 450139 Specdb::MsMs 450140 Specdb::MsMs 2268203 Specdb::MsMs 2268204 Specdb::MsMs 3070551 Specdb::MsMs 3070552 Specdb::MsMs 3070553 HMDB37571 #<Reference:0x000055ce307c7a28> Citrus Unknown generic Herbs and Spices Unknown generic Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Peppermint Type 1 specific Mentha X piperita 34256 Spearmint Type 1 specific Mentha spicata 29719 Sweet orange Type 1 specific Citrus sinensis 2711 Winter savory Type 1 specific Satureja montana 49988