Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C13H13N3 |
| Molecular Weight | 211.2624 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=NC(N)=C(C)C2=C1C3=C(N2)C=CC=C3
InChI
InChIKey=LVTKHGUGBGNBPL-UHFFFAOYSA-N
InChI=1S/C13H13N3/c1-7-12-11(8(2)15-13(7)14)9-5-3-4-6-10(9)16-12/h3-6,16H,1-2H3,(H2,14,15)
| Molecular Formula | C13H13N3 |
| Molecular Weight | 211.2624 |
| 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 |
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| The effect of rosemary on the mutagenic activity of heterocyclic amines extracted from common food consumed in Saudi Arabia. | 2010-03 |
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| Use of four new human-derived liver-cell lines for the detection of genotoxic compounds in the single-cell gel electrophoresis (SCGE) assay. | 2008-12-08 |
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| Antimutagenic activity of a novel ascorbic derivative, disodium isostearyl 2-O-L-ascorbyl phosphate. | 2008-06 |
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| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) attenuates LPS-induced IL-8 expression by decreasing mRNA stability in THP-1 cells. | 2008-03-15 |
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| Suppression of mutagens-induced SOS response by phytoncide solution using Salmonella typhimurium TA1535/pSK1002 umu test. | 2008 |
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| Differential effects of heterocyclic amines on poly(ADP-ribose) polymerase-1 and mono-ADP-ribosyltransferase A. | 2006-09 |
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| Lack of formation of heterocyclic amines in fumes from frying French fries. | 2006-09 |
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| Involvement of reactive oxygen species in the immunosuppressive effect of 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1), a food-born carcinogenic heterocyclic amine. | 2006-06-20 |
|
| Chemical synthesis of 2'-deoxyguanosine-C8 adducts with heterocyclic amines: an application to synthesis of oligonucleotides site-specifically adducted with 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine. | 2006-06 |
|
| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1), a food-born carcinogenic heterocyclic amine, promotes nitric oxide production in murine macrophages. | 2006-02-08 |
|
| A hepatocarcinogenic tryptophan-pyrolyzate component, Trp-P-1, decreases serum total testosterone level and induces hepatic Cyp1a2 in male mice. | 2006-01 |
|
| Breast cancer resistance protein (Bcrp1/Abcg2) reduces systemic exposure of the dietary carcinogens aflatoxin B1, IQ and Trp-P-1 but also mediates their secretion into breast milk. | 2006-01 |
|
| 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 |
|
| Antigenotoxic properties of Cassia tea (Cassia tora L.): mechanism of action and the influence of roasting process. | 2004-11-19 |
|
| Potent antioxidative and antigenotoxic activity in aqueous extract of Japanese rice bran--association with peroxidase activity. | 2004-08 |
|
| Modulation of cytochrome P450 1A1 by food-derived heterocyclic aromatic amines. | 2004-07-01 |
|
| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) triggers apoptosis by DNA double-strand breaks caused by inhibition of topoisomerase I. | 2004-07 |
|
| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole induces apoptosis and necrosis with activation of different caspases in rat splenocytes. | 2004-04 |
|
| Uptake of heterocyclic aromatic amine by insoluble dietary fiber in artificial gastric and intestinal juice. | 2004-03 |
|
| Antimutagenic activity of phenylpropanoids from clove (Syzygium aromaticum). | 2003-10-22 |
|
| Antimutagenic activity of flavonoids from Chrysanthemum morifolium. | 2003-10 |
|
| 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 |
|
| Effects of soy sauce and sugar on the formation of heterocyclic amines in marinated foods. | 2002-07 |
|
| 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (trp-P-1) is incorporated into rat splenocytes, thymocytes, and hepatocytes through monoamine transporters and induces apoptosis. | 2002-06 |
|
| Evoking cytochrome P450 1A activity interferes with apoptosis induced by 3-amino-1,4-dimethyl-5H-pyrido [4,3-b]indole (Trp-P-1) in rat hepatocytes under the ex vivo system. | 2002-02 |
|
| Induction of cytochrome P450 1B1 in lung, liver and kidney of rats exposed to diesel exhaust. | 2001-12 |
|
| The heterocyclic amine, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole induces apoptosis in cocultures of rat parenchymal and nonparenchymal liver cells. | 2001-11-15 |
|
| Suppression of chemical mutagen-induced SOS response by alkylphenols from clove (Syzygium aromaticum) in the Salmonella typhimurium TA1535/pSK1002 umu test. | 2001-08 |
|
| Structural analysis of a novel antimutagenic compound, 4-Hydroxypanduratin A, and the antimutagenic activity of flavonoids in a Thai spice, fingerroot (Boesenbergia pandurata Schult.) against mutagenic heterocyclic amines. | 2001-06 |
|
| Metabolic activation of heterocyclic amines and other procarcinogens in Salmonella typhimurium umu tester strains expressing human cytochrome P4501A1, 1A2, 1B1, 2C9, 2D6, 2E1, and 3A4 and human NADPH-P450 reductase and bacterial O-acetyltransferase. | 2001-05-31 |
|
| 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) induces caspase-dependent apoptosis in mononuclear cells. | 2001-05-28 |
|
| DNA-damaging carcinogen 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) induces apoptosis via caspase-9 in primary cultured rat hepatocytes. | 2001-05 |
|
| 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 effect of a heterocyclic amine, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1), on tyrosine hydroxylase mRNA in PC12h cells. | 1993-05-14 |
|
| Elevation of levels of carcinogenic tryptophan pyrolysis products in plasma and red blood cells of patients with uremia. | 1992-01 |
|
| Enhancement of GST-P positive liver cell foci development by combined treatment of rats with five heterocyclic amines at low doses. | 1991-05 |
|
| 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 |
|
| Antagonism of gamma-aminobutyric acidA receptor-mediated responses by amino-gamma-carbolines. | 1990-03 |
|
| 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 |
|
| 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 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:51:10 GMT 2025
by
admin
on
Mon Mar 31 18:51:10 GMT 2025
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| Record UNII |
LAH2R5Z22D
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID0043767
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5284474
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62450-06-0
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LAH2R5Z22D
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 216?26 pg/g sample.
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Semi-Dried(Aji-Hiraki) JAPANESE HORSE MACKEREL SKIN, COOKED
Heterocyclic amine skin content in cooked food sample. 278?37 pg/g sample.
|
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine in cooked meat sample. 527?96 pg/g sample.
|
||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Heterocyclic amine skin content in cooked food sample. 289?38 pg/g sample.
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