84-99-1

84-99-1 structure

Name: Xanthoxyloin
Chemical Name: 5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
CAS Number: 84-99-1
Molecular Formula: C₁₅H₁₄O₄
Molecular Weight: 258.269
Catalog: Natural product Coumarin
Create Date: 2018-08-28 16:53:07
Modify Date: 2024-01-06 20:36:26
Xanthoxyletin is a coumarin that can be isolated from Genus Zanthoxylum and Clausena. Xanthoxyletin has antioxidant and anti-inflammatory activities. Xanthoxyletin shows cytotoxic effects to cancer cells, and induces apoptosis and necrosis. Xanthoxyletin can be used for the research of cancer and inflammation[1][2].

Name	5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
Synonyms	5-Methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one 7-Hydroxy-5-methoxy-2,2-dimethyl-2H-1-benzopyran-6-acrylic Acid d-Lactone 2H,8H-Benzo[1,2-b:5,4-b']dipyran-2-one, 5-methoxy-8,8-dimethyl- xanthoxylethine Xanthoxyletin 5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one Xanthoxylin N Xanthoxyloin xanthoxylethin 2H,8H-Benzo(1,2-b:5,4-b')dipyran-2-one, 5-methoxy-8,8-dimethyl-

Description	Xanthoxyletin is a coumarin that can be isolated from Genus Zanthoxylum and Clausena. Xanthoxyletin has antioxidant and anti-inflammatory activities. Xanthoxyletin shows cytotoxic effects to cancer cells, and induces apoptosis and necrosis. Xanthoxyletin can be used for the research of cancer and inflammation[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Inflammation/Immunology
In Vitro	Xanthoxyletin (1-500 µM；30 分钟) 抑制 DPPH 自由基的 IC50 值为 247.1 μM 和 63.8 μg/mL，对铁还原抗氧化能力 (FRAP) 的值为 45.2 μM[2]。 Xanthoxyletin (10-500µM；24 小时) 对 HepG2，HCT116 和 SK-LU-1 癌细胞具有细胞毒性，IC50 值分别为 78.2，79.8 和 94.4 μM[2]。 Xanthoxyletin (78 和 156 μM；12 和 24 小时) 诱导细胞凋亡，引起低坏死[2]。 Cell Cytotoxicity Assay[2] Cell Line: HepG2, HCT116, SK-LU-1 and Vero cell lines Concentration: 10-500 µM Incubation Time: 24 hours Result: Exhibited cytotoxicity to HepG2, HCT116 and SK-LU-1, but showed inactive effect to Vero cells. Apoptosis Analysis[2] Cell Line: HepG2 cell line[2] Concentration: 78 and 156 μM Incubation Time: 12 and 24 hours Result: Induced apoptosis percentage of 49.6% and 64.2% at the dose of 78 and 156 μM, respectively. Showed a better apoptosis inducing effect that cisplatin.
References	[1]. Sanna MD, et al. Histamine H4 receptor stimulation in the locus coeruleus attenuates neuropathic pain by promoting the coeruleospinal noradrenergic inhibitory pathway. Eur J Pharmacol. 2020 Feb 5;868:172859. [2]. Jantamat P, et al. Cytotoxicity and Apoptosis Induction of Coumarins and Carbazole Alkaloids from Clausena harmandiana. Molecules. 2019 Sep 18;24(18):3385.

Density	1.2±0.1 g/cm3
Boiling Point	438.6±45.0 °C at 760 mmHg
Melting Point	134-135℃ (ethanol )
Molecular Formula	C₁₅H₁₄O₄
Molecular Weight	258.269
Flash Point	197.2±28.8 °C
Exact Mass	258.089203
PSA	48.67000
LogP	3.64
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.570

Hazard Codes	Xi
HS Code	2932999099

Precursor 8
17053-75-7 87702-68-9 74-88-4 108-73-6
883-09-0 541-47-9 29373-14-6 7661-00-9
DownStream 0

HS Code	2932999099
Summary	2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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