Oligomycin

Description

Oligomycin, CAS # 1404-19-9, is a macrolide antibiotic that inhibits oxidative phosphorylation through blocking mitochondrial ATP synthase. | CAS: 1404-19-9 | C45H74O11 | 791.08 g/mol

Inhibits respiration in mitochondria. Also inhibits ATP synthase

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• Oligomycin is a macrolide produced by Streptomyces diastatochromogenes that is toxic to other organisms
• Oligomycin blocks oxidative phosphorylation through inhibition of ATP synthase. The compound binds to the proton channel of ATP synthase and blocks mitochondrial proton import, resulting in accumulation of cytoplasmic protons
• Oligomycin also inhibits Na+/K+ exchange through Na+ occlusion within the Na/K-ATPase
• Oligomycin is provided as a mixture of A, B, and C isomers

Application

• Oligomycin inhibits respiration in mitochondria. It also inhibits ATP synthase
• Oligomycin can induce apoptosis in cultured human hepatocarcinoma and other mammalian cells in laboratory settings

Specifications

Chemical Identifiers

• CAS: 1404-19-9
• Molecular Formula: C45H74O11
• Molecular Weight (g/mol): 791.08
• MDL Number: MFCD00065705,MFCD01779388
• InChI Key: MNULEGDCPYONBU-ZUSSGZTJNA-N
• PubChem CID: 78358496
• IUPAC Name: (4E,18E,20Z)-22-ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione
• SMILES: CCC1CCC2OC3(CCC(C)C(CC(C)O)O3)C(C)C(OC(=O)\C=C\C(C)C(O)C(C)C(=O)C(C)C(O)C(C)C(=O)C(C)(O)C(O)C(C)C\C=C\C=C/1)C2C

• Type: Oligomycin
• Physical Form: Powder
• Color: White
• Quantity: 10 mg
• Beilstein: 7615308
• Merck Index: 14,6833
• Solubility Information: Sparingly soluble in water; Soluble in DMSO (20mg/ml) and ethanol (30mg/ml) /n
• Formula Weight: 791.07
• Chemical Name or Material: Oligomycin

Safety and Handling

EINECSNumber	215-767-9
RTECSNumber	RK3325000
TSCA	No
Recommended Storage	Store at -20°C

SDS

RUO – Research Use Only