Umbelliferone

Umbelliferone is a naturally occurring derivative and metabolite of coumarin that has diverse biological activities including antitumor and antidepressant-like properties. It inhibits the growth of a variety of human cell lines, including human ACHN renal, A549 lung, HCT15 colon, and LNCaP prostate carcinoma as well as Dakiki myeloma and HL-60 lymphoma cells, when used at concentrations ranging from 250 to 300 µg/ml. It also reversibly inhibits the production of prostate-specific androgen in LNCaP prostate cancer cells. Umbelliferone increases the production of reactive oxygen species (ROS), depolarizes the mitochondrial membrane, and halts the cell cycle at the G0/G1 phase in KB human oral carcinoma cells. In a rat model of depression induced by chronic unpredictable mild stress, umbelliferone (15 and 30 mg/kg) decreases immobility time in the forced swim test and increases sucrose consumption in the sucrose preference test, indicating antidepressant-like activity. Umbelliferone has been used as a ratiometric pH indicator that displays an emission maxima of 460 nm when solutions with a pH of less than six or greater than eight are excited at 330 and 370 nm, respectively.Formal Name: 7-hydroxy-2H-1-benzopyran-2-one. CAS Number: 93-35-6. Synonyms: 7-hydroxy Coumarin, NSC 19790. Molecular Formula: C9H6O3. Formula Weight: 162.1. Purity: >98%. Emission: 460 nm. Excitation: 330 and 370 nm. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 10 mg/ml, Ethanol: 5 mg/ml, Methanol: 5 mg/ml. lambdamax: 326 nm. SMILES: OC1=CC=C(C=CC(O2)=O)C2=C1. InChi Code: InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H. InChi Key: ORHBXUUXSCNDEV-UHFFFAOYSA-N.