Bergapten

Bergapten is a furanocoumarin derivative that has been found in grapefruit peel oil and has diverse biological activities. It decreases the viability of DLD-1 and LoVo colorectal cancer cells in a concentration-dependent manner, halts the cell cycle at the G0/G1 and sub-G1 phases, and induces apoptosis when used at a concentration of 50 µM. Bergapten has photosensitizing activity and increases the number of sunburn cells in guinea pig skin in response to UVA radiation. It increases the pain threshold in assays for mechanical, cold, and hot allodynia, as well as mechanical hyperalgesia, in a rat model of vincristine-induced neuropathic pain when administered at a dose of 10 mg/kg. Bergapten inhibits vincristine-induced increases in plasma TNF-alpha and IL-1beta levels and decreases in glutathione (GSH) levels in the spinal cord and sciatic nerve in rats. It also inhibits the cytochrome P450 (CYP) isoform CYP3A4 with IC50 value of approximately 25 µM in human liver microsomes.Formal Name: 4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one. CAS Number: 484-20-8. Synonyms: 5-Methoxypsoralen, 5-MOP, Heraclin, NSC 95437. Molecular Formula: C12H8O4. Formula Weight: 216.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml, DMSO: 30 mg/ml, Ethanol: 1 mg/ml. lambdamax: 222, 250, 260, 268, 310 nm. SMILES: O=C1C=CC2=C(OC)C3=C(OC=C3)C=C2O1. InChi Code: InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3. InChi Key: BGEBZHIAGXMEMV-UHFFFAOYSA-N. Origin: Plant/Apium leptophyllum.