Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H11N3.C2H4O2 |
| Molecular Weight | 257.2878 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(O)=O.CC1=NC(N)=CC2=C1C3=C(N2)C=CC=C3
InChI
InChIKey=AASZBFHIHXZWRI-UHFFFAOYSA-N
InChI=1S/C12H11N3.C2H4O2/c1-7-12-8-4-2-3-5-9(8)15-10(12)6-11(13)14-7;1-2(3)4/h2-6,15H,1H3,(H2,13,14);1H3,(H,3,4)
| Molecular Formula | C2H4O2 |
| Molecular Weight | 60.052 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C12H11N3 |
| Molecular Weight | 197.2358 |
| 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 |
|---|---|---|
| Simultaneous determination of six non-polar heterocyclic amines in meat samples by supercritical fluid extraction-capillary electrophoresis under fluorimetric detection. | 2010-07 |
|
| Optimized HPLC method for analysis of polar and nonpolar heterocyclic amines in cooked meat products. | 2009-07-21 |
|
| Inhibitory effect of magnolol on Trp-P-2-induced DNA damage in various organs in mice. | 2009-07 |
|
| Inhalative exposure to vanadium pentoxide causes DNA damage in workers: results of a multiple end point study. | 2008-12 |
|
| Liver injury due to 3-amino-1-methyl-5h-pyrido [4,3-b] indole (Trp-P-2) and its prevention by miso. | 2008-08 |
|
| Consumption of Brussels sprouts protects peripheral human lymphocytes against 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and oxidative DNA-damage: results of a controlled human intervention trial. | 2008-03 |
|
| Coffee consumption protects human lymphocytes against oxidative and 3-amino-1-methyl-5H-pyrido[4,3-b]indole acetate (Trp-P-2) induced DNA-damage: results of an experimental study with human volunteers. | 2007-08 |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006-11 |
|
| 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 |
|
| Protective effects of beta-glucan extracted from Agaricus brasiliensis against chemically induced DNA damage in human lymphocytes. | 2006-07 |
|
| DNA adduct formation of 14 heterocyclic aromatic amines in mouse tissue after oral administration and characterization of the DNA adduct formed by 2-amino-9H-pyrido[2,3-b]indole (AalphaC), analysed by 32P_HPLC. | 2005-03-15 |
|
| Inhibitory effects of heterocyclic amine-induced DNA adduct formation in mouse liver and lungs by beer. | 2005-02-09 |
|
| Inhibitory effects of beer on heterocyclic amine-induced mutagenesis and PhIP-induced aberrant crypt foci in rat colon. | 2004-04-11 |
|
| Uptake of heterocyclic aromatic amine by insoluble dietary fiber in artificial gastric and intestinal juice. | 2004-03 |
|
| Protection against Trp-P-2 DNA adduct formation in C57bl6 mice by purpurin is accompanied by induction of cytochrome P450. | 2003-05-21 |
|
| Inhibition of mutagenicity of food-derived heterocyclic amines by sulforaphane--a constituent of broccoli. | 2003-03 |
|
| Inhibitory effect of dibenzoylmethane on mutagenicity of food-derived heterocyclic amine mutagens. | 2003 |
|
| Inhibitory effect of curcumin and its natural analogues on genotoxicity of heterocyclic amines from cooked food. | 2002-12 |
|
| Chemical models for cytochrome P450 as a biomimetic metabolic activation system in mutation assays. | 2002-08-26 |
|
| Preventive effects of chlorophyllin fixed on chitosan towards DNA adduct formation of 3-amino-1-methyl-5H-pyrido [4,3-b]indole in CDF1 mice. | 2002-04 |
|
| Evaluation of the antigenotoxic potential of monomeric and dimeric flavanols, and black tea polyphenols against heterocyclic amine-induced DNA damage in human lymphocytes using the Comet assay. | 2002-03-25 |
|
| Subsequent products after antioxidant actions of beta-carotene and alpha-tocopherol have no Salmonella mutagenicity. | 2002-02 |
|
| Antimutagenicity of Murdannia loriformis in the Salmonella mutation assay and its inhibitory effects on azoxymethane-induced DNA methylation and aberrant crypt focus formation in male F344 rats. | 2002-02 |
|
| The superiority of organically cultivated vegetables to general ones regarding antimutagenic activities. | 2001-09-20 |
|
| Potent antimutagenic activity of white tea in comparison with green tea in the Salmonella assay. | 2001-08-22 |
|
| Inhibition of DNA adduct formation and mutagenic action of 3-amino-1-methyl-5h-pyrido[4,3-b]indole by chlorophyllin-chitosan in rpsL transgenic mice. | 2001-08 |
|
| Effects of beta- and gamma-carboline derivatives of DNA topoisomerase activities. | 1996-02-01 |
|
| Food-derived heterocyclic amines, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole and related amines, as inhibitors of monoamine metabolism. | 1994 |
|
| The rat urinary bladder as a new target of heterocyclic amine carcinogenicity: tumor induction by 3-amino-1-methyl-5H-pyrido[4,3-b]indole acetate. | 1993-08 |
|
| Elevation of levels of carcinogenic tryptophan pyrolysis products in plasma and red blood cells of patients with uremia. | 1992-01 |
|
| Inhibition of tryptophan hydroxylase by food-derived carcinogenic heterocyclic amines, 3-amino-1-methyl-5H-pyrido[4,3-b]indole and 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole. | 1991-01-15 |
|
| Inhibition of human brain aromatic L-amino acid decarboxylase by cooked food-derived 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) and other heterocyclic amines. | 1990-08-24 |
|
| Mutational specificity of the carcinogen 3-amino-1-methyl-5H-pyrido[4,3-b]-indole in mammalian cells. | 1990-05 |
|
| Antagonism of gamma-aminobutyric acidA receptor-mediated responses by amino-gamma-carbolines. | 1990-03 |
|
| Human liver microsomal cytochrome P-450 enzymes involved in the bioactivation of procarcinogens detected by umu gene response in Salmonella typhimurium TA 1535/pSK1002. | 1989-06-15 |
|
| Reduction of enzyme activity of tyrosine hydroxylase and aromatic L-aminoacid decarboxylase in clonal pheochromocytoma PC12h cells by carcinogenic heterocyclic amines. | 1988-12-15 |
|
| Carcinogenic tryptophan pyrolysis products potent inhibitors of type A monoamine oxidase and the platelet response to 5-hydroxytryptamine. | 1988-05 |
|
| Tumor induction in mice administered neonatally with 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole or 3-amino-1-methyl-5H-pyrido[4,3-b]indole. | 1987-11 |
|
| Initiating activity in a two-stage mouse skin model of nine mutagenic pyrolysates of amino acids, soybean globulin and proteinaceous food. | 1987-09 |
|
| Carcinogenicity in mice and rats of heterocyclic amines in cooked foods. | 1986-08 |
|
| 3-Amino-1-methyl-5H-pyrido[4,3-b]-indole initiates two-stage carcinogenesis in mouse skin but is not a complete carcinogen. | 1986-06 |
|
| Selenium and vitamin E inhibit radiogenic and chemically induced transformation in vitro via different mechanisms. | 1986-03 |
|
| In vivo cytogenetic effects of the cooked-food-related mutagens Trp-P-2 and IQ in mouse bone marrow. | 1984-06-01 |
|
| Inhibition of benzodiazepine and GABA receptor binding by amino-gamma-carbolines and other amino acid pyrolysate mutagens. | 1984-02-10 |
|
| Induction of bladder cancer in mice by implanting pellets containing tryptophan pyrolysis products. | 1982-10 |
|
| Carcinogenicity in mice of mutagenic compounds from a tryptophan pyrolyzate. | 1981-07-17 |
|
| Carcinogenic activity of 3-amino-1-methyl-5H-pyrido [4,3-b]indole (Trp-P-2), a pyrolysis product of tryptophan. | 1981-06 |
|
| The interaction of ionizing radiation and food pyrolysis products in producing oncogenic transformation in vitro. | 1981-03 |
|
| Myeloperoxidase-catalyzed binding of 3-amino-1-methyl-5H-pyrido[4,3-b]indole, a tryptophan pyrolysis product, to protein. | 1980-12 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:40:57 GMT 2025
by
admin
on
Mon Mar 31 23:40:57 GMT 2025
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| Record UNII |
8KU5U86LAU
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| Record Status |
Validated (UNII)
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| Record Version |
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72254-58-1
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DTXSID5021417
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8KU5U86LAU
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5284475
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75074-77-0
Created by
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NON-SPECIFIC STOICHIOMETRY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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![Structure of 3-Amino-1-methyl-5H-pyrido[4,3-b]indole](/img/454a8ee8-d4c3-4f5d-a56b-70baa4f4ad2e.svg "Structure of 3-Amino-1-methyl-5H-pyrido[4,3-b]indole")