nystatin (BioDeep_00000002459)

 

Secondary id: BioDeep_00000006210

natural product Chemicals and Drugs Antibiotics Volatile Flavor Compounds


代谢物信息卡片


(1S,3R,4E,6E,8E,10E,14E,16E,18S,19R,20R,21S,25R,27R,29R,32R,33R,35S,37S,38R)-3-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,29,32,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10,14,16-hexaene-38-carboxylic acid

化学式: C47H75NO17 (925.5034740000001)
中文名称: 制霉菌素
谱图信息: 最多检出来源 Escherichia coli(natural_products) 10%

分子结构信息

SMILES: C1(O[C@@H]([C@@H](O)[C@H](N)[C@@H]1O)C)OC1C=CC=CC=CC=CCCC=CC=CC(C)C(O)C(C)C(OC(=O)CC(O)CC(O)CC(O)CCC(O)C(O)CC(=O)CC(O)C(C(=O)O)C(O)C1)C
InChI: InChI=1S/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33+,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1

描述信息

A polyene macrolide antibiotic; part of the nystatin complex produced by several Streptomyces species. It is an antifungal antibiotic used for the treatment of topical fungal infections caused by a broad spectrum of fungal pathogens comprising yeast-like and filamentous species.
G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids > G01AA - Antibiotics
A - Alimentary tract and metabolism > A07 - Antidiarrheals, intestinal antiinflammatory/antiinfective agents > A07A - Intestinal antiinfectives > A07AA - Antibiotics
D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use > D01AA - Antibiotics
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C514 - Antifungal Agent
D049990 - Membrane Transport Modulators
D007476 - Ionophores
A polyene macrolide antibiotic; part of the nystatin complex produced by several Streptococcus species. The keto-form of nystatin A1.
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3140

同义名列表

8 个代谢物同义名

Nystatin A1; nystatin; (21E,23E,25E,27E,31E,33E)-20-[(3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,6,8,11,12,16,18,36-octahydroxy-35,37,38-trimethyl-2,14-dioxo-1-oxacyclooctatriaconta-21,23,25,27,31,33-hexaene-17-carboxylic acid; Nystatin (Fungicidin); (1S,3R,4E,6E,8E,10E,14E,16E,18S,19R,20R,21S,25R,27R,29R,32R,33R,35S,37S,38R)-3-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,29,32,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10,14,16-hexaene-38-carboxylic acid; Mycostatin; Nystatin A1; Nystatin



数据库引用编号

41 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

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)

3 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

  • Vanessa de Carvalho Jovito, Jefferson Muniz de Lima, Marianne de Lucena Rangel, Brenna Louise Cavalcanti Gondim, Paula Lima Nogueira, Ana Claúdia Dantas de Medeiros, Marianna Vieira Sobral, Ricardo Dias de Castro, Lúcio Roberto Cançado Castellano. Anticandida and antibiofilm activities of extract from Schinopsis brasiliensis Engl. against Candida spp. Brazilian oral research. 2024; 38(?):e016. doi: 10.1590/1807-3107bor-2024.vol38.0016. [PMID: 38477802]
  • Filipa Sousa, Cecília Nascimento, Domingos Ferreira, Salette Reis, Paulo Costa. Reviving the interest in the versatile drug nystatin: A multitude of strategies to increase its potential as an effective and safe antifungal agent. Advanced drug delivery reviews. 2023 Jun; 199(?):114969. doi: 10.1016/j.addr.2023.114969. [PMID: 37348678]
  • Sara H Helal, Heba M M Abdel-Aziz, Mustafa M El-Zayat, Mohammed N A Hasaneen. Preparation, characterization and properties of three different nanomaterials either alone or loaded with nystatin or fluconazole antifungals. Scientific reports. 2022 12; 12(1):22110. doi: 10.1038/s41598-022-26523-1. [PMID: 36543853]
  • Eman Maher Zahran, Soad A Mohamad, Ramadan Yahia, Ahmed M Badawi, Ahmed M Sayed, Usama Ramadan Abdelmohsen. Anti-otomycotic potential of nanoparticles of Moringa oleifera leaf extract: an integrated in vitro, in silico and phase 0 clinical study. Food & function. 2022 Oct; 13(21):11083-11096. doi: 10.1039/d2fo02382b. [PMID: 36200448]
  • Almando Geraldi, Andika Pramudya Wardana, Nanik Siti Aminah, Alfinda Novi Kristanti, Aliffa Yusti Sadila, Nabilla Hapsari Wijaya, Mellya Rimadha Andra Wijaya, Noviana Indah Dwi Diningrum, Versa Rachmania Hajar, Yosephine Sri Wulan Manuhara. Tropical Medicinal Plant Extracts from Indonesia as Antifungal Agents against Candida Albicans. Frontiers in bioscience (Landmark edition). 2022 09; 27(9):274. doi: 10.31083/j.fbl2709274. [PMID: 36224024]
  • Vanessa Marques Meccatti, Lívia Mara Alves Figueiredo-Godoi, Thaís Cristine Pereira, Patrícia Michelle Nagai de Lima, Amjad Abu Hasna, Lavinia Barbosa Senna, Maria Cristina Marcucci, Juliana Campos Junqueira, Luciane Dias de Oliveira. The biocompatibility and antifungal effect of Rosmarinus officinalis against Candida albicans in Galleria mellonella model. Scientific reports. 2022 09; 12(1):15611. doi: 10.1038/s41598-022-19425-9. [PMID: 36114199]
  • Jacqueline de Oliveira Zoccolotti, Alberto José Cavalheiro, Camilla Olga Tasso, Caroline Correa de Oliveira, Beatriz Ribeiro Ribas, Túlio Morandin Ferrisse, Carlos Alberto de Souza Costa, Janaina Habib Jorge. In vivo antifungal activity and biocompatibility of Cryptocarya moschata. Archives of microbiology. 2022 Aug; 204(9):569. doi: 10.1007/s00203-022-03177-1. [PMID: 35987948]
  • Serhat S Çiçek, Mayra Galarza Pérez, Arlette Wenzel-Storjohann, Roberto M Bezerra, Jorge F O Segovia, Ulrich Girreser, Isamu Kanzaki, Deniz Tasdemir. Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant Vatairea guianensis Aubl. Journal of natural products. 2022 04; 85(4):927-935. doi: 10.1021/acs.jnatprod.1c01035. [PMID: 35271771]
  • Masoomeh Sadat Hosseini, Babak Kamali, Mohammad Reza Nabid. Multilayered mucoadhesive hydrogel films based on Ocimum basilicum seed mucilage/thiolated alginate/dopamine-modified hyaluronic acid and PDA coating for sublingual administration of nystatin. International journal of biological macromolecules. 2022 Apr; 203(?):93-104. doi: 10.1016/j.ijbiomac.2022.01.031. [PMID: 35033526]
  • Rodrigo C Bassi, Marcelo F G Boriollo. Amphotericin B, fluconazole, and nystatin as development inhibitors of Candida albicans biofilms on a dental prosthesis reline material: Analytical models in vitro. The Journal of prosthetic dentistry. 2022 Feb; 127(2):320-330. doi: 10.1016/j.prosdent.2020.10.018. [PMID: 33279153]
  • Abolfazl Saravani Jahantiq, Seyyed Amin Ayatollahi Mousavi, Neda Mohamadi, Fariba Sharififar. Inhibitory Effect of Standardized Extract and Fractions of Nigella sativa L. on Nystatin Susceptible and Clinically Nystatin Resistant Candida albicans. Current drug discovery technologies. 2022; 19(5):e120522204695. doi: 10.2174/1570163819666220512164337. [PMID: 35549875]
  • Benjamin Kingsley Harley, Anthony Martin Quagraine, David Neglo, Mike Okweesi Aggrey, Emmanuel Orman, Nana Ama Mireku-Gyimah, Cedric Dzidzor Amengor, Jonathan Jato, Yussif Saaka, Theophilus Christian Fleischer. Metabolite profiling, antifungal, biofilm formation prevention and disruption of mature biofilm activities of Erythrina senegalensis stem bark extract against Candida albicans and Candida glabrata. PloS one. 2022; 17(11):e0278096. doi: 10.1371/journal.pone.0278096. [PMID: 36441750]
  • R Ramessur, N Saffar, B Czako, A Agarwal, K Batta. Cutaneous thrombosis associated with skin necrosis following Oxford-AstraZeneca COVID-19 vaccination. Clinical and experimental dermatology. 2021 Dec; 46(8):1610-1612. doi: 10.1111/ced.14819. [PMID: 34189756]
  • Xiaomeng Hao, Shasha Li, Jun Ni, Guiyang Wang, Fang Li, Qin Li, Shuzhen Chen, Jicheng Shu, Maoluo Gan. Acremopeptaibols A-F, 16-Residue Peptaibols from the Sponge-Derived Acremonium sp. IMB18-086 Cultivated with Heat-Killed Pseudomonas aeruginosa. Journal of natural products. 2021 11; 84(11):2990-3000. doi: 10.1021/acs.jnatprod.1c00834. [PMID: 34781681]
  • Lady Daiane Pereira Leite, Maria Alcionéia Carvalho de Oliveira, Mariana Raquel da Cruz Vegian, Aline da Graça Sampaio, Thalita Mayumi Castaldelli Nishime, Konstantin Georgiev Kostov, Cristiane Yumi Koga-Ito. Effect of Cold Atmospheric Plasma Jet Associated to Polyene Antifungals on Candida albicans Biofilms. Molecules (Basel, Switzerland). 2021 Sep; 26(19):. doi: 10.3390/molecules26195815. [PMID: 34641359]
  • Santhosh Chandar Maddila, Chandrashekhar Voshavar, Porkizhi Arjunan, Rashmi Prakash Chowath, Hari Krishna Reddy Rachamalla, Balaji Balakrishnan, Poonkuzhali Balasubramanian, Rajkumar Banerjee, Srujan Marepally. Cholesterol Sequestration from Caveolae/Lipid Rafts Enhances Cationic Liposome-Mediated Nucleic Acid Delivery into Endothelial Cells. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154626. [PMID: 34361779]
  • Katherine Yasmin M Garcia, Chayanard Phukhamsakda, Mark Tristan J Quimque, Kevin D Hyde, Marc Stadler, Allan Patrick G Macabeo. Catechol-Bearing Polyketide Derivatives from Sparticola junci. Journal of natural products. 2021 07; 84(7):2053-2058. doi: 10.1021/acs.jnatprod.1c00415. [PMID: 34197704]
  • Zehra Edis, Samir Haj Bloukh. Facile Synthesis of Bio-Antimicrobials with 'Smart' Triiodides. Molecules (Basel, Switzerland). 2021 Jun; 26(12):. doi: 10.3390/molecules26123553. [PMID: 34200814]
  • Trung Q Ky, Jeong M Park, Katie A McMurry, Sarah M Tischer, Linda J Fitzgerald, Laura Cotiguala. Oropharyngeal candidiasis outcomes in renal transplant recipients receiving nystatin versus no antifungal prophylaxis. Transplant infectious disease : an official journal of the Transplantation Society. 2021 Jun; 23(3):e13559. doi: 10.1111/tid.13559. [PMID: 33387388]
  • Maria Szomek, Peter Reinholdt, Daniel Petersen, Atenisa Caci, Jacob Kongsted, Daniel Wüstner. Direct observation of nystatin binding to the plasma membrane of living cells. Biochimica et biophysica acta. Biomembranes. 2021 02; 1863(2):183528. doi: 10.1016/j.bbamem.2020.183528. [PMID: 33279513]
  • Jéssica Tauany Andrade, William Gustavo Lima, Jaqueline França Sousa, Aline Aparecida Saldanha, Nívea Pereira De Sá, Fernanda Barbara Morais, Mayra Karla Prates Silva, Gustavo Henrique Ribeiro Viana, Susana Johann, Adriana Cristina Soares, Leonardo Allan Araújo, Simone Odília Antunes Fernandes, Valbert Nascimento Cardoso, Jaqueline Maria Siqueira Ferreira. Design, synthesis, and biodistribution studies of new analogues of marine alkaloids: Potent in vitro and in vivo fungicidal agents against Candida spp. European journal of medicinal chemistry. 2021 Jan; 210(?):113048. doi: 10.1016/j.ejmech.2020.113048. [PMID: 33316690]
  • Vanessa M Meccatti, Jonatas R DE Oliveira, Leandro W Figueira, Amandio A Lagareiro Netto, Lucas S Zamarioli, Maria C Marcucci, Samira E A Camargo, Cláudio A T Carvalho, Luciane D DE Oliveira. Rosmarinus officinalis L. (rosemary) extract has antibiofilm effect similar to the antifungal nystatin on Candida samples. Anais da Academia Brasileira de Ciencias. 2021; 93(2):e20190366. doi: 10.1590/0001-3765202120190366. [PMID: 33950151]
  • Oleg O Glebov. Understanding SARS-CoV-2 endocytosis for COVID-19 drug repurposing. The FEBS journal. 2020 09; 287(17):3664-3671. doi: 10.1111/febs.15369. [PMID: 32428379]
  • Feng Pan, Dina H El-Kashef, Rainer Kalscheuer, Werner E G Müller, Jungho Lee, Michael Feldbrügge, Attila Mándi, Tibor Kurtán, Zhen Liu, Wei Wu, Peter Proksch. Cladosins L-O, new hybrid polyketides from the endophytic fungus Cladosporium sphaerospermum WBS017. European journal of medicinal chemistry. 2020 Apr; 191(?):112159. doi: 10.1016/j.ejmech.2020.112159. [PMID: 32101782]
  • João Xavier da Silva Neto, Helen Paula Silva da Costa, Ilka Maria Vasconcelos, Mirella Leite Pereira, Jose Tadeu Abreu Oliveira, Tiago Deiveson Pereira Lopes, Lucas Pinheiro Dias, Nadine Monteiro Salgueiro Araújo, Luiz Francisco Wemmenson Gonçalves Moura, Mauricio Fraga Van Tilburg, Maria Izabel Florindo Guedes, Larissa Alves Lopes, Eva Gomes Morais, Daniele de Oliveira Bezerra de Sousa. Role of membrane sterol and redox system in the anti-candida activity reported for Mo-CBP2, a protein from Moringa oleifera seeds. International journal of biological macromolecules. 2020 Jan; 143(?):814-824. doi: 10.1016/j.ijbiomac.2019.09.142. [PMID: 31734363]
  • M Chevalier, A Doglio, R Rajendran, G Ramage, I Prêcheur, S Ranque. Inhibition of adhesion-specific genes by Solidago virgaurea extract causes loss of Candida albicans biofilm integrity. Journal of applied microbiology. 2019 Jul; 127(1):68-77. doi: 10.1111/jam.14289. [PMID: 31013388]
  • Suhua Chen, Hao He, Hui Yang, Bin Tan, Enmei Liu, Xiaodong Zhao, Yao Zhao. The role of lipid rafts in cell entry of human metapneumovirus. Journal of medical virology. 2019 06; 91(6):949-957. doi: 10.1002/jmv.25414. [PMID: 30698826]
  • V A Vainshtein, L N Nikolaevich, G G Sultanova, A A Bagirova, T Dzh Pashazade, V Kh Gasimova, T P Tagi-Zade, Kh M Kasumov. Effect of Chemically Transformed Macrocyclic Polyene Antibiotics on Tumor Cells. Bulletin of experimental biology and medicine. 2019 Apr; 166(6):735-738. doi: 10.1007/s10517-019-04429-9. [PMID: 31020586]
  • Tingting Zhao, Li Cui, Xiangqian Yu, Zhonghai Zhang, Xiaojuan Shen, Xiuguo Hua. Entry of sapelovirus into IPEC-J2 cells is dependent on caveolae-mediated endocytosis. Virology journal. 2019 03; 16(1):37. doi: 10.1186/s12985-019-1144-6. [PMID: 30909932]
  • Diego Romário Silva, Pedro Luiz Rosalen, Irlan Almeida Freires, Janaína de Cássia Orlandi Sardi, Rennaly Freitas Lima, Josy Goldoni Lazarini, Tereza Karla Vieira Lopes da Costa, Jozinete Vieira Pereira, Gustavo Pina Godoy, Edja Maria Melo de Brito Costa. Anadenanthera Colubrina vell Brenan: anti-Candida and antibiofilm activities, toxicity and therapeutical action. Brazilian oral research. 2019; 33(?):e023. doi: 10.1590/1807-3107bor-2019.vol33.0023. [PMID: 30970088]
  • Ming-Kai Jhan, Ting-Jing Shen, Po-Chun Tseng, Yung-Ting Wang, Chiou-Feng Lin. Signaling of Macrophage Inflammatory Protein (MIP)-3β Facilitates Dengue Virus-Induced Microglial Cell Migration. Viruses. 2018 12; 10(12):. doi: 10.3390/v10120690. [PMID: 30563082]
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  • María Yolanda Rios, Víctor Navarro, M Ángeles Ramírez-Cisneros, Enrique Salazar-Rios. Sulfur-Containing Aristoloxazines and Other Constituents of the Roots of Aristolochia orbicularis. Journal of natural products. 2017 12; 80(12):3112-3119. doi: 10.1021/acs.jnatprod.7b00226. [PMID: 29210585]
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  • Geraldo H Silva, Maria L Zeraik, Camila M de Oliveira, Helder L Teles, Henrique C Trevisan, Ludwig H Pfenning, Camila P Nicolli, Maria C M Young, Yvonne P Mascarenhas, Lucas M Abreu, Amanda C Saraiva, Alexandra I Medeiros, Vanderlan da S Bolzani, Angela R Araujo. Lactone Derivatives Produced by a Phaeoacremonium sp., an Endophytic Fungus from Senna spectabilis. Journal of natural products. 2017 05; 80(5):1674-1678. doi: 10.1021/acs.jnatprod.5b00828. [PMID: 28425292]
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  • Janaina de Cássia Orlandi Sardi, Irlan Almeida Freires, Josy Goldoni Lazarini, Juliana Infante, Severino Matias de Alencar, Pedro Luiz Rosalen. Unexplored endemic fruit species from Brazil: Antibiofilm properties, insights into mode of action, and systemic toxicity of four Eugenia spp. Microbial pathogenesis. 2017 Apr; 105(?):280-287. doi: 10.1016/j.micpath.2017.02.044. [PMID: 28259673]
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