CAS 110231-34-0

oligomycin E

Description:

Oligomycin E is a macrolide antibiotic that is primarily known for its role as an inhibitor of ATP synthase, an essential enzyme in the process of oxidative phosphorylation in mitochondria. This compound is derived from the fermentation of certain Streptomyces species and is characterized by its complex structure, which includes a large lactone ring and multiple hydroxyl groups. Oligomycin E exhibits potent antimicrobial activity, particularly against Gram-positive bacteria, and has been studied for its potential applications in cancer research due to its ability to disrupt cellular energy production. In addition to its antibiotic properties, oligomycin E is also utilized in biochemical research to investigate mitochondrial function and energy metabolism. Its mechanism of action involves binding to the F0 subunit of ATP synthase, effectively blocking proton translocation and inhibiting ATP synthesis. As a result, oligomycin E serves as a valuable tool in both microbiological and biochemical studies, providing insights into cellular respiration and energy dynamics.

Formula: C₄₅H₇₂O₁₃

InChI: InChI=1/C45H72O13/c1-12-32-17-15-13-14-16-25(3)40(52)43(10,54)41(53)31(9)39(51)30(8)38(50)29(7)37(49)24(2)18-21-36(48)56-42-28(6)33(20-19-32)57-45(44(42,11)55)35(47)22-26(4)34(58-45)23-27(5)46/h13-15,17-18,21,24-34,37,39-40,42,46,49,51-52,54-55H,12,16,19-20,22-23H2,1-11H3/b14-13-,17-15-,21-18+

Synonyms:

• Oligomycin A, 26-hydroxy-28-oxo-
• (4E,18Z,20Z)-22-ethyl-7,11,14,15,28-pentahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-5',6'-dihydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,3',9,13(4'H)-tetrone (non-preferred name)
• Oligomycin-E
• Oligomycin E

Oligomycin E

CAS: 110231-34-0

Oligomycin E, a Streptomyces metabolite, has weak antifungal properties but strong Gram-positive and HeLa cell antitumor effects (IC50=14 ng/ml).

Formula: C₄₅H₇₂O₁₃

Color and Shape: Solid

Molecular weight: 821.058

Ref: TM-T36419