56448

Xanthotoxin

analytical standard

• Synonym(e): Xanthotoxin, 8-MOP, 8-Methoxypsoralen, 9-Methoxy-furo[3,2-g][1]benzopyran-7-on, Ammoidin, Methoxsalen
• Empirische Formel (Hill-System): C₁₂H₈O₄
• CAS-Nummer: 298-81-7
• Molekulargewicht: 216.19
• Beilstein: 196453
• EG-Nummer: 206-066-9
• MDL-Nummer: MFCD00005009
• UNSPSC-Code: 85151701
• PubChem Substanz-ID: 329758209
• NACRES: NA.24

Eigenschaften

• Qualität: analytical standard
• Qualitätsniveau: 100
• Assay: ≥98% (GC)
• Haltbarkeit: limited shelf life, expiry date on the label
• Methode(n): HPLC: suitable; gas chromatography (GC): suitable
• mp (Schmelzpunkt): 148-150 °C (lit.)
• Anwendung(en): cleaning products; cosmetics; food and beverages; personal care
• Format: neat
• Lagertemp.: 2-8°C
• 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
• InChIKey: QXKHYNVANLEOEG-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Xanthotoxin is an allelochemical or a phototoxic allomone mainly found in host plants of black swallowtail. It can have the tendency to induce tolerance towards Α-cypermethrin, a pyrethroid insecticide used for insects like Helicoverpa zea.

Anwendung

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem./physiol. Wirkung

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⁺].

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

This compound is commonly found in plants of the genus: angelica carum pimpinella

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Warning
• H-Sätze: H302,H317,H341,H351
• P-Sätze: P202 - P261 - P280 - P301 + P312 - P302 + P352 - P308 + P313
• Gefahreneinstufungen: Acute Tox. 4 Oral - Carc. 2 - Muta. 2 - Skin Sens. 1
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable