Tectorigenin

Modify Date: 2024-01-03 10:24:43

Tectorigenin Structure
Tectorigenin structure
Common Name Tectorigenin
CAS Number 548-77-6 Molecular Weight 300.263
Density 1.512 Boiling Point 601.5±55.0 °C at 760 mmHg
Molecular Formula C16H12O6 Melting Point 225-226°
MSDS USA Flash Point 230.1±25.0 °C

 Use of Tectorigenin


Tectorigenin is a plant isoflavonoid originally isolated from the dried flower of Pueraria thomsonii Benth.

 Names

Name tectorigenin
Synonym More Synonyms

 Tectorigenin Biological Activity

Description Tectorigenin is a plant isoflavonoid originally isolated from the dried flower of Pueraria thomsonii Benth.
Related Catalog
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].
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].
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].
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.

 Chemical & Physical Properties

Density 1.512
Boiling Point 601.5±55.0 °C at 760 mmHg
Melting Point 225-226°
Molecular Formula C16H12O6
Molecular Weight 300.263
Flash Point 230.1±25.0 °C
Exact Mass 300.063385
PSA 100.13000
LogP 2.54
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.697
Storage condition 2-8°C

 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 DATA

ACUTE 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

 Safety Information

RIDADR NONH for all modes of transport
RTECS NR2400000
HS Code 2914509090

 Synthetic Route

 Customs

HS Code 2914509090
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%

 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
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