Dinitro-ortho-cresol (BioDeep_00000397822)
Main id: BioDeep_00000014845
代谢物信息卡片
4,6-Dinitro-O-cresol
化学式: C7H6N2O5 (198.0276706)
中文名称: 4,6-二硝基邻甲酚
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=CC(=CC(=C1O)[N+](=O)[O-])[N+](=O)[O-]
InChI: InChI=1S/C7H6N2O5/c1-4-2-5(8(11)12)3-6(7(4)10)9(13)14/h2-3,10H,1H3
描述信息
D004791 - Enzyme Inhibitors > D014475 - Uncoupling Agents
D010575 - Pesticides > D006540 - Herbicides
D016573 - Agrochemicals
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3120
同义名列表
2 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:39349
- KEGG: C18653
- PubChem: 10800
- ChEMBL: CHEMBL419564
- CAS: 1219804-69-9
- CAS: 534-52-1
- MoNA: EQ312056
- MoNA: EQ312055
- MoNA: EQ312054
- MoNA: EQ312053
- MoNA: EQ312052
- MoNA: EQ312051
- PubChem: 124489327
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)
1 个相关的物种来源信息
- 210143 - Corchorus capsularis: 10.1016/S0031-9422(00)84103-5
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
- Rafael Rivera-Lugo, Shuo Huang, Frank Lee, Raphaël Méheust, Anthony T Iavarone, Ashley M Sidebottom, Eric Oldfield, Daniel A Portnoy, Samuel H Light. Distinct Energy-Coupling Factor Transporter Subunits Enable Flavin Acquisition and Extracytosolic Trafficking for Extracellular Electron Transfer in Listeria monocytogenes.
mBio.
2023 02; 14(1):e0308522. doi:
10.1128/mbio.03085-22. [PMID: 36744898] - Susann Herrmann, Martin Dippe, Pascal Pecher, Evelyn Funke, Markus Pietzsch, Ludger A Wessjohann. Engineered Bacterial Flavin-Dependent Monooxygenases for the Regiospecific Hydroxylation of Polycyclic Phenols.
Chembiochem : a European journal of chemical biology.
2022 03; 23(6):e202100480. doi:
10.1002/cbic.202100480. [PMID: 34979058] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Christina Krönauer, Thomas Lahaye. The flavin monooxygenase Bs3 triggers cell death in plants, impairs growth in yeast and produces H2O2 in vitro.
PloS one.
2021; 16(8):e0256217. doi:
10.1371/journal.pone.0256217. [PMID: 34411175] - Clare F Megarity, Bhavin Siritanaratkul, Ryan A Herold, Giorgio Morello, Fraser A Armstrong. Electron flow between the worlds of Marcus and Warburg.
The Journal of chemical physics.
2020 Dec; 153(22):225101. doi:
10.1063/5.0024701. [PMID: 33317312] - Ya Yang, Yue Hu, Yanling Yue, Yanan Pu, Xin Yin, Yuanwen Duan, Aixia Huang, Yunqiang Yang, Yongping Yang. Expression profiles of glucosinolate biosynthetic genes in turnip (Brassica rapa var. rapa) at different developmental stages and effect of transformed flavin-containing monooxygenase genes on hairy root glucosinolate content.
Journal of the science of food and agriculture.
2020 Feb; 100(3):1064-1071. doi:
10.1002/jsfa.10111. [PMID: 31713870] - 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] - Stephan Endres, Marcus Wingen, Joaquim Torra, Rubén Ruiz-González, Tino Polen, Gabriela Bosio, Nora Lisa Bitzenhofer, Fabienne Hilgers, Thomas Gensch, Santi Nonell, Karl-Erich Jaeger, Thomas Drepper. An optogenetic toolbox of LOV-based photosensitizers for light-driven killing of bacteria.
Scientific reports.
2018 10; 8(1):15021. doi:
10.1038/s41598-018-33291-4. [PMID: 30301917] - Kyung Taek Heo, Byeongsan Lee, Sangkeun Son, Jong Seog Ahn, Jae-Hyuk Jang, Young-Soo Hong. Production of Bioactive 3'-Hydroxystilbene Compounds Using the Flavin-Dependent Monooxygenase Sam5.
Journal of microbiology and biotechnology.
2018 Jul; 28(7):1105-1111. doi:
10.4014/jmb.1804.04007. [PMID: 30021423] - Amrita B Hazra, David P Ballou, Michiko E Taga. Unique Biochemical and Sequence Features Enable BluB To Destroy Flavin and Distinguish BluB from the Flavin Monooxygenase Superfamily.
Biochemistry.
2018 03; 57(11):1748-1757. doi:
10.1021/acs.biochem.7b01193. [PMID: 29457884] - Na Sa, Renu Rawat, Chelsea Thornburg, Kevin D Walker, Sanja Roje. Identification and characterization of the missing phosphatase on the riboflavin biosynthesis pathway in Arabidopsis thaliana.
The Plant journal : for cell and molecular biology.
2016 12; 88(5):705-716. doi:
10.1111/tpj.13291. [PMID: 27490826] - Vincenzo Crescente, Sinead M Holland, Sapna Kashyap, Elena Polycarpou, Edith Sim, Ali Ryan. Identification of novel members of the bacterial azoreductase family in Pseudomonas aeruginosa.
The Biochemical journal.
2016 Mar; 473(5):549-58. doi:
10.1042/bj20150856. [PMID: 26621870] - Poyu Chen, Masaaki Umeda. DNA double-strand breaks induce the expression of flavin-containing monooxygenase and reduce root meristem size in Arabidopsis thaliana.
Genes to cells : devoted to molecular & cellular mechanisms.
2015 Aug; 20(8):636-46. doi:
10.1111/gtc.12255. [PMID: 26033196] - Anthony M Buckley, Jan Petersen, Andrew J Roe, Gillian R Douce, John M Christie. LOV-based reporters for fluorescence imaging.
Current opinion in chemical biology.
2015 Aug; 27(?):39-45. doi:
10.1016/j.cbpa.2015.05.011. [PMID: 26087123] - Anika Hense, Elena Herman, Sabine Oldemeyer, Tilman Kottke. Proton transfer to flavin stabilizes the signaling state of the blue light receptor plant cryptochrome.
The Journal of biological chemistry.
2015 Jan; 290(3):1743-51. doi:
10.1074/jbc.m114.606327. [PMID: 25471375] - Xinxin Xu, Ling Liu, Fan Zhang, Wenzhao Wang, Jinyang Li, Liangdong Guo, Yongsheng Che, Gang Liu. Identification of the first diphenyl ether gene cluster for pestheic acid biosynthesis in plant endophyte Pestalotiopsis fici.
Chembiochem : a European journal of chemical biology.
2014 Jan; 15(2):284-92. doi:
10.1002/cbic.201300626. [PMID: 24302702] - Josiah P Zayner, Tobin R Sosnick. Factors that control the chemistry of the LOV domain photocycle.
PloS one.
2014; 9(1):e87074. doi:
10.1371/journal.pone.0087074. [PMID: 24475227] - Alzbeta Chorvatova, Swida Aneba, Anton Mateasik, Dusan Chorvat, Blandine Comte. Time-resolved fluorescence spectroscopy investigation of the effect of 4-hydroxynonenal on endogenous NAD(P)H in living cardiac myocytes.
Journal of biomedical optics.
2013 Jun; 18(6):067009. doi:
10.1117/1.jbo.18.6.067009. [PMID: 23804217] - John J Herbert, R F Mizell, H J McAuslane. Host preference of the crapemyrtle aphid (Hemiptera: Aphididae) and host suitability of crapemyrtle cultivars.
Environmental entomology.
2009 Aug; 38(4):1155-60. doi:
10.1603/022.038.0423. [PMID: 19689894] - Claudia Nunes, Celia Sousa, Helena Ferreira, Marlene Lucio, Jose L F C Lima, Joana Tavares, Anabela Cordeiro-da-Silva, Salette Reis. Substituted phenols as pollutants that affect membrane fluidity.
Journal of environmental biology.
2008 Sep; 29(5):733-8. doi:
". [PMID: 19295073] - J Van Durme, J Dewulf, W Sysmans, C Leys, H Van Langenhove. Abatement and degradation pathways of toluene in indoor air by positive corona discharge.
Chemosphere.
2007 Aug; 68(10):1821-9. doi:
10.1016/j.chemosphere.2007.03.053. [PMID: 17490711] - Márcia M Aranha, Ana R Matos, Ana Teresa Mendes, Vera Vaz Pinto, Cecília M P Rodrigues, João D Arrabaça. Dinitro-o-cresol induces apoptosis-like cell death but not alternative oxidase expression in soybean cells.
Journal of plant physiology.
2007 Jun; 164(6):675-84. doi:
10.1016/j.jplph.2006.09.010. [PMID: 17223224] - V Miskiniene, J Sarlauskas, J P Jacquot, N Cenas. Nitroreductase reactions of Arabidopsis thaliana thioredoxin reductase.
Biochimica et biophysica acta.
1998 Sep; 1366(3):275-83. doi:
10.1016/s0005-2728(98)00128-5. [PMID: 9814841] - D Gisi, G Stucki, K W Hanselmann. Biodegradation of the pesticide 4,6-dinitro-ortho-cresol by microorganisms in batch cultures and in fixed-bed column reactors.
Applied microbiology and biotechnology.
1997 Oct; 48(4):441-8. doi:
10.1007/s002530051077. [PMID: 9390451] - S Krüger, M Herzog, H Kuhlmey, E Werner. [Circadian rhythm of the toxicokinetics and toxicodynamics of the plant protection substance dinitro-ortho-cresol in rabbits].
DTW. Deutsche tierarztliche Wochenschrift.
1991 Oct; 98(10):376-81. doi:
". [PMID: 1752207] - V D Duk'ianchuk, A I Luĭk, Iu L Radavskiĭ, N S Voĭtenko, A A Gershkovich. [Experimental specific immunotherapy of acute poisoning by dinitrophenol compounds].
Vestnik Akademii meditsinskikh nauk SSSR.
1988; ?(5):38-42. doi:
NULL. [PMID: 3176649] - V D Luk'ianchuk, V V Zhirnov, V I Trunov. [Morpho-functional state of biomembranes after treatment with alkyl derivatives of 2,4-dinitrophenol].
Ukrainskii biokhimicheskii zhurnal (1978).
1986 May; 58(3):83-7. doi:
". [PMID: 3727043] - V D Luk'ianchuk. [Molecular mechanisms of interaction between blood serum albumin and dinitroorthocresol].
Voprosy meditsinskoi khimii.
1983 Mar; 29(2):8-11. doi:
NULL. [PMID: 6858039] - J van der Greef, D C Leegwater. Urine profile analysis by field desorption mass spectrometry, a technique for detecting metabolites of xenobiotics. Application to 3,5-dinitro-2-hydroxytoluene.
Biomedical mass spectrometry.
1983 Jan; 10(1):1-4. doi:
10.1002/bms.1200100102. [PMID: 6838996] - A I Luĭk. [Computation of the parameters of complex formation of chemical compounds with serum albumin according to the degree of completeness of conformational transitions ion the protein molecule].
Farmakologiia i toksikologiia.
1982 Mar; 45(2):122-6. doi:
NULL. [PMID: 7075746] - K H Rätz, A Mattheus, H Heise, J Müller, R Haberzettl. [Effect of a dinitro-o-cresol-containing herbicide (Hedolit) on human reproduction].
Dermatologische Monatschrift.
1979 Sep; 165(9):658-64. doi:
NULL. [PMID: 118892] - H B BURCH, O H LOWRY, T DE GUBAREFF, S R LOWRY. Flavin enzymes in liver and kidney of rats from birth to weaning.
Journal of cellular and comparative physiology.
1958 Dec; 52(3):503-10. doi:
10.1002/jcp.1030520308. [PMID: 13654465] - R K CRANE, A K KELTCH. Dinitrocresol and phosphate stimulation of the oxygen consumption of a cell-free oxidative system obtained from sea urchin eggs.
The Journal of general physiology.
1949 Mar; 32(4):503-9. doi:
10.1085/jgp.32.4.503. [PMID: 18124799]