580563
TCPOBOP
The most potent known member of the phenobarbital-like class of cytochrome P450 (CYP)-inducing agents.
Synonym(s):
TCPOBOP, 1,4-Bis[2-(3,5-dichloropyridyloxy)]benzene
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About This Item
Empirical Formula (Hill Notation):
C16H8Cl4N2O2
CAS Number:
Molecular Weight:
402.06
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
description
RTECS - UT7145000
Quality Segment
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white
solubility
DMSO: 5 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
Clc1c(ncc(c1)Cl)Oc2ccc(cc2)Oc3ncc(cc3Cl)Cl
InChI
1S/C16H8Cl4N2O2/c17-9-5-13(19)15(21-7-9)23-11-1-2-12(4-3-11)24-16-14(20)6-10(18)8-22-16/h1-8H
InChI key
BAFKRPOFIYPKBQ-UHFFFAOYSA-N
General description
A highly potent inducer of phenobarbital-like class of cytochrome P450 (CYP) enzymes. A tumor promoter that induces hepatocyte proliferation, independent of the presence of cytokines or transcription factors. Activates orphan nuclear receptors mCAR (mouse constitutive androstane receptor) and hPXR (human pregane X receptor), but has little or no effect on hCAR and mPXR. Also suppresses the expression of multi-drug resistance genes mdr2 and mdr3 in mouse liver.
The most potent known member of the phenobarbital-like class of cytochrome P450 (CYP)-inducing agents. Acts as a tumor promoter of murine hepatocarcinogenesis; activates orphan nuclear receptors mCAR (mouse Constitutive Androstane Receptor) and hPXR (human Pregnane X Receptor), but has little or no activity on hCAR and mPXR. Also suppresses the multidrug resistance gene expression in the mouse liver.
Biochem/physiol Actions
Cell permeable: no
Primary Target
Cytochrome P450 (CYP)-inducing agents
Cytochrome P450 (CYP)-inducing agents
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Ledda-Columbano, G.M., et al. 2000. Am. J. Pathol.156, 91.
Moore, L.B., et al. 2000. J. Biol. Chem.275, 15122.
Tzameli, I., et al. 2000. Mol. Cell. Biol.20, 2951.
Forman, B.M., et al. 1998. Nature395, 612.
Honkakoski, P., et al. 1998. Mol. Pharmacol.53, 597.
Russell, A.L., et al. 1994. Int. J. Cancer58, 550.
Smith, G., et al. 1993. Biochem. J.289, 807.
Dargani, T.A., et al. 1990. Carcinogenesis11, 1153.
Poland, A., et al. 1980. Mol. Pharmacol.18, 571.
Moore, L.B., et al. 2000. J. Biol. Chem.275, 15122.
Tzameli, I., et al. 2000. Mol. Cell. Biol.20, 2951.
Forman, B.M., et al. 1998. Nature395, 612.
Honkakoski, P., et al. 1998. Mol. Pharmacol.53, 597.
Russell, A.L., et al. 1994. Int. J. Cancer58, 550.
Smith, G., et al. 1993. Biochem. J.289, 807.
Dargani, T.A., et al. 1990. Carcinogenesis11, 1153.
Poland, A., et al. 1980. Mol. Pharmacol.18, 571.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Carcinogenic / Teratogenic (D)
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Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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