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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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O111756-1mg
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1mg |
5
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$36.90
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O111756-5mg
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5mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$149.90
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O111756-25mg
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25mg |
2
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$599.90
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ATP synthase inhibitor
| 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 |
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 |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| 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= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jul 09, 2025 | O111756 | |
| Certificate of Analysis | Sep 18, 2024 | O111756 | |
| Certificate of Analysis | Sep 18, 2024 | O111756 | |
| Certificate of Analysis | Sep 18, 2024 | O111756 | |
| Certificate of Analysis | Sep 18, 2024 | O111756 | |
| Certificate of Analysis | Oct 11, 2022 | O111756 | |
| Certificate of Analysis | Oct 11, 2022 | O111756 | |
| Certificate of Analysis | Oct 11, 2022 | O111756 | |
| Certificate of Analysis | Oct 11, 2022 | O111756 | |
| Certificate of Analysis | Oct 11, 2022 | O111756 | |
| Certificate of Analysis | Oct 11, 2022 | O111756 |
| 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 |
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