75351

Oligomycin A

≥99% (HPLC)

• Synonym(s): MCH 32
• Empirical Formula (Hill Notation): C₄₅H₇₄O₁₁
• CAS Number: 579-13-5
• Molecular Weight: 791.06
• Beilstein/REAXYS Number: 5702132
• EC Number: 209-437-3
• MDL number: MFCD00065705
• UNSPSC Code: 51102829
• PubChem Substance ID: 57652563
• NACRES: NA.76

Properties

• assay: ≥99% (HPLC)
• form: powder
• color: white to off-white
• solubility: DMSO: soluble
• antibiotic activity spectrum: fungi
• mode of action: enzyme | inhibits
• storage temp.: −20°C
• SMILES string: CCC1CCC2OC3(CC[C@@H](C)C(C[C@H](C)O)O3)[C@H](C)C(OC(=O)\C=C\[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@@](C)(O)[C@H](O)[C@@H](C)C\C=C\C=C\1)[C@H]2C
• 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-VVXVDZGXSA-N

Description

General description

Chemical structure: macrolide

Application

Oligomycin was used to inhibit sucrose synthesis and ¹⁴C translocation in sunflower leaves, to study antibiotic resistance, and to study carotid chemoreceptor responses to O₂ and CO₂ in the cat. Inhibits the growth of Rhodotorula glutinis, Aspergillus niger and other molds.

Biochem/physiol Actions

Oligomycin blocks oxidative phosphorylation and the electron transport chain by inhibiting membrane bound mitochondrial ATP synthase (ATPase) and proton channel (pump, FO subunit) blocker.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. Keep in a dry place.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves