Auraptene

• CAT Number: R040647
• CAS Number: 495-02-3
• Molecular Formula: C19H22O3
• Molecular Weight: 298.382
• Purity: ≥95%
• Synonyms: 7-[[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one; 7-(Geranyloxy)-coumarin; 7-[(3,7-Dimethyl-2,6-octadienyl)oxy]-coumarin; (E)-7-Geranoxycoumarin; 7-Geranyloxycoumarin; Aurapten; Aurapten (C19H22O3); Auraptene
• Target: MMP
• Storage: -20°C
• IUPAC Name: 7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
• InChI: InChI=1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+
• InChIKey: RSDDHGSKLOSQFK-RVDMUPIBSA-N
• SMILES: CC(=CCCC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C)C

Auraptene is a coumarin derived from citrus plants that bears a geranyloxyl moiety at its C-<wbr></wbr>7. It has anti-<wbr></wbr>inflammatory, anti-<wbr></wbr>carcinogenic, anti-<wbr></wbr>bacterial, neuroprotective, and hepatoprotective activities. It inhibits leukocyte activation and induces phase II enzymes during the initiation phase of carcinogenesis. When examined for its potential use in Alzheimer’s disease treatment, auraptene was shown to inhibit β-<wbr></wbr>secretase (BACE1) activity with an IC50 value of 345.1 μM.