Tetrahydrocurcumin

Tetrahydrocurcumin is a metabolite of curcumin (Cay-81025, Cay-81025.1) that has diverse biological activities, including antioxidant, anti-inflammatory, anti-angiogenic, and anticancer properties. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805) radicals in a cell-free assay with an EC50 value of 16.8 µM. Tetrahydrocurcumin (50 µM) inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS) and COX-2 expression in RAW 264.7 cells. It also inhibits LPS-induced increases in TNF-alpha release when used at a concentration of 100 µM and increases in nitric oxide (NO) production and IL-6 levels in a concentration-dependent manner. Tetrahydrocurcumin reduces carrageenan-induced paw edema in rats (ED50 = 20 mg/kg). It also reduces the formation of neocapillaries and decreases microvascular density as well as VEGF, VEGF receptor 2 (VEGFR2), and hypoxia-inducible factor-1alpha (HIF-1alpha) expression in a CaSki cervical cancer nude mouse xenograft model when administered at doses of 100, 300, and 500 mg/kg.Formal Name: 1,7-bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione. CAS Number: 36062-04-1. Synonyms: NSC 687845. Molecular Formula: C21H24O6. Formula Weight: 372.4. Purity: >95% (mixture of tautomers). Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMF:PBS (pH 7.2) (1:2): 0.3 mg/ml, DMSO: 5 mg/ml, Ethanol: 0.25 mg/ml. lambdamax: 281 nm. SMILES: OC1=C(OC)C=C(CCC(CC(CCC2=CC=C(O)C(OC)=C2)=O)=O)C=C1. InChi Code: InChI=1S/C21H24O6/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/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3. InChi Key: LBTVHXHERHESKG-UHFFFAOYSA-N.