Merck
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D5817

Sigma-Aldrich

DMXAA

≥98% (HPLC), solid

Synonym(s):
5,6-Dimethylxanthenone-4-acetic Acid, ASA404, Vadimezan
Empirical Formula (Hill Notation):
C17H14O4
CAS Number:
Molecular Weight:
282.29
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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DMXAA ≥98% (HPLC), solid

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DMIP

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Avanti

700125P

DMHCA

DMH2 ≥98% (HPLC)

Sigma-Aldrich

SML1535

DMH2

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

>99% (TLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

powder

form

powder

color

light brown

color

-

color

-

color

white to beige

solubility

DMSO: soluble >10 mg/mL

solubility

-

solubility

-

solubility

DMSO: 1 mg/mL, clear

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

100

General description

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.

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.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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