CAS Number117-10-2
SynonymsEINECS 204-173-5; ALTAN; Chrysazin; Dionone; Modane; Laxapur; roydan; prugol; Duolax; Danivac; 1,8-dihydroxy-anthraquinone; Istin; LTAN; Dorbane; Dantron; 1,8-Dihydroxy-9,10-anthraquinone; 1,8-Dihydroxyanthraquinone; MFCD00001211; Danthron
Molecular FormulaC14H8O4
Molecular Weight240.21
Purity≥90.0 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point452.7±35.0 °C at 760 mmHg
Melting Point191-193 °C (lit.)
AppearanceYellow to orange solid
EINECS204-173-5
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 117-10-2 |
| Catalog No. | 2A-9018964 |
| Chinese Name | 1,8-二羟基蒽醌 |
| Synonyms | EINECS 204-173-5; ALTAN; Chrysazin; Dionone; Modane; Laxapur; roydan; prugol; Duolax; Danivac; 1,8-dihydroxy-anthraquinone; Istin; LTAN; Dorbane; Dantron; 1,8-Dihydroxy-9,10-anthraquinone; 1,8-Dihydroxyanthraquinone; MFCD00001211; Danthron |
| Molecular Formula | C14H8O4 |
| Molecular Weight | 240.21 |
| Purity | ≥90.0 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 452.7±35.0 °C at 760 mmHg |
| Melting Point | 191-193 °C (lit.) |
| Appearance | Yellow to orange solid |
| Water Solubility | insoluble |
| Storage Condition | Store in a cool, ventilated warehouse. Keep away f |
| Packaging | III |
| Application | Danthron is a natural product extracted from the traditional Chinese medicine rhubarb. Danthron regulates glucose and lipid metabolism through activation of AMPK. |
| EINECS | 204-173-5 |
| HTC | 29146990 |
| MDL Number | MFCD00001211 |
| SMILES | Oc1cccc2C(=O)c3cccc(O)c3C(=O)c12 |
| InChI | 1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H |
| InChI Key | QBPFLULOKWLNNW-UHFFFAOYSA-N |
| Beilstein/REAXYS | 2054727 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1 |
| MSDS | msds/18964_1_117_10_2.pdf |
| Bioactivity | Danthron is a natural product extracted from the traditional Chinese medicine rhubarb. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Related Catalog Signaling Pathways >> Epigenetics >> AMPK Signaling Pathways >> PI3K/Akt/mTOR >> AMPK Research Areas >> Others Target AMPK In Vitro Danthron (0.1, 1, and 10 μM) dose-dependently promotes the phosphorylation of AMPK and acetyl-CoA carboxylase (ACC) in both HepG2 and C2C12 cells. Meanwhile, Danthron treatment significantly reduces the lipid synthesis related sterol regulatory element-binding protein 1c (SREBP1c) and fatty acid synthetase (FAS) gene expressions, and the total cholesterol (TC) and triglyceride (TG) levels. In addition, Danthron treatment efficiently increases glucose consumption. Danthron effectively reduces intracellular lipid contents and enhances glucose consumption in vitro via activation of AMPK signaling pathway. 10 μM Danthron/24 h is safe for HepG2 cells. With 80% confluence, HepG2 cells are incubated with Danthron (0.1-10 μM) in FBS-Free media for 8 h. Subsequently, cells are harvested for Western blot assay. Danthron increases the p-AMPK protein in a dose-dependent manner, and no changes in t-AMPK protein are observed[1]. Danthron inhibits 9-cis retinoic acid (9cRA)-induced retinoic X receptor α (RXRα) transactivation by IC50 at 0.11 μM. To further clarify the stoichimetric ratio of Danthron binding to RXRα-ligand-binding domain (LBD), isothermal titration calorimetry (ITC) experiment is performed. The KD value of Danthron binds to RXRα-LBD by ITC experiment is determined at 7.5 μM[2]. In Vivo Danthron functions as an insulin sensitizer in vivo. Danthron improves insulin sensitivity in diet-induced obese (DIO) mice. The insulin tolerance test result shows that Danthron (5 mg/kg) treated diet-induced obesity mice exhibit lower glucose levels after insulin challenge, compared with the control vehicle-treated group[2]. Cell Assay HepG2 cells are transfected with pGL3-ABCA1 promoter-luc or pGL3-ABCG1 promoter-luc and pRL-SV40 plasmids. At 6 h post-transfection, the cells are incubated with Danthron (0-20 μM), TO90 (2 μM) or DMSO for 24 h. Luciferase activity is measured using the Dual Luciferase Reporter Assay kit[1]. Animal Admin Mice[2] C57/BL6 male mice are fed with a high fat diet for 3 months and treated with Danthron (5 mg/kg) or vehicle orally for 8 weeks. The animals are then fasted for 6 h and then given intraperitoneal injection of insulin at 1.5 units/kg. Blood samples are analyzed at 15, 30, 45, 60, 90, and 120 min using Accu-Chek active blood sugar test meter. References [1]. Zhou R, et al. Danthron activates AMP-activated protein kinase and regulates lipid and glucose metabolism in vitro. Acta Pharmacol Sin. 2013 Aug;34(8):1061-9. [2]. Zhang H, et al. Danthron functions as a retinoic X receptor antagonist by stabilizing tetramers of the receptor. J Biol Chem. 2011 Jan 21;286(3):1868-75. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 452.7±35.0 °C at 760 mmHg Melting Point 191-193 °C(lit.) Molecular Formula C14H8O4 Molecular Weight 240.211 Flash Point 241.7±22.4 °C Exact Mass 240.042252 PSA 74.60000 LogP 4.57 Vapour Pressure 0.0±1.1 mmHg at 25°C Index of Refraction 1.733 Storage condition Refrigerator Water Solubility insoluble |
| Use of | Danthron is a natural product extracted from the traditional Chinese medicine rhubarb. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Properties Articles29 Name chrysazin Synonym More Synonyms Dantron Biological Activity Description Danthron is a natural product extracted from the traditional Chinese medicine rhubarb. Danthron functions in regulating glucose and lipid metabolism by activating AMPK. Related Catalog Signaling Pathways >> Epigenetics >> AMPK Signaling Pathways >> PI3K/Akt/mTOR >> AMPK Research Areas >> Others References [1]. Zhou R, et al. Danthron activates AMP-activated protein kinase and regulates lipid and glucose metabolism in vitro. Acta Pharmacol Sin. 2013 Aug;34(8):1061-9. [2]. Zhang H, et al. Danthron functions as a retinoic X receptor antagonist by stabilizing tetramers of the receptor. J Biol Chem. 2011 Jan 21;286(3):1868-75. Chemical & Physical Properties Molecular Formula C14H8O4 Exact Mass 240.042252 PSA 74.60000 Index of Refraction 1.733 Storage condition Refrigerator Water Solubility insoluble |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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