Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)CO |
|---|---|
| IUPAC Name | 1,8-dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione |
| InChIKey | YDQWDHRMZQUTBA-UHFFFAOYSA-N |
| INCHI | 1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2 |
| Isomeric SMILES | C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)CO |
| WGK Germany | 3 |
| RTECS | CB6712200 |
| Molecular Weight | 270.24 |
| Beilstein | 2059062 |
| Reaxy-Rn | 2059062 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2059062&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 | Benzenoids |
| Class | Anthracenes |
| Subclass | Anthraquinones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Anthraquinones |
| Alternative Parents | Aryl ketones 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Primary alcohols Organic oxides Hydrocarbon derivatives Aromatic alcohols |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Anthraquinone - 9,10-anthraquinone - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Vinylogous acid - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic alcohol - Primary alcohol - Organooxygen compound - Alcohol - Aromatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. |
| External Descriptors | Anthracenes and phenanthrenes |
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| Sensitivity | Heat sensitive. |
|---|---|
| Melt Point(°C) | 223-224°C |
| Molecular Weight | 270.240 g/mol |
| XLogP3 | 1.800 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 1 |
| Exact Mass | 270.053 Da |
| Monoisotopic Mass | 270.053 Da |
| Topological Polar Surface Area | 94.800 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 420.000 |
| 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 |
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| 3. Yuanyuan Song, Ziqi Wang, Yijing Long, Yang Mao, Feng Jiang, Yuanyuan Lu. (2022) 2-Alkyl-anthraquinones inhibit Candida albicans biofilm via inhibiting the formation of matrix and hyphae. RESEARCH IN MICROBIOLOGY, [PMID:35550403] [10.1016/j.resmic.2022.103955] |
| 4. Rui Wang, Baifei Hu, Cheng Ye, Zhigang Zhang, Mingzhu Yin, Qiushi Cao, Yuanming Ba, Hongtao Liu. (2022) Stewed Rhubarb Decoction Ameliorates Adenine-Induced Chronic Renal Failure in Mice by Regulating Gut Microbiota Dysbiosis. Frontiers in Pharmacology, [PMID:35392552] [10.3389/fphar.2022.842720] |
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| 6. Chi Chen, Zhuang Fu, Weiying Zhou, Qiushi Chen, Chenzhao Wang, Lu Xu, Zhibing Wang, Hanqi Zhang. (2019) Ionic liquid-immobilized NaY zeolite-based matrix solid phase dispersion for the extraction of active constituents in Rheum palmatum L.. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2019.104245] |
| 7. Qingqing Hao, Lilin Lu, Xianwen Kan. (2019) Probe and analogue: Double roles of thionine for aloe-emodin selective and sensitive ratiometric detection. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2019.04.129] |
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| 9. Wang Qianqian, Xu Yixiang, Xu Jiaqi, Wang Xudong, Shen Chen, Zhang Yan, Liu Xiufeng, Yu Boyang, Zhang Jian. (2017) Molecular cloning and expression of a glycosyltransferase from Bacillus subtilis for modification of morin and related polyphenols. BIOTECHNOLOGY LETTERS, 39 (8): (1229-1235). [PMID:28484911] [10.1007/s10529-017-2352-z] |
| 10. Xiaoya Jiang, Xiaoyan Jiao, Doudou Zhang, Ligai Bai, Haiyan Liu, Hongyuan Yan. (2017) Fabrication of a polymer monolithic column via redox system and its application in efficient separation of Chinese herb Rheum palmatum L.. JOURNAL OF APPLIED POLYMER SCIENCE, 134 (21): [PMID:] [10.1002/app.44874] |
| 11. Xingqiang Wu, Shuxuan Liang, Xusheng Ge, Yunkai Lv, Hanwen Sun. (2015) Synthesis and evaluation of dummy molecularly imprinted microspheres for the specific solid-phase extraction of six anthraquinones from slimming tea. JOURNAL OF SEPARATION SCIENCE, 38 (8): (1263-1270). [PMID:25677958] [10.1002/jssc.201401341] |
| 12. Gong Hao, He Zihao, Peng Anlin, Zhang Xin, Cheng Biao, Sun Yue, Zheng Ling, Huang Kun. (2014) Effects of several quinones on insulin aggregation. Scientific Reports, 4 (1): (1-8). [PMID:25008537] [10.1038/srep05648] |
| 13. Sisi Ke, Ningrui Wang, Xingyu Chen, Jiangwei Tian, Jiwei Li, Boyang Yu. (2025) A Label-Free Colorimetric Aptasensor for Flavokavain B Detection. SENSORS, 25 (2): (569). [PMID:39860936] [10.3390/s25020569] |
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| 15. Linlin Li, Li Xia, Feng Xiao, Yewen Xiao, Wei Ji, Baocai Xu, Hualin Wang. (2024) Antimicrobial photodynamic inactivation pH-responsive films based on gelatin/chitosan incorporated with aloe-emodin. FOOD CHEMISTRY, [PMID:38340503] [10.1016/j.foodchem.2024.138686] |
| 16. Meng Kou, Feng Qin, Yongda Wang, Lixin Peng, Zheng Hu, Hua Zhao, Zhiguo Zhang. (2024) Determination of singlet oxygen quantum yield based on the behavior of solvent dimethyl sulfoxide oxidation by singlet oxygen. ANALYTICA CHIMICA ACTA, [PMID:39396287] [10.1016/j.aca.2024.343222] |
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| 18. Linlin Li, Haoran Wang, Yimeng Zhang, Wei Ji, Minmin Chen, Baocai Xu, Hualin Wang. (2025) Dual-responsive gelatin/fucoidan-based membrane with colorimetric and control-released performance for meat freshness monitoring and preservation. Food Packaging and Shelf Life, [PMID:] [10.1016/j.fpsl.2025.101491] |
| 19. Yao Wang, Mengmeng Wang, Zhiyang Lin, Guangshuo Wang, Yunlong Qin, Mingzhu Liu, Fei Ling, Haifeng Jiang, Tianqiang Liu, Gaoxue Wang. (2025) Evaluation on the antiviral activity of aloe emodin against Micropterus salmoides rhabdovirus in vitro and in vivo. AQUACULTURE, [PMID:] [10.1016/j.aquaculture.2025.742265] |
| 20. Wenbin Chen, Airi N. Kato, Lijun Dai, Paul S. Clegg, Tao Li. (2023) Continuous Emulsion Channels Achieved by Controlling the Aqueous–Oil Interface Solely with Rough Colloids. ADVANCED FUNCTIONAL MATERIALS, 34 (6): (2308608). [PMID:] [10.1002/adfm.202308608] |
| 21. Yong-An Yan, Siqi Han, Pian Jin, Xiao-Bo Zhao, Yan-Ping Shi, Wei Ha. (2026) An on-tissue chemical derivatization method for MALDI-MSI analysis of anthraquinones in mouse tissues. Analytical Methods, [PMID:41801015] [10.1039/D5AY01880C] |
| 22. Jiaxing Zhang, Wen Wang, Zubiyan Yibula, Xin Peng, Rongxin Su, Wei Qi. (2026) Anthraquinones Inhibit Insulin Amyloidosis in Crowded Environments. MOLECULES, 31 (7): (1092). [PMID:] [10.3390/molecules31071092] |