2.0 2015-09-18 17:30:02 -0600 2015-09-18 17:30:02 -0600 ECMDB24916 M2MDB007033 Dihydrocurcumin C21H22O6 370.3958 370.141638436 (1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione (1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+ MUYJSOCNDLUHPJ-XVNBXDOJSA-N logp 3.50 ALOGPS logs -4.85 ALOGPS solubility 5.28e-03 g/l ALOGPS logp 4.04 ChemAxon pka_strongest_acidic 9.17 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac (1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione ChemAxon average_mass 370.3958 ChemAxon mono_mass 370.141638436 ChemAxon smiles COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O ChemAxon formula C21H22O6 ChemAxon inchi InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+ ChemAxon inchikey MUYJSOCNDLUHPJ-XVNBXDOJSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 102.72 ChemAxon polarizability 38.95 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon curcumin degradation Curcumin is metabolized by being reduced through a NADPH dependent curcumin reductase resulting in a dihydrocurcumin. This compound is then reduced again through a NADPH-dependent dihydrocurcumin reductase resulting in a tetrahydrocurcumin. It is not know yet how this compound enters E.coli PW001896 Metabolic Specdb::CMs 15199 Specdb::CMs 42525 Specdb::CMs 147566 Specdb::NmrOneD 284189 Specdb::NmrOneD 284190 Specdb::NmrOneD 284191 Specdb::NmrOneD 284192 Specdb::NmrOneD 284193 Specdb::NmrOneD 284194 Specdb::NmrOneD 284195 Specdb::NmrOneD 284196 Specdb::NmrOneD 284197 Specdb::NmrOneD 284198 Specdb::NmrOneD 284199 Specdb::NmrOneD 284200 Specdb::NmrOneD 284201 Specdb::NmrOneD 284202 Specdb::NmrOneD 284203 Specdb::NmrOneD 284204 Specdb::NmrOneD 284205 Specdb::NmrOneD 284206 Specdb::NmrOneD 284207 Specdb::NmrOneD 284208 Specdb::MsMs 80493 Specdb::MsMs 80494 Specdb::MsMs 80495 Specdb::MsMs 141381 Specdb::MsMs 141382 Specdb::MsMs 141383 Specdb::MsMs 3055085 Specdb::MsMs 3055086 Specdb::MsMs 3055087 Specdb::MsMs 3111437 Specdb::MsMs 3111438 Specdb::MsMs 3111439 Curcumin + Hydrogen ion + NADPH + curcumin + NADPH > NADP + Dihydrocurcumin + Dihydrocurcumin PW_R005204 Dihydrocurcumin + Hydrogen ion + NADPH + Dihydrocurcumin + NADPH > Tetrahydrocurcumin + NADP PW_R005205