Benzylamine (BioDeep_00000002910)

 

Secondary id: BioDeep_00000415765

human metabolite blood metabolite


代谢物信息卡片


Poly(styrene-divinylbenzene), aminomethylated

化学式: C7H9N (107.0734954)
中文名称: 氨基甲基聚苯乙烯树脂, 苄胺
谱图信息: 最多检出来源 Homo sapiens(blood) 15.49%

分子结构信息

SMILES: c1(ccccc1)CN
InChI: InChI=1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2

描述信息

Benzylamine, also known as a-aminotoluene or moringine, belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine. Benzylamine is found, on average, in the highest concentration within a few different foods, such as corns, white cabbages, and cabbages and in a lower concentration in wild carrots, carrots, and apples. Benzylamine has also been detected, but not quantified, in several different foods, such as common chokecherries, black cabbages, macadamia nut (m. tetraphylla), ginsengs, and lettuces. This could make benzylamine a potential biomarker for the consumption of these foods.
Alkaloid from Moringa oleifera (horseradish tree)
CONFIDENCE standard compound; INTERNAL_ID 8084

同义名列表

31 个代谢物同义名

Poly(styrene-divinylbenzene), aminomethylated; laquo omegaraquo -Aminotoluene; Quadrapure(TM) benzylamine; Benzylamine hydrochloride; Benzylamine hydrobromide; Benzylamine monosulfate; Benzenemethanamine, 9ci; .omega.-aminotoluene; (Aminomethyl)benzene; 1-Phenylmethanamine; Toluene,alpha-amino; (Phenylmethyl)amine; Benzenemethanamine; Omega-aminotoluene; alpha-Aminotoluene; Quadrapure(TM) bza; phenylmethanamine; Monobenzylamine; Α-aminotoluene; a-Aminotoluene; N-Benzylamine; benzylazanium; Aminotoluene; BENZYLAMINE; Sumine 2006; Sumine 2005; Moringine; 1Utn; 2Bza; 1Utj; ABN



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

9 个相关的代谢反应过程信息。

Reactome(9)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

7 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

  • Ali Salehi Sardoei, Mojtaba Tahmasebi, Fatemeh Bovand, Mansour Ghorbanpour. Exogenously applied gibberellic acid and benzylamine modulate growth and chemical constituents of dwarf schefflera: a stepwise regression analysis. Scientific reports. 2024 04; 14(1):7896. doi: 10.1038/s41598-024-57985-0. [PMID: 38570571]
  • K Mohamed Shafi, Radha Sivarajan Sajeevan, Sania Kouser, Chethala N Vishnuprasad, Ramanathan Sowdhamini. Transcriptome profiling of two Moringa species and insights into their antihyperglycemic activity. BMC plant biology. 2022 Dec; 22(1):561. doi: 10.1186/s12870-022-03938-6. [PMID: 36460949]
  • Christian Carpéné, Pénélope Viana, Zsuzsa Iffiú-Soltesz, Pál Tapolcsányi, Anna Ágota Földi, Péter Mátyus, Petra Dunkel. Effects of Chemical Structures Interacting with Amine Oxidases on Glucose, Lipid and Hydrogen Peroxide Handling by Human Adipocytes. Molecules (Basel, Switzerland). 2022 Sep; 27(19):. doi: 10.3390/molecules27196224. [PMID: 36234761]
  • Wiem Haj Ahmed, Nathalie Boulet, Anaïs Briot, Barry J Ryan, Gemma K Kinsella, Jeffrey O'Sullivan, Francisco Les, Josep Mercader-Barceló, Gary T M Henehan, Christian Carpéné. Novel Facet of an Old Dietary Molecule? Direct Influence of Caffeine on Glucose and Biogenic Amine Handling by Human Adipocytes. Molecules (Basel, Switzerland). 2021 Jun; 26(13):. doi: 10.3390/molecules26133831. [PMID: 34201708]
  • Zhipeng Zhang, Jie Guo, Maojun Cheng, Weixin Zhou, Yang Wan, Rikang Wang, Yuanying Fang, Yi Jin, Jing Liu, Sai-Sai Xie. Design, synthesis, and biological evaluation of novel xanthone-alkylbenzylamine hybrids as multifunctional agents for the treatment of Alzheimer's disease. European journal of medicinal chemistry. 2021 Mar; 213(?):113154. doi: 10.1016/j.ejmech.2021.113154. [PMID: 33476932]
  • Mihaela D Leonida, Sabrina Belbekhouche, Eugene Kang, Tae-Hoon Kim. Molecular 'wiring' of plasma amine oxidase: Green and enzyme friendly approaches. International journal of biological macromolecules. 2020 Dec; 165(Pt B):2071-2078. doi: 10.1016/j.ijbiomac.2020.10.082. [PMID: 33086108]
  • Cheng-Tsung Liu, Yuahn-Sieh Huang, Hsin-Chien Chen, Kuo-Hsing Ma, Chih-Hung Wang, Chuang-Hsin Chiu, Jui-Hu Shih, Hsiao-Hsien Kang, Chyng-Yann Shiue, I-Hsun Li. Evaluation of brain SERT with 4-[18F]-ADAM/micro-PET and hearing protective effects of dextromethorphan in hearing loss rat model. Toxicology and applied pharmacology. 2019 09; 378(?):114604. doi: 10.1016/j.taap.2019.114604. [PMID: 31153898]
  • Michael J Reid, Russell Eyre, Terry Podoll. Oxidative Deamination of Emixustat by Human Vascular Adhesion Protein-1/Semicarbazide-Sensitive Amine Oxidase. Drug metabolism and disposition: the biological fate of chemicals. 2019 05; 47(5):504-515. doi: 10.1124/dmd.118.085811. [PMID: 30787099]
  • Maria I Makedonskaya, Irina A Veselova, Stepan N Kalmykov, Tatiana N Shekhovtsova. Novel biosensing system for the simultaneous multiplex fluorescent determination of catecholamines and their metabolites in biological liquids. Journal of pharmaceutical and biomedical analysis. 2018 Jul; 156(?):133-141. doi: 10.1016/j.jpba.2018.04.026. [PMID: 29702391]
  • Rui Xu, Ganyuan Xiao, Yan Li, Hongyan Liu, Qing Song, Xiaoyu Zhang, Ziyi Yang, Yunxiaozhu Zheng, Zhenghuai Tan, Yong Deng. Multifunctional 5,6-dimethoxybenzo[d]isothiazol-3(2H)-one-N-alkylbenzylamine derivatives with acetylcholinesterase, monoamine oxidases and β-amyloid aggregation inhibitory activities as potential agents against Alzheimer's disease. Bioorganic & medicinal chemistry. 2018 05; 26(8):1885-1895. doi: 10.1016/j.bmc.2018.02.037. [PMID: 29500132]
  • Chungang Gu, Michelle L Lamb, Jeffrey W Johannes, Mark A Sylvester, Mark S Eisman, Rane A Harrison, Haiqing Hu, Steven Kazmirski, Keith Mikule, Bo Peng, Nancy Su, Wenxian Wang, Qing Ye, Xiaolan Zheng, Paul D Lyne, David A Scott. Modulating the strength of hydrogen bond acceptors to achieve low Caco2 efflux for oral bioavailability of PARP inhibitors blocking centrosome clustering. Bioorganic & medicinal chemistry letters. 2016 10; 26(19):4775-4780. doi: 10.1016/j.bmcl.2016.08.030. [PMID: 27578247]
  • Christian Carpéné, Francisco Les, Mounia Hasnaoui, Simon Biron, Picard Marceau, Denis Richard, Jean Galitzky, Denis R Joanisse, Pascale Mauriège. Anatomical distribution of primary amine oxidase activity in four adipose depots and plasma of severely obese women with or without a dysmetabolic profile. Journal of physiology and biochemistry. 2016 Aug; 73(3):475-486. doi: 10.1007/s13105-016-0526-0. [PMID: 27766585]
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  • Ikumi Ishii, Yoshihiko Ikeguchi, Hiroshi Mano, Masahiro Wada, Anthony E Pegg, Akira Shirahata. Polyamine metabolism is involved in adipogenesis of 3T3-L1 cells. Amino acids. 2012 Feb; 42(2-3):619-26. doi: 10.1007/s00726-011-1037-5. [PMID: 21809076]
  • C Carpéné, A Desquesnes, A Gomez-Ruiz, Z Iffiú-Soltész, S Le Gonidec, J Mercader. Long-term activation of semicarbazide-sensitive amine oxidase lowers circulating levels of uric acid in diabetic conditions. Physiological research. 2012; 61(3):251-7. doi: 10.33549/physiolres.932211. [PMID: 22480418]
  • Thomas H Graham, Hong C Shen, Wensheng Liu, Yusheng Xiong, Andreas Verras, Kelly Bleasby, Urmi R Bhatt, Renee M Chabin, Dunlu Chen, Qing Chen, Margarita Garcia-Calvo, Wayne M Geissler, Huaibing He, Michael E Lassman, Zhu Shen, Xinchun Tong, Elaine C Tung, Dan Xie, Suoyu Xu, Steven L Colletti, James R Tata, Jeffrey J Hale, Shirly Pinto, Dong-Ming Shen. The discovery of non-benzimidazole and brain-penetrant prolylcarboxypeptidase inhibitors. Bioorganic & medicinal chemistry letters. 2012 Jan; 22(1):658-65. doi: 10.1016/j.bmcl.2011.10.060. [PMID: 22079761]
  • Giulietta Sinigaglia, Massimiliano Magro, Giovanni Miotto, Sara Cardillo, Enzo Agostinelli, Radek Zboril, Eris Bidollari, Fabio Vianello. Catalytically active bovine serum amine oxidase bound to fluorescent and magnetically drivable nanoparticles. International journal of nanomedicine. 2012; 7(?):2249-59. doi: 10.2147/ijn.s28237. [PMID: 22619559]
  • Majambu Mbikay. Therapeutic Potential of Moringa oleifera Leaves in Chronic Hyperglycemia and Dyslipidemia: A Review. Frontiers in pharmacology. 2012; 3(?):24. doi: 10.3389/fphar.2012.00024. [PMID: 22403543]
  • Zhexuan Lin, Hui Li, Hongjun Luo, Yuan Zhang, Wenhong Luo. Benzylamine and methylamine, substrates of semicarbazide-sensitive amine oxidase, attenuate inflammatory response induced by lipopolysaccharide. International immunopharmacology. 2011 Aug; 11(8):1079-89. doi: 10.1016/j.intimp.2011.03.002. [PMID: 21414430]
  • Heli Elovaara, Heidi Kidron, Vimal Parkash, Yvonne Nymalm, Eva Bligt, Pauli Ollikka, David J Smith, Marjo Pihlavisto, Marko Salmi, Sirpa Jalkanen, Tiina A Salminen. Identification of two imidazole binding sites and key residues for substrate specificity in human primary amine oxidase AOC3. Biochemistry. 2011 Jun; 50(24):5507-20. doi: 10.1021/bi200117z. [PMID: 21585208]
  • Jia Liu, Xiaoyan Chen, Yifan Zhang, Hong Miao, Ke Liu, Liang Li, Dafang Zhong. Derivatization of (5R)-hydroxytriptolide from benzylamine to enhance mass spectrometric detection: application to a Phase I pharmacokinetic study in humans. Analytica chimica acta. 2011 Mar; 689(1):69-76. doi: 10.1016/j.aca.2011.01.016. [PMID: 21338759]
  • Yuji Hirowatari, Katsuko Hara, Yuko Shimura, Hakuo Takahashi. Serotonin levels in platelet-poor plasma and whole blood from healthy subjects: relationship with lipid markers and coronary heart disease risk score. Journal of atherosclerosis and thrombosis. 2011; 18(10):874-82. doi: 10.5551/jat.8995. [PMID: 21712614]
  • A Olivieri, K Tipton. Inhibition of bovine plasma semicarbazide-sensitive amine oxidase by caffeine. Journal of biochemical and molecular toxicology. 2011 Jan; 25(1):26-7. doi: 10.1002/jbt.20356. [PMID: 21322095]
  • Ipek Ozcan, Freimar Segura-Sánchez, Kawthar Bouchemal, Murat Sezak, Ozgen Ozer, Tamer Güneri, Gilles Ponchel. Pegylation of poly(γ-benzyl-L-glutamate) nanoparticles is efficient for avoiding mononuclear phagocyte system capture in rats. International journal of nanomedicine. 2010 Dec; 5(?):1103-11. doi: 10.2147/ijn.s15493. [PMID: 21270961]
  • Dimitra Hadjipavlou-Litina, George E Magoulas, Stavros E Bariamis, Denis Drainas, Konstantinos Avgoustakis, Dionissios Papaioannou. Does conjugation of antioxidants improve their antioxidative/anti-inflammatory potential?. Bioorganic & medicinal chemistry. 2010 Dec; 18(23):8204-17. doi: 10.1016/j.bmc.2010.10.012. [PMID: 21041094]
  • B K Binukumar, Amanjit Bal, Ramesh J L Kandimalla, Kiran Dip Gill. Nigrostriatal neuronal death following chronic dichlorvos exposure: crosstalk between mitochondrial impairments, α synuclein aggregation, oxidative damage and behavioral changes. Molecular brain. 2010 Nov; 3(?):35. doi: 10.1186/1756-6606-3-35. [PMID: 21073741]
  • Emanuela Bonaiuto, Michele Lunelli, Marina Scarpa, Roberto Vettor, Gabriella Milan, Maria Luisa Di Paolo. A structure-activity study to identify novel and efficient substrates of the human semicarbazide-sensitive amine oxidase/VAP-1 enzyme. Biochimie. 2010 Jul; 92(7):858-68. doi: 10.1016/j.biochi.2010.03.006. [PMID: 20298739]
  • Mark Wainwright, Simon D Brandt, Andrew Smith, Andrew Styles, Katie Meegan, Ciara Loughran. Phenothiazinium photosensitisers VII: novel substituted asymmetric N-benzylphenothiaziniums as photoantimicrobial agents. Journal of photochemistry and photobiology. B, Biology. 2010 May; 99(2):74-7. doi: 10.1016/j.jphotobiol.2010.02.008. [PMID: 20231100]
  • Zsuzsa Iffiú-Soltész, Estelle Wanecq, Almudena Lomba, Maria P Portillo, Federica Pellati, Eva Szöko, Sandy Bour, John Woodley, Fermin I Milagro, J Alfredo Martinez, Philippe Valet, Christian Carpéné. Chronic benzylamine administration in the drinking water improves glucose tolerance, reduces body weight gain and circulating cholesterol in high-fat diet-fed mice. Pharmacological research. 2010 Apr; 61(4):355-63. doi: 10.1016/j.phrs.2009.12.014. [PMID: 20045461]
  • Z Iffiú-Soltész, E Wanecq, D Prévot, S Grès, C Carpéné. Histamine oxidation in mouse adipose tissue is controlled by the AOC3 gene-encoded amine oxidase. Inflammation research : official journal of the European Histamine Research Society ... [et al.]. 2010 Mar; 59 Suppl 2(?):S227-9. doi: 10.1007/s00011-009-0129-0. [PMID: 20012150]
  • Alexandros B Tsoupras, Maria Roulia, Eleftherios Ferentinos, Ioannis Stamatopoulos, Constantinos A Demopoulos, Panayotis Kyritsis. Structurally diverse metal coordination compounds, bearing imidodiphosphinate and diphosphinoamine ligands, as potential inhibitors of the platelet activating factor. Bioinorganic chemistry and applications. 2010; ?(?):. doi: 10.1155/2010/731202. [PMID: 20689709]
  • Nenad Vukovic, Slobodan Sukdolak, Slavica Solujic, Neda Niciforovic. An efficient synthesis and antioxidant properties of novel imino and amino derivatives of 4-hydroxy coumarins. Archives of pharmacal research. 2010 Jan; 33(1):5-15. doi: 10.1007/s12272-010-2220-z. [PMID: 20191339]
  • Hidekatsu Yanai, Yoshiharu Tomono, Kumie Ito, Yuji Hirowatari, Hiroshi Yoshida, Norio Tada. A molecular mechanism for diacylglycerol-mediated promotion of negative caloric balance. Diabetes, metabolic syndrome and obesity : targets and therapy. 2009 Dec; 3(?):1-6. doi: 10.2147/dmso.s8481. [PMID: 21437070]
  • Jean-Marie Launay, Muriel Del Pino, Gilles Chironi, Jacques Callebert, Katell Peoc'h, Jean-Louis Mégnien, Jacques Mallet, Alain Simon, Francine Rendu. Smoking induces long-lasting effects through a monoamine-oxidase epigenetic regulation. PloS one. 2009 Nov; 4(11):e7959. doi: 10.1371/journal.pone.0007959. [PMID: 19956754]
  • M M Alam, Asif Husain, S M Hasan, Suruchi, T Anwer. Synthesis and pharmacological evaluation of 2(3H)-furanones and 2(3H)-pyrrolones, combining analgesic and anti-inflammatory properties with reduced gastrointestinal toxicity and lipid peroxidation. European journal of medicinal chemistry. 2009 Jun; 44(6):2636-42. doi: 10.1016/j.ejmech.2008.10.030. [PMID: 19059680]
  • John T Randolph, Charles A Flentge, Peggy P Huang, Douglas K Hutchinson, Larry L Klein, Hock B Lim, Rubina Mondal, Thomas Reisch, Debra A Montgomery, Wen W Jiang, Sherie V Masse, Lisa E Hernandez, Rodger F Henry, Yaya Liu, Gennadiy Koev, Warren M Kati, Kent D Stewart, David W A Beno, Akhteruzzaman Molla, Dale J Kempf. Synthesis and biological characterization of B-ring amino analogues of potent benzothiadiazine hepatitis C virus polymerase inhibitors. Journal of medicinal chemistry. 2009 May; 52(10):3174-83. doi: 10.1021/jm801485z. [PMID: 19402666]
  • Antonio Zorzano, Manuel Palacín, Luc Marti, Silvia García-Vicente. Arylalkylamine vanadium salts as new anti-diabetic compounds. Journal of inorganic biochemistry. 2009 Apr; 103(4):559-66. doi: 10.1016/j.jinorgbio.2009.01.015. [PMID: 19246098]
  • Matteo Piazza, Clara Rossini, Silvia Della Fiorentina, Chiara Pozzi, Francesca Comelli, Isabella Bettoni, Paola Fusi, Barbara Costa, Francesco Peri. Glycolipids and benzylammonium lipids as novel antisepsis agents: synthesis and biological characterization. Journal of medicinal chemistry. 2009 Feb; 52(4):1209-13. doi: 10.1021/jm801333m. [PMID: 19161283]
  • Ke-Qing Ling, Lawrence M Sayre. Discovery of a sensitive, selective, and tightly binding fluorogenic substrate of bovine plasma amine oxidase. The Journal of organic chemistry. 2009 Jan; 74(1):339-50. doi: 10.1021/jo8018945. [PMID: 19053593]
  • Adam Akram, Marc Ongena, Francéline Duby, Jacques Dommes, Philippe Thonart. Systemic resistance and lipoxygenase-related defence response induced in tomato by Pseudomonas putida strain BTP1. BMC plant biology. 2008 Nov; 8(?):113. doi: 10.1186/1471-2229-8-113. [PMID: 19000301]
  • Manoj Mishra, Rohit Kolhatkar, Juan Zhen, Ingrid Parrington, Maarten E A Reith, Aloke K Dutta. Further structural optimization of cis-(6-benzhydryl-piperidin-3-yl)-benzylamine and 1,4-diazabicyclo[3.3.1]nonane derivatives by introducing an exocyclic hydroxyl group: interaction with dopamine, serotonin, and norepinephrine transporters. Bioorganic & medicinal chemistry. 2008 Mar; 16(6):2769-78. doi: 10.1016/j.bmc.2008.01.009. [PMID: 18249549]
  • Marc Ongena, Emmanuel Jourdan, Akram Adam, Mathias Schäfer, Herbert Budzikiewicz, Philippe Thonart. Amino acids, iron, and growth rate as key factors influencing production of the Pseudomonas putida BTP1 benzylamine derivative involved in systemic resistance induction in different plants. Microbial ecology. 2008 Feb; 55(2):280-92. doi: 10.1007/s00248-007-9275-5. [PMID: 17597337]
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  • Christian Carpéné, Danièle Daviaud, Jeremie Boucher, Sandy Bour, Virgile Visentin, Sandra Grès, Carine Duffaut, Emi Fontana, Xavier Testar, Jean-Sébastien Saulnier-Blache, Philippe Valet. Short- and long-term insulin-like effects of monoamine oxidases and semicarbazide-sensitive amine oxidase substrates in cultured adipocytes. Metabolism: clinical and experimental. 2006 Oct; 55(10):1397-405. doi: 10.1016/j.metabol.2006.06.011. [PMID: 16979412]
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  • E Wanecq, S Bour, P Verwaerde, F Smih, P Valet, C Carpéné. Increased monoamine oxidase and semicarbazide-sensitive amine oxidase activities in white adipose tissue of obese dogs fed a high-fat diet. Journal of physiology and biochemistry. 2006 Jun; 62(2):113-23. doi: 10.1007/bf03174072. [PMID: 17217165]
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