CHEBI:77879 - elaiophylin

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ChEBI Name elaiophylin
ChEBI ID CHEBI:77879
Definition A macrodiolide that is isolated from several bacteria including Streptomyces violaceoniger and other soil actinomycetes.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C54H88O18
Net Charge 0
Average Mass 1025.26570
Monoisotopic Mass 1024.59707
InChI InChI=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
InChIKey OSERMIPXNLXAPD-MJMYBOKFSA-N
SMILES CC[C@@H]1[C@@H](C)O[C@](O)(C[C@H]1O[C@H]1C[C@H](O)[C@H](O)[C@H](C)O1)[C@@H](C)[C@H](O)[C@H](C)[C@H]1OC(=O)\C=C\C=C\[C@H](C)[C@H](OC(=O)\C=C\C=C\[C@@H]1C)[C@@H](C)[C@@H](O)[C@H](C)[C@@]1(O)C[C@@H](O[C@H]2C[C@H](O)[C@H](O)[C@H](C)O2)[C@H](CC)[C@@H](C)O1
Roles Classification
Biological Role(s): 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).
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
Antibiotic 5001B ChemIDplus
Antibiotic 56-62 ChemIDplus
Azalomycin B ChemIDplus
gopalamicin ChEBI
salbomycin ChEBI
Manual Xref Database
C15844 KEGG COMPOUND
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Registry Numbers Types Sources
37318-06-2 CAS Registry Number ChemIDplus
4227388 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10805576 PubMed citation Europe PMC
11506969 PubMed citation Europe PMC
1298407 PubMed citation Europe PMC
15881411 PubMed citation Europe PMC
22016996 PubMed citation Europe PMC
25893854 PubMed citation Europe PMC
5583820 PubMed citation Europe PMC
5583830 PubMed citation Europe PMC
7035426 PubMed citation Europe PMC
7576464 PubMed citation Europe PMC
8468252 PubMed citation Europe PMC
IND20510178 Agricola citation Europe PMC
Last Modified
02 December 2019