2-Aminobenzoic acid (BioDeep_00000001194)

 

Secondary id: BioDeep_00000400097, BioDeep_00000400192

natural product human metabolite PANOMIX_OTCML-2023 blood metabolite Toxin BioNovoGene_Lab2019


代谢物信息卡片


Anthranilic acid, calcium (2:1) salt

化学式: C7H7NO2 (137.0477)
中文名称: 邻氨基苯甲酸
谱图信息: 最多检出来源 Homo sapiens(blood) 23.09%

分子结构信息

SMILES: C1=CC=C(C(=C1)C(=O)O)N
InChI: InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)

描述信息

2-Aminobenzoic acid, also known as anthranilic acid or O-aminobenzoate, belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. Within humans, 2-aminobenzoic acid participates in a number of enzymatic reactions. In particular, 2-aminobenzoic acid and formic acid can be biosynthesized from formylanthranilic acid through its interaction with the enzyme kynurenine formamidase. In addition, 2-aminobenzoic acid and L-alanine can be biosynthesized from L-kynurenine through its interaction with the enzyme kynureninase. It is a substrate of enzyme 2-Aminobenzoic acid hydroxylase in benzoate degradation via hydroxylation pathway (KEGG). In humans, 2-aminobenzoic acid is involved in tryptophan metabolism. Outside of the human body, 2-Aminobenzoic acid has been detected, but not quantified in several different foods, such as mamey sapotes, prairie turnips, rowals, natal plums, and hyacinth beans. This could make 2-aminobenzoic acid a potential biomarker for the consumption of these foods. 2-Aminobenzoic acid is a is a tryptophan-derived uremic toxin with multidirectional properties that can affect the hemostatic system. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. Chronic exposure of uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma.
2-Aminobenzoic acid is an organic compound. It is a substrate of enzyme anthranilate hydroxylase [EC 1.14.13.35] in benzoate degradation via hydroxylation pathway (KEGG). [HMDB]. Anthranilic acid is found in many foods, some of which are butternut squash, sunflower, ginger, and hyssop.
Acquisition and generation of the data is financially supported in part by CREST/JST.
D002491 - Central Nervous System Agents > D000927 - Anticonvulsants
CONFIDENCE standard compound; INTERNAL_ID 8844
CONFIDENCE standard compound; INTERNAL_ID 8009
CONFIDENCE standard compound; INTERNAL_ID 115
KEIO_ID A010

同义名列表

41 个代谢物同义名

Anthranilic acid, calcium (2:1) salt; Anthranilic acid, monolithium salt; Anthranilic acid, monosodium salt; Anthranilic acid, dihydrochloride; Anthranilic acid, hydrochloride; Anthranilic acid, cadmium salt; 1-Amino-2-carboxybenzene; Kyselina O-aminobenzoova; 2-Aminophenylacetic acid; Ortho-aminobenzoic acid; Ortho-amidobenzoic acid; Kyselina anthranilova; 2-Amino-benzoic acid; 2-Aminophenylacetate; O-Amino-benzoic acid; sodium anthranilate; 2-Aminobenzoesaeure; O-Aminobenzoic acid; Ortho-aminobenzoate; O-Aminobenzoesaeure; 2-aminobenzoic acid; Ortho-amidobenzoate; Anthranilic acid GR; O-Anthranilic acid; 2-Carboxyaniline; O-Amino-benzoate; O-Carboxyaniline; Anthranilic acid; 2-Amino-benzoate; O-Aminobenzoate; 2-Aminobenzoate; O-Anthranilate; Carboxyaniline; Anthranic acid; Anthranilate; Anthranate; H-2-Abz-OH; Vitamin L1; Vitamin L; Anthranilic acid; Anthranilate



数据库引用编号

59 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

346 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(6)

WikiPathways(2)

Plant Reactome(328)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(9)

PharmGKB(0)

76 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。

亚细胞结构定位 关联基因列表
Cytoplasm 4 GLUL, HTT, IDO1, KYNU
Endosome membrane 1 HTT
Nucleus 3 GLUL, HTT, NR1H4
autophagosome 1 HTT
cytosol 7 GLUL, HTT, IDO1, KMO, KYNU, LIPE, TDO2
dendrite 1 HTT
nucleoplasm 3 HTT, KYNU, NR1H4
RNA polymerase II transcription regulator complex 1 NR1H4
Cell membrane 4 GLUL, HTT, LIPE, TNF
Lipid-anchor 1 GLUL
Multi-pass membrane protein 2 HTT, KMO
Synapse 1 HTT
cell surface 1 TNF
Golgi apparatus 1 HTT
Golgi membrane 1 INS
lysosomal membrane 1 GAA
neuronal cell body 1 TNF
presynaptic membrane 1 HTT
Cytoplasm, cytosol 4 GLUL, IDO1, KYNU, LIPE
Lysosome 1 GAA
plasma membrane 6 GAA, GLUL, HTT, IFNLR1, KNG1, TNF
Membrane 4 GAA, IFNLR1, KMO, LIPE
axon 2 CCK, HTT
caveola 1 LIPE
extracellular exosome 4 CCL28, GAA, GLUL, KNG1
Lysosome membrane 1 GAA
endoplasmic reticulum 2 GLUL, HTT
extracellular space 9 CCK, CCL28, CRP, IL10, IL6, INS, KMO, KNG1, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 HTT
mitochondrion 3 GLUL, KMO, KYNU
protein-containing complex 1 HTT
intracellular membrane-bounded organelle 1 GAA
Single-pass type I membrane protein 1 IFNLR1
Secreted 7 CCK, CCL28, CRP, GAA, IL10, IL6, INS
extracellular region 9 CCK, CCL28, CRP, GAA, IL10, IL6, INS, KNG1, TNF
Mitochondrion outer membrane 1 KMO
mitochondrial outer membrane 1 KMO
external side of plasma membrane 1 TNF
Early endosome 1 HTT
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 HTT
Membrane raft 2 HTT, TNF
Cell junction, focal adhesion 1 HTT
focal adhesion 1 HTT
collagen-containing extracellular matrix 1 KNG1
Late endosome 1 HTT
receptor complex 1 NR1H4
Cell projection, neuron projection 1 HTT
neuron projection 1 HTT
chromatin 1 NR1H4
stereocilium bundle 1 IDO1
phagocytic cup 1 TNF
[Isoform 3]: Nucleus 1 NR1H4
centriole 1 HTT
Secreted, extracellular space 1 KNG1
blood microparticle 1 KNG1
Endomembrane system 1 HTT
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Cytoplasmic vesicle membrane 1 HTT
tertiary granule membrane 1 GAA
euchromatin 1 NR1H4
cell body 1 GLUL
Microsome 1 GLUL
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, KNG1
platelet alpha granule lumen 1 KNG1
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
[Isoform 2]: Nucleus 1 NR1H4
[Isoform 1]: Nucleus 1 NR1H4
ficolin-1-rich granule membrane 1 GAA
postsynaptic cytosol 1 HTT
[Isoform 4]: Nucleus 1 NR1H4
presynaptic cytosol 1 HTT
glial cell projection 1 GLUL
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
inclusion body 1 HTT
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
smooth muscle contractile fiber 1 IDO1
serotonergic synapse 1 HTT
[Huntingtin]: Cytoplasm 1 HTT
[Huntingtin, myristoylated N-terminal fragment]: Cytoplasmic vesicle, autophagosome 1 HTT
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Yu Chen, Yansong Fu, Yanwei Xia, Youzhi Miao, Jiahui Shao, Wei Xuan, Yunpeng Liu, Weibing Xun, Qiuyan Yan, Qirong Shen, Ruifu Zhang. Trichoderma-secreted anthranilic acid promotes lateral root development via auxin signaling and RBOHF-induced endodermal cell wall remodeling. Cell reports. 2024 Apr; 43(4):114030. doi: 10.1016/j.celrep.2024.114030. [PMID: 38551966]
  • Johann Steiner, Henrik Dobrowolny, Paul C Guest, Hans-Gert Bernstein, Dietmar Fuchs, Julien Roeser, Paul Summergrad, Gregory Oxenkrug. Gender-specific elevation of plasma anthranilic acid in schizophrenia: Protection against glutamatergic hypofunction?. Schizophrenia research. 2022 05; 243(?):483-485. doi: 10.1016/j.schres.2022.01.048. [PMID: 35151533]
  • Shihao Song, Xiuyun Sun, Quan Guo, Binbin Cui, Yu Zhu, Xia Li, Jianuan Zhou, Lian-Hui Zhang, Yinyue Deng. An anthranilic acid-responsive transcriptional regulator controls the physiology and pathogenicity of Ralstonia solanacearum. PLoS pathogens. 2022 05; 18(5):e1010562. doi: 10.1371/journal.ppat.1010562. [PMID: 35617422]
  • Cheng-Wei Lu, Chen-Jung Lin, Pei-Wen Hsieh, Kuan-Ming Chiu, Ming-Yi Lee, Tzu-Yu Lin, Su-Jane Wang. An Anthranilate Derivative Inhibits Glutamate Release and Glutamate Excitotoxicity in Rats. International journal of molecular sciences. 2022 Feb; 23(5):. doi: 10.3390/ijms23052641. [PMID: 35269784]
  • Takayuki Katoh, Hiroaki Suga. In Vitro Selection of Foldamer-Like Macrocyclic Peptides Containing 2-Aminobenzoic Acid and 3-Aminothiophene-2-Carboxylic Acid. Journal of the American Chemical Society. 2022 02; 144(5):2069-2072. doi: 10.1021/jacs.1c12133. [PMID: 35099961]
  • Majid Mohammad Nezhad, Abolfazl Semnani, Nahid Tavakkoli, Mahboube Shirani. Selective and highly efficient removal of uranium from radioactive effluents by activated carbon functionalized with 2-aminobenzoic acid as a new sorbent. Journal of environmental management. 2021 Dec; 299(?):113587. doi: 10.1016/j.jenvman.2021.113587. [PMID: 34479154]
  • Pei-Nan Chen, Meng-Jiao Hao, Hou-Jin Li, Jun Xu, Taifo Mahmud, Wen-Jian Lan. Biotransformations of anthranilic acid and phthalimide to potent antihyperlipidemic alkaloids by the marine-derived fungus Scedosporium apiospermum F41-1. Bioorganic chemistry. 2021 11; 116(?):105375. doi: 10.1016/j.bioorg.2021.105375. [PMID: 34563999]
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  • Masashi Sakurai, Yasuko Yamamoto, Noriyo Kanayama, Masaya Hasegawa, Akihiro Mouri, Masao Takemura, Hidetoshi Matsunami, Tomoya Miyauchi, Tatsuya Tokura, Hiroyuki Kimura, Mikiko Ito, Eri Umemura, Aiji Sato Boku, Wataru Nagashima, Takashi Tonoike, Kenichi Kurita, Norio Ozaki, Toshitaka Nabeshima, Kuniaki Saito. Serum Metabolic Profiles of the Tryptophan-Kynurenine Pathway in the high risk subjects of major depressive disorder. Scientific reports. 2020 02; 10(1):1961. doi: 10.1038/s41598-020-58806-w. [PMID: 32029791]
  • Karen M Ryan, Kelly A Allers, Declan M McLoughlin, Andrew Harkin. Tryptophan metabolite concentrations in depressed patients before and after electroconvulsive therapy. Brain, behavior, and immunity. 2020 01; 83(?):153-162. doi: 10.1016/j.bbi.2019.10.005. [PMID: 31606477]
  • Lorenzo Gaetani, Francesca Boscaro, Giuseppe Pieraccini, Paolo Calabresi, Luigina Romani, Massimiliano Di Filippo, Teresa Zelante. Host and Microbial Tryptophan Metabolic Profiling in Multiple Sclerosis. Frontiers in immunology. 2020; 11(?):157. doi: 10.3389/fimmu.2020.00157. [PMID: 32132996]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Shang-Zhen Li, Xiang-Ming Guan, Zhao Gao, Hong-Ci Lan, Qiang Yin, Chu Chu, De-Po Yang, E-Hu Liu, Ping Zhou. A simple method to discriminate Guangchenpi and Chenpi by high-performance thin-layer chromatography and high-performance liquid chromatography based on analysis of dimethyl anthranilate. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Sep; 1126-1127(?):121736. doi: 10.1016/j.jchromb.2019.121736. [PMID: 31401452]
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  • Cristina Román-Hidalgo, Germán López-Pérez, María Jesús Martín-Valero, Miguel Ángel Bello-López. Chitosan tailor-made membranes as biopolymeric support for electromembrane extraction. Talanta. 2019 Jul; 199(?):290-295. doi: 10.1016/j.talanta.2019.02.079. [PMID: 30952260]
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  • Adnan Khan, Soo An Choi, Jinhyuk Na, Aryo Dimas Pamungkas, Keum Ji Jung, Sun Ha Jee, Youngja H Park. Noninvasive Serum Metabolomic Profiling Reveals Elevated Kynurenine Pathway's Metabolites in Humans with Prostate Cancer. Journal of proteome research. 2019 04; 18(4):1532-1541. doi: 10.1021/acs.jproteome.8b00803. [PMID: 30628444]
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