2,2'-Biphenol
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2,2'-Biphenol (o,o'-Biphenol) is an anti-inflammatory agent and the major non-protein-bound phenolic metabolite activated by rat bone marrow homogenate and hydrogen peroxide. 2,2'-Biphenol inhibits lipopolysaccharide (LPS) (HY-D1056)-induced COX-2 mRNA and protein expression. 2,2'-Biphenol suppresses the binding of AP-1 and NF-κB to their respective consensus sequences. 2,2'-Biphenol is applicable to research related to inflammation.
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- CAS. Nr.: 1806-29-7
- Formel: C12H10O2
- Molecular Weight:186.21
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Speicherung:
4°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
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Biologische Aktivität
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COX-2 |
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Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| HEK293 | IC50 |
57 μg/mL
Compound: 3
|
Cytotoxicity against HEK293 cells assessed as reduction in cell growth after 3 days by MTT assay
Cytotoxicity against HEK293 cells assessed as reduction in cell growth after 3 days by MTT assay
|
[PMID: 27259399] |
| HepG2 | IC50 |
>200 μM
Compound: 5
|
Cytotoxicity of compound against human liver tumor cell line (Hep-G2) was determined
Cytotoxicity of compound against human liver tumor cell line (Hep-G2) was determined
|
[PMID: 15582432] |
| HT-29 | IC50 |
2.5 μg/mL
Compound: 3
|
Cytotoxicity against human HT-29 cells assessed as reduction in cell growth after 3 days by MTT assay
Cytotoxicity against human HT-29 cells assessed as reduction in cell growth after 3 days by MTT assay
|
[PMID: 27259399] |
| MCF7 | IC50 |
60 μg/mL
Compound: 3
|
Cytotoxicity against human MCF7 cells assessed as reduction in cell growth after 3 days by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in cell growth after 3 days by MTT assay
|
[PMID: 27259399] |
The CC50 value of 2,2'-Biphenol (24 h) against RAW 264.7 cells is 0.55 mM[1].
2,2'-Biphenol (1-100 μM; 3.5 h) significantly inhibits LPS-induced COX-2 mRNA expression in RAW 264.7 cells[1].
2,2'-Biphenol (1-10 μM; 6.5 h) potently inhibits LPS-induced COX-2 protein expression in RAW 264.7 cells[1].
2,2'-Biphenol (1-10 μM; 1.5 h) inhibits LPS-induced DNA-binding activities of AP-1 and NF-κB in RAW 264.7 cells[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:murine macrophage-like RAW 264.7 cells
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Concentration:1, 10 and 100 μM
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Incubation Time:30 min pretreatment, followed by 6 h LPS stimulation
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Result:Significantly inhibited LPS-stimulated COX-2 protein production.
Inhibited LPS-induced DNA-binding activities of AP-1 and NF-κB.
Chemical Information
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CAS. Nr. 1806-29-7
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Appearance Solid
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Molecular Weight 186.21
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Formel C12H10O2
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Color White to off-white
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SMILES
OC1=C(C2=CC=CC=C2O)C=CC=C1
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Synonyms
o,o'-Biphenol
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Structure Classification
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Initial Source
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
4°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Reinheit & Dokumentation
Verweise
[1].
Murakami Y, et al. Antioxidant and cyclooxygenase-2-inhibiting activity of 4,4'-biphenol, 2,2'-biphenol and phenol. Anticancer Res. 2009 Jun;29(6):2403-10.
[Content Brief]
[2]. Subrahmanyam VV, et al. Peroxidase/hydrogen peroxide--or bone marrow homogenate/hydrogen peroxide--mediated activation of phenol and binding to protein. Xenobiotica. 1990;20(12):1369-1378. [Content Brief]
Calculators
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)