Bergamottin

Bergamottin is a furanocoumarin found in grapefruit juice and lemon, lime, and bergamot oils that has diverse biological activities. In vitro, bergamottin inhibits migration and invasion of HT-1080 fibrosarcoma cells at sub-cytotoxic concentrations via inhibition of matrix metalloproteinase-9 (MMP-9) expression. It shows antiproliferative activity against HepG2 liver, HL-60 leukemia, and BGC-823 gastric cancer cell lines in a dose-dependent manner and induces cell death of CHO cells following near ultraviolet irradiation. Bergamottin inhibits the cytochrome P450 isoform 3A4 (CYP3A4, Ki = 7.7 µM) and is a mixed inhibitor of simvastatin (Cay-10010344) drug metabolism (Ki = 174 µM). It also increases glucose consumption in HepG2 cells in a dose-dependent manner.Formal Name: 4-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-7H-furo[3,2-g][1]benzopyran-7-one. CAS Number: 7380-40-7. Synonyms: 5-Geranoxypsoralen. Molecular Formula: C21H22O4. Formula Weight: 338.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml, Ethanol: 10 mg/ml. lambdamax: 250, 308 nm. SMILES: O=C1C=CC2=C(OC/C=C(C)/CC/C=C(C)/C)C3=C(OC=C3)C=C2O1. InChi Code: InChI=1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-16-7-8-20(22)25-19(16)13-18-17(21)10-12-23-18/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9+. InChi Key: DBMJZOMNXBSRED-OQLLNIDSSA-N.