基本描述

英文别名	Oligomycin a, b, c mixture
规格或纯度	≥92%
英文名称	Oligomycin
生化机理	大环内酯类抗生素；抑制线粒体 ATP 酶和磷酸基转移。阻断质子通道（F o 亚基）。大环内酯类抗生素。
储存温度	避光,-20°C储存,充氩
运输条件	超低温冰袋运输
产品介绍	Oligomycin is a macrolide that acts as a specific inhibitor of the mitochondrial ATP-synthase and blocks oxidative phosphorylation. The compound is a mixture of isomers A ,B , and C .Cancer cell studies show that Oligomycin does not activate the hypoxia-induced factor, however, it enhances the bioenergetic adaptation of heterogeneous bioenergetically organized cells. Oligomycin has been shown to decreased the cyclin D1 protein expression levelsA specific inhibitor of the mitochondrial ATP-synthase. Oligomycin is a macrolide that acts as a specific inhibitor of the mitochondrial ATP-synthase and blocks oxidative phosphorylation. The compound is a mixture of isomers A ,B , and C .Cancer cell studies show that Oligomycin does not activate the hypoxia-induced factor, however, it enhances the bioenergetic adaptation of heterogeneous bioenergetically organized cells. Oligomycin has been shown to decreased the cyclin D1 protein expression levels A specific inhibitor of the mitochondrial ATP-synthase.

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Staphylococcus aureus (210822 活性数据)

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Acinetobacter baumannii (41033 活性数据)

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Escherichia coli (133304 活性数据)

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Cryptococcus neoformans (21258 活性数据)

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Candida albicans (78123 活性数据)

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Kcnk9 Potassium channel subfamily K member 9 (8 活性数据)

点击查看靶蛋白信息： Kcnk9

活性类型	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

作用机制

作用机制	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	参考文献

名称和识别符

EC号	MFCD01779388
分子类型	小分子
IUPAC Name	(1S,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione
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-/m1/s1
InChi Key	MNULEGDCPYONBU-WMBHJXFZSA-N
Canonical 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
Isomeric SMILES	CC[C@H]\1CC[C@@H]2[C@@H]([C@@H]([C@H]([C@@]3(O2)CC[C@H]([C@H](O3)C[C@H](C)O)C)C)OC(=O)/C=C/[C@H]([C@@H]([C@H](C(=O)[C@H]([C@@H]([C@H](C(=O)[C@@]([C@@H]([C@H](C/C=C/C=C1)C)O)(C)O)C)O)C)C)O)C)C
WGK Germany	3
PubChem CID	5281899
分子量	791.07(for Oligomycin A)
Beilstein号	7615308

化学和物理性质

溶解性	Soluble in EtOH, acetone (50 mg/ml), DMSO (300 mg/ml), ethanol, and methanol. Insoluble in water
敏感性	对湿度敏感;对光敏感
熔点	84-100°C
分子量	791.100 g/mol
XLogP3	7.100
氢键供体数Hydrogen Bond Donor Count	5
氢键受体数Hydrogen Bond Acceptor Count	11
可旋转键计数Rotatable Bond Count	3
精确质量Exact Mass	790.523 Da
单同位素质量Monoisotopic Mass	790.523 Da
拓扑极表面积Topological Polar Surface Area	180.000 Å²
重原子数Heavy Atom Count	56
形式电荷Formal Charge	0
复杂度Complexity	1390.000
同位素原子数Isotope Atom Count	0
定义的原子立体中心计数Defined Atom Stereocenter Count	18
未定义的原子立体中心计数Undefined Atom Stereocenter Count	0
定义的键立体中心计数Defined Bond Stereocenter Count	3
未定义的键立体中心计数Undefined Bond Stereocenter Count	0
所有立体化学键的总数The total count of all stereochemical bonds	3
共价键合单元计数Covalently-Bonded Unit Count	1

安全和危险性（GHS）

象形图	GHS06, GHS08, GHS07
信号词	Danger
危险声明	H301: 吞咽会中毒 H302: 吞食有害 H370: 对器官造成损害
预防措施声明	P321: 特殊处理（请参阅此标签上的...）。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 P264: 处理后要彻底洗手。 P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾。 P270: 使用本产品时，请勿进食、饮水或吸烟。 P330: 漱口 P301+P316: 如果吞咽：立即寻求紧急医疗救助。 P301+P317: 如果被吞咽：请寻求医疗帮助。 P308+P316: 如果暴露或担心：立即寻求紧急医疗救助。
WGK Germany	3
个人防护装备	dust mask type N95 (US),Eyeshields,Faceshields,Gloves

SDS英文版

技术规格说明书

total oligomycins basis(HPLC)	92-100（%）
Appearance（O111756)	White or light yellow powder
Proton NMR spectrum	Conforms to Structure
Solubility,Colorless and clear(10 mg/mL, MeOH)	pass

技术规格说明书

质检证书（CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):

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找到9个结果

批号(Lot Number)	证书类型	日期	货号
J2408528	分析证书	24-09-18	O111756
J2408524	分析证书	24-09-18	O111756
J2408525	分析证书	24-09-18	O111756
J2408529	分析证书	24-09-18	O111756
B2419119	分析证书	22-10-11	O111756
K2230597	分析证书	22-10-11	O111756
K2230613	分析证书	22-10-11	O111756
K2230621	分析证书	22-10-11	O111756
K2230669	分析证书	22-10-11	O111756

此产品的引用文献

如何在您的发表作品中引用阿拉丁的产品和网站?

1. Yao Yuying, Wang Yeru, Zhu Jingru, Guo Zhiqiang, Li Zongqiang, Li Qianru, Liu Su, Wang Yu, Yu Jinghua, Huang Jiadong. (2023) A spatially-controlled DNA triangular prism nanomachine for AND-gated intracellular imaging of ATP in acidic microenvironment. MICROCHIMICA ACTA, 190 (11): (1-9). [PMID:37837554] [10.1007/s00604-023-06010-8]
2. Zeng Hao, Pan Ting, Zhan Meiling, Hailiwu Renaguli, Liu Baolin, Yang Hua, Li Ping. (2022) Suppression of PFKFB3-driven glycolysis restrains endothelial-to-mesenchymal transition and fibrotic response. Signal Transduction and Targeted Therapy, 7 (1): (1-17). [PMID:36045132] [10.1038/s41392-022-01097-6]
3. Xinran Shi, Liang Ji, Yuanyuan Hu, Jinyu Gu, Liming Wang, Wenwen Lu, Jiali Meng, Yan Du, Lingzhong Huang, Dongxia Nie, Yanyan Yu. (2022) Dual-responsive zeolitic imidazolate framework-90 for the combined detection and intracellular imaging of ATP and ROS. SENSORS AND ACTUATORS B-CHEMICAL, 363 (131848). [10.1016/j.snb.2022.131848]
4. Zhuoheng Zhong, Shengzhi Liu, Songling Han, Yaohan Li, Minglei Tao, Amin Liu, Qiang He, Sixue Chen, Criag Dufresne, Wei Zhu, Jingkui Tian. (2021) Integrative omic analysis reveals the improvement of alkaloid accumulation by ultraviolet-B radiation and its upstream regulation in Catharanthus roseus. INDUSTRIAL CROPS AND PRODUCTS, 166 (113448). [10.1016/j.indcrop.2021.113448]
5. Chen Ying, Li Rui, Zhu Yuqi, Zhong Sixia, Qian Jinjun, Yang Dongqing, Jurczyszyn Artur, Beksac Meral, Gu Chunyan, Yang Ye. (2020) Dihydroartemisinin Induces Growth Arrest and Overcomes Dexamethasone Resistance in Multiple Myeloma. Frontiers in Oncology, 10 (767). [PMID:32500030] [10.3389/fonc.2020.00767]
6. Mingtong Ye, Sufan Wang, Ting Wan, Rui Jiang, Yun Qiu, Lei Pei, Nengzhi Pang, Yuanling Huang, Yufeng Huang, Zhenfeng Zhang, Lili Yang. (2017) Combined Inhibitions of Glycolysis and AKT/autophagy Can Overcome Resistance to EGFR-targeted Therapy of Lung Cancer. Journal of Cancer, 8 (18): ( 3774–3784). [PMID:29151965] [10.7150/jca.21035]
7. Changzheng Wang, Hongwei Lv, Wen Yang, Ting Li, Tian Fang, Guishuai Lv, Qin Han, Liwei Dong, Tianyi Jiang, Beige Jiang, Guangshun Yang, Hongyang Wang. (2017) SVCT-2 determines the sensitivity to ascorbate-induced cell death in cholangiocarcinoma cell lines and patient derived xenografts. CANCER LETTERS, 398 (1). [PMID:28385602] [10.1016/j.canlet.2017.03.039]
8. Xie Xiaoyun, Han Chaofei, Zeng Weiqi, Chen Chen, Lu Lixia, Liu Queping, Peng Cong, Zhao Shuang, Su Juan, Chen Xiang. (2017) Possible Involvement of F1F0-ATP synthase and Intracellular ATP in Keratinocyte Differentiation in normal skin and skin lesions. Scientific Reports, 7 (42672). [PMID:28209970] [10.1038/srep42672]
9. Weihua Tian, Yu Wang, Yan Xu, Xiangpeng Guo, Bo Wang, Li Sun, Longqi Liu, Fenggong Cui, Qiang Zhuang, Xichen Bao, Gunnar Schley, Tung-Liang Chung, Andrew L. Laslett, Carsten Willam, Baoming Qin, Patrick H. Maxwell, Miguel A. Esteban. (2013) The Hypoxia-inducible Factor Renders Cancer Cells More Sensitive to Vitamin C-induced Toxicity . JOURNAL OF BIOLOGICAL CHEMISTRY, 289* (6): (3339-3351). [PMID:24371136] [10.1074/jbc.M113.538157]

参考文献

1. Alexander RK et al.. (2020) Bmal1 integrates mitochondrial metabolism and macrophage activation.. Elife, 9 [PMID:32396064]
2. Liu J et al.. (2019) CCR7 Chemokine Receptor-Inducible lnc-Dpf3 Restrains Dendritic Cell Migration by Inhibiting HIF-1a-Mediated Glycolysis.. Immunity, 50 (3): (600-615.e15). [PMID:30824325]
3. Kurihara Y et al.. (2019) Chlamydia trachomatis targets mitochondrial dynamics to promote intracellular survival and proliferation.. Cell Microbiol, 21 (e12962). [PMID:30311994]
4. Feng Y et al.. (2021) Functional and Adaptive Significance of Promoter Mutations That Affect Divergent Myocardial Expressions of TRIM72 in Primates.. Mol Biol Evol, 38 (7): (2930-2945). [PMID:33744959]
5. Blancke Soares A et al.. (2021) High-resolution spatiotemporal pHe and pO2 imaging in head and neck and oesophageal carcinoma cells.. Cancer Metab, 9 (21). [PMID:33947450]
6. Sone M et al.. (2017) Hybrid Cellular Metabolism Coordinated by Zic3 and Esrrb Synergistically Enhances Induction of Naive Pluripotency.. Cell Metab, 25 (5): (1103-1117.e6). [PMID:28467928]
7. McCarthy RC et al.. (2018) Inflammation-induced iron transport and metabolism by brain microglia.. J Biol Chem, 293 (20): (7853-7863). [PMID:29610275]
8. Waldeck-Weiermair M et al.. (2015) Rearrangement of MICU1 multimers for activation of MCU is solely controlled by cytosolic Ca(2.).. Sci Rep, 5 (15602). [PMID:26489515]
9. Chatterjee N et al.. (2019) Synthetic Essentiality of Metabolic Regulator PDHK1 in PTEN-Deficient Cells and Cancers.. Cell Rep, 28 (9): (2317-2330.e8). [PMID:31461649]
10. Okamoto A et al.. (2016) The antioxidant N-acetyl cysteine suppresses lidocaine-induced intracellular reactive oxygen species production and cell death in neuronal SH-SY5Y cells.. BMC Anesthesiol, 16 (104). [PMID:27776485]
11. Nakamura-Ishizu A et al.. (2018) Thrombopoietin Metabolically Primes Hematopoietic Stem Cells to Megakaryocyte-Lineage Differentiation.. Cell Rep, 25 (7): (1772-1785.e6). [PMID:30428347]
12. Yao Yuying, Wang Yeru, Zhu Jingru, Guo Zhiqiang, Li Zongqiang, Li Qianru, Liu Su, Wang Yu, Yu Jinghua, Huang Jiadong. (2023) A spatially-controlled DNA triangular prism nanomachine for AND-gated intracellular imaging of ATP in acidic microenvironment. MICROCHIMICA ACTA, 190 (11): (1-9). [PMID:37837554] [10.1007/s00604-023-06010-8]
13. Zeng Hao, Pan Ting, Zhan Meiling, Hailiwu Renaguli, Liu Baolin, Yang Hua, Li Ping. (2022) Suppression of PFKFB3-driven glycolysis restrains endothelial-to-mesenchymal transition and fibrotic response. Signal Transduction and Targeted Therapy, 7 (1): (1-17). [PMID:36045132] [10.1038/s41392-022-01097-6]
14. Xinran Shi, Liang Ji, Yuanyuan Hu, Jinyu Gu, Liming Wang, Wenwen Lu, Jiali Meng, Yan Du, Lingzhong Huang, Dongxia Nie, Yanyan Yu. (2022) Dual-responsive zeolitic imidazolate framework-90 for the combined detection and intracellular imaging of ATP and ROS. SENSORS AND ACTUATORS B-CHEMICAL, 363 (131848). [10.1016/j.snb.2022.131848]
15. Zhuoheng Zhong, Shengzhi Liu, Songling Han, Yaohan Li, Minglei Tao, Amin Liu, Qiang He, Sixue Chen, Criag Dufresne, Wei Zhu, Jingkui Tian. (2021) Integrative omic analysis reveals the improvement of alkaloid accumulation by ultraviolet-B radiation and its upstream regulation in Catharanthus roseus. INDUSTRIAL CROPS AND PRODUCTS, 166 (113448). [10.1016/j.indcrop.2021.113448]
16. Chen Ying, Li Rui, Zhu Yuqi, Zhong Sixia, Qian Jinjun, Yang Dongqing, Jurczyszyn Artur, Beksac Meral, Gu Chunyan, Yang Ye. (2020) Dihydroartemisinin Induces Growth Arrest and Overcomes Dexamethasone Resistance in Multiple Myeloma. Frontiers in Oncology, 10 (767). [PMID:32500030] [10.3389/fonc.2020.00767]
17. Mingtong Ye, Sufan Wang, Ting Wan, Rui Jiang, Yun Qiu, Lei Pei, Nengzhi Pang, Yuanling Huang, Yufeng Huang, Zhenfeng Zhang, Lili Yang. (2017) Combined Inhibitions of Glycolysis and AKT/autophagy Can Overcome Resistance to EGFR-targeted Therapy of Lung Cancer. Journal of Cancer, 8 (18): ( 3774–3784). [PMID:29151965] [10.7150/jca.21035]
18. Changzheng Wang, Hongwei Lv, Wen Yang, Ting Li, Tian Fang, Guishuai Lv, Qin Han, Liwei Dong, Tianyi Jiang, Beige Jiang, Guangshun Yang, Hongyang Wang. (2017) SVCT-2 determines the sensitivity to ascorbate-induced cell death in cholangiocarcinoma cell lines and patient derived xenografts. CANCER LETTERS, 398 (1). [PMID:28385602] [10.1016/j.canlet.2017.03.039]
19. Xie Xiaoyun, Han Chaofei, Zeng Weiqi, Chen Chen, Lu Lixia, Liu Queping, Peng Cong, Zhao Shuang, Su Juan, Chen Xiang. (2017) Possible Involvement of F1F0-ATP synthase and Intracellular ATP in Keratinocyte Differentiation in normal skin and skin lesions. Scientific Reports, 7 (42672). [PMID:28209970] [10.1038/srep42672]
20. Weihua Tian, Yu Wang, Yan Xu, Xiangpeng Guo, Bo Wang, Li Sun, Longqi Liu, Fenggong Cui, Qiang Zhuang, Xichen Bao, Gunnar Schley, Tung-Liang Chung, Andrew L. Laslett, Carsten Willam, Baoming Qin, Patrick H. Maxwell, Miguel A. Esteban. (2013) The Hypoxia-inducible Factor Renders Cancer Cells More Sensitive to Vitamin C-induced Toxicity . JOURNAL OF BIOLOGICAL CHEMISTRY, 289* (6): (3339-3351). [PMID:24371136] [10.1074/jbc.M113.538157]

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货号 (SKU)	包装规格	是否现货
O111756-1mg	1mg	现货
O111756-5mg	5mg	现货
O111756-25mg	25mg	现货

寡霉素

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基本描述

AI解读

关联靶点（其它种属）

作用机制

名称和识别符

化学和物理性质

安全和危险性（GHS）

技术规格说明书

质检证书（CoA,COO,BSE/TSE 和分析图谱)

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此产品的引用文献

参考文献

溶液计算器

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