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
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
DMXAA, ≥98% (HPLC), solid
SMILES string
Cc1ccc2C(=O)c3cccc(CC(O)=O)c3Oc2c1C
InChI key
XGOYIMQSIKSOBS-UHFFFAOYSA-N
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)
assay
≥98% (HPLC)
form
solid
color
light brown
solubility
DMSO: soluble >10 mg/mL
storage temp.
2-8°C
Quality Level
相关类别
General description
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。
Application
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。
Biochem/physiol Actions
DMXAA是一种细胞凋亡诱导剂；抗血管。
Features and Benefits
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。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Jing Sun et al.
Biochemical pharmacology, 82(9), 1175-1185 (2011-08-09)
The small molecule anti-tumor agent, 5,6-dimethylxanthenone-4-acetic acid (DMXAA, now called Vadimezan) is a potent macrophage and dendritic cell activating agent that, in the murine system, results in the release of large amounts of cytokines and chemokines. The mechanisms by which
Primo N Lara et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 29(22), 2965-2971 (2011-06-29)
This phase III trial was conducted to test whether the novel vascular disrupting agent ASA404 (vadimezan), when combined with first-line platinum-based chemotherapy, improves survival in patients with advanced non-small-cell lung cancer (NSCLC) versus chemotherapy alone. Patients with advanced stage IIIB
Activation of cGAS-dependent antiviral responses by DNA intercalating agents
Pepin G, et al.
Nucleic Acids Research, 45(1), 198-205 (2016)
The STING agonist DMXAA triggers a cooperation between T lymphocytes and myeloid cells that leads to tumor regression
Weiss JM, et al.
Oncoimmunology, 6(10), e1346765-e1346765 (2017)
AMP-activated kinase (AMPK) promotes innate immunity and antiviral defense through modulation of stimulator of interferon genes (STING) signaling
Prantner D, et al.
The Journal of Biological Chemistry, 292(1), 292-304 (2017)
商品
Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.
Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.
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