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56448 Sigma-Aldrich

Xanthotoxin

analytical standard

Synonym: 8-MOP, 8-Methoxypsoralen, 9-Methoxyfuro[3,2-g][1]benzopyran-7-one, Ammoidin, Methoxsalen, Xanthotoxin

  • CAS Number 298-81-7

  • Empirical Formula (Hill Notation) C12H8O4

  • Molecular Weight 216.19

  •  Beilstein Registry Number 196453

  •  EC Number 206-066-9

  •  MDL number MFCD00005009

  •  PubChem Substance ID 329758209

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Properties

Related Categories Additional Standards, Alphabetical Index of Phytochemical Standards, Analytical Standards, Analytical/Chromatography, Angelica,
grade   analytical standard
InChI Key   QXKHYNVANLEOEG-UHFFFAOYSA-N
assay   ≥98% (GC)
form   neat
shelf life   limited shelf life, expiry date on the label
application(s)   HPLC: suitable
  gas chromatography (GC): suitable
mp   148-150 °C(lit.)
format   neat
storage temp.   2-8°C

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+].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Application

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

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
LV1400000

Documents

Certificate of Analysis

Protocols & Articles

Articles

HPLC Analysis of Furocoumarins on Ascentis® Express RP-Amide

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Furocoumarins on Ascentis® Express RP-Amide
Keywords: Chromatography, High performance liquid chromatography, Vitamins

Peer-Reviewed Papers
15

References

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