2-Hydroxy-3-methylanthraquinoneCAS# 17241-40-6 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 17241-40-6 | SDF | Download SDF |
| PubChem ID | 10889963 | Appearance | Yellow powder |
| Formula | C15H10O3 | M.Wt | 238.2 |
| Type of Compound | Anthraquinones | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 2-hydroxy-3-methylanthracene-9,10-dione | ||
| SMILES | CC1=C(C=C2C(=C1)C(=O)C3=CC=CC=C3C2=O)O | ||
| Standard InChIKey | RNJHIYAJJKOFIO-UHFFFAOYSA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. 2-Hydroxy-3-methylanthraquinone enhances apoptosis of U937 cells,in part,through activation of p-p38MAPK and downregulation of p-ERK1/2; triggers caspase-3 activation mediated apoptotic induction. 2. 2-Hydroxy-3-methylanthraquinone enhances apoptosis of THP-1 cells, in part, through activation of Fas/FasL, DR4 and TRAIL; triggers caspase-8 activation mediated apoptotic induction. |
| Targets | p38MAPK | ERK | Caspase | JNK |
2-Hydroxy-3-methylanthraquinone Dilution Calculator
2-Hydroxy-3-methylanthraquinone Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.1982 mL | 20.9908 mL | 41.9815 mL | 83.9631 mL | 104.9538 mL |
| 5 mM | 0.8396 mL | 4.1982 mL | 8.3963 mL | 16.7926 mL | 20.9908 mL |
| 10 mM | 0.4198 mL | 2.0991 mL | 4.1982 mL | 8.3963 mL | 10.4954 mL |
| 50 mM | 0.084 mL | 0.4198 mL | 0.8396 mL | 1.6793 mL | 2.0991 mL |
| 100 mM | 0.042 mL | 0.2099 mL | 0.4198 mL | 0.8396 mL | 1.0495 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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2-hydroxy-3-methylanthraquinone from Hedyotis diffusa Willd induces apoptosis in human leukemic U937 cells through modulation of MAPK pathways.[Pubmed:23550028]
Arch Pharm Res. 2013 Jun;36(6):752-8.
The herb of Hedyotis diffusa Willd (H. diffusa Willd), an annual herb distributed in northeastern Asia, has been known as a traditional oriental medicine for the treatment of cancer. Recently, Chinese researchers have discovered that two anthraquinones isolated from a water extract of H. diffusa Willd showed apoptosis-inducing effects against cancer cells. However, the cellular and molecular mechanisms responsible for this phenomenon are poorly understood. The current study determines the role of mitogen-activated protein kinases (MAPK) in human leukemic U937 cells apoptosis induced by 2-Hydroxy-3-methylanthraquinone from H. diffusa. Our results showed that 2-Hydroxy-3-methylanthraquinone decreased phosphorylation-ERK1/2 (p-ERK1/2), and increased p-p38MAPK, but did not affect expressions of p-JNK1/2 in U937 cells. Moreover, treatment of U937 cells with 2-Hydroxy-3-methylanthraquinone resulted in activation of caspase-3. Furthermore, PD98059 (ERK1/2 inhibitor) significantly enhanced 2-Hydroxy-3-methylanthraquinone-induced apoptosis in U937 cells, whereas caspase-3 inhibitor or SB203580 (p-p38MAPK inhibitor), decreased apoptosis in U937 cells. Taken together, our study for the first time suggests that 2-Hydroxy-3-methylanthraquinone is able to enhance apoptosis of U937 cells, at least in part, through activation of p-p38MAPK and downregulation of p-ERK1/2. Moreover, the triggering of caspase-3 activation mediated apoptotic induction.
[Chemical constituents of Juncus setchuensis].[Pubmed:25345132]
Zhong Yao Cai. 2014 Apr;37(4):602-4.
OBJECTIVE: To study the chemical constituents of Juncus setchuensis. METHODS: Column chromatography was used in the isolation procedure. The structures of isolated compounds were elucidated by spectral data. RESULTS: Eight compounds were isolated and their structures were identified as 2-Hydroxy-3-methylanthraquinone (1), physcion (2), stigmasterol (3), stigmast-3,6-dione (4), vanillin (5), n-heptacosanoic acid (6), trans-hydroxycinnamic (7) and 4-hydroxy-3-methoxy benzoic acid (8). CONCLUSION: Compound 1, 2, 4 and 6 are obtained from this genus for the first time and all the compounds are obtained from this plant for the first time.
Ethnopharmacological and bioactivity guided investigation of five TCM anticancer herbs.[Pubmed:23623820]
J Ethnopharmacol. 2013 Jun 21;148(1):229-38.
ETHNOPHARMACOLOGICAL RELEVANCE: Five herbs, Curcuma longa L. (CL), Scutellaria baicalensis Georgi (SBC), Scutellaria barbata D. Don (SBB), Hedyotis diffusa Willd. (HD) and Solanum nigrum L. (SN), are often prescribed in the polyherbal formulas for cancer treatment by traditional Chinese medicine (TCM) practitioners. The purpose of the present study was to identify important anticancer herbs used in TCM and carry out bioactivity-directed fractionation and isolation (BDFI) using six cancer cell lines as well as peripheral blood mononuclear cells (PBMCs), to identify constituents with anticancer activity but devoid of toxic effects against healthy immune cells. MATERIALS AND METHODS: Of 243 document anticancer TCM treatments, 199 anticancer TCM herbs were ranked by the number of literature reports for each herb. Five herbs were identified from the top 50 ranked herbs by at least two out of three TCM practitioners as frequently used in the TCM treatment of cancer. BDFI using MTS assay was applied to determine the active anticancer extracts, fractions, and finally discrete compounds. RESULTS: Five herbs were selected for study of their anticancer activities. The extracts of Curcuma longa L., Scutellaria barbata D. Don, and Hedyotis diffusa showed antiproliferative activity to various extents, extracts of Scutellaria baicalensis Georgi and Solanum nigrum L. showed little anticancer activity. Seven out of the 21 fractions obtained from Hedyotis diffusa Willd. showed anticancer activity. One new compound, ethyl 13(2) (S)-hydroxy-chlorophyllide a(1), along with 10 known compounds, i.e. 2-methyl-3-methoxyanthraquinone (2), 2-hydroxymethylanthraquinone(3), 2-Hydroxy-3-methylanthraquinone(4), 2-hydroxymethy-1-hydroxyanthraquinone(5), 1-methoxy-2-hydroxyanthraquinone(6), 2-hydroxy-3-methyl-1-methoxyanthraquinone (7), oleanolic acid (8), ursolic acid (9), stigmasterol (10) and docosanoic acid (11), were isolated and identified. Compounds 2-6, 8 and 9 dose-dependently inhibited the cell viability of cancer cells within a concentration range of 1-200microM. Furthermore, compounds 2, 3, 5 and 9 showed significantly stronger inhibition of tested cancer cell lines than on that of PBMCs. CONCLUSION: This study identified anticancer herbs, extracts, fractions and eventually compounds from the documented anticancer TCM herbs by using BDFI. It also determined the antiproliferative activity in cancer and healthy immune cells of the isolated compounds from Hedyotis diffusa. The results will be useful in the validation of the clinical application of these herbs and the development of novel anticancer therapeutics.
2-Hydroxy-3-methylanthraquinone from Hedyotis diffusa WILLD induces apoptosis via alteration of Fas/FasL and activation of caspase-8 in human leukemic THP-1 cells.[Pubmed:22108623]
Arch Med Res. 2011 Oct;42(7):577-83.
BACKGROUND AND AIMS: Numerous studies have shown that Hedyotis diffusa WILLD (H. diffusa) could promote apoptosis in several cancer cell lines. However, the cellular and molecular mechanisms responsible for this phenomenon are still poorly understood. The current study determines the role of Fas/FasL in THP-1 cell apoptosis induced by 2-Hydroxy-3-methylanthraquinone from H. diffusa. METHODS: THP-1 cells were treated with 2-Hydroxy-3-methylanthraquinone from H. diffusa. The effect on the cell viability of THP-1 cells was evaluated using the trypan blue assay, and cell apoptosis was measured by Giemsa staining and flow cytometry. Protein expression was assayed using the Western blot method. RESULTS: Our results showed that 2-Hydroxy-3-methylanthraquinone from H. diffusa induced THP-1 cell apoptosis in a time- and dose-dependent manner. Apoptosis was associated with a more prominent induction expression of Fas/FasL, DR4 and TRAIL in a time-dependent manner. Moreover, treatment of THP-1 cells with 2-Hydroxy-3-methylanthraquinone from H. diffusa resulted in activation of caspase-8. CONCLUSIONS: For the first time, our study suggests that 2-Hydroxy-3-methylanthraquinone from H. diffusa is able to enhance apoptosis of THP-1 cells, at least in part, through activation of Fas/FasL, DR4 and TRAIL. Moreover, triggering of caspase-8 activation mediated apoptotic induction.
