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Tectochrysin

Alias: 5-Hydroxy-7-methoxyflavone; 5Hydroxy-7-methoxyflavone; 5 Hydroxy-7-methoxyflavone; NSC 80687; Tectochrysin; NSC-80687; NSC80687
Cat No.:V30311 Purity: ≥98%
Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla.
Tectochrysin
Tectochrysin Chemical Structure CAS No.: 520-28-5
Product category: NF-κB
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla. Tectochrysin inhibits NF-κB activity.
Biological Activity I Assay Protocols (From Reference)
Targets
p50; p65
ln Vitro
Tectochrysin (Techtochrysin) prevents NF-κB from functioning. Direct binding of Tectochrysin (Techtochrysin) to the p50 unit. By preventing the phosphorylation of IκB, tectochrysin (techtochrysin) inhibits the translocation of p50 and p65 into the nucleus in a concentration-dependent manner. Cell viability is examined using the MTT assay to determine the inhibitory effect of Tectochrysin on the growth of colon cancer cells (SW480, HCT116). Tectochrysin (Techtochrysin) is applied to the cells in a range of concentrations (1, 5, or 10 μg/mL) for 24 hours. In a concentration-dependent manner, tectochrysin (Techtochrysin) prevents colon cancer cells from proliferating. Tectochrysin (Techtochrysin) has an IC50 value of 6.3 μg/mL for SW480 cells and an IC50 value of 8.4 μg/mL for HCT116 cells. When NSC 80687 (10 g/mL) is treated on SW480 cells and HCT116 cells, morphological analysis demonstrates that the cells' size is decreased. Tectochrysin (Techtochrysin), however, is not cytotoxic in the normal CCD-18co cells at the tested concentration as determined by the MTT assay. Using DAPI staining, changes in the chromatin morphology of cells are assessed in order to determine whether the induction of apoptotic cell death is necessary for the inhibition of cell growth by NSC 80687. TUNEL staining assays are carried out, and the labeled cells are subsequently examined by fluorescence microscopy, in order to further characterize the apoptotic cell death caused by Tectochrysin (Techtochrysin). In SW480 cells, 0 and 10 g/mL NSC 80687, respectively, increase the number of apoptotic cells (DAPI-positive TUNEL stained cells) to 1 and 58%, while 0 and 10 μg/mL Tectochrysin, in HCT116, increase the number to 1 and 54%.
ln Vivo
The tumor growth in colon cancer xenograft-bearing nude mice after Tectochrysin (NSC 80687) treatments is examined to clarify the antitumor effects of this drug in vivo. Mice with tumors ranging in size from 200 to 300 mm3 are given Tectochrysin (NSC 80687) intraperitoneally twice a week for three weeks in HCT116 xenograft studies. Twice weekly, the mice are weighed. During the experiment, there aren't any noticeably different body weight changes between the control and Tectochrysin (NSC 80687)-treated mice (n = 10). However, the final tumor weights are recorded on day 21. The tumor weights and volumes in mice given Tectochrysin (NSC 80687) at doses of 5 mg/kg are, respectively, 57.9% and 46.4% of those in the vehicle group[1].
Cell Assay
In a 96-well flat-bottomed plate, each SW480, HCT116, HT-29, A549, and MCF-7 cell line (1×104 cells) is incubated in 200 L of RPMI 1640, DMEM medium with NSC 80687 (concentrations ranging from 1, 5, and 10 μg/mL). MTT diluted in RPMI 1640 and DMEM medium are added to each well after 72 hours of incubation at 37°C, followed by 90 minutes of incubation. After that, the supernatant is discarded, and DMSO (200 μL/well) is used to elute the crystal products. A spectrophotometer is used for colorimetric evaluation at 540 nm. Using DAPI staining, the apoptosis assay is first carried out. NSC 80687 (5 μg/mL) concentrations are used to cultivate SW480 and HCT116 human colon cancer cells, and the induction of apoptotic cell death is assessed after 24 hours. Tunel analysis is completed[1].
Animal Protocol
Mice: Male BALB/c athymic nude mice aged five weeks are used (n = 10 per group). Mice's lower right flanks are injected subcutaneously with HCT116 cancer cells (1×107 cells/0.1 mL PBS/animal). The tumor-bearing nude mice are intraperitoneally injected with Tectochrysin (NSC 80687) (5 mg/kg dissolved in 0.1% DMSO) twice weekly for three weeks after the tumors have grown to an average volume of 200-300 mm3 after 14 days. Vernier calipers are used to measure and calculate the tumor volumes[1].
References

[1]. Anticancer effect of Tectochrysin in colon cancer cell via suppression of NF-kappaB activity and enhancement of death receptor expression. Mol Cancer. 2015 Jun 30;14:124.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H12O4
Molecular Weight
268.26408
Exact Mass
268.07
Elemental Analysis
C, 71.64; H, 4.51; O, 23.86
CAS #
520-28-5
Related CAS #
520-28-5
Appearance
Solid powder
SMILES
COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=CC=C3)O
InChi Key
IRZVHDLBAYNPCT-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-9,17H,1H3
Chemical Name
5-hydroxy-7-methoxy-2-phenylchromen-4-one
Synonyms
5-Hydroxy-7-methoxyflavone; 5Hydroxy-7-methoxyflavone; 5 Hydroxy-7-methoxyflavone; NSC 80687; Tectochrysin; NSC-80687; NSC80687
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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: 7~10 mg/mL (26.1~37.3 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.67 mg/mL (6.23 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 16.7 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.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7277 mL 18.6386 mL 37.2773 mL
5 mM 0.7455 mL 3.7277 mL 7.4555 mL
10 mM 0.3728 mL 1.8639 mL 3.7277 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.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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.
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