1.0 2016-09-30 22:51:22 UTC 2020-04-22 15:09:47 UTC BMDB0002114 BMDB02114 Bisdemethoxycurcumin 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione Bis(4-hydroxycinnamoyl)methane Bis(p-hydroxycinnamoyl)methane Curcumin III Didemethoxycurcumin 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione(e,e) Bis-demethoxycurcumin C19H16O4 308.3279 308.104859 (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione bisdemethoxycurcumin 33171-05-0 OC1=CC=C(\C=C\C(=O)CC(=O)\C=C\C2=CC=C(O)C=C2)C=C1 InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+ PREBVFJICNPEKM-YDWXAUTNSA-N belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group. Organic compounds Phenylpropanoids and polyketides Diarylheptanoids Linear diarylheptanoids Curcuminoids 1-hydroxy-2-unsubstituted benzenoids Acryloyl compounds Beta-diketones Enones Hydrocarbon derivatives Hydroxycinnamic acids and derivatives Ketones Organic oxides Styrenes 1,3-dicarbonyl compound 1,3-diketone 1-hydroxy-2-unsubstituted benzenoid Acryloyl-group Alpha,beta-unsaturated ketone Aromatic homomonocyclic compound Benzenoid Bis-desmethoxycurcumin Carbonyl group Enone Hydrocarbon derivative Hydroxycinnamic acid or derivatives Ketone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Styrene Aromatic homomonocyclic compounds beta-diketone diarylheptanoid enone polyphenol Solid logp 3.46 ALOGPS logs -4.46 ALOGPS logp 4.44 ChemAxon pka_strongest_acidic 8.69 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione ChemAxon average_mass 308.3279 ChemAxon mono_mass 308.104859 ChemAxon smiles OC1=CC=C(\C=C\C(=O)CC(=O)\C=C\C2=CC=C(O)C=C2)C=C1 ChemAxon formula C19H16O4 ChemAxon inchi InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+ ChemAxon inchikey PREBVFJICNPEKM-YDWXAUTNSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 90.88 ChemAxon polarizability 32.58 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 323071 Specdb::MsMs 323072 Specdb::MsMs 323073 Specdb::MsMs 371143 Specdb::MsMs 371144 Specdb::MsMs 371145 Specdb::MsMs 439392 Specdb::MsMs 2350594 Specdb::MsMs 2350595 Specdb::MsMs 2350596 Specdb::MsMs 2588197 Specdb::MsMs 2588198 Specdb::MsMs 2588199 Specdb::CMs 25746 Specdb::CMs 38276 Specdb::CMs 157201 FDB011961 4474770 C00032769 5315472 71045 715 CPD-12188 Bisdemethoxycurcumin Park So-Young; Kim Darrick S H L Discovery of natural products from Curcuma longa that protect cells from beta-amyloid insult: a drug discovery effort against Alzheimer's disease. Journal of natural products (2002), 65(9), 1227-31.