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
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)
| 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 |
|---|---|---|
| Genotoxicity and induction of DNA damage responsive genes by food-borne heterocyclic aromatic amines in human hepatoma HepG2 cells. | 2013-09 |
|
| A review and meta-analysis of prospective studies of red and processed meat intake and prostate cancer. | 2010-11-02 |
|
| Association of meat and fat intake with liver disease and hepatocellular carcinoma in the NIH-AARP cohort. | 2010-09-08 |
|
| Dietary exposure to heterocyclic amines in high-temperature cooked meat and fish in Malaysia. | 2010-08 |
|
| Determination of heterocyclic amines in urine samples by capillary liquid chromatography with evaporated light-scattering detection. | 2010-05 |
|
| A large prospective study of meat consumption and colorectal cancer risk: an investigation of potential mechanisms underlying this association. | 2010-03-15 |
|
| Associations between dietary habits and body mass index with gut microbiota composition and fecal water genotoxicity: an observational study in African American and Caucasian American volunteers. | 2009-10-21 |
|
| Optimized HPLC method for analysis of polar and nonpolar heterocyclic amines in cooked meat products. | 2009-07-21 |
|
| Intake of meat, meat mutagens, and iron and the risk of breast cancer in the Prostate, Lung, Colorectal, and Ovarian Cancer Screening Trial. | 2009-07-07 |
|
| Meat and heterocyclic amine intake, smoking, NAT1 and NAT2 polymorphisms, and colorectal cancer risk in the multiethnic cohort study. | 2009-07 |
|
| Xenobiotic metabolizing gene variants, dietary heterocyclic amine intake, and risk of prostate cancer. | 2009-03-01 |
|
| Intakes of red meat, processed meat, and meat mutagens increase lung cancer risk. | 2009-02-01 |
|
| Quantification of heterocyclic aromatic amines in fried meat by HPTLC/UV-FLD and HPLC/UV-FLD: a comparison of two methods. | 2008-06-25 |
|
| Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism. | 2008-04 |
|
| Binding of heterocyclic aromatic amines by lactic acid bacteria: results of a comprehensive screening trial. | 2008-03 |
|
| Quantitation of 13 heterocyclic aromatic amines in cooked beef, pork, and chicken by liquid chromatography-electrospray ionization/tandem mass spectrometry. | 2008-01-09 |
|
| Meat and meat mutagens and risk of prostate cancer in the Agricultural Health Study. | 2008-01 |
|
| Inhibitory effect of fruit extracts on the formation of heterocyclic amines. | 2007-12-12 |
|
| Effect of oil marinades with garlic, onion, and lemon juice on the formation of heterocyclic aromatic amines in fried beef patties. | 2007-12-12 |
|
| Meat intake, preparation methods, mutagens and colorectal adenoma recurrence. | 2007-09 |
|
| Tobacco smoking and urinary levels of 2-amino-9H-pyrido[2,3-b]indole in men of Shanghai, China. | 2007-08 |
|
| Dietary mutagen exposure and risk of pancreatic cancer. | 2007-04 |
|
| Heterocyclic amines in griddled beef steak analysed using a single extract clean-up procedure. | 2007-04 |
|
| Differential effects of heterocyclic amines on poly(ADP-ribose) polymerase-1 and mono-ADP-ribosyltransferase A. | 2006-09 |
|
| Effect of pH on binding of mutagenic heterocyclic amines by the natural biopolymer poly(gamma-glutamic acid). | 2006-08-23 |
|
| Meat mutagens and risk of distal colon adenoma in a cohort of U.S. men. | 2006-06 |
|
| A prospective study of meat and meat mutagens and prostate cancer risk. | 2005-12-15 |
|
| Quantitation of carcinogenic heterocyclic aromatic amines and detection of novel heterocyclic aromatic amines in cooked meats and grill scrapings by HPLC/ESI-MS. | 2005-04-20 |
|
| Meat intake, cooking-related mutagens and risk of colorectal adenoma in a sigmoidoscopy-based case-control study. | 2005-03 |
|
| Addition of various carbohydrates to beef burgers affects the formation of heterocyclic amines during frying. | 2004-12-15 |
|
| Embryonic turkey liver: activities of biotransformation enzymes and activation of DNA-reactive carcinogens. | 2004-10 |
|
| Rapid biomonitoring of heterocyclic aromatic amines in human urine by tandem solvent solid phase extraction liquid chromatography electrospray ionization mass spectrometry. | 2004-08 |
|
| Determination of heterocyclic aromatic amines (HAs) content in samples of household-prepared meat dishes. | 2004-03-25 |
|
| Prevention of heterocyclic amine-induced DNA damage in colon and liver of rats by different lactobacillus strains. | 2003-12 |
|
| Effect of high water-holding capacity on the formation of heterocyclic amines in fried beefburgers. | 2003-07-16 |
|
| Heterocyclic amines, meat intake, and association with colon cancer in a population-based study. | 2003-03-01 |
|
| Development of a short questionnaire to assess the dietary intake of heterocyclic aromatic amines. | 2002-10 |
|
| Screening for heterocyclic amines in chicken cooked in various ways. | 2002-08 |
|
| 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. | 2002-07-10 |
|
| Effects of soy sauce and sugar on the formation of heterocyclic amines in marinated foods. | 2002-07 |
|
| Clean-up procedures for the analysis of heterocyclic aromatic amines (aminoazaarenes) from heat-treated meat samples. | 2001-12-14 |
|
| Potent antimutagenic activity of white tea in comparison with green tea in the Salmonella assay. | 2001-08-22 |
|
| Dietary intake of heterocyclic amines, meat-derived mutagenic activity, and risk of colorectal adenomas. | 2001-05 |
|
| Reporter gene transgenic mice as a tool for analyzing the molecular mechanisms underlying experimental carcinogenesis. | 2001-03 |
|
| Metabolism of 2-acetylaminofluorene and benzo(a)pyrene and activation of food-derived heterocyclic amine mutagens by human cytochromes P-450. | 1990-06-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:56:10 GMT 2025
by
admin
on
Mon Mar 31 19:56:10 GMT 2025
|
| Record UNII |
YRA7G7WU6P
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
95896-78-9
Created by
admin on Mon Mar 31 19:56:10 GMT 2025 , Edited by admin on Mon Mar 31 19:56:10 GMT 2025
|
PRIMARY | |||
|
YRA7G7WU6P
Created by
admin on Mon Mar 31 19:56:10 GMT 2025 , Edited by admin on Mon Mar 31 19:56:10 GMT 2025
|
PRIMARY | |||
|
104739
Created by
admin on Mon Mar 31 19:56:10 GMT 2025 , Edited by admin on Mon Mar 31 19:56:10 GMT 2025
|
PRIMARY | |||
|
C045421
Created by
admin on Mon Mar 31 19:56:10 GMT 2025 , Edited by admin on Mon Mar 31 19:56:10 GMT 2025
|
PRIMARY | |||
|
DTXSID90242018
Created by
admin on Mon Mar 31 19:56:10 GMT 2025 , Edited by admin on Mon Mar 31 19:56:10 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
Semi-Dried(Aji-Hiraki) JAPANESE HORSE MACKEREL SKIN, COOKED
Heterocyclic amine skin content in cooked food sample. 546?41 pg/g sample.
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 413?34 pg/g sample.
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 427?62 pg/g sample.
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 1196?176 pg/g sample.
|
||
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 961?19 pg/g sample.
|
