D5817
DMXAA
≥98% (HPLC), solid, apoptosis inducer
别名:
5,6-二甲基黄嘌呤-4-乙酸, ASA404, Vadimezan
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关于此项目
经验公式(希尔记法):
C17H14O4
化学文摘社编号:
分子量:
282.29
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
产品名称
DMXAA, ≥98% (HPLC), solid
质量水平
方案
≥98% (HPLC)
表单
solid
颜色
light brown
溶解性
DMSO: soluble >10 mg/mL
储存温度
2-8°C
SMILES字符串
Cc1ccc2C(=O)c3cccc(CC(O)=O)c3Oc2c1C
InChI
1S/C17H14O4/c1-9-6-7-13-15(20)12-5-3-4-11(8-14(18)19)17(12)21-16(13)10(9)2/h3-7H,8H2,1-2H3,(H,18,19)
InChI key
XGOYIMQSIKSOBS-UHFFFAOYSA-N
相关类别
一般描述
5,6-二甲基呫吨酮-4-乙酸(DMXAA)是一种黄酮乙酸衍生物。可作为血管破坏剂(VDA)起作用,破坏肿瘤血管系统并产生抗肿瘤免疫应答。能引起出血性坏死。
应用
5,6-二甲基呫吨酮-4-乙酸(DMXAA)用于以干扰素基因刺激因子(STING)依赖的方式诱导 I 型 IFN 信号传导。在未感染的情况下,也用于研究 STING 依赖性信号传导。
生化/生理作用
DMXAA是一种细胞凋亡诱导剂;抗血管。
特点和优势
该化合物是细胞凋亡研究的推荐产品。点击这里 发现更多精选的细胞凋亡产品。了解更多有关用于其他研究领域的生物活性小分子的信息,请访问 sigma.com/discover-bsm。
警示用语:
Warning
危险声明
危险分类
Acute Tox. 4 Oral - Aquatic Acute 1
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Gary R Martin et al.
Scientific reports, 9(1), 14281-14281 (2019-10-05)
Detection of cytoplasmic DNA by the host's innate immune system is essential for microbial and endogenous pathogen recognition. In mammalian cells, an important sensor is the stimulator of interferon genes (STING) protein, which upon activation by bacterially-derived cyclic dinucleotides (cDNs)
J Guerra et al.
Science advances, 6(21), eaax3333-eaax3333 (2020-06-05)
Inflammation is an essential part of immunity against pathogens and tumors but can promote disease if not tightly regulated. Self and non-self-nucleic acids can trigger inflammation, through recognition by the cyclic GMP-AMP (cGAMP) synthetase (cGAS) and subsequent activation of the
Bruce C Baguley
The Lancet. Oncology, 4(3), 141-148 (2003-03-08)
The vascular endothelium of tumour tissue, which differs in several ways from that of normal tissues, is a potential target for selective anticancer therapy. By contrast with antiangiogenic agents, antivascular agents target the endothelial cells of existing tumour blood vessels
Christina M Buchanan et al.
Clinical science (London, England : 1979), 122(10), 449-457 (2011-12-07)
The flavone acetic acid derivative DMXAA [5,6-dimethylXAA (xanthenone-4-acetic acid), Vadimezan, ASA404] is a drug that displayed vascular-disrupting activity and induced haemorrhagic necrosis and tumour regression in pre-clinical animal models. Both immune-mediated and non-immune-mediated effects contributed to the tumour regression. The
Mark J McKeage
Expert opinion on investigational drugs, 17(1), 23-29 (2007-12-22)
5,6-Dimethylxanthenone-4-acetic acid (DMXAA) is a vascular disrupting agent that has demonstrated efficacy in combination with taxane-based chemotherapy in patients with advanced cancer. Complementary modes of action, a lack of pharmacokinetic interaction and distinct adverse effect profiles provide a strong rationale
商品
Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.
Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.
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