Skip to the beginning of the images gallery

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

≥92%

CAS#: 1404-19-9
Formula: C₄₅H₇₄O₁₁
Molecular Weight: 791.07(for Oligomycin A)
Beilstein Registry Number: 7615308
EC Number: MFCD01779388
MDL number: MFCD00065705
PubChem CID: 5281899

Item Number

O111756

Grouped product items
SKU	Size	Availability	Price
O111756-1mg	1mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$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	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$599.90

ATP synthase inhibitor

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	Dry ice
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.

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
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
Molecular Weight	791.07(for Oligomycin A)
Beilstein	7615308

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

5 results found

Lot Number	Certificate Type	Date	Item
B2419119	Certificate of Analysis	Oct 11, 2022	O111756
K2230597	Certificate of Analysis	Oct 11, 2022	O111756
K2230613	Certificate of Analysis	Oct 11, 2022	O111756
K2230621	Certificate of Analysis	Oct 11, 2022	O111756
K2230669	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

Safety and Hazards(GHS)

Pictogram(s)	GHS06, GHS08, GHS07
Signal	Danger
Hazard Statements	H301:Toxic if swallowed H302:Harmful if swallowed H370:Causes damage to organs
Precautionary Statements	P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P301+P317:IF SWALLOWED: Get medical help. P308+P316:IF exposed or concerned: Get emergency medical help immediately.
WGK Germany	3

References

1. Alexander RK et al.. (2020) Bmal1 integrates mitochondrial metabolism and macrophage activation.. Elife, 9 [PMID:32396064]
2. Kurihara Y et al.. (2019) Chlamydia trachomatis targets mitochondrial dynamics to promote intracellular survival and proliferation.. Cell Microbiol, 21 (e12962). [PMID:30311994]
3. 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]
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. McCarthy RC et al.. (2018) Inflammation-induced iron transport and metabolism by brain microglia.. J Biol Chem, 293 (20): (7853-7863). [PMID:29610275]
7. 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]
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. 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]
10. 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]
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]

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Dilution Calculator

Determine the dilution needed to prepare a stock solution.