Abrine (BioDeep_00000000078)

   

PANOMIX_OTCML-2023


代谢物信息卡片


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

化学式: C12H14N2O2 (218.1055224)
中文名称: L-(+)-红豆碱, L-红豆碱, 相思豆毒素, 相思豆碱, 相思豆毒素, L-(+)-相思豆碱, 相思子碱, L-(+)-相思子碱
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.29%

分子结构信息

SMILES: CNC(CC1=CNC2=CC=CC=C21)C(=O)O
InChI: InChI=1S/C12H14N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3,(H,15,16)

描述信息

N(alpha)-methyl-L-tryptophan is a N-methyl-L-alpha-amino acid that is the N(alpha)-methyl derivative of L-tryptophan. It has a role as an Escherichia coli metabolite. It is a L-tryptophan derivative and a N-methyl-L-alpha-amino acid. It is a tautomer of a N(alpha)-methyl-L-tryptophan zwitterion.
N-Methyltryptophan is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
A N-methyl-L-alpha-amino acid that is the N(alpha)-methyl derivative of L-tryptophan.
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.216
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.210
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.211
L-(+)-Abrine, a lethal albumin found in Abrus precatorius seeds, is an acute toxic alkaloid and chemical marker for abrin.
L-(+)-Abrine, a lethal albumin found in Abrus precatorius seeds, is an acute toxic alkaloid and chemical marker for abrin.

同义名列表

31 个代谢物同义名

(2S)-3-(1H-indol-3-yl)-2-(methylamino)propanoic acid; (2S)-3-(1H-indol-3-yl)-2-(methylazaniumyl)propanoate; (S)-3-(1H-Indol-3-yl)-2-(methylamino)propanoic acid; Nalpha-Methyl-L-tryptophan, purum, >=98.0\\% (TLC); (S)-3-(1H-indol-3-yl)-2-methylaminopropionic acid; (2S)-3-indol-3-yl-2-(methylamino)propanoic acid; Nalpha-Methyl-L-tryptophan, analytical standard; N(alpha)-methyl-L-tryptophan; Nalpha-Methyl-L-tryptophan; L-Tryptophan, N-methyl-; N-a-Methyl-L-tryptophan; N-Methyl-L-tryptophane; N-Methyl-L-tryptophan; N-Metil-L-triptofano; L-N-methyltryptophan; N-methyl tryptophan; methyl-l-tryptophan; n-methyl-tryptophan; N-methyltryptophan; UNII-P57TWL22IX; L-Abrine, 99\\%; L-(+)-Abrine; ABRINE [MI]; P57TWL22IX; H-MeTrp-OH; L-Abrine; Abrine; E9M; N-Me-Trp-OH; Abrine; N-α-Methyl-L-tryptophan



数据库引用编号

27 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)

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

  • Xiaowei Liang, Hongwei Gao, Jian Xiao, Shan Han, Jia He, Renyikun Yuan, Shilin Yang, Chun Yao. Abrine, an IDO1 inhibitor, suppresses the immune escape and enhances the immunotherapy of anti-PD-1 antibody in hepatocellular carcinoma. Frontiers in immunology. 2023; 14(?):1185985. doi: 10.3389/fimmu.2023.1185985. [PMID: 37334368]
  • Wenhe Zhu, Haotian Yu, Yan Wang, Ying Chang, Jiayu Wan, Na Xu, Jinglin Wang, Wensen Liu. Integration of transcriptomics, proteomics and metabolomics data to reveal the biological mechanisms of abrin injury in human lung epithelial cells. Toxicology letters. 2019 Sep; 312(?):1-10. doi: 10.1016/j.toxlet.2019.04.033. [PMID: 31054353]
  • Subrata Laskar, Omar Espino, Debasish Bandyopadhyay. Isolation, Solid-state Structure Determination, In Silico and In Vitro Anticancer Evaluation of an Indole Amino Acid Alkaloid L-Abrine. Current cancer drug targets. 2019; 19(9):707-715. doi: 10.2174/1568009619666190111111937. [PMID: 30636612]
  • Samantha L Isenberg, Melissa D Carter, Michael A Miller, Aleksandra I Noras, Mike A Mojica, Sean T Carlsen, Chinthaka P Bulathsinghala, Jerry D Thomas, Rudolph C Johnson. Quantification of Ricinine and Abrine in Human Plasma by HPLC-MS-MS: Biomarkers of Exposure to Ricin and Abrin. Journal of analytical toxicology. 2018 Nov; 42(9):630-636. doi: 10.1093/jat/bky040. [PMID: 29931062]
  • Anthony G Dodge, Kelvin Carrasquillo, Luis Rivera, Lei Xu, Lawrence P Wackett, Michael J Sadowsky. Rapid method using two microbial enzymes for detection of L-abrine in food as a marker for the toxic protein abrin. Applied and environmental microbiology. 2015 Mar; 81(5):1610-5. doi: 10.1128/aem.03492-14. [PMID: 25527549]
  • Joe Valentine Wooten, Christopher T Pittman, Thomas A Blake, Jerry D Thomas, John J Devlin, Renee A Higgerson, Rudolph C Johnson. A case of abrin toxin poisoning, confirmed via quantitation of L-abrine (N-methyl-L-tryptophan) biomarker. Journal of medical toxicology : official journal of the American College of Medical Toxicology. 2014 Dec; 10(4):392-4. doi: 10.1007/s13181-013-0377-9. [PMID: 24522983]
  • Nandita Saxena, Preeti Yadav, Om Kumar. The Fas/Fas ligand apoptotic pathway is involved in abrin-induced apoptosis. Toxicological sciences : an official journal of the Society of Toxicology. 2013 Sep; 135(1):103-18. doi: 10.1093/toxsci/kft139. [PMID: 23788630]
  • A S Bala Bhaskar, Nimesh Gupta, P V Lakshmana Rao. Transcriptomic profile of host response in mouse brain after exposure to plant toxin abrin. Toxicology. 2012 Sep; 299(1):33-43. doi: 10.1016/j.tox.2012.05.005. [PMID: 22595364]
  • Bo Zhu, Miao-Miao Lou, Guan-Lin Xie, Guo-Qing Zhang, Xue-Ping Zhou, Bin Li, Gu-Lei Jin. Horizontal gene transfer in silkworm, Bombyx mori. BMC genomics. 2011 May; 12(?):248. doi: 10.1186/1471-2164-12-248. [PMID: 21595916]
  • 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]
  • Rudolph C Johnson, Yingtao Zhou, Ram Jain, Sharon W Lemire, Shannon Fox, Pat Sabourin, John R Barr. Quantification of L-abrine in human and rat urine: a biomarker for the toxin abrin. Journal of analytical toxicology. 2009 Mar; 33(2):77-84. doi: 10.1093/jat/33.2.77. [PMID: 19239732]
  • Janel Owens, Carolyn Koester. Quantitation of abrine, an indole alkaloid marker of the toxic glycoproteins abrin, by liquid chromatography/tandem mass spectrometry when spiked into various beverages. Journal of agricultural and food chemistry. 2008 Dec; 56(23):11139-43. doi: 10.1021/jf802471y. [PMID: 19007169]
  • Do Kyung Kim, Yoshikatsu Kanai, Hirotaka Matsuo, Ju Young Kim, Arthit Chairoungdua, Yukari Kobayashi, Atsushi Enomoto, Seok Ho Cha, Tomoyuki Goya, Hitoshi Endou. The human T-type amino acid transporter-1: characterization, gene organization, and chromosomal location. Genomics. 2002 Jan; 79(1):95-103. doi: 10.1006/geno.2001.6678. [PMID: 11827462]
  • R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds. Breast cancer research and treatment. 2000 Jul; 62(1):35-49. doi: 10.1023/a:1006422302173. [PMID: 10989984]
  • H DIACONO. Action of the abrine on the hemolytic complex of the guinea pig anti-sheep serum; determination of its anticomplementary power. Annales pharmaceutiques francaises. 1949 Nov; 7(11):655-9. doi: NULL. [PMID: 15404664]