Term: | oligomycin A |
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Accession: | CHEBI:28285
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Definition: | An oligomycin with formula C45H74011. An inhibitor of mitochondrial F1FO ATP synthase that induces apoptosis in a variety of cell types and exhibits antifungal, antitumour, and nematicidal activities, but its clinical application has been limited by poor solubility in water and other biocompatible solvents. |
Synonyms: | exact_synonym: | (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,9,13-trione |
| related_synonym: | Formula=C45H74O11; 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-/m0/s1; InChIKey=MNULEGDCPYONBU-AWJDAWNUSA-N; RP-32705; SMILES=CC[C@@H]1CC[C@@H]2O[C@]3(CC[C@H](C)[C@H](C[C@@H](C)O)O3)[C@@H](C)[C@H](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 |
| alt_id: | CHEBI:25674; CHEBI:7750 |
| xref: | CAS:579-13-5; KEGG:C11311; LINCS:LSM-43230; LINCS:LSM-43272; LINCS:LSM-43347 |
| xref_mesh: | MESH:C031004 |
| xref: | MetaCyc:CPD-21956; PDBeChem:EFO; PMID:22869738; PMID:233519; PMID:24084683; PMID:25849761; PMID:28420869; PMID:29650704; Reaxys:5702132 |
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