CHEBI:7753 - oligomycin D

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name oligomycin D
ChEBI ID CHEBI:7753
Definition An oligomycin with formula C44H72O11 that is oligomycin A in which the methyl substituent adjacent to the spirocyclic centre has been replaced by a hydrogen.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C44H72O11
Net Charge 0
Average Mass 777.038
Monoisotopic Mass 776.50746
InChI InChI=1S/C44H72O11/c1-11-33-16-14-12-13-15-27(4)41(50)43(10,52)42(51)32(9)40(49)31(8)39(48)30(7)38(47)26(3)17-20-37(46)53-36-24-44(54-34(19-18-33)29(36)6)22-21-25(2)35(55-44)23-28(5)45/h12-14,16-17,20,25-36,38,40-41,45,47,49-50,52H,11,15,18-19,21-24H2,1-10H3/b13-12+,16-14+,20-17+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41-,43+,44-/m0/s1
InChIKey LVWVMRBMGDJZLM-BONFEJLISA-N
SMILES [C@@H]1([C@H](CC[C@]2(O1)C[C@@H]3OC(C=C[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@H](C)[C@@H](O)[C@H](C)C([C@@]([C@@H](O)[C@H](C)CC=CC=C[C@@H](CC[C@@H]([C@H]3C)O2)CC)(O)C)=O)=O)C)C[C@H](O)C
Roles Classification
Biological Role(s): EC 3.6.3.14 (H(+)-transporting two-sector ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of H+-transporting two-sector ATPase inhibitor (EC 3.6.3.14).
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via oligomycin )
(via macrolide antibiotic )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via oligomycin )
ATP synthase inhibitor
A mitochondrial respiratory-chain inhibitor that interferes with the action of ATP synthase.
(via oligomycin )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via antibiotic antifungal agent )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
nematicide
A substance used to destroy pests of the phylum Nematoda (roundworms).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oligomycin D (CHEBI:7753) has role antineoplastic agent (CHEBI:35610)
oligomycin D (CHEBI:7753) has role EC 3.6.3.14 (H+-transporting two-sector ATPase) inhibitor (CHEBI:73214)
oligomycin D (CHEBI:7753) has role nematicide (CHEBI:25491)
oligomycin D (CHEBI:7753) is a antibiotic antifungal agent (CHEBI:86478)
oligomycin D (CHEBI:7753) is a oligomycin (CHEBI:25675)
oligomycin D (CHEBI:7753) is a pentol (CHEBI:37205)
oligomycin D (CHEBI:7753) is a triketone (CHEBI:140322)
IUPAC Name
(1S,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethyl-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
INNs Sources
rutamicina ChemIDplus
rutamycin ChemIDplus
rutamycine ChemIDplus
rutamycinum ChemIDplus
Synonyms Sources
26-demethyloligomycin A ChemIDplus
A 272 ChemIDplus
A-272 ChemIDplus
antibiotic A 272 ChemIDplus
rutamycin A ChEBI
Manual Xrefs Databases
C11314 KEGG COMPOUND
CPD-21959 MetaCyc
D05778 KEGG DRUG
View more database links
Registry Numbers Types Sources
1404-59-7 CAS Registry Number KEGG COMPOUND
1404-59-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
29741854 PubMed citation Europe PMC
Last Modified
24 June 2021