1.0 2010-04-08 22:09:55 UTC 2026-09-18 18:03:04 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:0x0000558be82586d0> Herbs and Spices Unknown generic Turmeric Type 1 specific Curcuma longa 136217 1320.425 1403.35 1237.5 mg/100 g Acetylcholinesterase collagenic tail peptide Q9Y215 COLQ_HUMAN COLQ Fatty acid 2-hydroxylase Q7L5A8 FA2H_HUMAN FA2H Inhibitor of nuclear factor kappa-B kinase subunit alpha O15111 CHUK Linoleate 9S-lipoxygenase 1 P27480 LOXA_PHAVU LOXA T-box transcription factor T O15178 TBXT Acetylcholinesterase inhibitor 21 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. Alpha-glucosidase inhibitor 45 An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20). Anti aflatoxin 92 A substance that diminishes the rate of a chemical reaction. Anti amyloid-beta 109 Anti coagulant 191 An agent that prevents blood clotting. Anti hyperlipidemic 348 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti leishmanic 388 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti lipoperoxidant 407 Anti metastatic 434 A substance that inhibits or prevents the proliferation of neoplasms. Anti microbial 436 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti neoplastic 465 A substance that inhibits or prevents the proliferation of neoplasms. Anti peroxidative 520 Anti trypanosomic 669 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. 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-apoptotic 125 Anti-arthritic 131 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-choleretic 179 Anti-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-mutagenic 451 Anti-Necroptotic 1464 Anti-nitrosating 481 Anti-obesity 486 Any substance introduced into a living organism with therapeutic or diagnostic purpose. 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. Anti-proliferative 548 Anti-viral 689 A substance that destroys or inhibits replication of viruses. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. DNA-protective 887 Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Immunomodulator 1031 Biologically active substance whose activity affects or plays a role in the functioning of the immune system. Immunostimulant 1032 A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity. Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). Neuroprotective 1158 Any compound that can be used for the treatment of neurodegenerative disorders. 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. Spasmolytic 1321 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.