2-Amino-3,4-dimethylimidazo[4,5-f]quinoline (BioDeep_00000012717)

 

Secondary id: BioDeep_00001868326

human metabolite Endogenous


代谢物信息卡片


2-amino-3,4-Dimethyl-3H-imidazo[4,5-F]quinoline

化学式: C12H12N4 (212.10619119999998)
中文名称: 2-氨基-3,4-二甲基-3H-咪唑并喹啉
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC2=C(C=CC=N2)C3=C1N(C(=N3)N)C
InChI: InChI=1S/C12H12N4/c1-7-6-9-8(4-3-5-14-9)10-11(7)16(2)12(13)15-10/h3-6H,1-2H3,(H2,13,15)

描述信息

2-Amino-3,4-dimethylimidazo[4,5-f]quinoline is found in animal foods. 2-Amino-3,4-dimethylimidazo[4,5-f]quinoline is isolated from sardines, beef extract and hamburger, probably widely distributed in cooked food
Isolated from sardines, beef extract and hamburger, probably widely distributed in cooked foods. 2-Amino-3,4-dimethylimidazo[4,5-f]quinoline is found in fishes and animal foods.
D009676 - Noxae > D002273 - Carcinogens
D009676 - Noxae > D009153 - Mutagens

同义名列表

13 个代谢物同义名

2-amino-3,4-Dimethyl-3H-imidazo[4,5-F]quinoline; 2-amino-3,4-Dimethyl-3H-imidazo(4,5-F)quinoline; 3,4-Dimethyl-3H-imidazo(4,5-F)quinolin-2-amine; 3,4-Dimethyl-3H-imidazo[4,5-F]quinolin-2-amine; 2-amino-3,4-dimethylimidazo(4,5-F)Quinoline; 2-Amino-3,4-dimethylimidazo[4,5-f]quinoline; 3,4-dimethylimidazo[4,5-f]quinolin-2-amine; Methyl-iq; Methyl iq; Me iq; Me-iq; MELQ; MeIQ



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

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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。

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文献列表

  • Maïa Meurillon, Magaly Angénieux, Frédéric Mercier, Patrick Blinet, Laurent Chaloin, Sylvie Chevolleau, Laurent Debrauwer, Erwan Engel. Mitigation of heterocyclic aromatic amines in cooked meat. Part I: Informed selection of antioxidants based on molecular modeling. Food chemistry. 2020 Nov; 331(?):127264. doi: 10.1016/j.foodchem.2020.127264. [PMID: 32619906]
  • Falco Beer, Felix Urbat, Charles M A P Franz, Melanie Huch, Sabine E Kulling, Mirko Bunzel, Diana Bunzel. The Human Fecal Microbiota Metabolizes Foodborne Heterocyclic Aromatic Amines by Reuterin Conjugation and Further Transformations. Molecular nutrition & food research. 2019 05; 63(10):e1801177. doi: 10.1002/mnfr.201801177. [PMID: 30815965]
  • Yoshiharu Okuno, Shinsuke Marumoto, Mitsuo Miyazawa. Antimutagenic activity of flavonoids from Sozuku. Natural product research. 2019 Mar; 33(6):862-865. doi: 10.1080/14786419.2017.1408104. [PMID: 29183163]
  • Vinod Vijayan, Avik Mazumder. In vitro inhibition of food borne mutagens induced mutagenicity by cinnamon (Cinnamomum cassia) bark extract. Drug and chemical toxicology. 2018 Oct; 41(4):385-393. doi: 10.1080/01480545.2018.1439056. [PMID: 29482462]
  • Fernando De Andrés, Mohammed Zougagh, Gregorio Castañeda, Angel Ríos. Determination of heterocyclic amines in urine samples by capillary liquid chromatography with evaporated light-scattering detection. Analytical and bioanalytical chemistry. 2010 May; 397(1):223-231. doi: 10.1007/s00216-009-3370-z. [PMID: 20396988]
  • Mitsuo Miyazawa, Go Kohno. Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test. Natural product research. 2005 Jan; 19(1):29-36. doi: 10.1080/14786410310001643858. [PMID: 15700642]
  • Sakae Arimoto-Kobayashi, Naomi Inada, Yasuko Sato, Chitose Sugiyama, Keinosuke Okamoto, Hikoya Hayatsu, Tomoe Negishi. Inhibitory effects of (-)-epigallocatechin gallate on the mutation, DNA strand cleavage, and DNA adduct formation by heterocyclic amines. Journal of agricultural and food chemistry. 2003 Aug; 51(17):5150-3. doi: 10.1021/jf0302761. [PMID: 12903983]
  • Mark G Knize, Kristen S Kulp, Cynthia P Salmon, Garrett A Keating, James S Felton. Factors affecting human heterocyclic amine intake and the metabolism of PhIP. Mutation research. 2002 Sep; 506-507(?):153-62. doi: 10.1016/s0027-5107(02)00162-8. [PMID: 12351155]
  • Emmanuelle Tavan, Chantal Cayuela, Jean-Michel Antoine, Germain Trugnan, Chantal Chaugier, Pierrette Cassand. Effects of dairy products on heterocyclic aromatic amine-induced rat colon carcinogenesis. Carcinogenesis. 2002 Mar; 23(3):477-83. doi: 10.1093/carcin/23.3.477. [PMID: 11895863]
  • 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. 2002 Feb; 49(1-2):25-34. doi: ". [PMID: 11901756]
  • S Chiampanichayakul, K Kataoka, H Arimochi, S Thumvijit, T Kuwahara, H Nakayama, U Vinitketkumnuen, Y Ohnishi. Inhibitory effects of bitter melon (Momordica charantia Linn.) on bacterial mutagenesis and aberrant crypt focus formation in the rat colon. The journal of medical investigation : JMI. 2001 Feb; 48(1-2):88-96. doi: . [PMID: 11286022]
  • J S Vogel, K W Turteltaub. Accelerator mass spectrometry as a bioanalytical tool for nutritional research. Advances in experimental medicine and biology. 1998; 445(?):397-410. doi: 10.1007/978-1-4899-1959-5_25. [PMID: 9781403]
  • Y F Sasaki, A Saga, M Akasaka, E Nishidate, M Watanabe-Akanuma, T Ohta, N Matsusaka, S Tsuda. In vivo genotoxicity of heterocyclic amines detected by a modified alkaline single cell gel electrophoresis assay in a multiple organ study in the mouse. Mutation research. 1997 Dec; 395(1):57-73. doi: 10.1016/s1383-5718(97)00142-3. [PMID: 9465914]
  • R Edenharder, C Leopold, M Kries. Modifying actions of solvent extracts from fruit and vegetable residues on 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and 2-amino-3,4-dimethylimidazo[4,5-f]quinoxaline (MeIQx) induced mutagenesis in Salmonella typhimurium TA 98. Mutation research. 1995 Feb; 341(4):303-18. doi: 10.1016/0165-1218(95)90101-9. [PMID: 7531289]
  • R Dashwood, D Guo. Protective properties of chlorophylls against the covalent binding of heterocyclic amines to DNA in vitro and in vivo. Princess Takamatsu symposia. 1995; 23(?):181-9. doi: NULL. [PMID: 8844809]
  • R J Turesky, G A Gross, W G Stillwell, P L Skipper, S R Tannenbaum. Species differences in metabolism of heterocyclic aromatic amines, human exposure, and biomonitoring. Environmental health perspectives. 1994 Oct; 102 Suppl 6(?):47-51. doi: 10.1289/ehp.94102s647. [PMID: 7889858]
  • T Kato, H Nakasa, S Ohmori, T Kamataki, K Itahashi, T Shimada, T Rikihisa, M Kitada. Possible occurrence of P450 related to P450 HFLb in extrahepatic tissues of human fetuses and its contribution to metabolic activation of promutagens. Mutation research. 1994 Oct; 310(1):73-7. doi: 10.1016/0027-5107(94)90010-8. [PMID: 7523886]
  • H Wallin, J A Holme, J Alexander. Covalent binding of food carcinogens MeIQx, MeIQ and IQ to DNA and protein in microsomal incubations and isolated rat hepatocytes. Pharmacology & toxicology. 1992 Mar; 70(3):220-5. doi: 10.1111/j.1600-0773.1992.tb00460.x. [PMID: 1579548]
  • R A McKinnon, P D Hall, L C Quattrochi, R H Tukey, M E McManus. Localization of CYP1A1 and CYP1A2 messenger RNA in normal human liver and in hepatocellular carcinoma by in situ hybridization. Hepatology (Baltimore, Md.). 1991 Nov; 14(5):848-56. doi: 10.1002/hep.1840140517. [PMID: 1657755]
  • J A Holme, G Brunborg, J Alexander, B Trygg, E J Søderlund. Genotoxic effects of 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ) in rats measured by alkaline elution. Mutation research. 1991 Nov; 251(1):1-6. doi: 10.1016/0027-5107(91)90209-7. [PMID: 1944367]
  • M Vanderlaan, J Alexander, C Thomas, T Djanegara, M Hwang, B E Watkins, H Wallin. Immunochemical detection of rodent hepatic and urinary metabolites of cooking-induced food mutagens. Carcinogenesis. 1991 Feb; 12(2):349-54. doi: 10.1093/carcin/12.2.349. [PMID: 1995196]
  • M Hall, M N Shé, D Wild, I Fasshauer, A Hewer, D H Phillips. Tissue distribution of DNA adducts in CDF1 mice fed 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ). Carcinogenesis. 1990 Jun; 11(6):1005-11. doi: 10.1093/carcin/11.6.1005. [PMID: 2347059]
  • X L Liu. [Genotoxicity of fried fish extract, MeIQ and inhibition by green tea antioxidant]. Zhonghua zhong liu za zhi [Chinese journal of oncology]. 1990 May; 12(3):170-3. doi: ". [PMID: 2249586]
  • G Brunborg, J A Holme, E J Søderlund, E Dybing. Organ-specific genotoxic effects of chemicals: the use of alkaline elution to detect DNA damage in various organs of in vivo-exposed animals. Progress in clinical and biological research. 1990; 340D(?):43-52. doi: NULL. [PMID: 2115178]
  • X L Liu. [Preliminary study on mutagenicity of MeIQ and extracts of fried fish and antimutagenicity of some dietary factors]. Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae. 1989 Apr; 11(2):97-101. doi: ". [PMID: 2528427]
  • J Alexander, J A Holme, H Wallin, G Becher. Characterisation of metabolites of the food mutagens 2-amino-3-methylimidazo[4,5-f]quinoline and 2-amino-3,4-dimethylimidazo[4,5-f]quinoline formed after incubation with isolated rat liver cells. Chemico-biological interactions. 1989; 72(1-2):125-42. doi: 10.1016/0009-2797(89)90023-9. [PMID: 2510946]
  • F C Størmer, J Alexander, G Becher. Fluorometric detection of 2-amino-3-methylimidazo[4,5-f]quinoline, 2-amino-3,4-dimethylimidazo[4,5-f]quinoline and their N-acetylated metabolites excreted by the rat. Carcinogenesis. 1987 Sep; 8(9):1277-80. doi: 10.1093/carcin/8.9.1277. [PMID: 3621465]
  • J A Holme, J Alexander, E Dybing. Mutagenic activation of 2-amino-3-methylimidazo[4,5-f]-quinoline (IQ) and 2-amino-3,4-dimethylimidazo[4,5-f]-quinoline (MeIQ) by subcellular fractions and cells isolated from small intestine, kidney and liver of the rat. Cell biology and toxicology. 1987 Mar; 3(1):51-61. doi: 10.1007/bf00117825. [PMID: 3148360]
  • K Bergman. Autoradiographic distribution of 14C-labeled 3H-imidazo[4,5-f]quinoline-2-amines in mice. Cancer research. 1985 Mar; 45(3):1351-6. doi: NULL. [PMID: 3971379]
  • P Sjödin, M Jägerstad. A balance study of 14C-labelled 3H-imidazo[4,5-f]quinolin-2-amines (IQ and MeIQ) in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1984 Mar; 22(3):207-10. doi: 10.1016/0278-6915(84)90128-5. [PMID: 6538539]