Ксантоксилетин

Description

Xanthoxyletin is a natural pyranocoumarin, 5-methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b′]dipyran-2-one. Found in the citrus fruits Citrus reticulata and Citrus medica, as well as in plants of the genus Zanthoxylum. The compound has antibacterial, fungicidal and algicidal effects, antitumor and anti-inflammatory activity: at a concentration of 10 µM it suppresses the expression of the iNOS protein, reduces the synthesis of nitric oxide and the expression of tumor necrosis factor alpha and cyclooxygenase-2. In human gastric adenocarcinoma cells, SGC-7901 induces S-phase arrest and apoptosis through DNA damage and mitochondrial dysfunction with increased production of reactive oxygen species.

Basic Attributes

• CAS No.: 84-99-1
• Chemical formula: C15H14O4
• Molecular weight: 258.27 - the value coincides with the exact mass indicated on the card and with the calculation using the formula C15H14O4. In the molecular weight field of the card it is 318.94318, this is a supplier unloading error
• Exact weight: 258.27
• UNII: 69MPX4M5VD
• NSC Number: 35542
• DSSTox ID: DTXSID70232891
• HS code: 2932999099
• PSA specifications: 44.8
• XLogP3: 3.64

Physico-chemical characteristics

• Appearance: solid
• Density: 1.2 ± 0.1 g/cm3
• Melting point: 133 °C
• Boiling point: 438.6 ± 45.0 °C at 760 mm Hg. Art.
• Flash point: 197.2 ± 28.8 °C
• Refractive index: 1.570
• Solubility in water: 1.55 × 10⁻⁴ mol/l, corresponding to 40 mg/l at 25 °C

Scope of application

• reference standard for the analysis of coumarins in plant materials and extracts
• studies of antimicrobial and fungicidal activity
• work on the anti-inflammatory and antitumor effects of coumarins

Storage and handling

The container is tightly closed, the room is dry and cool, light is limited: coumarins are prone to photochemical transformations. Wear gloves and avoid dust. The supplier’s card does not contain transport codes, labels or GHS classifications - the data is taken from the batch’s safety data sheet.