N2-OH-PhIP chemical structure
Chemical structureResearch use only
CAT. NO. DC34373Featured

N2-OH-PhIP

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TotalUS$550
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Product overview

Description & Application

N2-OH-PhIP is a PhIP metabolite.

ParameterValue
Chemical Name2-Hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine
CAS No.124489-20-9
SynonymsN2-OH-PhIP; N2 OH PhIP; N2OHPhIP; N-Hydroxy PhIP; N-OH PhIP;
FormulaC13H12N4O
M.Wt240.26
SMILESCN1C(NO)=NC2=NC=C(C3=CC=CC=C3)C=C21
Purity>97%

Biological Activity

N2-OH-PhIP is a PhIP metabolite.

In Vitro

No in vitro data are provided in the current product source. Contact us for further information.

In Vivo

No in vivo data are provided in the current product source. Contact us for further information.

References & source

1: Vlaming ML, Teunissen SF, van de Steeg E, van Esch A, Wagenaar E, Brunsveld L, de Greef TF, Rosing H, Schellens JH, Beijnen JH, Schinkel AH. Bcrp1;Mdr1a/b;Mrp2 combination knockout mice: altered disposition of the dietary carcinogen PhIP (2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine) and its genotoxic metabolites. Mol Pharmacol. 2014 Mar;85(3):520-30. doi: 10.1124/mol.113.088823. Epub 2013 Dec 13. PubMed PMID: 24334255.

2: Chen C, Ma X, Malfatti MA, Krausz KW, Kimura S, Felton JS, Idle JR, Gonzalez FJ. A comprehensive investigation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) metabolism in the mouse using a multivariate data analysis approach. Chem Res Toxicol. 2007 Mar;20(3):531-42. Epub 2007 Feb 6. PubMed PMID: 17279779; PubMed Central PMCID: PMC1850849.

3: Kulp KS, Knize MG, Fowler ND, Salmon CP, Felton JS. PhIP metabolites in human urine after consumption of well-cooked chicken. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Mar 25;802(1):143-53. PubMed PMID: 15036006.

4: Prabhu S, Lee MJ, Hu WY, Winnik B, Yang I, Buckley B, Hong JY. Determination of 2-amino-1-methyl-6-phenylimidazo[4,5- b]pyridine (PhIP) and its metabolite 2-hydroxyamino-PhIP by liquid chromatography/electrospray ionization-ion trap mass spectrometry. Anal Biochem. 2001 Nov 15;298(2):306-13. PubMed PMID: 11700987.

5: Crofts FG, Sutter TR, Strickland PT. Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by human cytochrome P4501A1, P4501A2 and P4501B1. Carcinogenesis. 1998 Nov;19(11):1969-73. PubMed PMID: 9855011.

6: Crofts FG, Strickland PT, Hayes CL, Sutter TR. Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) by human cytochrome P4501B1. Carcinogenesis. 1997 Sep;18(9):1793-8. PubMed PMID: 9328177.

7: Dragsted LO, Alexander J, Wallin H, Frandsen H, Vang O. Bioactivation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]-pyridine by liver microsomes from three different rat strains. Pharmacol Toxicol. 1993 Jun;72(6):388-93. PubMed PMID: 8361949.

DC Chemicals original product information

Published experimental findings depend on the model and assay conditions. They do not guarantee equivalent performance in every application. For laboratory research use only.

Product documentation

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