Introduction：Basic information about CAS 548-77-6|Tectorigenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Tectorigenin |
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| CAS Number | 548-77-6 | Molecular Weight | 300.263 |
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| Density | 1.512 | Boiling Point | 601.5±55.0 °C at 760 mmHg |
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| Molecular Formula | C16H12O6 | Melting Point | 225-226° |
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| MSDS | USA | Flash Point | 230.1±25.0 °C |
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Names
| Name | tectorigenin |
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| Synonym | More Synonyms |
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Tectorigenin BiologicalActivity
| Description | Tectorigenin is a plant isoflavonoid originally isolated from the dried flower of Pueraria thomsonii Benth. |
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| Related Catalog | Signaling Pathways >>Others >>OthersNatural Products >>FlavonoidsResearch Areas >>Inflammation/Immunology |
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| In Vitro | Tectorigenin is a plant isoflavonoid originally isolated from the dried flower of Pueraria thomsonii Benth. Palmitic acid (PA)-stimulated ROS production is abolished by treatment with Tectorigenin for HUVECs in a dose-dependent manner (0.1, 1, 10 μM). Treatment with Tectorigenin attenuates enhanced IKKβ phosphorylation and effectively blocks NF-κB activation by inhibition of p65 phosphorylation at concentrations ranging from 0.1 to 10 μM. Tectorigenin treatment also effectively inhibits PA-augmented TNF-α and IL-6 production in a concentration dependent manner[1]. The number of viable HepG2 cells treated by Tectorigenin decreases in a concentration- and time-dependent manner. When HepG2 cells are treated with Tectorigenin at 5, 10 and 20 mg/L for 24 h, the viability rate is 91%, 79% and 62%, respectively[2]. |
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| Kinase Assay | HUVECs grown to confluence in 24-well plates are pretreated with Tectorigenin (0.1, 1, 10 μM), salicylate (5 mM) or GSH (1 mM) for 30 min, then stimulated with Palmitic acid (PA) (100 μM) for further 12 h in serum-free medium, and the medium is then collected on ice. The levels of TNF-α and IL-6 in the supernatant are assayed with commercial ELISA Kits[1]. |
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| Cell Assay | Cell viability is assessed by MTT method. Briefly, cells are seeded in 96-well plate at a density of 1×104 cells/well. After 24 h incubation, Tectorigenin at different concentrations is added to the cells while only DMSO (solvent) is added as a negative control. After growing for 12, 24 and 48 h, cells are incubated with MTT (0.5 mg/mL) for 4 h at 37°C. During this incubation period, water-insoluble formazan crystals are formed, which are dissolved by the addition of 100 μL/well DMSO. The optical densities at 570 nm are measured using an enzyme-linked immunosorbent assay plate reader. Wells containing culture medium and MTT but no cells act as blanks[2]. |
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| References | [1]. Wang Q, et al. Tectorigenin Attenuates Palmitate-Induced Endothelial Insulin Resistance via Targeting ROS-Associated Inflammation and IRS-1 Pathway. PLoS One. 2013 Jun 19;8(6):e66417. [2]. Jiang CP, et al. Pro-apoptotic effects of tectorigenin on human hepatocellular carcinoma HepG2 cells. World J Gastroenterol. 2012 Apr 21;18(15):1753-64. |
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Chemical & Physical Properties
| Density | 1.512 |
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| Boiling Point | 601.5±55.0 °C at 760 mmHg |
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| Melting Point | 225-226° |
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| Molecular Formula | C16H12O6 |
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| Molecular Weight | 300.263 |
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| Flash Point | 230.1±25.0 °C |
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| Exact Mass | 300.063385 |
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| PSA | 100.13000 |
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| LogP | 2.54 |
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| Vapour Pressure | 0.0±1.8 mmHg at 25°C |
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| Index of Refraction | 1.697 |
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| InChIKey | OBBCRPUNCUPUOS-UHFFFAOYSA-N |
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| SMILES | COc1c(O)cc2occ(-c3ccc(O)cc3)c(=O)c2c1O |
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| Storage condition | 2-8°C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- NR2400000
- CHEMICAL NAME :
- Isoflavone, 4',5,7-trihydroxy-6-methoxy-
- CAS REGISTRY NUMBER :
- 548-77-6
- BEILSTEIN REFERENCE NO. :
- 0305601
- LAST UPDATED :
- 199709
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C16-H12-O6
- MOLECULAR WEIGHT :
- 300.28
- WISWESSER LINE NOTATION :
- T66 BO EVJ CR DQ& GQ HO1 IQ
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 3 gm/kg
- TOXIC EFFECTS :
- Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea
MUTATION DATA - TYPE OF TEST :
- Mutation in microorganisms
- TEST SYSTEM :
- Bacteria - Salmonella typhimurium
- DOSE/DURATION :
- 100 ug/plate
- REFERENCE :
- ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 3,401,1981
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Safety Information
| RIDADR | NONH for all modes of transport |
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| RTECS | NR2400000 |
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| HS Code | 2914509090 |
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Customs
| HS Code | 2914509090 |
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| Summary | HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0% |
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Synonyms
| 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one |
| 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one |
| 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one |
| 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxy- |
| Tectorigenin |
