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[CAS NO. 90-24-4] Xanthoxyline

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Catalog:	SLK-S4781
Brand:	Selleck
CAS:	90-24-4

Overview

MDL	MFCD00017243
Molecular Weight	196.20
Molecular Formula	C10H12O4
SMILES	O(C)C1=C(C(C)=O)C(O)=CC(OC)=C1

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	5.0968 mL	25.4842 mL	50.9684 mL
5 mM	1.0194 mL	5.0968 mL	10.1937 mL
10 mM	0.5097 mL	2.5484 mL	5.0968 mL
50 mM	0.1019 mL	0.5097 mL	1.0194 mL

Description

Xanthoxylin (Brevifolin), isolated from Zanthoxylum piperitum (Japanese pepper tree) and Sapium sebiferum (Chinese tallowtree), is a cytotoxic and fungicidal compound with the characteristics of a typical phytoalexin.

In vitro

Xanthoxylin (RCX) exhibits potent cytotoxicity in a panel of different cancer cells. It presents IC50 values of 1.6 and 26.0 μM for the HCT116 and ACP-03 cancer cell lines, respectively. Xanthoxylin causes apoptosis in a time- and concentration-dependent manner and induces mitochondrial depolarization in HepG2 cells. It induces DNA intercalation, inhibited DNA synthesis and triggered the caspase-mediated apoptosis pathway in HepG2 cells, as observed by cell shrinkage, internucleosomal DNA fragmentation, externalization of phosphatidylserine, loss of mitochondrial transmembrane potential and activation of caspase-3, -8 and -9. Xanthoxylin increases melanin production, number of dendrites, tyrosinase, and microphthalmia-associated transcription factor (MITF) expression in cultured B16F10 cells.

In vivo

Xanthoxylin presents a potent in vivo antitumor effect in C.B-17 SCID mice engrafted with HepG2 cells.

References

[1] Nanashara C. de Carvalho, et al. Cell Death & Diseasevolume. 2018, 9: 79.
[2] Wanmai Moleephan, et al. Asian Biomedicine. 2012, 6(3): 413-422.

Synonyms

Ethanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-

Acetophenone, 2′-hydroxy-4′,6′-dimethoxy-

1-(2-Hydroxy-4,6-dimethoxyphenyl)ethanone

Brevifolin

Phloroacetophenone dimethyl ether

Xanthoxylin

2,4-Di-O-methylphloroacetophenone

2′-Hydroxy-4′,6′-dimethoxyacetophenone

Brevifolin (Zanthoxylum)

Phloroacetophenone 2,4-dimethyl ether

1-Acetyl-2-hydroxy-4,6-dimethoxybenzene

NSC 17392

2-Acetyl-3,5-dimethoxyphenol

2′,4′-Dimethoxy-6′-hydroxyacetophenone

4′,6′-Dimethoxy-2′-hydroxyacetophenone

1-(2-Hydroxy-4,6-dimethoxyphenyl)ethan-1-one

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