Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 9 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
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.
An apoptosis inducer for proteomics research.
| Pubchem Sid | 488187781 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488187781 |
| Sonrisas canónicas | CC1=C(C2=C(C=C1)C(=O)C3=CC=CC(=C3O2)CC(=O)O)C |
| IUPAC Name | 2-(5,6-dimethyl-9-oxoxanthen-4-yl)acetic acid |
| InChIKey | 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) |
| Isómeros SMILES | CC1=C(C2=C(C=C1)C(=O)C3=CC=CC(=C3O2)CC(=O)O)C |
| WGK Alemania | 3 |
| RTECS | ZD5536200 |
| Peso molecular | 282.29 |
| Reaxy-Rn | 4262852 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4262852&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Benzopyrans |
| Subclass | 1-benzopyrans |
| Intermediate Tree Nodes | Dibenzopyrans - Xanthenes |
| Direct Parent | Xanthones |
| Alternative Parents | Chromones Pyranones and derivatives Benzenoids Heteroaromatic compounds Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Xanthone - Chromone - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Oxacycle - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. |
| External Descriptors | monocarboxylic acid - xanthones |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Apr 27, 2026 | D129922 | |
| Certificate of Analysis | Apr 27, 2026 | D129922 | |
| Certificate of Analysis | Apr 27, 2026 | D129922 | |
| Certificate of Analysis | Apr 27, 2026 | D129922 | |
| Certificate of Analysis | Apr 27, 2026 | D129922 | |
| Certificate of Analysis | Apr 27, 2026 | D129922 | |
| Certificate of Analysis | May 09, 2025 | D129922 | |
| Certificate of Analysis | May 09, 2025 | D129922 | |
| Certificate of Analysis | May 09, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Mar 04, 2025 | D129922 | |
| Certificate of Analysis | Dec 27, 2024 | D129922 | |
| Certificate of Analysis | Dec 27, 2024 | D129922 | |
| Certificate of Analysis | Dec 27, 2024 | D129922 | |
| Certificate of Analysis | Dec 27, 2024 | D129922 | |
| Certificate of Analysis | Dec 27, 2024 | D129922 | |
| Certificate of Analysis | Dec 27, 2024 | D129922 | |
| Certificate of Analysis | May 27, 2024 | D129922 | |
| Certificate of Analysis | May 27, 2024 | D129922 | |
| Certificate of Analysis | May 27, 2024 | D129922 | |
| Certificate of Analysis | May 27, 2024 | D129922 | |
| Certificate of Analysis | Apr 07, 2024 | D129922 | |
| Certificate of Analysis | Jul 17, 2023 | D129922 | |
| Certificate of Analysis | Jul 06, 2023 | D129922 | |
| Certificate of Analysis | Jun 08, 2023 | D129922 | |
| Certificate of Analysis | May 08, 2023 | D129922 | |
| Certificate of Analysis | Jan 17, 2023 | D129922 | |
| Certificate of Analysis | Jun 05, 2022 | D129922 | |
| Certificate of Analysis | Jun 05, 2022 | D129922 | |
| Certificate of Analysis | Jun 05, 2022 | D129922 | |
| Certificate of Analysis | Jun 05, 2022 | D129922 |
| Solubilidad | Soluble in DMSO (>10 mg/ml), DMF (~14 mg/ml), 1:1 solution of DMF: PBS (pH=7.2) (~0.5 mg/ml), water (<1 mg/ml at 25 °C), and ethanol (<1 mg/ml at 25 °C). |
|---|---|
| Sensibilidad | heat sensitive |
| Punto de fusión (°C) | 264 °C |
| Peso molecular | 282.290 g/mol |
| XLogP3 | 3.200 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 282.089 Da |
| Monoisotopic Mass | 282.089 Da |
| Topological Polar Surface Area | 63.600 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 433.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Qi Long, Yuliang Yang, Fangling Liao, Haoting Chen, Dongyue He, Shengliang Li, Li Pengcheng, Weisheng Guo, Yafang Xiao. (2023) NIR-II Fluorescence and PA Imaging Guided Activation of STING Pathway in Photothermal Therapy for Boosting Cancer Immunotherapy by Theranostic Thermosensitive Liposomes. Journal of Materials Chemistry B, [PMID:37608753] [10.1039/D3TB00711A] |
| 2. Yixuan Liu, Qi Sun, Chengfei Zhang, Min Ding, Cheng Wang, Qian Zheng, Zhijie Ma, Haojun Xu, Guoren Zhou, Xiaoming Wang, Zhangjun Cheng, Hongping Xia. (2023) STING-IRG1 inhibits liver metastasis of colorectal cancer by regulating the polarization of tumor-associated macrophages. iScience, [PMID:37554436] [10.1016/j.isci.2023.107376] |
| 3. Yuan-Fu Ding, Ziyi Wang, Cheryl H.T. Kwong, Yonghua Zhao, Greta S.P. Mok, Hua-Zhong Yu, Ruibing Wang. (2023) Platelet-mimicking supramolecular nanomedicine with precisely integrated prodrugs for cascade amplification of synergistic chemotherapy. JOURNAL OF CONTROLLED RELEASE, [PMID:37331605] [10.1016/j.jconrel.2023.06.015] |
| 4. Weixin Li, Zhuqi Huang, Yue Luo, Yaqian Cui, Mingjiang Xu, Wu Luo, Gaojun Wu, Guang Liang. (2023) Tetrandrine alleviates atherosclerosis via inhibition of STING-TBK1 pathway and inflammation in macrophages. INTERNATIONAL IMMUNOPHARMACOLOGY, [PMID:37099944] [10.1016/j.intimp.2023.110139] |
| 5. Jia Liu, Zuoyu Chen, Lixue Deng, Chundong Yao, Zhixin Zhou, Cheng Zhou, Yawen Bin, Miaodeng Liu, Liping Wang, Lin Wang, Zheng Wang. (2025) Metal-phenolic networks specifically eliminate hypoxic tumors by instigating oxidative and proteotoxic stresses. Bioactive Materials, [PMID:40026824] [10.1016/j.bioactmat.2025.01.022] |
| 6. Lirui Jia, Yang Qin, Xin Li, Hongzhuo Liu, Zhonggui He, Yongjun Wang. (2025) STING-activating layered double hydroxide nano-adjuvants for enhanced cancer immunotherapy. BIOMATERIALS, [PMID:40164041] [10.1016/j.biomaterials.2025.123294] |
| 7. Xue Wang, Lu Liu, Yingying Chen, Lirui Jia, Yongjun Wang, Wei Jing, Guangqi Yan. (2025) MgZnFe-layered double hydroxides as a dual-function platform for enhancing subunit vaccine efficacy in tumor immunotherapy. International Journal of Pharmaceutics-X, [PMID:40978011] [10.1016/j.ijpx.2025.100384] |
| 8. Yu-Zhang Wang, Wei-Hai Chen, Zi-Yi Han, Shi-Man Zhang, Ping Ji, Cheng Zhang, Jun-Long Liang, Xian-Zheng Zhang. (2025) Targeted tumor therapy with L-cyst(e)ine-addicted bacteria-nanodrug biohybrids. Cell Metabolism, [PMID:40215982] [10.1016/j.cmet.2025.03.012] |
| 9. Zhanxue Xu, Xinrui Yang, Xingyu Lu, Dandan Su, Yidan Wang, Huixing Wu, Zhenhua Zhang, Changrui Long, Liqian Su, Yanyu Wang, Hongbo Chen, Shijian Xiang, Benjie Zhou. (2025) PD-L1 Antibody-Modified Plant-Derived Nanovesicles Carrying a STING Agonist for the Combinational Immunotherapy of Melanoma. BIOMATERIALS, [PMID:40367814] [10.1016/j.biomaterials.2025.123396] |
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