232726

8-Methoxypsoralen

99%

• Synonym(s): 8-MOP, 9-Methoxyfuro[3,2-g][1]benzopyran-7-one, Ammoidin, Methoxsalen, Xanthotoxin
• Empirical Formula (Hill Notation): C₁₂H₈O₄
• CAS Number: 298-81-7
• Molecular Weight: 216.19
• Beilstein/REAXYS Number: 196453
• EC Number: 206-066-9
• MDL number: MFCD00005009
• UNSPSC Code: 12352100

Properties

• assay: 99%
• mp: 148-150 °C (lit.)
• SMILES string: COc1c2OC(=O)C=Cc2cc3ccoc13
• InChI: 1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3
• InChI key: QXKHYNVANLEOEG-UHFFFAOYSA-N

Description

Biochem/physiol Actions

8-methoxypsoralen (8-MOP) plus ultraviolet A (UVA) irradiation induces monoadducts and interstrand cross-links in DNA and therefore can be used to study DNA repair and recombination mechanisms. Cultured normal human melanocytes treated with 8-methoxypsoralen and irradiated with ultraviolet A (UVA) formed 8-methoxypsoralen-phospholipid photoadducts that could be substituted for diacylglycerol to activate protein kinase C in a cell-free system. 8-MOP is an inactivator of purified reconstituted cytochrome P450. It also inhibits substance P-induced histamine release from substance P-activated rat peritoneal mast cells by suppressing the rise in [Ca²⁺].