PeptideDB

Tricetin 520-31-0

Tricetin 520-31-0

CAS No.: 520-31-0

Tricetin is a potent competitive Keap1-Nrf2 protein interaction (PPI) inhibitor. Tricetin acts in Parkinson's disease (P
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Tricetin is a potent competitive Keap1-Nrf2 protein interaction (PPI) inhibitor. Tricetin acts in Parkinson's disease (PD) models to protect 6-OHDA-induced neurotoxicity by activating the Nrf2/HO-1 signaling pathway and preventing the mitochondria-dependent apoptosis pathway.

Physicochemical Properties


Molecular Formula C15H10O7
Molecular Weight 302.2357
Exact Mass 302.043
CAS # 520-31-0
PubChem CID 5281701
Appearance Light yellow to brown solid powder
Density 1.763g/cm3
Boiling Point 721.7ºC at 760 mmHg
Melting Point 330 °C
Flash Point 277.9ºC
Index of Refraction 1.804
LogP 1.988
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 1
Heavy Atom Count 22
Complexity 465
Defined Atom Stereocenter Count 0
InChi Key ARSRJFRKVXALTF-UHFFFAOYSA-N
InChi Code

InChI=1S/C15H10O7/c16-7-3-8(17)14-9(18)5-12(22-13(14)4-7)6-1-10(19)15(21)11(20)2-6/h1-5,16-17,19-21H
Chemical Name

5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
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)

Biological Activity


ln Vitro The primary sources of vitexin are natural plants including mulberries, papaya, and ginkgo. Tricetin shields cells from oxidative damage by activating the Nrf2/HO-1 pathway. In Caenorhabditis elegans, tricetin exerts a protective effect on dopamine neurons. Tricetin exhibits anti-metastatic and cytostatic effects on a range of solid cancers [1]. Tricetin pretreatment (20, 40, and 80 μM; 4 hours) significantly enhanced the viability of SH-SY5Y cells caused by 6-OHDA (200 μM) and prevented mitochondria-mediated apoptosis [1]. The expression of p-JNK and p-p38 is considerably reduced by cetectin (80 μM; 1, 2, and 4 hours of action) [1].
Cell Assay Cell Viability Assay
Cell Types: SH-SY5Y Cell
Tested Concentrations: 20, 40 and 80 μM
Incubation Duration: Pretreatment for 4 hrs (hours), then treated with 6-OHDA (200 μM) for 24 hrs (hours)
Experimental Results: Significant increase in 6-OHDA-induced SH- SY5Y cell viability.

Western Blot Analysis
Cell Types: SH-SY5Y Cell
Tested Concentrations: 80 μM
Incubation Duration: 1, 2 and 4 hrs (hours)
Experimental Results: The expression of p-JNK and p-p38 was Dramatically diminished.
References

[1]. Tricetin protects against 6-OHDA-induced neurotoxicity in Parkinson's disease model by activating Nrf2/HO-1 signaling pathway and preventing mitochondria-dependent apoptosis pathway. Toxicol Appl Pharmacol. 2019;378:114617.

Additional Infomation Tricetin is flavone hydroxylated at positions 3', 4', 5, 5' and 7. It has a role as an antineoplastic agent and a metabolite. It is a conjugate acid of a tricetin(1-).
Tricetin has been reported in Camellia sinensis, Rhodiola quadrifida, and other organisms with data available.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3086 mL 16.5431 mL 33.0863 mL
5 mM 0.6617 mL 3.3086 mL 6.6173 mL
10 mM 0.3309 mL 1.6543 mL 3.3086 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.