2-Aminobenzoic acid (BioDeep_00000001194)

 

Secondary id: BioDeep_00000400097, BioDeep_00000400192

natural product human metabolite PANOMIX_OTCML-2023 blood metabolite Toxin BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


Anthranilic acid, calcium (2:1) salt

化学式: C7H7NO2 (137.0476762)
中文名称: 邻氨基苯甲酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.01%

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。



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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  • Mélanie Bourgin, Lisa Derosa, Carolina Alves Costa Silva, Anne-Gaëlle Goubet, Agathe Dubuisson, François-Xavier Danlos, Claudia Grajeda-Iglesias, Luigi Cerbone, Arthur Geraud, Ariane Laparra, Fanny Aprahamian, Nitharsshini Nirmalathasan, Frank Madeo, Laurence Zitvogel, Guido Kroemer, Sylvère Durand. Circulating acetylated polyamines correlate with Covid-19 severity in cancer patients. Aging. 2021 09; 13(17):20860-20885. doi: 10.18632/aging.203525. [PMID: 34517343]
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  • 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]
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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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  • Thi Quynh Do, Bich Ngan Truong, Huong Doan Thi Mai, Thuy Linh Nguyen, Van Hung Nguyen, Hai Dang Nguyen, Tien Dat Nguyen, The Cuong Nguyen, Trieu Vung Luong, Loc Thang Giang, Van Minh Chau, Van Cuong Pham. New dianthramide and cinnamic ester glucosides from the roots of Aconitum carmichaelii. Journal of Asian natural products research. 2019 Jun; 21(6):507-515. doi: 10.1080/10286020.2018.1454436. [PMID: 29597834]
  • Alexia Kirby, Mojmír Suchý, Andrea Brouwer, Adam Shuhendler. Mapping aldehydic load in vivo by positron emission tomography with [18F]NA3BF3. Chemical communications (Cambridge, England). 2019 May; 55(37):5371-5374. doi: 10.1039/c9cc01831j. [PMID: 30994648]
  • Mengchan Liu, Yanxi Jia, Yunchang Xie, Chunyan Zhang, Junying Ma, Changli Sun, Jianhua Ju. Identification of the Actinomycin D Biosynthetic Pathway from Marine-Derived Streptomyces costaricanus SCSIO ZS0073. Marine drugs. 2019 Apr; 17(4):. doi: 10.3390/md17040240. [PMID: 31018504]
  • 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]
  • Wouter J C de Bruijn, Sarah van Dinteren, Harry Gruppen, Jean-Paul Vincken. Mass spectrometric characterisation of avenanthramides and enhancing their production by germination of oat (Avena sativa). Food chemistry. 2019 Mar; 277(?):682-690. doi: 10.1016/j.foodchem.2018.11.013. [PMID: 30502203]
  • Maurizio Pompili, Luana Lionetto, Martina Curto, Alberto Forte, Denise Erbuto, Franco Montebovi, Maria Elena Seretti, Isabella Berardelli, Gianluca Serafini, Marco Innamorati, Mario Amore, Ross J Baldessarini, Paolo Girardi, Maurizio Simmaco. Tryptophan and Kynurenine Metabolites: Are They Related to Depression?. Neuropsychobiology. 2019; 77(1):23-28. doi: 10.1159/000491604. [PMID: 30110684]
  • Thales Kronenberger, Björn Windshügel, Carsten Wrenger, Kathia M Honorio, Vinicius G Maltarollo. On the relationship of anthranilic derivatives structure and the FXR (Farnesoid X receptor) agonist activity. Journal of biomolecular structure & dynamics. 2018 Dec; 36(16):4378-4391. doi: 10.1080/07391102.2017.1417161. [PMID: 29237358]
  • Abdulla A-B Badawy. Hypothesis kynurenic and quinolinic acids: The main players of the kynurenine pathway and opponents in inflammatory disease. Medical hypotheses. 2018 Sep; 118(?):129-138. doi: 10.1016/j.mehy.2018.06.021. [PMID: 30037600]
  • Mohanapriya Jayapal, Hema Jagadeesan, Manojkumar Shanmugam, Perinba Danisha J, Shobana Murugesan. Sequential anaerobic-aerobic treatment using plant microbe integrated system for degradation of azo dyes and their aromatic amines by-products. Journal of hazardous materials. 2018 07; 354(?):231-243. doi: 10.1016/j.jhazmat.2018.04.050. [PMID: 29754041]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Jason Walsh, Jordan Haddock, Jeffrey B Blumberg, Diane L McKay, Xiaoyong Wei, Gregory Dolnikowski, C-Y Oliver Chen. Identification of methylated metabolites of oat avenanthramides in human plasma using UHPLC QToF-MS. International journal of food sciences and nutrition. 2018 May; 69(3):377-383. doi: 10.1080/09637486.2017.1371116. [PMID: 28889763]
  • Román-Hidalgo Cristina, Martín-Valero María Jesús, Fernández-Torres Rut, Bello-López Miguel Ángel. Use of Polymer Inclusion Membranes (PIMs) as support for electromembrane extraction of non-steroidal anti-inflammatory drugs and highly polar acidic drugs. Talanta. 2018 Mar; 179(?):601-607. doi: 10.1016/j.talanta.2017.11.066. [PMID: 29310282]
  • Tomasz W Kaminski, Krystyna Pawlak, Malgorzata Karbowska, Michal Mysliwiec, Waldemar Grzegorzewski, Jakub Kuna, Dariusz Pawlak. Association between uremic toxin-anthranilic acid and fibrinolytic system activity in predialysis patients at different stages of chronic kidney disease. International urology and nephrology. 2018 Jan; 50(1):127-135. doi: 10.1007/s11255-017-1729-1. [PMID: 29058166]
  • Rémy B Teponno, Sara R Noumeur, Soleiman E Helaly, Stephan Hüttel, Daoud Harzallah, Marc Stadler. Furanones and Anthranilic Acid Derivatives from the Endophytic Fungus Dendrothyrium variisporum. Molecules (Basel, Switzerland). 2017 Oct; 22(10):. doi: 10.3390/molecules22101674. [PMID: 28991218]
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