Oligomycin A (BioDeep_00000897266)
Main id: BioDeep_00000008597
Chemicals and Drugs
代谢物信息卡片
化学式: C45H74O11 (790.5230854)
中文名称: 寡霉素A 来源于 淀粉酶产色链霉菌
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCC1CCC2C(C(C(C3(O2)CCC(C(O3)CC(C)O)C)C)OC(=O)C=CC(C(C(C(=O)C(C(C(C(=O)C(C(C(CC=CC=C1)C)O)(C)O)C)O)C)C)O)C)C
InChI: InChI=1S/C45H74O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-24H2,1-11H3/b14-13+,17-15+,21-18+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m0/s1
描述信息
An oligomycin with formula C45H74011. An inhibitor of mitochondrial F1FO ATP synthase that induces apoptosis in a variety of cell types and exhibits antifungal, antitumour, and nematicidal activities, but its clinical application has been limited by poor solubility in water and other biocompatible solvents.
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D009840 - Oligomycins
Oligomycin A (MCH 32), created by Streptomyces, acts as a mitochondrial F0F1-ATPase inhibitor, with a Ki of 1 μM; Oligomycin A shows anti-fungal activity.
同义名列表
2 个代谢物同义名
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:28285
- KEGG: C11311
- PubChem: 52947716
- ChEMBL: CHEMBL1255855
- CAS: 579-13-5
- MetaboLights: MTBLC28285
- PubChem: 13486
- PDB-CCD: EFO
- NIKKAJI: J31.901E
- RefMet: Oligomycin A
- medchemexpress: HY-16589
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)
0 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
- Lin Xiao, Hong-Jie Niu, Tian-Li Qu, Xiang-Fei Zhang, Feng-Yu Du. Streptomyces sp. FX13 inhibits fungicide-resistant Botrytis cinerea in vitro and in vivo by producing oligomycin A.
Pesticide biochemistry and physiology.
2021 Jun; 175(?):104834. doi:
10.1016/j.pestbp.2021.104834. [PMID: 33993959] - Lyudmila N Lysenkova, Oleg Y Saveljev, Olga A Omelchuk, George V Zatonsky, Alexander M Korolev, Natalya E Grammatikova, Olga B Bekker, Valery N Danilenko, Lyubov G Dezhenkova, Dilara A Mavletova, Alexander M Scherbakov, Andrey E Shchekotikhin. Synthesis, antimicrobial and antiproliferative properties of epi-oligomycin A, the (33S)-diastereomer of oligomycin A.
Natural product research.
2020 Nov; 34(21):3073-3081. doi:
10.1080/14786419.2019.1608540. [PMID: 31075992] - Beatriz Chamorro, Daniel Diez-Iriepa, Belén Merás-Sáiz, Mourad Chioua, David García-Vieira, Isabel Iriepa, Dimitra Hadjipavlou-Litina, Francisco López-Muñoz, Ricardo Martínez-Murillo, Daniel Gonzàlez-Nieto, Israel Fernández, José Marco-Contelles, María Jesús Oset-Gasque. Synthesis, antioxidant properties and neuroprotection of α-phenyl-tert-butylnitrone derived HomoBisNitrones in in vitro and in vivo ischemia models.
Scientific reports.
2020 08; 10(1):14150. doi:
10.1038/s41598-020-70690-y. [PMID: 32843666] - Jun Gao, Tian Zhang, Zhanfang Kang, Weijen Ting, Lingqing Xu, Dazhong Yin. The F0F1 ATP synthase regulates human neutrophil migration through cytoplasmic proton extrusion coupled with ATP generation.
Molecular immunology.
2017 10; 90(?):219-226. doi:
10.1016/j.molimm.2017.08.004. [PMID: 28843171] - Alejandro Romero, Esther Parada, Laura González-Lafuente, Victor Farré-Alins, Eva Ramos, Ramón Cacabelos, Javier Egea. Neuroprotective effects of E-PodoFavalin-15999 (Atremorine®).
CNS neuroscience & therapeutics.
2017 05; 23(5):450-452. doi:
10.1111/cns.12693. [PMID: 28371323] - Zerihun T Dame, M Tofazzal Islam, Elisabeth Helmke, Andreas von Tiedemann, Hartmut Laatsch. Oligomycins and pamamycin homologs impair motility and induce lysis of zoospores of the grapevine downy mildew pathogen, Plasmopara viticola.
FEMS microbiology letters.
2016 08; 363(16):. doi:
10.1093/femsle/fnw167. [PMID: 27354061] - Huabo Wang, Lokendra Sharma, Jie Lu, Paul Finch, Steven Fletcher, Edward V Prochownik. Structurally diverse c-Myc inhibitors share a common mechanism of action involving ATP depletion.
Oncotarget.
2015 Jun; 6(18):15857-70. doi:
10.18632/oncotarget.4327. [PMID: 26036281] - Zhenyu Yu, Hong Zhu, Fujun Dang, Weiwen Zhang, Zhongjun Qin, Sheng Yang, Huarong Tan, Yinhua Lu, Weihong Jiang. Differential regulation of antibiotic biosynthesis by DraR-K, a novel two-component system in Streptomyces coelicolor.
Molecular microbiology.
2012 Aug; 85(3):535-56. doi:
10.1111/j.1365-2958.2012.08126.x. [PMID: 22676800] - Yuangang Zu, Qi Zhao, Xiuhua Zhao, Shuchong Zu, Li Meng. Process optimization for the preparation of oligomycin-loaded folate-conjugated chitosan nanoparticles as a tumor-targeted drug delivery system using a two-level factorial design method.
International journal of nanomedicine.
2011; 6(?):3429-41. doi:
10.2147/ijn.s27157. [PMID: 22267927] - Young-Kyoung Shin, Byong Chul Yoo, Hee Jin Chang, Eunkyung Jeon, Sung-Hye Hong, Mi-Sun Jung, Soo-Jeong Lim, Jae-Gahb Park. Down-regulation of mitochondrial F1F0-ATP synthase in human colon cancer cells with induced 5-fluorouracil resistance.
Cancer research.
2005 Apr; 65(8):3162-70. doi:
10.1158/0008-5472.can-04-3300. [PMID: 15833846] - Andreas Fredenhagen, Caroline Derrien, Ernst Gassmann. An MS/MS library on an ion-trap instrument for efficient dereplication of natural products. Different fragmentation patterns for [M + H]+ and [M + Na]+ ions.
Journal of natural products.
2005 Mar; 68(3):385-91. doi:
10.1021/np049657e. [PMID: 15787441] - H Laatsch, M Kellner, G Wolf, Y S Lee, F Hansske, S Konetschny-Rapp, U Pessara, W Scheuer, H Stockinger. Oligomycin F, a new immunosuppressive homologue of oligomycin A.
The Journal of antibiotics.
1993 Sep; 46(9):1334-41. doi:
10.7164/antibiotics.46.1334. [PMID: 8226311] - C H Kennedy, G W Winston, D F Church, W A Pryor. Benzoyl peroxide interaction with mitochondria: inhibition of respiration and induction of rapid, large-amplitude swelling.
Archives of biochemistry and biophysics.
1989 Jun; 271(2):456-70. doi:
10.1016/0003-9861(89)90296-8. [PMID: 2730001]