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D5817

Sigma-Aldrich

DMXAA

≥98% (HPLC), solid, apoptosis inducer

Sinônimo(s):

5,6-Dimethylxanthenone-4-acetic Acid, ASA404, Vadimezan

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About This Item

Fórmula empírica (Notação de Hill):
C17H14O4
Número CAS:
117570-53-3
Peso molecular:
282.29
Número MDL:
MFCD00870555
Código UNSPSC:
12352200
ID de substância PubChem:
24724464
NACRES:
NA.77

Nome do produto

DMXAA, ≥98% (HPLC), solid

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

solid

cor

light brown

solubilidade

DMSO: soluble >10 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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)

chave InChI

XGOYIMQSIKSOBS-UHFFFAOYSA-N

Descrição geral

5,6-dimethylxanthenone-4-acetic acid (DMXAA) is a flavone acetic acid derivative. It acts as a vascular disrupting agent (VDA), which damages tumor vasculature and stimulates an anti-tumor immune response. It stimulates hemorrhagic necrosis.

Aplicação

5,6-dimethylxanthenone-4-acetic acid (DMXAA) has been used to induce type-I IFN signaling in a stimulator of interferon genes (STING) dependent manner. It has also been used to study STING-dependent signaling in the absence of infection.

Ações bioquímicas/fisiológicas

DMXAA is an apoptosis inducer; anti-vascular.

Características e benefícios

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palavra indicadora

Warning

Frases de perigo

H302,H400

Declarações de precaução

P273 - P301 + P312 + P330

Classificações de perigo

Acute Tox. 4 Oral - Aquatic Acute 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
076M4616V
104M4602V
040M46241V
011M4617V
040M4624

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Non-canonical NF-κB Antagonizes STING Sensor-Mediated DNA Sensing in Radiotherapy
Hou Y, et al.
Immunity, 49(3), 490-503 (2018)
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
Martin Früh et al.
Clinical lung cancer, 14(1), 34-39 (2012-05-29)
Small-cell lung cancer (SCLC) is a highly vascularized tumor. ASA404 is a tumor vascular disrupting agent. This is the first trial to report the effects of combining chemotherapy with ASA404 in SCLC. Patients with untreated metastatic SCLC were treated with
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
Shufeng Zhou et al.
Drug metabolism reviews, 34(4), 751-790 (2002-12-19)
The novel anti-tumor agent 5,6-dimethylxanthenone-4-acetic acid (DMXAA) was developed in the Auckland Cancer Society Research Center. Its pharmacokinetic properties have been investigated using both in vitro and in vivo models, and the resulting data extrapolated to patients. The metabolism of
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Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

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