2-Amino-3-methylimidazo(4,5-F)quinoline (BioDeep_00000409806)
Main id: BioDeep_00000003641
代谢物信息卡片
2-Amino-3-methyl-imidazo[4,5-f]quinoline (IQ)
化学式: C11H10N4 (198.0905)
中文名称: 2-氨基-3-甲基-3H-咪唑并[4,5-F]喹啉, 3-甲基-3H-咪唑并[4,5-f]喹啉-2-胺
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1C(N)=NC2=C1C=CC1=NC=CC=C21
InChI: InChI=1S/C11H10N4/c1-15-9-5-4-8-7(3-2-6-13-8)10(9)14-11(15)12/h2-6H,1H3,(H2,12,14)
描述信息
CONFIDENCE standard compound; INTERNAL_ID 2437
同义名列表
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:42725
- KEGG: C19180
- PubChem: 53462
- ChEMBL: CHEMBL1233049
- CAS: 76180-96-6
- MoNA: AU243706
- MoNA: AU243705
- MoNA: AU243704
- MoNA: AU243703
- MoNA: AU243702
- MoNA: AU243701
- PubChem: 124489852
- PDB-CCD: GIQ
- KNApSAcK: 42725
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)
0 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
- Adriana Nowak, Agata Czyżowska, Krzysztof Huben, Michał Sójka, Sławomir Kuberski, Anna Otlewska, Katarzyna Śliżewska. Prebiotics and age, but not probiotics affect the transformation of 2-amino-3-methyl-3H-imidazo[4,5-f]quinoline (IQ) by fecal microbiota - An in vitro study.
Anaerobe.
2016 Jun; 39(?):124-35. doi:
10.1016/j.anaerobe.2016.03.009. [PMID: 27034248] - Adriana Nowak, Agata Czyżowska, Małgorzata Stańczyk. Protective activity of probiotic bacteria against 2-amino-3-methyl-3H-imidazo[4,5-f]quinoline (IQ) and 2-amino-1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine (PhIP) - an in vitro study.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2015; 32(11):1927-38. doi:
10.1080/19440049.2015.1084651. [PMID: 26295367] - Adriana Nowak, Katarzyna Śliżewska. β-Glucuronidase and β-glucosidase activity and human fecal water genotoxicity in the presence of probiotic lactobacilli and the heterocyclic aromatic amine IQ in vitro.
Environmental toxicology and pharmacology.
2014 Jan; 37(1):66-73. doi:
10.1016/j.etap.2013.10.014. [PMID: 24309132] - Xiao-Li Xie, Min Wei, Anna Kakehashi, Shotaro Yamano, Kyoko Okabe, Masaki Tajiri, Hideki Wanibuchi. Dammar resin, a non-mutagen, induces [corrected] oxidative stress and metabolic enzymes in the liver of gpt delta transgenic mouse which is different from a mutagen, 2-amino-3-methylimidazo[4,5-f]quinoline.
Mutation research.
2012 Oct; 748(1-2):29-35. doi:
10.1016/j.mrgentox.2012.06.005. [PMID: 22766412] - Ezar Hafez, Tetsuyuki Takahashi, Hirohisa Ogawa, Makoto Sato, Tokiko Nakai, Chie Takasu, Hisanori Uehara, Keisuke Izumi. High susceptibility to zymbal gland and intestinal carcinogenesis in diabetic Otsuka long-evans Tokushima Fatty rats.
Journal of toxicologic pathology.
2011 Dec; 24(4):187-93. doi:
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Journal of enzyme inhibition and medicinal chemistry.
2011 Dec; 26(6):883-9. doi:
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Mutation research.
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BMC biochemistry.
2011 Apr; 12(?):15. doi:
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Nutrition and cancer.
2011; 63(2):300-5. doi:
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2010 Jun; 10(?):29. doi:
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2010 Mar; 11(1):51-8. doi:
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Drug and chemical toxicology.
2010; 33(1):64-76. doi:
10.3109/01480540903170738. [PMID: 19995306] - Fong-Fu Hsu, Vijaya M Lakshmi, Terry V Zenser. Characterization of new metabolites from in vivo biotransformation of 2-amino-3-methylimidazo[4,5-f]quinoline in mouse by mass spectrometry.
Journal of mass spectrometry : JMS.
2009 Sep; 44(9):1359-68. doi:
10.1002/jms.1620. [PMID: 19629964] - Mojgan Najafzadeh, P Dominic Reynolds, Adolf Baumgartner, Diana Anderson. Flavonoids inhibit the genotoxicity of hydrogen peroxide (H(2)O(2)) and of the food mutagen 2-amino-3-methylimadazo[4,5-f]-quinoline (IQ) in lymphocytes from patients with inflammatory bowel disease (IBD).
Mutagenesis.
2009 Sep; 24(5):405-11. doi:
10.1093/mutage/gep016. [PMID: 19553277] - Vijaya M Lakshmi, Fong-Fu Hsu, Terry V Zenser. Identification of new 2-amino-3-methylimidazo[4,5-f]quinoline urinary metabolites from beta-naphthoflavone-treated mice.
Drug metabolism and disposition: the biological fate of chemicals.
2009 Aug; 37(8):1690-7. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2008 Dec; 46(12):3677-83. doi:
10.1016/j.fct.2008.09.046. [PMID: 18929617] - Vijaya M Lakshmi, Fong Fu Hsu, Terry V Zenser. N-Demethylation is a major route of 2-amino-3-methylimidazo[4,5-f]quinoline metabolism in mouse.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Jun; 36(6):1143-52. doi:
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Phytomedicine : international journal of phytotherapy and phytopharmacology.
2008 Mar; 15(3):216-20. doi:
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Carcinogenesis.
2007 Nov; 28(11):2419-25. doi:
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Mutation research.
2007 Aug; 632(1-2):1-8. doi:
10.1016/j.mrgentox.2007.03.013. [PMID: 17590382] - Harvey J Armbrecht, Vijaya M Lakshmi, Jason Wickstra, Fong Fu Hsu, Terry V Zenser. Metabolism of a heterocyclic amine colon carcinogen in young and old rats.
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2007 Apr; 35(4):633-9. doi:
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Journal of carcinogenesis.
2006 Nov; 5(?):24. doi:
10.1186/1477-3163-5-24. [PMID: 17118177] - M L H Vlaming, K Mohrmann, E Wagenaar, D R de Waart, R P J Oude Elferink, J S Lagas, O van Tellingen, L D Vainchtein, H Rosing, J H Beijnen, J H M Schellens, A H Schinkel. Carcinogen and anticancer drug transport by Mrp2 in vivo: studies using Mrp2 (Abcc2) knockout mice.
The Journal of pharmacology and experimental therapeutics.
2006 Jul; 318(1):319-27. doi:
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International journal of cancer.
2006 May; 118(10):2399-404. doi:
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Cancer science.
2006 May; 97(5):368-73. doi:
10.1111/j.1349-7006.2006.00191.x. [PMID: 16630133] - Sunita B Jones, James D Brooks. Modest induction of phase 2 enzyme activity in the F-344 rat prostate.
BMC cancer.
2006 Mar; 6(?):62. doi:
10.1186/1471-2407-6-62. [PMID: 16539699] - Antonius E van Herwaarden, Els Wagenaar, Barbara Karnekamp, Gracia Merino, Johan W Jonker, Alfred H Schinkel. 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.
Carcinogenesis.
2006 Jan; 27(1):123-30. doi:
10.1093/carcin/bgi176. [PMID: 16000399] - Sevtap Aydin, A Ahmet Başaran, Nurşen Başaran. The effects of thyme volatiles on the induction of DNA damage by the heterocyclic amine IQ and mitomycin C.
Mutation research.
2005 Mar; 581(1-2):43-53. doi:
10.1016/j.mrgentox.2004.10.017. [PMID: 15725604] - Ricky D Holland, Theresa Gehring, Jason Taylor, Brian G Lake, Nigel J Gooderham, Robert J Turesky. Formation of a mutagenic heterocyclic aromatic amine from creatinine in urine of meat eaters and vegetarians.
Chemical research in toxicology.
2005 Mar; 18(3):579-90. doi:
10.1021/tx049675w. [PMID: 15777097] - C L Chepanoske, K Brown, K W Turteltaub, K H Dingley. Characterization of a peptide adduct formed by N-acetoxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), a reactive intermediate of the food carcinogen PhIP.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2004 Aug; 42(8):1367-72. doi:
10.1016/j.fct.2003.11.012. [PMID: 15207388] - V R Yoxall, D A Parker, P A Kentish, C Ioannides. Short-term black tea intake modulates the excretion of urinary mutagens in rats treated with 2-amino-3-methylimidazo-[4,5-f]quinoline (IQ): role of CYP1A2 upregulation.
Archives of toxicology.
2004 Aug; 78(8):477-82. doi:
10.1007/s00204-004-0562-3. [PMID: 15034640] - Victoria Yoxall, Judith Wilson, Costas Ioannides. An improved method for the extraction of mutagens from human urine and cooked meat using blue rayon.
Mutation research.
2004 Apr; 559(1-2):121-30. doi:
10.1016/j.mrgentox.2004.01.006. [PMID: 15066580] - P Kestell, S Zhu, L R Ferguson. Mechanisms by which resistant starches and non-starch polysaccharide sources affect the metabolism and disposition of the food carcinogen, 2-amino-3-methylimidazo[4,5-f]quinoline.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Mar; 802(1):201-10. doi:
10.1016/j.jchromb.2003.10.046. [PMID: 15036012] - F Kassie, E F Lhoste, A Bruneau, M Zsivkovits, F Ferk, M Uhl, T Zidek, S Knasmüller. Effect of intestinal microfloras from vegetarians and meat eaters on the genotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline, a carcinogenic heterocyclic amine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Mar; 802(1):211-5. doi:
10.1016/j.jchromb.2003.10.045. [PMID: 15036013] - Tian-Wei Yu, Meirong Xu, Roderick H Dashwood. Antimutagenic activity of spearmint.
Environmental and molecular mutagenesis.
2004; 44(5):387-93. doi:
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Carcinogenesis.
2003 Dec; 24(12):1913-8. doi:
10.1093/carcin/bgg167. [PMID: 12970070] - Vibeke M Breinholt, Anne Marie Mølck, Gitte W Svendsen, Bahram Daneshvar, Anne M Vinggaard, Morten Poulsen, Lars O Dragsted. Effects of dietary antioxidants and 2-amino-3-methylimidazo[4,5-f]- quinoline (IQ) on preneoplastic lesions and on oxidative damage, hormonal status, and detoxification capacity in the rat.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2003 Oct; 41(10):1315-23. doi:
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2003 Aug; 41(8):1185-92. doi:
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2001 Oct; 49(10):5000-4. doi:
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Carcinogenesis.
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Nutrition (Burbank, Los Angeles County, Calif.).
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