Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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D475743-50g | 50g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $125.90 | |
D475743-250g | 250g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $281.90 |
Synonyms | 9,10-Anthracenedione, 1,4-dihydroxy- | 1,4-Doa | Q906609 | 1,4-Dioxyanthraquinone [Russian] | BBL010354 | EN300-6486266 | Macrolex Orange GG | SR-01000637713-1 | 1,4-Dihydroxyanthra-9,10-quinone # | NCGC00160196-02 | Quinizarin; 1,4-Dihydroxyanthraquinone |
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Specifications & Purity | purum, ≥98%(HPLC), powder,red-brown |
Grade | purum |
Product Description | Description 1,4-Dihydroxyanthraquinone is an organic dye molecule with an aromatic structure. It is a derivative of anthraquinone bearing hydroxyl moieties. They may find uses in pharmacological, biochemical and dye industries. Anthraquinone dye are resistant to degradation.1,4-Dihydroxyanthraquinone may be used in the synthesis of cyclopentanoids by cyclization of α,β-unsaturated aldehyde with 1, 4 1,4-Dihydroxyanthraquinone. It has been studied as a long range emissive ratiometric fluorescent probe for live cell imaging. |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 1,4-dihydroxyanthracene-9,10-dione |
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INCHI | InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H |
InChi Key | GUEIZVNYDFNHJU-UHFFFAOYSA-N |
Canonical SMILES | C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O |
Isomeric SMILES | C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O |
WGK Germany | 2 |
RTECS | CB6600000 |
PubChem CID | 6688 |
Molecular Weight | 240.21 |
Beilstein | 1914036 |
Reaxy-Rn | 1914036 |
Enter Lot Number to search for COA:
Solubility | Soluble in benzene |
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Flash Point(°F) | 222 °C |
Flash Point(°C) | 222°C |
Boil Point(°C) | 450°C |
Melt Point(°C) | 195-200 °C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 2 |
RTECS | CB6600000 |
Reaxy-Rn | 1914036 |
Merck Index | 8064 |
Starting at $19.90
1. Rui Gao, Zihao Jiang, Xiuyu Wu, Zhihong Cai, Nan Sang. (2023) Metabolic regulation of tumor cells exposed to different oxygenated polycyclic aromatic hydrocarbons. SCIENCE OF THE TOTAL ENVIRONMENT, (15): (167833). [PMID:37839476] [10.1016/j.scitotenv.2023.167833] |
2. Xu Liu, Xiao Han, Yushuang Shang, Lijuan Wang, Jian Shen, Jiang Yuan. (2023) Hydrogen sulfide releasing poly(γ-glutamic acid) biocomposite hydrogel with monitoring, antioxidant, and antibacterial properties for diabetic wound healing. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 253 (1): (127053). [PMID:37774813] [10.1016/j.ijbiomac.2023.127053] |
3. Yunxiao Wang, Chang Liu, Shanshan Tang, Jing Tian, Yi Wang, Yi Yang. (2023) Thermodynamics, kinetics and structure-activity relationship of hydroxyanthraquinones scavenging free radicals. Food Bioscience, 53 (102705). [PMID:] [10.1016/j.fbio.2023.102705] |
4. Peiyuan Su, Jianing Yue, Qingyu Kong, Wenkai Zhang. (2023) Excited state intramolecular proton transfer in 1,4-dihydroxyanthraquinone. CHEMICAL PHYSICS, 566 (111783). [PMID:] [10.1016/j.chemphys.2022.111783] |
5. 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, 173 (103955). [PMID:35550403] [10.1016/j.resmic.2022.103955] |
6. Leiqian Zhang, Lingfeng Ge, Guanjie He, Zhihong Tian, Jiajia Huang, Jingtao Wang, Dan J.L. Brett, Johan Hofkens, Feili Lai, Tianxi Liu. (2021) Tuning the Linkers in Polymer-Based Cathodes to Realize High Sulfur Content and High-Performance Potassium–Sulfur Batteries. Journal of Physical Chemistry C, 125 (34): (18604–18613). [PMID:] [10.1021/acs.jpcc.1c05283] |
7. Wei Ji, Wenmei Ao, Mengqiu Sun, Chunlai Feng, Yun Wang. (2021) Separation and purification of horseradish peroxidase from horseradish roots using a novel integrated method. NEW JOURNAL OF CHEMISTRY, 45 (4): (1959-1966). [PMID:] [10.1039/D0NJ04614K] |
8. Shuai Li, Changbing Zhou, Yingying He, Hongxia Liu, Li Zhou, Chuanbai Yu, Chun Wei, Chaoyang Wang. (2020) Novel Nanocellulose/Polymer Composite Aerogel as Solid-State Fluorescence Probe by Pickering Emulsion Route. MACROMOLECULAR MATERIALS AND ENGINEERING, 305 (11): (2000467). [PMID:] [10.1002/mame.202000467] |
9. Wei Zhang, Peipei Zhou, Wei Liu, Huili Wang, Xuedong Wang. (2020) Enhanced adsorption/extraction of five typical polycyclic aromatic hydrocarbons from meat samples using magnetic effervescent tablets composed of dicationic ionic liquids and NiFe2O4 nanoparticles. JOURNAL OF MOLECULAR LIQUIDS, 315 (113682). [PMID:] [10.1016/j.molliq.2020.113682] |
10. Lixia Lin, Huizhi Du. (2018) An anthraquinone compound and its protective effects against homocysteine-induced cytotoxicity and oxidative stress. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 202 (314). [PMID:29800895] [10.1016/j.saa.2018.05.058] |
11. Jing Li, Qingxiang Zhou, Yongli Liu, Man Lei. (2017) Recyclable nanoscale zero-valent iron-based magnetic polydopamine coated nanomaterials for the adsorption and removal of phenanthrene and anthracene. SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, [PMID:28179954] [10.1080/14686996.2016.1246941] |
1. X Ma,C C Cheng,R T Su. (1984-02-24) Synthesis of simian virus 40 chromosomes in nuclear extracts from dihydroxyanthraquinone-treated cells.. Biochimica et biophysica acta, 781 ((1-2)): (173-182). [PMID:6320893] |
2. D F Liberman,R C Fink,F L Schaefer,R J Mulcahy,A A Stark. (1982-06-01) Mutagenicity of anthraquinone and hydroxylated anthraquinones in the Ames/Salmonella microsome system.. Applied and environmental microbiology, 43 ((6)): (1354-1359). [PMID:7103489] |
3. N J Hao,M P Huang,H Lee. (1995-05-01) Structure-activity relationships of anthraquinones as inhibitors of 7-ethoxycoumarin O-deethylase and mutagenicity of 2-amino-3-methylimidazo[4,5-f]quinoline.. Mutation research, 328 ((2)): (183-191). [PMID:7739602] |
4. J Fostel,D Montgomery,P Lartey. (1996-05-01) Comparison of responses of DNA topoisomerase I from Candida albicans and human cells to four new agents which stimulate topoisomerase-dependent DNA nicking.. FEMS microbiology letters, 138 ((2-3)): (105-111). [PMID:9026436] |
5. M M Fiallo,A Garnier-Suillerot,B Matzanke,H Kozlowski. (1999-08-18) How Fe3+ binds anthracycline antitumour compounds. The myth and the reality of a chemical sphinx.. Journal of inorganic biochemistry, 75 ((2)): (105-115). [PMID:10450605] |
6. Sung-Woo Kim,Byoung-Kee Jo,Ji-Hean Jeong,Sun-Uk Choi,Yong-Il Hwang. (2005-12-29) Induction of extracellular matrix synthesis in normal human fibroblasts by anthraquinone isolated from Morinda citrifolia (Noni) fruit.. Journal of medicinal food, 8 ((4)): (552-555). [PMID:16379572] |
7. D M Fouad,N M Ismail,M A El-Gahami,S A Ibrahim. (2006-10-20) Kinetics of the substitution of dehydroacetic acid in tris (dehydroacetato) Fe(III) complex by 8-hydroxyquinoline, di- and tetra-hydroxyquinone.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 67 ((2)): (564-567). [PMID:17049303] |
8. P Guiraud,J L Bonnet,A Boumendjel,M Kadri-Dakir,M Dusser,J Bohatier,R Steiman. (2007-01-30) Involvement of Tetrahymena pyriformis and selected fungi in the elimination of anthracene, and toxicity assessment of the biotransformation products.. Ecotoxicology and environmental safety, 69 ((2)): (296-305). [PMID:17257678] |
9. Zhang-Gao Le,Zong-Bo Xie,Min Ying. (2007-10-27) Ionic liquid-promoted ring-closure reactions between 1,4-dihydroxyanthraquinone and diamines.. Molecules (Basel, Switzerland), 11 ((6)): (464-468). [PMID:17962779] |
10. Noufal Kandoth,Sharmistha Dutta Choudhury,Tulsi Mukherjee,Haridas Pal. (2009-02-28) Host-guest interaction of 1,4-dihydroxy-9,10-anthraquinone (quinizarin) with cyclodextrins.. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 8 ((1)): (82-90). [PMID:19247534] |
11. J Whitaker,J S Chaplow,E Potter,W A Scott,S Hopkin,M Harman,I Sims,N Sorokin. (2009-04-29) The comparative toxicity to soil invertebrates of natural chemicals and their synthetic analogues.. Chemosphere, 76 ((3)): (345-352). [PMID:19398118] |
12. Duy Duc Nguyen,Nykola C Jones,Søren Vrønning Hoffmann,Jens Spanget-Larsen. (2010-06-15) Synchrotron radiation linear dichroism (SRLD) investigation of the electronic transitions of quinizarin, chrysazin, and anthrarufin.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 77 ((1)): (279-286). [PMID:20541965] |
13. Mohammad Saeid Hosseini,Ahmad Hosseini-Bandegharaei. (2011-05-03) Comparison of sorption behavior of Th(IV) and U(VI) on modified impregnated resin containing quinizarin with that conventional prepared impregnated resin.. Journal of hazardous materials, 190 ((1-3)): (755-765). [PMID:21530077] |
14. Xiaopeng Xuan,Xinsheng Wang,Na Wang. (2011-05-13) Theoretical study of molecular structure and vibrational spectra of 1,4-dihydroxyanthraquinone.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79 ((5)): (1091-1098). [PMID:21561800] |
15. Guang-Zhu Jin,Hai-Shan Jin,Li-Li Jin. (2011-08-04) Synthesis and antiproliferative activity of 1,4-bis(dimethylamino)-9,10-anthraquinone derivatives against P388 mouse leukemic tumor cells.. Archives of pharmacal research, 34 ((7)): (1071-1076). [PMID:21811913] |
16. E Tramontano,T Kharlamova,L Zinzula,F Esposito. (2011-10-19) Effects of new quinizarin derivatives on both HCV NS5B RNA polymerase and HIV-1 reverse transcriptase associated ribonuclease H activities.. Journal of chemotherapy (Florence, Italy), 23 ((5)): (273-276). [PMID:22005058] |
17. Christopher Batchelor-McAuley,Ivan B Dimov,Leigh Aldous,Richard G Compton. (2011-11-24) The electrochemistry of quinizarin revealed through its mediated reduction of oxygen.. Proceedings of the National Academy of Sciences of the United States of America, 108 ((50)): (19891-19895). [PMID:22109547] |
18. Saadia Andleeb,Naima Atiq,Geoff D Robson,Safia Ahmed. (2011-12-14) An investigation of anthraquinone dye biodegradation by immobilized Aspergillus flavus in fluidized bed bioreactor.. Environmental science and pollution research international, 19 ((5)): (1728-1737). [PMID:22161118] |
19. A R Tehrani-Bagha,R G Singh,K Holmberg. (2012-03-27) Solubilization of two organic dyes by cationic ester-containing gemini surfactants.. Journal of colloid and interface science, 376 ((1)): (112-118). [PMID:22444485] |
20. Farid A Badria,Ahmed S Ibrahim. (2013-05-30) Evaluation of natural anthracene-derived compounds as antimitotic agents.. Drug discoveries & therapeutics, 7 ((2)): (84-89). [PMID:23715507] |
21. Ardeshir Shokrollahi,Roghayeh Aghaei. (2013-09-26) Spectrophotometeric determination of trace amounts of Al3+ ion in water samples after cloud point extraction using quinizarin as a complexing agent.. Environmental monitoring and assessment, 186 ((2)): (1113-1121). [PMID:24065134] |
22. T S Koch,R P Rava. (1990-08-15) Interpreting the visible absorption bands of 1,4-(dihydroxy)-9,10-anthraquinone and its metal chelates.. Biophysical chemistry, 36 ((3)): (187-199). [PMID:2289021] |
23. Kunihiko Ishii,Satoshi Takeuchi,Tahei Tahara. (2009-08-07) Infrared-induced coherent vibration of a hydrogen-bonded system: effects of mechanical and electrical anharmonic couplings.. The Journal of chemical physics, 131 ((4)): (044512-044512). [PMID:19655899] |
24. Stefania Rossi,Claudio Tabolacci,Alessandro Lentini,Bruno Provenzano,Fabrizio Carlomosti,Simona Frezzotti,Simone Beninati. (2010-03-25) Anthraquinones danthron and quinizarin exert antiproliferative and antimetastatic activity on murine B16-F10 melanoma cells.. Anticancer research, 30 ((2)): (445-449). [PMID:20332452] |
25. Meiling Wang,Guowen Meng,Qing Huang,Yiwu Qian. (2011-12-02) Electrospun 1,4-DHAQ-doped cellulose nanofiber films for reusable fluorescence detection of trace Cu2+ and further for Cr3+.. Environmental science & technology, 46 ((1)): (367-373). [PMID:22129160] |
26. M B Gholivand,S Kashanian,H Peyman. (2011-12-24) DNA-binding, DNA cleavage and cytotoxicity studies of two anthraquinone derivatives.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 87 (232-240). [PMID:22192418] |
27. Petronela Pascariu Dorneanu,Mihaela Homocianu,Ionut Radu Tigoianu,Anton Airinei,Mirela Zaltariov,Maria Cazacu. (2014-07-12) Solvent effects on the photophysical properties of poly[1,4-dihydroxyanthraquinoneimine-1,3-bis(phenylene-ester-methylene)tetramethyldisiloxane].. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 134 (218-224). [PMID:25014644] |
28. Rui Gao, Zihao Jiang, Xiuyu Wu, Zhihong Cai, Nan Sang. (2023) Metabolic regulation of tumor cells exposed to different oxygenated polycyclic aromatic hydrocarbons. SCIENCE OF THE TOTAL ENVIRONMENT, (15): (167833). [PMID:37839476] [10.1016/j.scitotenv.2023.167833] |
29. Xu Liu, Xiao Han, Yushuang Shang, Lijuan Wang, Jian Shen, Jiang Yuan. (2023) Hydrogen sulfide releasing poly(γ-glutamic acid) biocomposite hydrogel with monitoring, antioxidant, and antibacterial properties for diabetic wound healing. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 253 (1): (127053). [PMID:37774813] [10.1016/j.ijbiomac.2023.127053] |
30. Yunxiao Wang, Chang Liu, Shanshan Tang, Jing Tian, Yi Wang, Yi Yang. (2023) Thermodynamics, kinetics and structure-activity relationship of hydroxyanthraquinones scavenging free radicals. Food Bioscience, 53 (102705). [PMID:] [10.1016/j.fbio.2023.102705] |
31. Peiyuan Su, Jianing Yue, Qingyu Kong, Wenkai Zhang. (2023) Excited state intramolecular proton transfer in 1,4-dihydroxyanthraquinone. CHEMICAL PHYSICS, 566 (111783). [PMID:] [10.1016/j.chemphys.2022.111783] |
32. 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, 173 (103955). [PMID:35550403] [10.1016/j.resmic.2022.103955] |
33. Leiqian Zhang, Lingfeng Ge, Guanjie He, Zhihong Tian, Jiajia Huang, Jingtao Wang, Dan J.L. Brett, Johan Hofkens, Feili Lai, Tianxi Liu. (2021) Tuning the Linkers in Polymer-Based Cathodes to Realize High Sulfur Content and High-Performance Potassium–Sulfur Batteries. Journal of Physical Chemistry C, 125 (34): (18604–18613). [PMID:] [10.1021/acs.jpcc.1c05283] |
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