aminophenol (BioDeep_00000001195)
Secondary id: BioDeep_00000861421
natural product BioNovoGene_Lab2019
代谢物信息卡片
化学式: C6H7NO (109.0528)
中文名称: 邻氨基苯酚, 2-氨基苯酚
谱图信息:
最多检出来源 Viridiplantae(plant) 2.75%
分子结构信息
SMILES: C1=CC=C(C(=C1)N)O
InChI: InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
描述信息
The aminophenol which has the single amino substituent located ortho to the phenolic -OH group.
CONFIDENCE standard compound; INTERNAL_ID 8011
KEIO_ID A114
同义名列表
数据库引用编号
29 个数据库交叉引用编号
- ChEBI: CHEBI:18112
- KEGG: C01987
- KEGGdrug: D88377
- PubChem: 5801
- Metlin: METLIN491
- DrugBank: DB01726
- ChEMBL: CHEMBL28319
- CAS: 27598-85-2
- CAS: 95-55-6
- MoNA: CCMSLIB00000578076
- MoNA: CCMSLIB00000578335
- MoNA: CCMSLIB00005463941
- MoNA: KO002276
- MoNA: KO002277
- MoNA: KO002274
- MoNA: KO002273
- MoNA: KO002275
- MoNA: SM801101
- PMhub: MS000000105
- MetaboLights: MTBLC18112
- PubChem: 5084
- KNApSAcK: C00007533
- PDB-CCD: 2AF
- 3DMET: B00377
- NIKKAJI: J3.955A
- RefMet: Aminophenol
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-461
- KNApSAcK: 18112
- LOTUS: LTS0170073
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
4 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(4)
- nitrobenzene degradation I:
N-phenylhydroxylamine ⟶ 2-aminophenol
- 2-aminophenol degradation:
2-aminophenol + O2 ⟶ (2Z,4E)-2-amino-6-oxohexa-2,4-dienoate + H+
- nitrobenzene degradation I:
N-phenylhydroxylamine ⟶ 2-aminophenol
- nitrobenzene degradation I:
hydroxyaminobenzene ⟶ 2-aminophenol
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
15 个相关的物种来源信息
- 2 - Bacteria: LTS0170073
- 4441 - Camellia: LTS0170073
- 385388 - Camellia oleifera: 10.1248/CPB.57.269
- 385388 - Camellia oleifera: LTS0170073
- 543 - Enterobacteriaceae: LTS0170073
- 561 - Escherichia: LTS0170073
- 562 - Escherichia coli: LTS0170073
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 2759 - Eukaryota: LTS0170073
- 1236 - Gammaproteobacteria: LTS0170073
- 3398 - Magnoliopsida: LTS0170073
- 35493 - Streptophyta: LTS0170073
- 27065 - Theaceae: LTS0170073
- 58023 - Tracheophyta: LTS0170073
- 33090 - Viridiplantae: LTS0170073
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
- Lior Doron, Markus Sutter, Cheryl A Kerfeld. Characterization of a novel aromatic substrate-processing microcompartment in Actinobacteria.
mBio.
2023 Jul; ?(?):e0121623. doi:
10.1128/mbio.01216-23
. [PMID: 37462359] - Mohammad Kadivar, Alireza Aliakbar. A molecularly imprinted poly 2-aminophenol-gold nanoparticle-reduced graphene oxide composite for electrochemical determination of flutamide in environmental and biological samples.
Analytical methods : advancing methods and applications.
2021 01; 13(4):536-551. doi:
10.1039/d0ay01812k
. [PMID: 33449062] - Aleksandr V Zhuravlev, Oleg V Vetrovoy, Elena V Savvateeva-Popova. Enzymatic and non-enzymatic pathways of kynurenines' dimerization: the molecular factors for oxidative stress development.
PLoS computational biology.
2018 12; 14(12):e1006672. doi:
10.1371/journal.pcbi.1006672
. [PMID: 30532237] - Andrew J Kettle, Jason Carere, Jacqueline Batley, Aurelie H Benfield, John M Manners, Kemal Kazan, Donald M Gardiner. A γ-lactamase from cereal infecting Fusarium spp. catalyses the first step in the degradation of the benzoxazolinone class of phytoalexins.
Fungal genetics and biology : FG & B.
2015 Oct; 83(?):1-9. doi:
10.1016/j.fgb.2015.08.005
. [PMID: 26296598] - Alireza Asghari, Hamidreza Fazl-Karimi, Behruz Barfi, Maryam Rajabi, Ali Daneshfar. Application of ultrasound-assisted emulsification microextraction for simultaneous determination of aminophenol isomers in human urine, hair dye, and water samples using high-performance liquid chromatography.
Human & experimental toxicology.
2014 Aug; 33(8):863-72. doi:
10.1177/0960327113499166
. [PMID: 24275645] - Rosy, Himanshu Chasta, Rajendra N Goyal. Molecularly imprinted sensor based on o-aminophenol for the selective determination of norepinephrine in pharmaceutical and biological samples.
Talanta.
2014 Jul; 125(?):167-73. doi:
10.1016/j.talanta.2014.02.038
. [PMID: 24840429] - Sihem Guizani, Nadia Malek Saied, Claude Picard, Eric Benoist, Mouldi Saidi. Synthesis and preliminary biological evaluation of the first (99m)Tc(I)-specific semi-rigid tridentate ligand based on a click chemistry strategy.
Journal of labelled compounds & radiopharmaceuticals.
2014 Mar; 57(3):158-63. doi:
10.1002/jlcr.3182
. [PMID: 24425684] - Isabel Bondia-Pons, Thaer Barri, Kati Hanhineva, Katri Juntunen, Lars O Dragsted, Hannu Mykkänen, Kaisa Poutanen. UPLC-QTOF/MS metabolic profiling unveils urinary changes in humans after a whole grain rye versus refined wheat bread intervention.
Molecular nutrition & food research.
2013 Mar; 57(3):412-22. doi:
10.1002/mnfr.201200571
. [PMID: 23307617] - Qun Zhao. 2-Hy-droxy-anilinium 3,5-dinitro-benzoate.
Acta crystallographica. Section E, Structure reports online.
2012 May; 68(Pt 5):o1535. doi:
10.1107/s1600536812014973
. [PMID: 22590399] - Lei Zhang, Li-Lin Wang. Electrochemical synthesis of a polyaniline network on a poly(o-aminophenol) modified glassy carbon electrode and its use for the simultaneous determination of ascorbic acid and uric acid.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2012; 28(10):1001-7. doi:
10.2116/analsci.28.1001
. [PMID: 23059997] - Khalid Amari, Emmanuel Boutant, Christina Hofmann, Corinne Schmitt-Keichinger, Lourdes Fernandez-Calvino, Pascal Didier, Alexander Lerich, Jérome Mutterer, Carole L Thomas, Manfred Heinlein, Yves Mély, Andrew J Maule, Christophe Ritzenthaler. A family of plasmodesmal proteins with receptor-like properties for plant viral movement proteins.
PLoS pathogens.
2010 Sep; 6(9):e1001119. doi:
10.1371/journal.ppat.1001119
. [PMID: 20886105] - Yueming Tan, Wenfang Deng, Yunyong Li, Zhao Huang, Yue Meng, Qingji Xie, Ming Ma, Shouzhuo Yao. Polymeric bionanocomposite cast thin films with in situ laccase-catalyzed polymerization of dopamine for biosensing and biofuel cell applications.
The journal of physical chemistry. B.
2010 Apr; 114(15):5016-24. doi:
10.1021/jp100922t
. [PMID: 20337455] - Qin Yang, Youyu Zhang, Haitao Li, Yuqin Zhang, Meiling Liu, Jiao Luo, Liang Tan, Hao Tang, Shouzhuo Yao. Electrochemical copolymerization study of o-toluidine and o-aminophenol by the simultaneous EQCM and in situ FTIR spectroelectrochemistry.
Talanta.
2010 Apr; 81(1-2):664-72. doi:
10.1016/j.talanta.2009.12.051
. [PMID: 20188979] - Wendy N Jefferson, Daniel Doerge, Elizabeth Padilla-Banks, Kellie A Woodling, Grace E Kissling, Retha Newbold. Oral exposure to genistin, the glycosylated form of genistein, during neonatal life adversely affects the female reproductive system.
Environmental health perspectives.
2009 Dec; 117(12):1883-9. doi:
10.1289/ehp.0900923
. [PMID: 20049207] - Shusheng Zhang, Wei Cao, Jing Li, Mingming Su. MCE enzyme immunoassay for carcinoembryonic antigen and alpha-fetoprotein using electrochemical detection.
Electrophoresis.
2009 Oct; 30(19):3427-35. doi:
10.1002/elps.200800805
. [PMID: 19802853] - Bhupendra Chaudhary, Ran Hovav, Lex Flagel, Ron Mittler, Jonathan F Wendel. Parallel expression evolution of oxidative stress-related genes in fiber from wild and domesticated diploid and polyploid cotton (Gossypium).
BMC genomics.
2009 Aug; 10(?):378. doi:
10.1186/1471-2164-10-378
. [PMID: 19686594] - Yingchun Fu, Chao Chen, Qingji Xie, Xiahong Xu, Can Zou, Qingmei Zhou, Liang Tan, Hao Tang, Youyu Zhang, Shouzhuo Yao. Immobilization of enzymes through one-pot chemical preoxidation and electropolymerization of dithiols in enzyme-containing aqueous suspensions to develop biosensors with improved performance.
Analytical chemistry.
2008 Aug; 80(15):5829-38. doi:
10.1021/ac800178p
. [PMID: 18593192] - Martial Séveno, Gleysin Cabrera, Ada Triguero, Carole Burel, Jérome Leprince, Christophe Rihouey, Louis-Philippe Vézina, Marc-André D'Aoust, Pauline M Rudd, L Royle, Raymond A Dwek, David J Harvey, Patrice Lerouge, José A Cremata, Muriel Bardor. Plant N-glycan profiling of minute amounts of material.
Analytical biochemistry.
2008 Aug; 379(1):66-72. doi:
10.1016/j.ab.2008.04.034
. [PMID: 18482571] - Wei Jin, John D Trzupek, Thomas J Rayl, Melinda A Broward, George A Vielhauer, Scott J Weir, Inkyu Hwang, Dale L Boger. A unique class of duocarmycin and CC-1065 analogues subject to reductive activation.
Journal of the American Chemical Society.
2007 Dec; 129(49):15391-7. doi:
10.1021/ja075398e
. [PMID: 18020335] - Shusheng Zhang, Xuemei Li, Fan Zhang. CE-based simultaneous liquid-phase noncompetitive enzyme immunoassay for three tumor markers in human serum using electrochemical detection.
Electrophoresis.
2007 Dec; 28(23):4427-34. doi:
10.1002/elps.200700026
. [PMID: 17979157] - Hossam M Nassef, Abd-Elgawad Radi, Ciara O'Sullivan. Simultaneous detection of ascorbate and uric acid using a selectively catalytic surface.
Analytica chimica acta.
2007 Jan; 583(1):182-9. doi:
10.1016/j.aca.2006.10.004
. [PMID: 17386544] - Stanley Caveney, Wendy Cladman, LouAnn Verellen, Cam Donly. Ancestry of neuronal monoamine transporters in the Metazoa.
The Journal of experimental biology.
2006 Dec; 209(Pt 24):4858-68. doi:
10.1242/jeb.02607
. [PMID: 17142674] - Chunhong Jia, Chunghong Jia, Per Kudsk, Solvejg K Mathiassen. Joint action of benzoxazinone derivatives and phenolic acids.
Journal of agricultural and food chemistry.
2006 Feb; 54(4):1049-57. doi:
10.1021/jf051156r
. [PMID: 16478216] - Stefan Martyniuk, Anna Stochmal, Francisco A Macías, David Marín, Wieslaw Oleszek. Effects of some benzoxazinoids on in vitro growth of Cephalosporium gramineum and other fungi pathogenic to cereals and on Cephalosporium stripe of winter wheat.
Journal of agricultural and food chemistry.
2006 Feb; 54(4):1036-9. doi:
10.1021/jf050901x
. [PMID: 16478214] - Victor Kulik, Elisabeth Hartmann, Michael Weyand, Monika Frey, Alfons Gierl, Dimitri Niks, Michael F Dunn, Ilme Schlichting. On the structural basis of the catalytic mechanism and the regulation of the alpha subunit of tryptophan synthase from Salmonella typhimurium and BX1 from maize, two evolutionarily related enzymes.
Journal of molecular biology.
2005 Sep; 352(3):608-20. doi:
10.1016/j.jmb.2005.07.014
. [PMID: 16120446] - Francisco A Macías, Nuria Chinchilla, Rosa M Varela, Alberto Oliveros-Bastidas, David Marín, José M G Molinillo. Structure-activity relationship studies of benzoxazinones and related compounds. Phytotoxicity on Echinochloa crus-galli (L.) P. Beauv.
Journal of agricultural and food chemistry.
2005 Jun; 53(11):4373-80. doi:
10.1021/jf0502911
. [PMID: 15913298] - L W Sun, M M Qu, Y Q Li, Y L Wu, Y G Chen, Z M Kong, Z T Liu. Toxic effects of aminophenols on aquatic life using the zebrafish embryo test and the comet assay.
Bulletin of environmental contamination and toxicology.
2004 Oct; 73(4):628-34. doi:
10.1007/s00128-004-0474-1
. [PMID: 15389326] - Tong-Sheng Zhong, Guodong Liu. Silica sol-gel amperometric immunosensor for Schistosoma japonicum antibody assay.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2004 Mar; 20(3):537-41. doi:
10.2116/analsci.20.537
. [PMID: 15068301] - NULL. Final report on the safety assessment of 6-Amino-m-Cresol, 6-Amino-o-Cresol, 4-Amino-m-Cresol, 5-Amino-4-Chloro-o-Cresol, 5-Amino-6-Chloro-o-Cresol, and 4-Chloro-2-Aminophenol.
International journal of toxicology.
2004; 23 Suppl 2(?):1-22. doi:
10.1080/10915810490499037
. [PMID: 15513822] - A E Glenn, F I Meredith, W H Morrison, C W Bacon. Identification of intermediate and branch metabolites resulting from biotransformation of 2-benzoxazolinone by Fusarium verticillioides.
Applied and environmental microbiology.
2003 Jun; 69(6):3165-9. doi:
10.1128/aem.69.6.3165-3169.2003
. [PMID: 12788712] - Pamela Gallant, Tabita Malutan, Heather McLean, LouAnn Verellen, Stanley Caveney, Cam Donly. Functionally distinct dopamine and octopamine transporters in the CNS of the cabbage looper moth.
European journal of biochemistry.
2003 Feb; 270(4):664-74. doi:
10.1046/j.1432-1033.2003.03417.x
. [PMID: 12581206] - G D Liu, Z Y Wu, S P Wang, G L Shen, R Q Yu. Renewable amperometric immunosensor for Schistosoma japonium antibody assay.
Analytical chemistry.
2001 Jul; 73(14):3219-26. doi:
10.1021/ac0101048
. [PMID: 11476218] - M Yamada, T Morimoto, M Nakamura, H Nakazawa. Analysis of the metabolites of the sodium salt of 6-hydroxy-5-(phenylazo)-2-naphthalenesulfonic acid in Sprague-Dawley rat urine.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Apr; 754(2):411-7. doi:
10.1016/s0378-4347(01)00024-x
. [PMID: 11339284] - M A Valentovic, J G Ball. 2-Aminophenol and 4-aminophenol toxicity in renal slices from Sprague-Dawley and Fischer 344 rats.
Journal of toxicology and environmental health. Part A.
1998 Oct; 55(3):225-40. doi:
10.1080/009841098158511
. [PMID: 9772105] - A Bu-Abbas, M N Clifford, R Walker, C Ioannides. Contribution of caffeine and flavanols in the induction of hepatic Phase II activities by green tea.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
1998 Aug; 36(8):617-21. doi:
10.1016/s0278-6915(98)00019-2
. [PMID: 9734711] - G O Rankin, K W Beers, D W Nicoll, D K Anestis, S K Hong, J L Hubbard, J G Ball, M A Valentovic, P I Brown. Nephrotoxic potential of 2-amino-5-chlorophenol and 4-amino-3-chlorophenol in Fischer 344 rats: comparisons with 2- and 4-chloroaniline and 2- and 4-aminophenol.
Toxicology.
1996 Apr; 108(1-2):109-23. doi:
10.1016/0300-483x(95)03294-p
. [PMID: 8644109] - N Sugiyama, F Akahoshi, S Kuwahara, M Kajii, Y Sakaue, H Yakumaru, M Sugiura, C Fukaya. Synthesis and topical antiinflammatory and antiallergic activities of antioxidant o-aminophenol derivatives.
Journal of medicinal chemistry.
1994 Jun; 37(13):1977-82. doi:
10.1021/jm00039a010
. [PMID: 7913134] - Y Kurata, H Tsuda, T Sakata, T Yamashita, N Ito. Reciprocal modifying effects of isomeric forms of aminophenol on induction of neoplastic lesions in rat liver and kidney initiated by N-ethyl-N-hydroxyethylnitrosamine.
Carcinogenesis.
1987 Sep; 8(9):1281-5. doi:
10.1093/carcin/8.9.1281
. [PMID: 3621466] - M Cirstea, M Cirje, G Suhaciu. Haptenic properties of drug metabolites with ortho- or para-aminophenolic structure.
Physiologie (Bucarest).
1984 Apr; 21(2):101-9. doi:
NULL
. [PMID: 6429680] - L ROHL. PROSTATIC AND BLADDER TUMOURS STUDIED IN VITRO ON THE RESPONSE TO ANDROSTERONE AND AN ORTHO-AMINOPHENOL.
Acta - Unio Internationalis Contra Cancrum.
1964; 20(?):1316-9. doi:
NULL
. [PMID: 14242886] - C M KING, H R GUTMANN, S F CHANG. The oxidation of o-aminophenols by cytochrome c and cytochrome oxidase. IV. Interaction of 2-imino-1,2-fluorenoquinone and of 2-imino-2,3-fluorenoquinone with bovine serum albumin.
The Journal of biological chemistry.
1963 Jun; 238(?):2199-2205. doi:
NULL
. [PMID: 14032823] - M PULKKINEN, L RAURAMO. The effect of serum from pregnant and non-pregnant women on UDPGA-transferase and on the O-aminophenol glucuronide formation.
Annales medicinae experimentalis et biologiae Fenniae.
1963; 41(?):38-40. doi:
NULL
. [PMID: 13972502] - H R GUTMANN, H T NAGASAWA. The oxidation of o-aminophenols by cytochrome c and cytochrome oxidase. III. 2,3-Flurenoquinone from 2-amino-3-fluorenol and binding of quinonoid oxidation products to bovine serum albumin.
The Journal of biological chemistry.
1960 Dec; 235(?):3466-71. doi:
10.1016/s0021-9258(18)64491-6
. [PMID: 13710019] - H T NAGASAWA, H R GUTMANN. The oxidation of o-aminophenols by cytochrome c and cytochrome oxidase. I. Enzymatic oxidations and binding of oxidation products to bovine serum albumin.
The Journal of biological chemistry.
1959 Jun; 234(6):1593-9. doi:
NULL
. [PMID: 13654423] - S L TOMPSETT. The determination in urine of some metabolites of tryptophankynurenine, anthranilic acid and 3-hydroxyanthranilic acid- and reference to the presence of o-aminophenol in urine.
Clinica chimica acta; international journal of clinical chemistry.
1959 May; 4(3):411-9. doi:
10.1016/0009-8981(59)90112-3
. [PMID: 13663246]