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DMXAA

Name: DMXAA
Brand: SIGMA

≥98% (HPLC), solid, apoptosis inducer

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₇H₁₄O₄

CAS Number:

117570-53-3

Molecular Weight:

282.29

UNSPSC Code:

12352200

PubChem Substance ID:

24724464

NACRES:

NA.77

MDL number:

MFCD00870555

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Pricing and availability is not currently available.

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Properties

Product Name

DMXAA, ≥98% (HPLC), solid

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

light brown

solubility

DMSO: soluble >10 mg/mL

storage temp.

2-8°C

SMILES string

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

Description

General description

5,6-dimethylxanthenone-4-acetic acid (DMXAA) is a flavone acetic acid derivative.[1] It acts as a vascular disrupting agent (VDA), which damages tumor vasculature and stimulates an anti-tumor immune response. It stimulates hemorrhagic necrosis.[1]

Application

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.

Biochem/physiol Actions

DMXAA is an apoptosis inducer; anti-vascular.

Features and Benefits

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.

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Show Differences

1 of 1

This Item	444283	219331	178278
Sigma-Aldrich D5817 DMXAA	Sigma-Aldrich 444283 MMP-13 Inhibitor	Sigma-Aldrich 219331 β-Catenin/Tcf Inhibitor II, PKF118-310	Sigma-Aldrich 178278 Apigenin
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥95% (HPLC)	assay ≥98% (HPLC)
form solid	form solid	form solid	form crystalline solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: soluble >10 mg/mL	solubility DMSO: 10 mg/mL	solubility DMSO: 100 mg/mL	solubility hot ethanol: 1 mg/mL, DMSO: 10 mg/mL
color light brown	color light yellow	color dark yellow	color yellow

signalword

Warning

Storage Class

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

Hazard Classifications

Acute Tox. 4 Oral

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Certificates of Analysis (COA)

Lot/Batch Number

0000325850

0000409771

0000409773

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Mitochondrial Integrity Regulated by Lipid Metabolism Is a Cell-Intrinsic Checkpoint for Treg Suppressive Function.

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.

Antivascular therapy of cancer: DMXAA.

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

Stimulator of interferon genes (STING) activation exacerbates experimental colitis in mice.

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)

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Global Trade Item Number

SKU	GTIN
D5817-25MG	04061833586891
D5817-5MG	04061833586907

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