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XANTHOTOXOL

XANTHOTOXOL Structure
CAS No.
2009-24-7
Chemical Name:
XANTHOTOXOL
Synonyms
9-hydroxy-;NSC 401269;XANTHOTOXOL;AKOS 210-08;Xanthotoxol?, BR;8-HYDROXYPSORALEN;Xanthotoxol (6CI);8-hydroxypsoralene;XANTHOTOXOL IMpurity;XANTHOTOXOL(RG)(CALL)
CBNumber:
CB9438695
Molecular Formula:
C11H6O4
Molecular Weight:
202.16
MOL File:
2009-24-7.mol
Modify Date:
2023/6/8 9:02:59

XANTHOTOXOL Properties

Melting point 250°C
Boiling point 428.1±45.0 °C(Predicted)
Density 1.526±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 5.74±0.20(Predicted)
color Light Beige to Dark Brown
LogP 1.405 (est)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Risk Statements  25
Safety Statements  20-45-24/25
RIDADR  2810
HS Code  29329990
NFPA 704
0
2 0

XANTHOTOXOL Chemical Properties,Uses,Production

Description

Xanthotoxol is a coumarin and a major component in C. monnieri that has diverse biological activities. It inhibits proliferation of HeLa and HepG2 cells in vitro (IC50s = 23.59 and 15.57 μM, respectively). Xanthotoxol increases histamine release from mast cells and decreases secretion of TNF-α, IL-4, and IL-1β from RBL-2H3 cells induced by DNP-human serum albumin (DNP-HSA). It is nematocidal against M. incognita (IC50 = 68 mg/L). In vivo, xanthotoxol inhibits predatory mouse and rat killing behavior in dogs and cats when administered at doses ranging from 3 to 100 mg/kg and 5 to 20 mg/kg, respectively. It reduces amphetamine-induced hypermobility in mice and hamsters. Xanthotoxol (5 and 10 mg/kg) reduces brain edema, neutrophil infiltration, blood-brain barrier disruption, production of IL-1β, TNF-α, IL-8, and nitric oxide (NO), and levels of intercellular adhesion molecule-1 (ICAM-1) and E-selectin in a rat model of focal cerebral ischemia.

Chemical Properties

Dark Brown Solid

Uses

Xanthotoxol is a hydroxylated psoralen that inhibits neutrophil infiltration and brain edema induced by focal cerebral ischemia-reperfusion injury in rats. A potentially useful antiarrhythmic agent. It has been show n to be effective in the prevention of ventricular fibrillation of mice induced by chloroform, of rats induced by calcium chloride, and in treatment of rat arrhythmia induced by aconitine. Recent stud ies show that it may also have antioxidant and anticancer activities.

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2-g)(1)benzopyran-7-one,9-hydroxy-7h-furo( 6,7-dihydroxy-5-benzofuranacrylicacigamma-lactone 8-hydroxypsoralene 9-hydroxy-7h-furo(3,2-g)(1)benzopyran-7-one 9-hydroxyfuro[3,2-g]chromen-7-one 9-hydroxy- Xanthotoxol, froM CnidiuM Monnieri XANTHOTOXOL 8-HYDROXYPSORALEN AKOS 210-08 7H-Furo[3,2-g][1]benzopyran-7-one, 9-hydroxy- 3-(6,7-Dihydroxy-5-benzofuranyl)-2-propenoic Acid δ-Lactone 6,7-Dihydroxy-5-benzofuranacrylic Acid δ-Lactone NSC 401269 XANTHOTOL; XANTHOTOXOL XANTHOTOXOL(RG)(CALL) 9-hydroxy-7H-furo[3,2-g]chromen-7-one Xanthotoxol, 98%, from Cnidium monnieri Xanthotoxol?, BR 8-Hydroxyfuranocoumarin XANTHOTOXOL ISO 9001:2015 REACH Xanthotoxol (6CI) XANTHOTOXOL IMpurity 2009-24-7 C11H6O4 Aromatics Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Coumarins API intermediates