valinomycin (BioDeep_00000001695)
natural product Chemicals and Drugs
代谢物信息卡片
3,6,9,15,18,21,27,30,33-Nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaaza-cyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecaone
化学式: C54H90N6O18 (1110.631128)
中文名称: 缬氨霉素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)[C@@H]1NC(=O)C(C)OC(=O)[C@H](NC(=O)[C@H](OC(=O)[C@@H](NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@H](OC(=O)[C@@H](NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@H](OC1=O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C
InChI: InChI=1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/h22-42H,1-21H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)(H,59,65)(H,60,66)
描述信息
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D049990 - Membrane Transport Modulators
D007476 - Ionophores
A twelve-membered cyclodepsipeptide composed of three repeating D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains.
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C259 - Antineoplastic Antibiotic
Valinomycin is a potassium-specific ionophore, the valinomycin-K+ complex can be incorporated into biological bilayer membranes with the hydrophobic surface of valinomycin, destroys the normal K+ gradient across the membrane, and as a result kills the cells, incorporating into liposomes can significantly reduces the cytotoxicity and enhances the targeting effect. Valinomycin exhibits antibiotic, antifungal, antiviral, antitumor and insecticidal efficacy, thus can be used for relevant research[1][2].
Valinomycin (NSC 122023), a cyclic depsipeptide antibiotic, act as a potassium selective ionophore. Valinomycin (NSC 122023) inhibits lymphocyte proliferation by its effects on the cell membrane, and induces apoptosis in CHO cells[1]. Valinomycin induces activation of PINK1 leading to Parkin Ser65 phosphorylation[2].
同义名列表
6 个代谢物同义名
valinomycin; Valinomicin; CID 14147354; 3,6,9,15,18,21,27,30,33-Nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaaza-cyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecaone; cyclo[OAla-Val-D-OVal-D-Val-OAla-Val-D-OVal-D-Val-OAla-Val-D-OVal-DL-Val]; NSC 122023
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:95123
- ChEBI: CHEBI:28545
- KEGG: C06684
- PubChem: 5649
- PubChem: 3000706
- PubChem: 14147354
- PubChem: 441139
- Metlin: METLIN64667
- DrugBank: DB14057
- ChEMBL: CHEMBL602575
- ChEMBL: CHEMBL223643
- ChEMBL: CHEMBL4777382
- MeSH: Valinomycin
- CAS: 2001-95-8
- MoNA: CCMSLIB00000006901
- MoNA: CCMSLIB00000006902
- MoNA: CCMSLIB00000006903
- MoNA: CCMSLIB00000531483
- PMhub: MS000000997
- MetaboLights: MTBLC28545
- PubChem: 8909
- NIKKAJI: J9.541I
- medchemexpress: HY-N6693
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)
20 个相关的物种来源信息
- 67317 Streptomyces levoris:
- 1914 Streptomyces lavendulae:
- 1911 Streptomyces griseus:
- 1919 Streptomyces microflavus:
- 66883 Streptomyces cyaneofuscatus:
- 1892 Streptomyces anulatus:
- 285482 Streptomyces tsusimaensis:
- 1905 Streptomyces exfoliatus:
- 544311 Streptomyces araujoniae:
- 76853 Solibacillus silvestris: 10.1021/NP800603U
- 67317 Streptomyces levoris:
- 1914 Streptomyces lavendulae:
- 1911 Streptomyces griseus:
- 1919 Streptomyces microflavus:
- 66883 Streptomyces cyaneofuscatus:
- 1892 Streptomyces anulatus:
- 285482 Streptomyces tsusimaensis:
- 1905 Streptomyces exfoliatus:
- 544311 Streptomyces araujoniae:
- 76853 Solibacillus silvestris: 10.1021/NP800603U
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
- ZhangFei Su, J Jay Leitch, Slawomir Sek, Jacek Lipkowski. Ion-Pairing Mechanism for the Valinomycin-Mediated Transport of Potassium Ions across Phospholipid Bilayers.
Langmuir : the ACS journal of surfaces and colloids.
2021 08; 37(31):9613-9621. doi:
10.1021/acs.langmuir.1c01500. [PMID: 34323494] - Armelle T Mbaveng, Brice E N Wamba, Gabin T M Bitchagno, Simplice Beaudelaire Tankeo, İlhami Çelik, Brice C K Atontsa, Antoine H Nkuété Lonfouo, Victor Kuete, Thomas Efferth. Bioactivity of fractions and constituents of Piper capense fruits towards a broad panel of cancer cells.
Journal of ethnopharmacology.
2021 May; 271(?):113884. doi:
10.1016/j.jep.2021.113884. [PMID: 33529639] - 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] - Eduart Gutiérrez-Pineda, Patrizia Andreozzi, Eleftheria Diamanti, Ramiro Anguiano, Ronald F Ziolo, Sergio E Moya, María José Rodríguez-Presa, Claudio A Gervasi. Effects of valinomycin doping on the electrical and structural properties of planar lipid bilayers supported on polyelectrolyte multilayers.
Bioelectrochemistry (Amsterdam, Netherlands).
2021 Apr; 138(?):107688. doi:
10.1016/j.bioelechem.2020.107688. [PMID: 33227594] - Namrta Choudhry, Xin Zhao, Dan Xu, Mark Zanin, Weisan Chen, Zifeng Yang, Jianxin Chen. Chinese Therapeutic Strategy for Fighting COVID-19 and Potential Small-Molecule Inhibitors against Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2).
Journal of medicinal chemistry.
2020 11; 63(22):13205-13227. doi:
10.1021/acs.jmedchem.0c00626. [PMID: 32845145] - Dong Zhang, Zhi Ma, Hanchi Chen, Yuele Lu, Xiaolong Chen. Valinomycin as a potential antiviral agent against coronaviruses: A review.
Biomedical journal.
2020 10; 43(5):414-423. doi:
10.1016/j.bj.2020.08.006. [PMID: 33012699] - Jiří Czernek, Jiří Brus. Polymorphic Forms of Valinomycin Investigated by NMR Crystallography.
International journal of molecular sciences.
2020 Jul; 21(14):. doi:
10.3390/ijms21144907. [PMID: 32664570] - Renjie Wang, Xinfeng Du, Xueqing Ma, Jingying Zhai, Xiaojiang Xie. Ionophore-based pH independent detection of ions utilizing aggregation-induced effects.
The Analyst.
2020 Jun; 145(11):3846-3850. doi:
10.1039/d0an00486c. [PMID: 32293619] - Dong Zhang, Yuele Lu, Hanchi Chen, Chutian Wu, Hui Zhang, Luyi Chen, Xiaolong Chen. Antifungal peptides produced by actinomycetes and their biological activities against plant diseases.
The Journal of antibiotics.
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2019 12; 35(51):16935-16943. doi:
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2019 Oct; 55(80):12004-12007. doi:
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2016 Mar; 351(6280):1469-73. doi:
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