Nirtetralin
Nirtetralin is a lignan. Nirtetralin can be isolated from Phyllanthus urinaria, Phyllanthus virgatus Forst. f., and Phyllanthus niruri L. Nirtetralin undergoes metabolic activation to generate active intermediates, such as nitroalkene ions and nitroso compounds, which can form DNA adducts and induce DNA damage. Nirtetralin induces ROS production in cells. Nirtetralin blocks the epithelial-mesenchymal transition process of cancer cells by altering the expression of related markers. Nirtetralin inhibits the production of HBsAg and HBeAg. Nirtetralin exhibits anticancer activity against oral squamous cell carcinoma. Nirtetralin can be used in studies of oral squamous cell carcinoma and hepatitis B virus infection.
For research use only. We do not sell to patients.
- CAS No.: 50656-78-5
- Formula: C24H30O7
- Molecular Weight:430.50
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
All DNA/RNA Synthesis Isoforms
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Biological Activity
Description
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| KB | IC50 |
159.15 μM
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Antiproliferative activity against human KB oral squamous carcinoma cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay.
Antiproliferative activity against human KB oral squamous carcinoma cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay.
|
40353242 |
| KB | IC50 |
75.89 μM
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Antiproliferative activity against human KB oral squamous carcinoma cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay.
Antiproliferative activity against human KB oral squamous carcinoma cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay.
|
40353242 |
| MS-G2 | EC50 |
36.9 μM
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Suppression of HBsAg production in HBV-producing MS-G2 cells assessed via ELISA after 3 days of incubation.
Suppression of HBsAg production in HBV-producing MS-G2 cells assessed via ELISA after 3 days of incubation.
|
12748977 |
In Vitro
Nirtetralin (10-120 μM; 24-48 h) inhibits the viability of KB oral squamous carcinoma cells in a dose- and time-dependent manner, with an IC50 of 159.15 μM at 24 hours and 75.89 μM at 48 hours[1].
Nirtetralin modulates epithelial-mesenchymal transition (EMT) in KB oral squamous carcinoma cells by upregulating CLD1 and downregulating ECADH, VIM, SNAIL1, and SLUG gene expression[1].
Nirtetralin (5-50 μM) non-cytotoxically suppresses HBsAg and HBeAg production in MS-G2 cells, with an EC50 of 36.9 μM for HBsAg inhibition and maximum inhibitions of 69.6% for HBsAg and 33.9% for HBeAg at 50 μM[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:KB oral squamous carcinoma cells
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Concentration:10-120 μM (24 h incubation); 10-120 μM (48 h incubation)
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Incubation Time:24 h; 48 h
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Result:Caused a significant, dose-dependent decrease in KB cell viability, with a more pronounced cytotoxic effect after 48 hours compared to 24 hours.
Exhibited a half-maximal inhibitory concentration (IC50) of 159.15 μM after 24 hours of incubation.
Exhibited a half-maximal inhibitory concentration (IC50) of 75.89 μM after 48 hours of incubation.
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Cell Line:MS-G2 cells
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Concentration:5-50 μM
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Incubation Time:Unclear
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Result:Suppressed HBsAg production by 69.6% at 50 μM.
Suppressed HBeAg production by 33.9% at 50 μM.
Suppressed HBsAg production by 32.1% at 25 μM.
Suppressed HBeAg production by 23.7% at 25 μM.
Suppressed HBsAg production by 22.4% at 5 μM.
Exhibited no significant effect on HBeAg production at 5 μM.
Achieved an EC50 of 36.9 μM for HBsAg suppression.
Chemical Information
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CAS No. 50656-78-5
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Molecular Weight 430.50
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Formula C24H30O7
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SMILES
O(C)C=1C=2[C@H]([C@H](COC)[C@@H](COC)CC2C=C3C1OCO3)C4=CC(OC)=C(OC)C=C4
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Keywords
- Nirtetralin
- 50656-78-5
- DNA/RNA Synthesis
- Reactive Oxygen Species (ROS)
- HBV
- blood-brain barrier
- epithelial-mesenchymal transition
- reactive oxygen species
- Phyllanthus niruri L.
- Phyllanthus virgatus Forst. f.
- oral squamous cell carcinoma cells
- hepatitis B virus
- KB oral squamous carcinoma cells
- MS-G2 cells
- Phyllanthus urinaria
- Inhibitor
- inhibitor
- inhibit