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Tectorigenin

Alias: Tectorigenin K251T K 251T
Cat No.:V6161 Purity: ≥98%
Tectorigenin is a plant isoflavone originally extracted from the dried flowers of kudzu root.
Tectorigenin
Tectorigenin Chemical Structure CAS No.: 548-77-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
250mg
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Product Description
Tectorigenin is a plant isoflavone originally extracted from the dried flowers of kudzu root.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Tectorigenin is an isoflavonoid plant that was first isolated from Pueraria thomsonii Benth's dried flowers. The formation of ROS generated by palmitic acid (PA) may be reduced by treating HUVECs with irisogenin at doses ranging from 0.1 to 10 μM. Irisogenin treatment reduced increased IKKβ phosphorylation and, at doses ranging from 0.1 to 10 μM, significantly inhibited NF-κB activation by p65 phosphorylation. In a concentration-dependent manner, irisogenin therapy also successfully reduced PA-enhanced TNF-α and IL-6 production [1]. Treatment with irisogenin resulted in a concentration- and time-dependent decrease in the number of viable HepG2 cells. HepG2 cells showed survival rates of 91%, 79%, and 62%, respectively, after being treated with 5, 10, and 20 mg/L irisogenin for 24 hours [2].
References

[1]. 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]. Pro-apoptotic effects of tectorigenin on human hepatocellular carcinoma HepG2 cells. World J Gastroenterol. 2012 Apr 21;18(15):1753-64.

Additional Infomation
Tectorigenin is a methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 5, 7 and 4' respectively. It has a role as an anti-inflammatory agent and a plant metabolite. It is a member of 7-hydroxyisoflavones and a methoxyisoflavone. It is functionally related to an isoflavone.
Tectorigenin has been reported in Iris tectorum, Iris milesii, and other organisms with data available.
Tectorigenin is an isoflavone from Pueraria thunbergiana, which induces differentiation and apoptosis in cancer cells. (NCI)
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Exact Mass
300.063
CAS #
548-77-6
PubChem CID
5281811
Appearance
Light yellow to yellow solid powder
Density
1.512
Boiling Point
601.5±55.0 °C at 760 mmHg
Melting Point
225-226°
Flash Point
230.1±25.0 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.697
LogP
2.54
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
22
Complexity
454
Defined Atom Stereocenter Count
0
SMILES
O1C([H])=C(C2C([H])=C([H])C(=C([H])C=2[H])O[H])C(C2C(=C(C(=C([H])C1=2)O[H])OC([H])([H])[H])O[H])=O
InChi Key
OBBCRPUNCUPUOS-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3
Chemical Name
5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one
Synonyms
Tectorigenin K251T K 251T
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~120 mg/mL (~399.65 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.93 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (6.93 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (6.93 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Tectorigenin decreased ROS production in PA-stimulated HUVECs. Cells were incubated with tectorigenin (0.1, 1, 10 μM), GSH or vehicle (medium containing 0.1%DMSO and 10% BSA) for 30 min, and then stimulated without o with PA (100 μM) for 30 min. Intracellular ROS fluorescence images were shown by using a fluorescence microscope, and the intensity of green fluorescence is used to assess ROS production. The GSH was taken as positive controls.[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.
  • Tectorigenin reversed PA-induced collapse of mitochondrial membrane potential (Δψm) in HUVECs. Cells were pretreated with tectorigenin (0.1, 1, 10 μM) or GSH for 30 min, and then stimulated without or with PA (100 μM) for an additional 30 min. The blank was treated with an equal amount of the vehicle (medium containing 0.1% DMSO and 10% BSA). Fluorescence images were shown by using a fluorescence microscope, and the intensity of red fluorescence is used to assess Δψm.[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.
  • Tectorigenin inhibited IKKβ/NF-κB/JNK signaling in PA-treated HUVECs. (A–C): Cells were incubated with tectorigenin (0.1, 1, 10 μM), salicylate or GSH for 30 min, then stimulated without or with PA (100 μM) for 30 min. IKKβ (A), P65 (B) and JNK (C) phosphorylation were analyzed by Western blot. Salicylate and GSH were used as positive controls. The blank was treated with an equal amount of the vehicle (medium containing 0.1% DMSO and 10% BSA). The results were expressed as mean ± SD (n = 3). * p<0.05 vs control group.[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.
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