1.0 2010-04-08 22:09:55 UTC 2025-11-18 23:32:29 UTC FDB011961 Bisdemethoxycurcumin Isolated from Curcuma zedoaria (zedoary) and Curcuma longa (turmeric) Bisdemethoxycurcumin is a curcuminoid, a component of tumeric. Tumeric is a spice that comes from the root Curcuma longa, a member of the ginger family, Zingaberaceae. It is bright yellow and has been used as a coloring agent in food in the United States. In India, it has been used for centuries as a spice and a food preservative, and also for its various medicinal properties. In Ayurveda (Indian traditional medicine), tumeric has been used for its medicinal properties for various indications and through different routes of administration. It has been used topically on the skin for wounds, blistering diseases such as pemphigus and herpes zoster, for parasitic skin infections, and for acne. It has been used via oral administration for the common cold, liver diseases, urinary tract diseases, and as a blood purifier. For chronic rhinitis and coryza, it has been used via inhalation. The average intake of tumeric in the diet in India is approximately 2 to 2.5 g in a 60 kg individual. This corresponds to an intake of approximately 60 to 100 mg of curcumin daily. The Food and Drug Administration has classified tumeric among substances Generally Recognized as Safe (GRAS). A large number of in vitro and animal studies have been conducted to evaluate the effect of curcumin on inflammation. It has been found to act at various different levels of the arachadonic acid inflammatory cascade and through effects on various enzymes and cytokines. (PMID: 12676044) [HMDB]. Bisdemethoxycurcumin is found in turmeric and herbs and spices. 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, 9CI 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione(e,e) Bis-demethoxycurcumin Bis(4-hydroxycinnamoyl)methane Bis(p-hydroxycinnamoyl)methane Bisdemethoxycurcumin Bisdesmethoxycurcumin Curcumin III Didemethoxycurcumin p,p'-Dihydroxydicinnamoylmethane C19H16O4 308.3279 308.104859 (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one 24939-16-0 O\C(\C=C\C1=CC=C(O)C=C1)=C/C(=O)/C=C/C1=CC=C(O)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/h1-13,20-22H/b11-5+,12-6+,18-13- YXAKCQIIROBKOP-HSSGTREWSA-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. Curcuminoids Organic compounds Phenylpropanoids and polyketides Diarylheptanoids Linear diarylheptanoids Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Acryloyl compounds Enols Enones Hydrocarbon derivatives Hydroxycinnamic acids and derivatives Ketones Organic oxides Styrenes Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid Acryloyl-group Alpha,beta-unsaturated ketone Aromatic homomonocyclic compound Benzenoid Bis-desmethoxycurcumin Carbonyl group Enol Enone Hydrocarbon derivative Hydroxycinnamic acid or derivatives Ketone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Styrene Vinylogous acid Solid logp 3.50 ALOGPS logs -4.35 ALOGPS solubility 1.38e-02 g/l ALOGPS melting_point Mp 224° logp 4.07 ChemAxon pka_strongest_acidic 8.64 ChemAxon pka_strongest_basic -5.3 ChemAxon iupac (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one ChemAxon average_mass 308.3279 ChemAxon mono_mass 308.104859 ChemAxon smiles O\C(\C=C\C1=CC=C(O)C=C1)=C/C(=O)/C=C/C1=CC=C(O)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/h1-13,20-22H/b11-5+,12-6+,18-13- ChemAxon inchikey YXAKCQIIROBKOP-HSSGTREWSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 93.2 ChemAxon polarizability 33.98 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 61035 Specdb::MsMs 61036 Specdb::MsMs 61037 Specdb::MsMs 117495 Specdb::MsMs 117496 Specdb::MsMs 117497 HMDB02114 #<Reference:0x000055ce2f7989b8> Herbs and Spices Unknown generic Turmeric Type 1 specific Curcuma longa 136217 1320.425 1403.35 1237.5 mg/100 g Anti aflatoxin 92 A substance that diminishes the rate of a chemical reaction. Anti amyloid-beta 109 Anti leishmanic 388 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti lipoperoxidant 407 Anti-Alzheimeran 105 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-angiogenic 115 An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. Anti-choleretic 179 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-mutagenic 451 Anti-nitrosating 481 Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-papillomic 507 A substance that destroys or inhibits replication of viruses. Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. DNA-protective 887 Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). Nitric-oxide scavenger 1168 Plasmodicide 1233 Quinone-reductase inducer 1277 Sortase-A inhibitor 1319 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Topoisomerase-I inhibitor 1368 A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA. Topoisomerase-II inhibitor 1366 A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (topoisomerase II), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.