Valinomycin (BioDeep_00000001695)

   

natural product Chemicals and Drugs Antitumor activity Cytotoxicity


代谢物信息卡片


(3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nona(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone

化学式: C54H90N6O18 (1110.6311)
中文名称: 缬氨霉素
谱图信息: 最多检出来源 () 0%

Reviewed

Last reviewed on 2024-10-09.

Cite this Page

Valinomycin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/valinomycin (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001695). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

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

7 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; Valinomycin



数据库引用编号

24 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)

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 8 ABCB1, ANXA5, AXIN2, BCL2, CASP3, ITPR3, PRKX, SLC9A1
Peripheral membrane protein 1 ANXA5
Endosome membrane 1 CLCN5
Endoplasmic reticulum membrane 3 BCL2, HSP90B1, ITPR3
Nucleus 5 AXIN2, BCL2, CASP3, HSP90B1, PRKX
cytosol 8 ANXA5, ATP12A, AXIN2, BCL2, CASP3, CLCN5, HSP90B1, PRKCQ
centrosome 1 AXIN2
nucleoplasm 6 ATP2B1, CASP3, CD2, ITPR3, PRKX, SLC9A1
Cell membrane 6 ABCB1, ATP2B1, CD2, CLCN5, SLC9A1, TNF
lamellipodium 1 SLC9A1
Multi-pass membrane protein 7 ABCB1, ATP12A, ATP2B1, CLCN5, ITPR3, KCNA3, SLC9A1
Golgi apparatus membrane 1 CLCN5
Synapse 1 ATP2B1
cell surface 4 ABCB1, CD2, SLC9A1, TNF
glutamatergic synapse 3 ATP2B1, CASP3, KCNA3
Golgi apparatus 2 CD2, CLCN5
Golgi membrane 2 CLCN5, INS
lysosomal membrane 1 CLCN5
mitochondrial inner membrane 1 ATP5ME
neuronal cell body 3 CASP3, ITPR3, TNF
presynaptic membrane 2 ATP2B1, KCNA3
sarcolemma 1 ANXA5
smooth endoplasmic reticulum 1 HSP90B1
synaptic vesicle 1 CLCN5
plasma membrane 12 ABCB1, ATP12A, ATP2B1, AXIN2, CD2, CLCN5, GCG, ITPR3, KCNA3, PRKCQ, SLC9A1, TNF
synaptic vesicle membrane 1 ATP2B1
Membrane 9 ABCB1, ANXA5, ATP2B1, BCL2, CLCN5, HSP90B1, ITPR3, KCNA3, SLC9A1
apical plasma membrane 3 ABCB1, ATP12A, SLC9A1
axon 1 KCNA3
basolateral plasma membrane 3 ATP12A, ATP2B1, SLC9A1
brush border 1 ITPR3
extracellular exosome 5 ABCB1, ANXA5, ATP2B1, HSP90B1, SLC9A1
endoplasmic reticulum 3 BCL2, HSP90B1, ITPR3
extracellular space 3 GCG, INS, TNF
perinuclear region of cytoplasm 3 HSP90B1, KCNA3, SLC9A1
intercalated disc 1 SLC9A1
mitochondrion 3 ATP5ME, BCL2, SLC9A1
protein-containing complex 3 BCL2, CD2, HSP90B1
intracellular membrane-bounded organelle 1 ATP2B1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 CD2
Secreted 2 GCG, INS
extracellular region 6 ANXA5, CD2, GCG, HSP90B1, INS, TNF
cytoplasmic side of plasma membrane 1 CD2
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
centriolar satellite 1 PRKCQ
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ANXA5, CD2, TNF
actin cytoskeleton 1 ATP12A
T-tubule 1 SLC9A1
beta-catenin destruction complex 1 AXIN2
nucleolus 1 ITPR3
midbody 1 HSP90B1
Early endosome 1 CLCN5
apical part of cell 2 CLCN5, ITPR3
cell-cell junction 1 CD2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 KCNA3
Apical cell membrane 2 ABCB1, ATP12A
Membrane raft 3 KCNA3, SLC9A1, TNF
pore complex 1 BCL2
focal adhesion 3 ANXA5, HSP90B1, SLC9A1
sarcoplasmic reticulum 1 ITPR3
collagen-containing extracellular matrix 2 ANXA5, HSP90B1
lateral plasma membrane 1 ATP2B1
nuclear outer membrane 1 ITPR3
receptor complex 1 ITPR3
Zymogen granule membrane 1 ANXA5
cell projection 1 ATP2B1
phagocytic cup 1 TNF
Basolateral cell membrane 2 ATP2B1, SLC9A1
[Isoform 2]: Cell membrane 1 KCNA3
endosome lumen 1 INS
Melanosome 1 HSP90B1
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
sperm plasma membrane 1 HSP90B1
voltage-gated potassium channel complex 1 KCNA3
secretory granule lumen 2 GCG, INS
secretory granule membrane 1 ITPR3
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 GCG, HSP90B1, INS
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 2 ATP2B1, PRKCQ
aggresome 1 PRKCQ
calyx of Held 1 KCNA3
vesicle membrane 1 ANXA5
Sarcoplasmic reticulum lumen 1 HSP90B1
platelet dense tubular network membrane 1 ITPR3
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 KCNA3
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
proton-transporting ATP synthase complex 1 ATP5ME
endocytic vesicle lumen 1 HSP90B1
proton-transporting ATP synthase complex, coupling factor F(o) 1 ATP5ME
[Glucagon-like peptide 1]: Secreted 1 GCG
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
transport vesicle membrane 1 ITPR3
endoplasmic reticulum chaperone complex 1 HSP90B1
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3
cation-transporting ATPase complex 1 SLC9A1
potassium:proton exchanging ATPase complex 1 ATP12A
[Isoform 3]: Cytoplasm, perinuclear region 1 KCNA3
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


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]
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  • 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]
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  • Gal Masrati, Manish Dwivedi, Abraham Rimon, Yael Gluck-Margolin, Amit Kessel, Haim Ashkenazy, Itay Mayrose, Etana Padan, Nir Ben-Tal. Broad phylogenetic analysis of cation/proton antiporters reveals transport determinants. Nature communications. 2018 10; 9(1):4205. doi: 10.1038/s41467-018-06770-5. [PMID: 30310075]
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