56448

Xanthotoxin

analytical standard

• Synonym(s): 8-Methoxypsoralen, 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
• UNSPSC Code: 85151701
• NACRES: NA.24
• PubChem Substance ID: 329758209
• EC Number: 206-066-9
• Beilstein/REAXYS Number: 196453
• MDL number: MFCD00005009

Properties

• Quality Segment: 100
• grade: analytical standard
• assay: ≥98% (GC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable, gas chromatography (GC): suitable
• mp: 148-150 °C (lit.)
• application(s): cleaning products; cosmetics; food and beverages; personal care
• format: neat
• storage temp.: 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
• InChI key: QXKHYNVANLEOEG-UHFFFAOYSA-N

Description

General description

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.

Application

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

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⁺].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H317,H341,H351
• pcodes: P202 - P261 - P280 - P301 + P312 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Muta. 2 - Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable