2-Amino-a-carboline (BioDeep_00000003643)
Secondary id: BioDeep_00000409808
human metabolite
代谢物信息卡片
2-Amino-9H-pyrido(2,3-b)indole, D-labeled
化学式: C11H9N3 (183.0796)
中文名称: 2-氨基-9H-吡啶鎓[2-3-b] 吲哚
谱图信息:
最多检出来源 Homo sapiens(plant) 3.68%
分子结构信息
SMILES: C1=CC=C2C(=C1)C3=C(N2)N=C(C=C3)N
InChI: InChI=1S/C11H9N3/c12-10-6-5-8-7-3-1-2-4-9(7)13-11(8)14-10/h1-6H,(H3,12,13,14)
描述信息
2-Amino-a-carboline is found in cooked foods as pyrolysis produced of tryptophan.
Found in cooked foods as pyrol. production of tryptophan.
CONFIDENCE standard compound; INTERNAL_ID 8
同义名列表
17 个代谢物同义名
2-Amino-9H-pyrido(2,3-b)indole, D-labeled; 2-Amino-9H-pyrido(2,3-b)indole; 2-Amino-9H-pyrido[2,3-b]indole; 1H-pyrido(2,3-b)indol-2-Amine; 9H-pyrido[2,3-b]indol-2-Amine; 3-amino-3-Carboline (obsol.); 2-Amino-alpha-carboline; amino-alpha-Carboline; 2-Amino-α-carboline; 2-Amino-a-carboline; a-alpha-C; A alpha C; Glob-P-2; a-Α-C; A α C; a-a-C; 2-Amino-9H-pyrido[2,3-b]indole
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:82284
- KEGG: C19186
- PubChem: 62805
- HMDB: HMDB0033141
- Metlin: METLIN72915
- ChEMBL: CHEMBL4567642
- foodb: FDB011142
- chemspider: 56541
- CAS: 1332075-41-8
- CAS: 26148-68-5
- MoNA: UA000804
- MoNA: UA000801
- MoNA: UA000803
- PMhub: MS000010693
- PubChem: 124489858
- KNApSAcK: 82284
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Li Zhang, Lanqing Wang, Yao Li, Yang Xia, Cindy M Chang, Baoyun Xia, Connie S Sosnoff, Brittany N Pine, B Rey deCastro, Benjamin C Blount. Evaluation of Tobacco Smoke and Diet as Sources of Exposure to Two Heterocyclic Aromatic Amines for the U.S. Population: NHANES 2013-2014.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
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Molecular nutrition & food research.
2019 05; 63(10):e1801177. doi:
10.1002/mnfr.201801177. [PMID: 30815965] - Ram B Jain. Concentrations of selected heterocyclic aromatic amines among US population aged ≥ 6 years: data from NHANES 2013-2014.
Environmental science and pollution research international.
2018 Jul; 25(20):19859-19874. doi:
10.1007/s11356-018-2210-0. [PMID: 29737487] - Katia Sayyed, Marc Le Vee, Ziad Abdel-Razzak, Olivier Fardel. Inhibition of organic anion transporter (OAT) activity by cigarette smoke condensate.
Toxicology in vitro : an international journal published in association with BIBRA.
2017 Oct; 44(?):27-35. doi:
10.1016/j.tiv.2017.06.014. [PMID: 28629854] - Kai Hu, Ge Zhao, Yufeng Fu, Sheng Wang, Hang Yuan, Fuwei Xie, Shusheng Zhang, Huimin Liu, Minying Liu. Screening and identification of the main metabolites of 2-amino-9H-pyrido[2,3-b]indole (AαC) in liver microsomes and rat urine by using UPLC-Q-TOF-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 Mar; 1046(?):110-121. doi:
10.1016/j.jchromb.2017.01.038. [PMID: 28157663] - Robert J Turesky, Dmitri Konorev, Xiaoyu Fan, Yijin Tang, Lihua Yao, Xinxin Ding, Fang Xie, Yi Zhu, Qing-Yu Zhang. Effect of Cytochrome P450 Reductase Deficiency on 2-Amino-9H-pyrido[2,3-b]indole Metabolism and DNA Adduct Formation in Liver and Extrahepatic Tissues of Mice.
Chemical research in toxicology.
2015 Dec; 28(12):2400-10. doi:
10.1021/acs.chemrestox.5b00405. [PMID: 26583703] - Khyatiben V Pathak, Medjda Bellamri, Yi Wang, Sophie Langouët, Robert J Turesky. 2-Amino-9H-pyrido[2,3-b]indole (AαC) Adducts and Thiol Oxidation of Serum Albumin as Potential Biomarkers of Tobacco Smoke.
The Journal of biological chemistry.
2015 Jun; 290(26):16304-18. doi:
10.1074/jbc.m115.646539. [PMID: 25953894] - Fernando De Andrés, Mohammed Zougagh, Gregorio Castañeda, José Luis Sánchez-Rojas, Angel Ríos. Screening of non-polar heterocyclic amines in urine by microextraction in packed sorbent-fluorimetric detection and confirmation by capillary liquid chromatography.
Talanta.
2011 Feb; 83(5):1562-7. doi:
10.1016/j.talanta.2010.11.060. [PMID: 21238752] - Carlos Lopez-Mendez, Alexandra Bermudez-Fajardo, Costas Ioannides, Ernesto Oviedo-Orta. Effect of 2-amino-9H-pyrido[2,3-b]indole (AalphaC), a carcinogenic heterocyclic amine present in food, on atherosclerotic plaque development in apoE deficient mice.
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10.1016/j.toxlet.2008.11.014. [PMID: 19103270] - Carola Funk, Annett Braune, John H Grabber, Hans Steinhart, Mirko Bunzel. Model studies of lignified fiber fermentation by human fecal microbiota and its impact on heterocyclic aromatic amine adsorption.
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2007 Nov; 624(1-2):41-8. doi:
10.1016/j.mrfmmm.2007.03.010. [PMID: 17475287] - Robert J Turesky, Jian-Min Yuan, Renwei Wang, Sabrina Peterson, Mimi C Yu. Tobacco smoking and urinary levels of 2-amino-9H-pyrido[2,3-b]indole in men of Shanghai, China.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2007 Aug; 16(8):1554-60. doi:
10.1158/1055-9965.epi-07-0132. [PMID: 17684128] - Zhi-Xin Yuan, Gautam Jha, Michael A McGregor, Roberta S King. Metabolites of the carcinogen 2-amino-alpha-carboline formed in male Sprague-Dawley rats in vivo and in rat hepatocyte and human HepG2 cell incubates.
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10.1021/tx600303d. [PMID: 17291013] - Hanne Frederiksen, Henrik Frandsen, Wolfgang Pfau. Syntheses of DNA adducts of two heterocyclic amines, 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeAalphaC) and 2-amino-9H-pyrido[2,3-b]indole (AalphaC) and identification of DNA adducts in organs from rats dosed with MeAalphaC.
Carcinogenesis.
2004 Aug; 25(8):1525-33. doi:
10.1093/carcin/bgh156. [PMID: 15059926] - Ricky D Holland, Jason Taylor, Laura Schoenbachler, Richard C Jones, James P Freeman, Dwight W Miller, Brian G Lake, Nigel J Gooderham, Robert J Turesky. Rapid biomonitoring of heterocyclic aromatic amines in human urine by tandem solvent solid phase extraction liquid chromatography electrospray ionization mass spectrometry.
Chemical research in toxicology.
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2004 Jun; 42(6):879-85. doi:
10.1016/j.fct.2004.01.011. [PMID: 15110096] - P Baranczewski, J A Gustafsson, L Moller. 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.
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2004 May; 9(3):243-57. doi:
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Carcinogenesis.
2003 Dec; 24(12):1913-8. doi:
10.1093/carcin/bgg167. [PMID: 12970070] - H Horie, M Zeisig, K Hirayama, T Midtvedt, L Möller, J Rafter. Probiotic mixture decreases DNA adduct formation in colonic epithelium induced by the food mutagen 2-amino-9H-pyrido[2,3-b]indole in a human-flora associated mouse model.
European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP).
2003 Apr; 12(2):101-7. doi:
10.1097/00008469-200304000-00003. [PMID: 12671533] - Yaowarate Intiyot, Takemi Kinouchi, Keiko Kataoka, Hideki Arimochi, Tomomi Kuwahara, Usanee Vinitketkumnuen, Yoshinari Ohnishi. 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.
The journal of medical investigation : JMI.
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Carcinogenesis.
2000 Nov; 21(11):2105-11. doi:
10.1093/carcin/21.11.2105. [PMID: 11062175] - E G Snyderwine, N Sadrieh, R S King, H A Schut. Formation of DNA adducts of the food-derived mutagen 2-amino-9H-pyrido-[2,3-b]indole (A(alpha)C) and bioassay of mammary gland carcinogenicity in Sprague-Dawley rats.
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