CHEBI:77879 - elaiophylin

ChEBI IDCHEBI:77879
ChEBI Nameelaiophylin
Stars
DefinitionA macrodiolide that is isolated from several bacteria including Streptomyces violaceoniger and other soil actinomycetes.
Last Modified2 December 2019
SubmitterSteve
DownloadsMolfile
FormulaC54H88O18
Net Charge0
Average Mass1025.280
Monoisotopic Mass1024.59707
SMILES[H][C@]1([C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](O[C@H]3C[C@H](O)[C@H](O)[C@H](C)O3)[C@H](CC)[C@@H](C)O2)OC(=O)/C=C/C=C/[C@H](C)[C@@]([H])([C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](O[C@H]3C[C@H](O)[C@H](O)[C@H](C)O3)[C@H](CC)[C@@H](C)O2)OC(=O)/C=C/C=C/[C@@H]1C
InChIInChI=1S/C54H88O18/c1-13-37-33(9)71-53(63,25-41(37)67-45-23-39(55)49(61)35(11)65-45)31(7)47(59)29(5)51-27(3)19-15-17-22-44(58)70-52(28(4)20-16-18-21-43(57)69-51)30(6)48(60)32(8)54(64)26-42(38(14-2)34(10)72-54)68-46-24-40(56)50(62)36(12)66-46/h15-22,27-42,45-52,55-56,59-64H,13-14,23-26H2,1-12H3/b19-15+,20-16+,21-18+,22-17+/t27-,28-,29-,30-,31-,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42+,45-,46-,47+,48+,49+,50+,51-,52-,53+,54+/m0/s1
InChIKeyOSERMIPXNLXAPD-MJMYBOKFSA-N
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
autophagy inhibitor  Any compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
ChEBI Ontology
Outgoing Relation(s)
elaiophylin (CHEBI:77879) has role antifungal agent (CHEBI:35718)
elaiophylin (CHEBI:77879) has role autophagy inhibitor (CHEBI:88230)
elaiophylin (CHEBI:77879) has role bacterial metabolite (CHEBI:76969)
elaiophylin (CHEBI:77879) is a lactol (CHEBI:38131)
elaiophylin (CHEBI:77879) is a macrodiolide (CHEBI:145556)
elaiophylin (CHEBI:77879) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name 
(3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis{(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-{[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-5-ethyl-2-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3-hydroxypentan-2-yl}-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione
Synonyms  Source
Antibiotic 5001BChemIDplus
Antibiotic 56-62ChemIDplus
Azalomycin BChemIDplus
gopalamicinChEBI
salbomycinChEBI
Manual XrefsDatabases
C15844KEGG COMPOUND
Registry NumbersSources
Reaxys:4227388Reaxys
CAS:37318-06-2ChemIDplus
Citations