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Oligomycin - 92%, high purity , CAS No.1404-19-9

10 Citations COA COA
    Grade & Purity:
  • ≥92%
In stock
Item Number
O111756
Grouped product items
SKU Size
Availability
 Price Qty
O111756-1mg
1mg
5
$36.90
O111756-5mg
5mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$149.90
O111756-25mg
25mg
2
$599.90
Wish List
Bulk Order  SDS  DATASHEET  Specification Sheet

ATP synthase inhibitor

View related series
Anti-infection (2803) Antibiotic (1629) ATP Synthase (14) Fungal (844) Glucose Metabolism (1943) Membrane Transporter (607) Membrane Transporter/Ion Channel (1822)

Basic Description

Synonyms Oligomycin a, b, c mixture
Specifications & Purity ≥92%
Biochemical and Physiological Mechanisms Macrolide antibiotic; inhibits mitochondrial ATPase and phosphoryl group transfer.ATP synthase inhibitor. Blocks the proton channel (F o subunit). Macrolide antibiotic.
Storage Temp Protected from light,Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Macrolides and analogues
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Macrolides and analogues
Alternative Parents Ketals  Oxanes  Acyloins  Tertiary alcohols  Enoate esters  Secondary alcohols  Lactones  Cyclic ketones  Polyols  Oxacyclic compounds  Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  Aldehydes  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents Macrolide - Ketal - Acyloin - Oxane - Tertiary alcohol - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Cyclic ketone - Secondary alcohol - Carboxylic acid ester - Lactone - Ketone - Oxacycle - Acetal - Polyol - Organoheterocyclic compound - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Organooxygen compound - Carbonyl group - Aldehyde - Alcohol - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
External Descriptors oligomycin

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

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
InChIKey MNULEGDCPYONBU-WMBHJXFZSA-N
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
Molecular Weight 791.07(for Oligomycin A)
Beilstein 7615308
Reaxy-Rn 25435774
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25435774&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

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

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot Number Certificate Type Date Item
L1722067 Certificate of Analysis Jul 09, 2025 O111756
J2408528 Certificate of Analysis Sep 18, 2024 O111756
J2408524 Certificate of Analysis Sep 18, 2024 O111756
J2408525 Certificate of Analysis Sep 18, 2024 O111756
J2408529 Certificate of Analysis Sep 18, 2024 O111756
K2230613 Certificate of Analysis Oct 11, 2022 O111756
K2230597 Certificate of Analysis Oct 11, 2022 O111756
B2419119 Certificate of Analysis Oct 11, 2022 O111756
G2507124 Certificate of Analysis Oct 11, 2022 O111756
K2230621 Certificate of Analysis Oct 11, 2022 O111756
K2230669 Certificate of Analysis Oct 11, 2022 O111756

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Chemical and Physical Properties

Solubility Soluble in EtOH, acetone (50 mg/ml), DMSO (300 mg/ml), ethanol, and methanol. Insoluble in water
Sensitivity Moisture sensitive; Light sensitive
Melt Point(°C) 84-100°C
Molecular Weight 791.100 g/mol
XLogP3 7.100
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 11
Rotatable Bond Count 3
Exact Mass 790.523 Da
Monoisotopic Mass 790.523 Da
Topological Polar Surface Area 180.000 Ų
Heavy Atom Count 56
Formal Charge 0
Complexity 1390.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 18
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 3
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 3
Covalently-Bonded Unit Count 1

Alternative Products

  1. Oligomycin
    Oligomycin
    • ≥90%

    Starting at $32.90

  2. Oligomycin A from Streptomyces diastatochromogenes
    Oligomycin A from Streptomyces diastatochromogenes

    Starting at $87.90

  3. Oligomycin C
    Oligomycin C
    • ≥95%

    Starting at $1,599.90

Citations of This Product

How to Cite Aladdin Scientific Products?
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). 
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). 
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). 
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). 
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). 
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). 
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). 
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). 
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). 
10. Xiangfeng Meng, Yue Zhou, Lei Xu, Limu Hu, Changjiang Wang, Xiao Tian, Xiang Zhang, Yi Hao, Bo Cheng, Jing Ma, Lei Wang, Jialin Liu, Ran Xie.  (2024)  O-GlcNAcylation Facilitates the Interaction between Keratin 18 and Isocitrate Dehydrogenases and Potentially Influencing Cholangiocarcinoma Progression.  ACS Central Science,  10  (5): (1065-1083). 

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