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D5817

Sigma-Aldrich

DMXAA

≥98% (HPLC), solid, apoptosis inducer

同義詞:

5,6-二甲基黄嘌呤-4-乙酸, ASA404, Vadimezan

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About This Item

經驗公式(希爾表示法):
C17H14O4
CAS號碼:
分子量::
282.29
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

product name

DMXAA, ≥98% (HPLC), solid

品質等級

化驗

≥98% (HPLC)

形狀

solid

顏色

light brown

溶解度

DMSO: soluble >10 mg/mL

儲存溫度

2-8°C

SMILES 字串

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 密鑰

XGOYIMQSIKSOBS-UHFFFAOYSA-N

一般說明

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。

應用

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。

特點和優勢

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

象形圖

Exclamation markEnvironment

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral - Aquatic Acute 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


分析證明 (COA)

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存取文件庫

Marion V Guerin et al.
Nature communications, 10(1), 4131-4131 (2019-09-13)
Type I interferons (IFN) are being rediscovered as potent anti-tumoral agents. Activation of the STimulator of INterferon Genes (STING) by DMXAA (5,6-dimethylxanthenone-4-acetic acid) can induce strong production of IFNα/β and rejection of transplanted primary tumors. In the present study, we
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
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)
Cameron S Field et al.
Cell metabolism, 31(2), 422-437 (2019-12-31)
Regulatory T cells (Tregs) subdue immune responses. Central to Treg activation are changes in lipid metabolism that support their survival and function. Fatty acid binding proteins (FABPs) are a family of lipid chaperones required to facilitate uptake and intracellular lipid trafficking.
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

文章

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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