PHENAZINE (BioDeep_00000003036)

   

natural product


代谢物信息卡片


PHENAZINE

化学式: C12H8N2 (180.0687)
中文名称: 吩嗪
谱图信息: 最多检出来源 Homo sapiens(plant) 2.69%

分子结构信息

SMILES: C1=CC2=NC3=CC=CC=C3N=C2C=C1
InChI: InChI=1S/C12H8N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H

描述信息

CONFIDENCE standard compound; INTERNAL_ID 191
CONFIDENCE standard compound; INTERNAL_ID 8129

同义名列表

2 个代谢物同义名

PHENAZINE; Phenazine



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

37 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 12 ABCB1, BCL2, CASP3, CASP9, CAT, EIF4E, ELANE, FDPS, PABPN1, TXN, TXNRD1, XDH
Peripheral membrane protein 1 ACHE
Endoplasmic reticulum membrane 1 BCL2
Nucleus 9 ACHE, BCL2, CASP3, CASP9, EIF4E, MPO, PABPN1, TXN, TXNRD1
cytosol 10 BCL2, CASP3, CASP9, CAT, EIF4E, ELANE, FDPS, TXN, TXNRD1, XDH
nuclear body 1 EIF4E
phagocytic vesicle 1 ELANE
nucleoplasm 6 CASP3, FDPS, MPO, PABPN1, TXN, TXNRD1
Cell membrane 3 ABCB1, ACHE, KIR3DL1
Multi-pass membrane protein 1 ABCB1
Synapse 1 ACHE
cell surface 4 ABCB1, ACHE, CD46, ELANE
glutamatergic synapse 2 CASP3, EIF4E
Golgi apparatus 1 ACHE
mitochondrial inner membrane 1 ATP5ME
neuromuscular junction 1 ACHE
neuronal cell body 1 CASP3
postsynapse 1 EIF4E
Lysosome 1 MPO
plasma membrane 4 ABCB1, ACHE, CD46, KIR3DL1
Membrane 7 ABCB1, ACHE, BCL2, CAT, CD46, FDPS, KIR3DL1
apical plasma membrane 1 ABCB1
extracellular exosome 8 ABCB1, CAT, CD46, EIF4E, ELANE, MPO, TXN, TXNRD1
endoplasmic reticulum 1 BCL2
extracellular space 6 ACHE, CD46, CXCL8, ELANE, MPO, XDH
perinuclear region of cytoplasm 2 ACHE, EIF4E
mitochondrion 5 ATP5ME, BCL2, CASP9, CAT, TXNRD1
protein-containing complex 3 BCL2, CASP9, CAT
intracellular membrane-bounded organelle 2 CAT, MPO
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 CD46, KIR3DL1
Secreted 4 ACHE, CXCL8, PRB1, TXN
extracellular region 7 ACHE, CAT, CXCL8, ELANE, MPO, PRB1, TXN
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 2 CAT, FDPS
Extracellular side 1 ACHE
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
Cytoplasm, P-body 1 EIF4E
P-body 1 EIF4E
Apical cell membrane 1 ABCB1
pore complex 1 BCL2
focal adhesion 2 CAT, CD46
Peroxisome 3 CAT, FDPS, XDH
basement membrane 1 ACHE
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 ELANE
secretory granule 2 ELANE, MPO
nuclear speck 2 EIF4E, PABPN1
cytoplasmic ribonucleoprotein granule 1 EIF4E
[Isoform 5]: Cytoplasm 1 TXNRD1
Lipid-anchor, GPI-anchor 1 ACHE
fibrillar center 1 TXNRD1
Cytoplasm, Stress granule 1 EIF4E
cytoplasmic stress granule 1 EIF4E
Nucleus speckle 2 EIF4E, PABPN1
side of membrane 1 ACHE
myelin sheath 1 BCL2
azurophil granule 1 MPO
[Isoform 1]: Cytoplasm 1 TXNRD1
[Isoform 4]: Cytoplasm 1 TXNRD1
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
transcription repressor complex 1 ELANE
chromatoid body 1 EIF4E
specific granule lumen 1 ELANE
azurophil granule lumen 2 ELANE, MPO
apoptosome 1 CASP9
phagocytic vesicle lumen 1 MPO
ribonucleoprotein complex 1 PABPN1
synaptic cleft 1 ACHE
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
eukaryotic translation initiation factor 4F complex 1 EIF4E
Cytoplasmic vesicle, phagosome 1 ELANE
nuclear inclusion body 1 PABPN1
RISC complex 1 EIF4E
proton-transporting ATP synthase complex 1 ATP5ME
proton-transporting ATP synthase complex, coupling factor F(o) 1 ATP5ME
catalase complex 1 CAT
Nucleus, nuclear body 1 EIF4E
BAD-BCL-2 complex 1 BCL2
Cytoplasmic vesicle, secretory vesicle, acrosome inner membrane 1 CD46
inner acrosomal membrane 1 CD46
[Isoform H]: Cell membrane 1 ACHE
caspase complex 1 CASP9


文献列表

  • Angel Franco, Anthony Chukwubuikem, Carina Meiners, Miriam A Rosenbaum. Exploring phenazine electron transfer interaction with elements of the respiratory pathways of Pseudomonas putida and Pseudomonas aeruginosa. Bioelectrochemistry (Amsterdam, Netherlands). 2023 Dec; 157(?):108636. doi: 10.1016/j.bioelechem.2023.108636. [PMID: 38181591]
  • Angel Franco, Mahmoud Elbahnasy, Miriam A Rosenbaum. Screening of natural phenazine producers for electroactivity in bioelectrochemical systems. Microbial biotechnology. 2023 Mar; 16(3):579-594. doi: 10.1111/1751-7915.14199. [PMID: 36571174]
  • Anthony Chukwubuikem, Carola Berger, Ahmed Mady, Miriam A Rosenbaum. Role of phenazine-enzyme physiology for current generation in a bioelectrochemical system. Microbial biotechnology. 2021 07; 14(4):1613-1626. doi: 10.1111/1751-7915.13827. [PMID: 34000093]
  • Samuel Hendry, Stephan Steinke, Kathrin Wittstein, Marc Stadler, Kirsten Harmrolfs, Yetunde Adewunmi, Gyan Sahukhal, Mohamed Elasri, Linda Thomashow, David Weller, Olga Mavrodi, Wulf Blankenfeldt, Dmitri Mavrodi. Functional Analysis of Phenazine Biosynthesis Genes in Burkholderia spp. Applied and environmental microbiology. 2021 05; 87(11):. doi: 10.1128/aem.02348-20. [PMID: 33741619]
  • Ru-Xiang Deng, Zhuo Zhang, Hui-Ling Li, Wei Wang, Hong-Bo Hu, Xue-Hong Zhang. Identification of a Novel Bioactive Phenazine Derivative and Regulation of phoP on Its Production in Streptomyces lomondensis S015. Journal of agricultural and food chemistry. 2021 Jan; 69(3):974-981. doi: 10.1021/acs.jafc.0c06498. [PMID: 33443412]
  • Camila Fontes Neves da Silva, Pedro Branco Hauch Chrispim, Bruna Possato, Gisele Bulhões Portapilla, Thomas N Rohrabaugh, Loyanne Carla Barbosa Ramos, Roberto Santana da Silva, Sérgio de Albuquerque, Claudia Turro, Sofia Nikolaou. Anticancer and antitrypanosomal activities of trinuclear ruthenium compounds with orthometalated phenazine ligands. Dalton transactions (Cambridge, England : 2003). 2020 Nov; 49(45):16440-16452. doi: 10.1039/d0dt01035a. [PMID: 32776028]
  • Aida Raio, Federico Brilli, Rita Baraldi, Luisa Neri, Gerardo Puopolo. Impact of spontaneous mutations on physiological traits and biocontrol activity of Pseudomonas chlororaphis M71. Microbiological research. 2020 Oct; 239(?):126517. doi: 10.1016/j.micres.2020.126517. [PMID: 32535393]
  • Waheeda Parvin, Nisha Govender, Radziah Othman, Hawa Jaafar, Mahbubur Rahman, Mui-Yun Wong. Phenazine from Pseudomonas aeruginosa UPMP3 induced the host resistance in oil palm (Elaeis guineensis Jacq.)-Ganoderma boninense pathosystem. Scientific reports. 2020 09; 10(1):15621. doi: 10.1038/s41598-020-72156-7. [PMID: 32973199]
  • Daniel Dar, Linda S Thomashow, David M Weller, Dianne K Newman. Global landscape of phenazine biosynthesis and biodegradation reveals species-specific colonization patterns in agricultural soils and crop microbiomes. eLife. 2020 09; 9(?):. doi: 10.7554/elife.59726. [PMID: 32930660]
  • Amanda Santos Kron, Veronika Zengerer, Marco Bieri, Vera Dreyfuss, Tanja Sostizzo, Michael Schmid, Matthias Lutz, Mitja N P Remus-Emsermann, Cosima Pelludat. Pseudomonas orientalis F9 Pyoverdine, Safracin, and Phenazine Mutants Remain Effective Antagonists against Erwinia amylovora in Apple Flowers. Applied and environmental microbiology. 2020 04; 86(8):. doi: 10.1128/aem.02620-19. [PMID: 32033956]
  • Abhijeet Joshi, Manjusha Chitanand. Complete genome sequence of plant growth promoting Pseudomonas aeruginosa AJ D 2 an isolate from monocropic cotton rhizosphere. Genomics. 2020 03; 112(2):1318. doi: 10.1016/j.ygeno.2019.07.022. [PMID: 31404626]
  • Antoine Zboralski, Adrien Biessy, Marie-Claude Savoie, Amy Novinscak, Martin Filion. Metabolic and Genomic Traits of Phytobeneficial Phenazine-Producing Pseudomonas spp. Are Linked to Rhizosphere Colonization in Arabidopsis thaliana and Solanum tuberosum. Applied and environmental microbiology. 2020 02; 86(4):. doi: 10.1128/aem.02443-19. [PMID: 31811040]
  • Savitha DeBritto, Tanzeembanu D Gajbar, Praveen Satapute, Lalitha Sundaram, Ramachandra Yarappa Lakshmikantha, Sudisha Jogaiah, Shin-Ichi Ito. Isolation and characterization of nutrient dependent pyocyanin from Pseudomonas aeruginosa and its dye and agrochemical properties. Scientific reports. 2020 01; 10(1):1542. doi: 10.1038/s41598-020-58335-6. [PMID: 32005900]
  • Hatsumi Wakamatsu, Sumire Tanaka, Yosuke Matsuo, Yoshinori Saito, Koyo Nishida, Takashi Tanaka. Reductive Metabolism of Ellagitannins in the Young Leaves of Castanopsis sieboldii. Molecules (Basel, Switzerland). 2019 Nov; 24(23):. doi: 10.3390/molecules24234279. [PMID: 31771266]
  • Xiao Chen, Lin-Fang Hu, Xue-Shi Huang, Li-Xing Zhao, Cui-Ping Miao, You-Wei Chen, Li-Hua Xu, Li Han, Yi-Qing Li. Isolation and Characterization of New Phenazine Metabolites with Antifungal Activity against Root-Rot Pathogens of Panax notoginseng from Streptomyces. Journal of agricultural and food chemistry. 2019 Oct; 67(41):11403-11407. doi: 10.1021/acs.jafc.9b04191. [PMID: 31509401]
  • Siobhán O'Brien, Rolf Kümmerli, Steve Paterson, Craig Winstanley, Michael A Brockhurst. Transposable temperate phages promote the evolution of divergent social strategies in Pseudomonas aeruginosa populations. Proceedings. Biological sciences. 2019 10; 286(1912):20191794. doi: 10.1098/rspb.2019.1794. [PMID: 31594506]
  • Jian Wu, Xiayan Pan, Shu Xu, Yabing Duan, Jianying Luo, Zehua Zhou, Jianxin Wang, Mingguo Zhou. The critical role of cytochrome c maturation (CCM) system in the tolerance of Xanthomonas campestris pv. campestris to phenazines. Pesticide biochemistry and physiology. 2019 May; 156(?):63-71. doi: 10.1016/j.pestbp.2019.02.003. [PMID: 31027582]
  • Marissa A Valentine-King, Katherine Cisneros, Margaret O James, Robert W Huigens, Mary B Brown. Turning the Tide against Antibiotic Resistance by Evaluating Novel, Halogenated Phenazine, Quinoline, and NH125 Compounds against Ureaplasma Species Clinical Isolates and Mycoplasma Type Strains. Antimicrobial agents and chemotherapy. 2019 03; 63(3):. doi: 10.1128/aac.02265-18. [PMID: 30642935]
  • Run Huang, Zhibin Feng, Xiaoyan Chi, Xiaoqiang Sun, Yang Lu, Baoshen Zhang, Ruiyang Lu, Wangtai Luo, Yanhua Wang, Jing Miao, Yihe Ge. Pyrrolnitrin is more essential than phenazines for Pseudomonas chlororaphis G05 in its suppression of Fusarium graminearum. Microbiological research. 2018 Oct; 215(?):55-64. doi: 10.1016/j.micres.2018.06.008. [PMID: 30172309]
  • Huasong Peng, Jian Tan, Muhammad Bilal, Wei Wang, Hongbo Hu, Xuehong Zhang. Enhanced biosynthesis of phenazine-1-carboxamide by Pseudomonas chlororaphis strains using statistical experimental designs. World journal of microbiology & biotechnology. 2018 Aug; 34(9):129. doi: 10.1007/s11274-018-2501-0. [PMID: 30094643]
  • Valeri V Mossine, Deborah L Chance, James K Waters, Thomas P Mawhinney. Interaction of Bacterial Phenazines with Colistimethate in Bronchial Epithelial Cells. Antimicrobial agents and chemotherapy. 2018 08; 62(8):. doi: 10.1128/aac.02349-17. [PMID: 29784845]
  • Huasong Peng, Pingyuan Zhang, Muhammad Bilal, Wei Wang, Hongbo Hu, Xuehong Zhang. Enhanced biosynthesis of phenazine-1-carboxamide by engineered Pseudomonas chlororaphis HT66. Microbial cell factories. 2018 Jul; 17(1):117. doi: 10.1186/s12934-018-0962-3. [PMID: 30045743]
  • Huasong Peng, Yi Ouyang, Muhammad Bilal, Wei Wang, Hongbo Hu, Xuehong Zhang. Identification, synthesis and regulatory function of the N-acylated homoserine lactone signals produced by Pseudomonas chlororaphis HT66. Microbial cell factories. 2018 Jan; 17(1):9. doi: 10.1186/s12934-017-0854-y. [PMID: 29357848]
  • Jun Myoung Yu, Dongping Wang, Tessa R Ries, Leland S Pierson, Elizabeth A Pierson. An upstream sequence modulates phenazine production at the level of transcription and translation in the biological control strain Pseudomonas chlororaphis 30-84. PloS one. 2018; 13(2):e0193063. doi: 10.1371/journal.pone.0193063. [PMID: 29451920]
  • Steven Higgins, Stephan Heeb, Giordano Rampioni, Mathew P Fletcher, Paul Williams, Miguel Cámara. Differential Regulation of the Phenazine Biosynthetic Operons by Quorum Sensing in Pseudomonas aeruginosa PAO1-N. Frontiers in cellular and infection microbiology. 2018; 8(?):252. doi: 10.3389/fcimb.2018.00252. [PMID: 30083519]
  • Kai Nesemann, Susanna A Braus-Stromeyer, Rebekka Harting, Annalena Höfer, Harald Kusch, Alinne Batista Ambrosio, Christian Timpner, Gerhard H Braus. Fluorescent pseudomonads pursue media-dependent strategies to inhibit growth of pathogenic Verticillium fungi. Applied microbiology and biotechnology. 2018 Jan; 102(2):817-831. doi: 10.1007/s00253-017-8618-5. [PMID: 29151161]
  • Aida Raio, Pierluigi Reveglia, Gerardo Puopolo, Alessio Cimmino, Roberto Danti, Antonio Evidente. Involvement of phenazine-1-carboxylic acid in the interaction between Pseudomonas chlororaphis subsp. aureofaciens strain M71 and Seiridium cardinale in vivo. Microbiological research. 2017 Jun; 199(?):49-56. doi: 10.1016/j.micres.2017.03.003. [PMID: 28454709]
  • Subramani Kandhasamy, Giriprasath Ramanathan, Thangavelu Muthukumar, SitaLakshmi Thyagarajan, Narayanan Umamaheshwari, V P Santhanakrishnan, Uma Tiruchirapalli Sivagnanam, Paramasivan Thirumalai Perumal. Nanofibrous matrixes with biologically active hydroxybenzophenazine pyrazolone compound for cancer theranostics. Materials science & engineering. C, Materials for biological applications. 2017 May; 74(?):70-85. doi: 10.1016/j.msec.2017.01.001. [PMID: 28254336]
  • Tomohiro Morohoshi, Takahito Yamaguchi, Xiaonan Xie, Wen-Zhao Wang, Kasumi Takeuchi, Nobutaka Someya. Complete Genome Sequence of Pseudomonas chlororaphis subsp. aurantiaca Reveals a Triplicate Quorum-Sensing Mechanism for Regulation of Phenazine Production. Microbes and environments. 2017 Mar; 32(1):47-53. doi: 10.1264/jsme2.me16162. [PMID: 28239068]
  • Jun Myoung Yu, Dongping Wang, Leland S Pierson, Elizabeth A Pierson. Disruption of MiaA provides insights into the regulation of phenazine biosynthesis under suboptimal growth conditions in Pseudomonas chlororaphis 30-84. Microbiology (Reading, England). 2017 01; 163(1):94-108. doi: 10.1099/mic.0.000409. [PMID: 27926818]
  • Hariharan Harikrishnan, Vellasamy Shanmugaiah, Karmegham Nithya, Natesan Balasubramanian, Mahaveer P Sharma, Emma W Gachomo, Simeon O Kotchoni. Enhanced production of phenazine-like metabolite produced by Streptomyces aurantiogriseus VSMGT1014 against rice pathogen, Rhizoctonia solani. Journal of basic microbiology. 2016 Feb; 56(2):153-61. doi: 10.1002/jobm.201500362. [PMID: 26627705]
  • Dongping Wang, Robert J Dorosky, Cliff S Han, Chien-Chi Lo, Armand E K Dichosa, Patrick S Chain, Jun Myoung Yu, Leland S Pierson, Elizabeth A Pierson. Adaptation genomics of a small-colony variant in a Pseudomonas chlororaphis 30-84 biofilm. Applied and environmental microbiology. 2015 Feb; 81(3):890-9. doi: 10.1128/aem.02617-14. [PMID: 25416762]
  • Anne Mai-Prochnow, Mark Bradbury, Kostya Ostrikov, Anthony B Murphy. Pseudomonas aeruginosa Biofilm Response and Resistance to Cold Atmospheric Pressure Plasma Is Linked to the Redox-Active Molecule Phenazine. PloS one. 2015; 10(6):e0130373. doi: 10.1371/journal.pone.0130373. [PMID: 26114428]
  • Jun Li, Yang Yang, Jean-Frédéric Dubern, Hui Li, Nigel Halliday, Leonid Chernin, Kexiang Gao, Miguel Cámara, Xiaoguang Liu. Regulation of GacA in Pseudomonas chlororaphis Strains Shows a Niche Specificity. PloS one. 2015; 10(9):e0137553. doi: 10.1371/journal.pone.0137553. [PMID: 26379125]
  • Jong-Hwa Lee, Yoon-Jee Chae, Kyeong-Ryoon Lee, Sung-Hoon Ahn, Joung-Wook Seo, Qing-Ri Jin, Young-Ah Woo, Gye-Won Lee, Soon-Chang Cho, Sung-Won Kwon, Dae-Hun Park. Development of a LC-MS method for quantification of FK-3000 and its application to in vivo pharmacokinetic study in drug development. Journal of pharmaceutical and biomedical analysis. 2012 Nov; 70(?):587-91. doi: 10.1016/j.jpba.2012.05.030. [PMID: 22738786]
  • James A Parejko, Dmitri V Mavrodi, Olga V Mavrodi, David M Weller, Linda S Thomashow. Population structure and diversity of phenazine-1-carboxylic acid producing fluorescent Pseudomonas spp. from dryland cereal fields of central Washington State (USA). Microbial ecology. 2012 Jul; 64(1):226-41. doi: 10.1007/s00248-012-0015-0. [PMID: 22383119]
  • Dongping Wang, Jun Myoung Yu, Leland S Pierson, Elizabeth A Pierson. Differential regulation of phenazine biosynthesis by RpeA and RpeB in Pseudomonas chlororaphis 30-84. Microbiology (Reading, England). 2012 Jul; 158(Pt 7):1745-1757. doi: 10.1099/mic.0.059352-0. [PMID: 22539162]
  • Carrie Selin, W G Dilantha Fernando, Teresa de Kievit. The PhzI/PhzR quorum-sensing system is required for pyrrolnitrin and phenazine production, and exhibits cross-regulation with RpoS in Pseudomonas chlororaphis PA23. Microbiology (Reading, England). 2012 Apr; 158(Pt 4):896-907. doi: 10.1099/mic.0.054254-0. [PMID: 22262095]
  • Vijaya Chockalingam, Sdv Suryakiran Kadali, Pratheesh Gnanasambantham. Antiproliferative and antioxidant activity of Aegle marmelos (Linn.) leaves in Dalton's Lymphoma Ascites transplanted mice. Indian journal of pharmacology. 2012 Mar; 44(2):225-9. doi: 10.4103/0253-7613.93854. [PMID: 22529480]
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