Cat. No.: HY-W016183

2,2'-Biphenol

(Synonyms: o,o'-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.

For research use only. We do not sell to patients.

CAS No.: 1806-29-7
Formula: C₁₂H₁₀O₂
Molecular Weight:186.21

Storage:

4°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

2,2'-Biphenol Chemical Structure

CAS No.: 1806-29-7

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
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Bioz

Biological Activity

Description

IC₅₀ & Target^[1]

COX-2

All COX Isoforms :

All AP-1 Isoforms :

All NF-κB Isoforms :

Cellular Effect

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]

In Vitro

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.

Western Blot Analysis^[1]

Cell Line:

murine macrophage-like RAW 264.7 cells
Concentration:

1, 10 and 100 μM
Incubation Time:

30 min pretreatment, followed by 6 h LPS stimulation
Result:

Significantly inhibited LPS-stimulated COX-2 protein production.
Inhibited LPS-induced DNA-binding activities of AP-1 and NF-κB.

Chemical Information

CAS No. 1806-29-7
Appearance Solid
Molecular Weight 186.21
Formula C₁₂H₁₀O₂
Color White to off-white
SMILES

OC1=C(C2=CC=CC=C2O)C=CC=C1
Synonyms

o,o'-Biphenol
Structure Classification
- Phenols
- Polyphenols
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

4°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

Purity & Documentation

Handling Instructions (2659 KB)

References

[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]

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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2,2'-Biphenol

Immunology/Inflammation Compound Library

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All COX Isoforms

All AP-1 Isoforms

All NF-κB Isoforms

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2,2'-Biphenol Related Classifications

HY-W016183 Related Classifications