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Avobenzone is a full-spectrum ultraviolet A (UVA) blocker. It inhibits UVA-induced increases in melanin levels and tyrosinase activity in B16/F10 melanoma cells (IC30s = 21.94 and 24.25 µM, respectively). Avobenzone (30 µM) also inhibits UVA-induced production of reactive oxygen species (ROS) and 8-hydroxy-2'-deoxyguanosine (8-OH-dG, Cay-89320), as well as inhibits UVA-induced depletion of glutathione (GSH, Cay-10007461), in B16/F10 cells. It increases nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2) and upregulates the antioxidant response element (ARE) in UVA-irradiated B16/F10 cells when used at at a concentration of 30 µM. Formulations containing avobenzone have been used as a sun protectant in sunscreen products.Formal Name: 1-[4-(1,1-dimethylethyl)phenyl]-3-(4-methoxyphenyl)-1,3-propanedione. CAS Number: 70356-09-1. Synonyms: BMDBM, Butyl Methoxydibenzoylmethane. Molecular Formula: C20H22O3. Formula Weight: 310.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml, Ethanol: 5 mg/ml. lambdamax: 363 nm. SMILES: CC(C)(C)C1=CC=C(C(CC(C2=CC=C(OC)C=C2)=O)=O)C=C1. InChi Code: InChI=1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3. InChi Key: XNEFYCZVKIDDMS-UHFFFAOYSA-N.
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