1-Methyltryptophan (BioDeep_00000395857)

 

Secondary id: BioDeep_00000600478

PANOMIX_OTCML-2023


代谢物信息卡片


(2S)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid

化学式: C12H14N2O2 (218.1055224)
中文名称: 相思子碱, 相思豆碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 35.57%

分子结构信息

SMILES: CN1C=C(C2=CC=CC=C21)CC(C(=O)O)N
InChI: InChI=1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)

描述信息

A tryptophan derivative that is tryptophan carrying a single methyl substituent at position 1 on the indole.
1-methyl-L-tryptophan is an indolyl carboxylic acid.

同义名列表

27 个代谢物同义名

1-Methyltryptophan; (2S)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid; (S)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid; (2S)-2-azanyl-3-(1-methylindol-3-yl)propanoic acid; (2S)-2-amino-3-(1-methylindol-3-yl)propanoic acid; (2S)-2-amino-3-(1-methyl-3-indolyl)propanoic acid; (2R)-2-ammonio-3-(1-methyl-3-indolyl)propanoate; 1-Methyl-L-tryptophan, 95\\%; ZADWXFSZEAPBJS-JTQLQIEISA-N; TRYPTOPHAN, 1-METHYL-, L; L-(-)-1-Methyltryptophan; N-1-Methyl-L-tryptophan; L-Tryptophan, 1-methyl-; 1-methyl -L-tryptophan; L-1-methyl-tryptophan; tryptophan, 1-methyl-; 1-Methyl-L-tryptophan; L-1-Methyltryptophan; 1-methyl-tryptophan; UNII-XD0FY1J13B; N-ME-Tryptophan; H-Trp(1-Me)-OH; (S)-Indoximod; XD0FY1J13B; 1-L-MT; 1-LMT; EXL



数据库引用编号

15 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

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

  • Michael R Duff, Scott A Gabel, Lars C Pedersen, Eugene F DeRose, Juno M Krahn, Elizabeth E Howell, Robert E London. The Structural Basis for Nonsteroidal Anti-Inflammatory Drug Inhibition of Human Dihydrofolate Reductase. Journal of medicinal chemistry. 2020 08; 63(15):8314-8324. doi: 10.1021/acs.jmedchem.0c00546. [PMID: 32658475]
  • Dong Zheng, Qi Cao, Vincent W S Lee, Ya Wang, Guoping Zheng, YuanMin Wang, Thian Kui Tan, Changqi Wang, Stephen I Alexander, David C H Harris, Yiping Wang. Lipopolysaccharide-pretreated plasmacytoid dendritic cells ameliorate experimental chronic kidney disease. Kidney international. 2012 May; 81(9):892-902. doi: 10.1038/ki.2011.471. [PMID: 22318423]
  • Masato Hoshi, Keishi Matsumoto, Hiroyasu Ito, Hirofumi Ohtaki, Yuko Arioka, Yosuke Osawa, Yasuko Yamamoto, Hidetoshi Matsunami, Akira Hara, Mitsuru Seishima, Kuniaki Saito. L-tryptophan-kynurenine pathway metabolites regulate type I IFNs of acute viral myocarditis in mice. Journal of immunology (Baltimore, Md. : 1950). 2012 Apr; 188(8):3980-7. doi: 10.4049/jimmunol.1100997. [PMID: 22422885]
  • Sergio Rutella, Franco Locatelli. Targeting multiple-myeloma-induced immune dysfunction to improve immunotherapy outcomes. Clinical & developmental immunology. 2012; 2012(?):196063. doi: 10.1155/2012/196063. [PMID: 22567028]
  • Thanavadee Prachason, Kanittha Konhan, Piyapat Pongnarin, Somruedee Chatsiricharoenkul, Yupin Suputtamongkol, Chanin Limwongse. Activation of indoleamine 2,3-dioxygenase in patients with scrub typhus and its role in growth restriction of Orientia tsutsugamushi. PLoS neglected tropical diseases. 2012; 6(7):e1731. doi: 10.1371/journal.pntd.0001731. [PMID: 22860140]
  • Nikoletta Dobos, Erik F J de Vries, Ido P Kema, Konstantinos Patas, Marloes Prins, Ingrid M Nijholt, Rudi A Dierckx, Jakob Korf, Johan A den Boer, Paul G M Luiten, Ulrich L M Eisel. The role of indoleamine 2,3-dioxygenase in a mouse model of neuroinflammation-induced depression. Journal of Alzheimer's disease : JAD. 2012; 28(4):905-15. doi: 10.3233/jad-2011-111097. [PMID: 22112548]
  • Katherine A Jackman, Vanessa H Brait, Yutang Wang, Ghassan J Maghzal, Helen J Ball, Gavin McKenzie, T Michael De Silva, Roland Stocker, Christopher G Sobey. Vascular expression, activity and function of indoleamine 2,3-dioxygenase-1 following cerebral ischaemia-reperfusion in mice. Naunyn-Schmiedeberg's archives of pharmacology. 2011 May; 383(5):471-81. doi: 10.1007/s00210-011-0611-4. [PMID: 21359968]
  • Henricus A M Mutsaers, Lambertus P van den Heuvel, Lauke H J Ringens, Anita C A Dankers, Frans G M Russel, Jack F M Wetzels, Joost G Hoenderop, Rosalinde Masereeuw. Uremic toxins inhibit transport by breast cancer resistance protein and multidrug resistance protein 4 at clinically relevant concentrations. PloS one. 2011 Apr; 6(4):e18438. doi: 10.1371/journal.pone.0018438. [PMID: 21483698]
  • Rikke Bæk Sørensen, Tania Køllgaard, Rikke Sick Andersen, Joost Huibert van den Berg, Inge Marie Svane, Per thor Straten, Mads Hald Andersen. Spontaneous cytotoxic T-Cell reactivity against indoleamine 2,3-dioxygenase-2. Cancer research. 2011 Mar; 71(6):2038-44. doi: 10.1158/0008-5472.can-10-3403. [PMID: 21406395]
  • Christabelle J Darcy, Joshua S Davis, Tonia Woodberry, Yvette R McNeil, Dianne P Stephens, Tsin W Yeo, Nicholas M Anstey. An observational cohort study of the kynurenine to tryptophan ratio in sepsis: association with impaired immune and microvascular function. PloS one. 2011; 6(6):e21185. doi: 10.1371/journal.pone.0021185. [PMID: 21731667]
  • T Eleftheriadis, T Sparopoulou, G Antoniadi, V Liakopoulos, I Stefanidis, G Galaktidou. Suppression of humoral immune response to hepatitis B surface antigen vaccine in BALB/c mice by 1-methyl-tryptophan co-administration. Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences. 2011; 19(3):236-9. doi: NULL. [PMID: 22615663]
  • Wei Ge, Jifu Jiang, Jacqueline Arp, Weihua Liu, Bertha Garcia, Hao Wang. Regulatory T-cell generation and kidney allograft tolerance induced by mesenchymal stem cells associated with indoleamine 2,3-dioxygenase expression. Transplantation. 2010 Dec; 90(12):1312-20. doi: 10.1097/tp.0b013e3181fed001. [PMID: 21042238]
  • Cornelia Kiank, Jan-Philip Zeden, Solveig Drude, Grazyna Domanska, Gerhard Fusch, Winfried Otten, Christine Schuett. Psychological stress-induced, IDO1-dependent tryptophan catabolism: implications on immunosuppression in mice and humans. PloS one. 2010 Jul; 5(7):e11825. doi: 10.1371/journal.pone.0011825. [PMID: 20689575]
  • Weiping Hou, Suzhi Li, Yinping Wu, Xiang Du, Fahuan Yuan. Inhibition of indoleamine 2, 3-dioxygenase-mediated tryptophan catabolism accelerates crescentic glomerulonephritis. Clinical and experimental immunology. 2009 May; 156(2):363-72. doi: 10.1111/j.1365-2249.2009.03902.x. [PMID: 19302241]
  • Adriano Boasso, Monica Vaccari, Dietmar Fuchs, Andrew W Hardy, Wen-Po Tsai, Elzbieta Tryniszewska, Gene M Shearer, Genoveffa Franchini. Combined effect of antiretroviral therapy and blockade of IDO in SIV-infected rhesus macaques. Journal of immunology (Baltimore, Md. : 1950). 2009 Apr; 182(7):4313-20. doi: 10.4049/jimmunol.0803314. [PMID: 19299731]
  • Wei Chen, Xueqing Liang, Amanda J Peterson, David H Munn, Bruce R Blazar. The indoleamine 2,3-dioxygenase pathway is essential for human plasmacytoid dendritic cell-induced adaptive T regulatory cell generation. Journal of immunology (Baltimore, Md. : 1950). 2008 Oct; 181(8):5396-404. doi: 10.4049/jimmunol.181.8.5396. [PMID: 18832696]
  • Adriano Boasso, Jean-Philippe Herbeuval, Andrew W Hardy, Stephanie A Anderson, Matthew J Dolan, Dietmar Fuchs, Gene M Shearer. HIV inhibits CD4+ T-cell proliferation by inducing indoleamine 2,3-dioxygenase in plasmacytoid dendritic cells. Blood. 2007 Apr; 109(8):3351-9. doi: 10.1182/blood-2006-07-034785. [PMID: 17158233]
  • S B Adikari, H Lian, H Link, Y-M Huang, B-G Xiao. Interferon-gamma-modified dendritic cells suppress B cell function and ameliorate the development of experimental autoimmune myasthenia gravis. Clinical and experimental immunology. 2004 Nov; 138(2):230-6. doi: 10.1111/j.1365-2249.2004.02585.x. [PMID: 15498031]
  • Yunyuan Li, Edward E Tredget, Aziz Ghahary. Cell surface expression of MHC class I antigen is suppressed in indoleamine 2,3-dioxygenase genetically modified keratinocytes: implications in allogeneic skin substitute engraftment. Human immunology. 2004 Feb; 65(2):114-23. doi: 10.1016/j.humimm.2003.11.004. [PMID: 14969766]
  • G Gutiérrez, J S Fitzgerald, T Pöhlmann, I Hoppe, U R Markert. Comparative effects of L-tryptophan and 1-methyl-tryptophan on immunoregulation induced by sperm, human pre-implantation embryo and trophoblast supernatants. American journal of reproductive immunology (New York, N.Y. : 1989). 2003 Oct; 50(4):309-15. doi: 10.1034/j.1600-0897.2003.00093.x. [PMID: 14672333]
  • Maria R Rodrigues, Dunia Rodriguez, Luiz Henrique Catalani, Momtchilo Russo, Ana Campa. Interferon-gamma independent oxidation of melatonin by macrophages. Journal of pineal research. 2003 Jan; 34(1):69-74. doi: 10.1034/j.1600-079x.2003.02944.x. [PMID: 12485374]