4-METHYL MEIQX

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H13N5
Molecular Weight	227.2651
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C(N)=NC2=C1C(C)=CC3=C2N=C(C)C=N3

InChI

InChIKey=LAZSIJHHPMHKQI-UHFFFAOYSA-N

InChI=1S/C12H13N5/c1-6-4-8-9(15-7(2)5-14-8)10-11(6)17(3)12(13)16-10/h4-5H,1-3H3,(H2,13,16)

HIDE SMILES / InChI

Molecular Formula	C12H13N5
Molecular Weight	227.2651
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Metabolism of 2-acetylaminofluorene and benzo(a)pyrene and activation of food-derived heterocyclic amine mutagens by human cytochromes P-450.	1990 Jun 1	2334931
Potent antimutagenic activity of white tea in comparison with green tea in the Salmonella assay.	2001 Aug 22	11448643
Clean-up procedures for the analysis of heterocyclic aromatic amines (aminoazaarenes) from heat-treated meat samples.	2001 Dec 14	11771835
Reporter gene transgenic mice as a tool for analyzing the molecular mechanisms underlying experimental carcinogenesis.	2001 Mar	11370817
Dietary intake of heterocyclic amines, meat-derived mutagenic activity, and risk of colorectal adenomas.	2001 May	11352869
Screening for heterocyclic amines in chicken cooked in various ways.	2002 Aug	12067585
Effects of soy sauce and sugar on the formation of heterocyclic amines in marinated foods.	2002 Jul	12065221
Reactivity and selectivity of the N-acetyl-Glu-P-1, N-acetyl-Glu-P-2, N-acetyl-MeIQx, and N-acetyl-IQx nitrenium ions: comparison to carbocyclic N-arylnitrenium ions.	2002 Jul 10	12095341
Development of a short questionnaire to assess the dietary intake of heterocyclic aromatic amines.	2002 Oct	12372165
Prevention of heterocyclic amine-induced DNA damage in colon and liver of rats by different lactobacillus strains.	2003 Dec	12970070
Effect of high water-holding capacity on the formation of heterocyclic amines in fried beefburgers.	2003 Jul 16	12848528
Heterocyclic amines, meat intake, and association with colon cancer in a population-based study.	2003 Mar 1	12615608
Determination of heterocyclic aromatic amines (HAs) content in samples of household-prepared meat dishes.	2004 Mar 25	15036001
A prospective study of meat and meat mutagens and prostate cancer risk.	2005 Dec 15	16357191
Meat mutagens and risk of distal colon adenoma in a cohort of U.S. men.	2006 Jun	16775169
Dietary mutagen exposure and risk of pancreatic cancer.	2007 Apr	17416754
Tobacco smoking and urinary levels of 2-amino-9H-pyrido[2,3-b]indole in men of Shanghai, China.	2007 Aug	17684128
Inhibitory effect of fruit extracts on the formation of heterocyclic amines.	2007 Dec 12	18004801
Effect of oil marinades with garlic, onion, and lemon juice on the formation of heterocyclic aromatic amines in fried beef patties.	2007 Dec 12	17988088
Meat intake, preparation methods, mutagens and colorectal adenoma recurrence.	2007 Sep	17690112
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008 Apr	18324785
Meat and meat mutagens and risk of prostate cancer in the Agricultural Health Study.	2008 Jan	18199713
Quantitation of 13 heterocyclic aromatic amines in cooked beef, pork, and chicken by liquid chromatography-electrospray ionization/tandem mass spectrometry.	2008 Jan 9	18069786
Quantification of heterocyclic aromatic amines in fried meat by HPTLC/UV-FLD and HPLC/UV-FLD: a comparison of two methods.	2008 Jun 25	18505265
Intakes of red meat, processed meat, and meat mutagens increase lung cancer risk.	2009 Feb 1	19141639
Meat and heterocyclic amine intake, smoking, NAT1 and NAT2 polymorphisms, and colorectal cancer risk in the multiethnic cohort study.	2009 Jul	19549810
Intake of meat, meat mutagens, and iron and the risk of breast cancer in the Prostate, Lung, Colorectal, and Ovarian Cancer Screening Trial.	2009 Jul 7	19513076
Xenobiotic metabolizing gene variants, dietary heterocyclic amine intake, and risk of prostate cancer.	2009 Mar 1	19223546
Optimized HPLC method for analysis of polar and nonpolar heterocyclic amines in cooked meat products.	2009 May-Jun	19610359
Association of meat and fat intake with liver disease and hepatocellular carcinoma in the NIH-AARP cohort.	2010 Sep 8	20729477
Genotoxicity and induction of DNA damage responsive genes by food-borne heterocyclic aromatic amines in human hepatoma HepG2 cells.	2013 Sep	23810796

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:45:44 GMT 2023` Edited by `admin` on `Fri Dec 15 19:45:44 GMT 2023`
Record UNII	YRA7G7WU6P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-METHYL MEIQX

Common Name

English

4,8-DIMEIQX

Common Name

English

2-AMINO-3,4,8-TRIMETHYLIMIDAZO(4,5-F)QUINOXALINE

Systematic Name

English

3H-IMIDAZO(4,5-F)QUINOXALIN-2-AMINE, 3,4,8-TRIMETHYL-

Systematic Name

English

3,4,8-TRIMETHYL-3H-IMIDAZO(4,5-F)QUINOXALIN-2-AMINE

Systematic Name

English

2-AMINO-3,4,8-TRIMETHYL-3H-IMIDAZO(4,5-F)QUINOXALINE

Systematic Name

English

3,4,8-TRIMETHYLIMIDAZO(4,5-F)QUINOXALIN-2-AMINE

Systematic Name

English

Code System Code Type Description

CAS

95896-78-9

Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023

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FDA UNII

YRA7G7WU6P

Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023

PRIMARY

PUBCHEM

104739

Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023

PRIMARY

MESH

C045421

Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023

PRIMARY

EPA CompTox

DTXSID90242018

Created by admin on Fri Dec 15 19:45:44 GMT 2023 , Edited by admin on Fri Dec 15 19:45:44 GMT 2023

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