CHEBI:66687 - mediomycin A

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ChEBI Name mediomycin A
ChEBI ID CHEBI:66687
Definition A polyene antibiotic isolated from Streptomyces mediocidicus ATCC23936 and has been shown to exhibit a broad spectrum of antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C62H97NO18S
Net Charge 0
Average Mass 1176.49400
Monoisotopic Mass 1175.64264
InChI InChI=1S/C62H97NO18S/c1-45(27-19-15-11-10-12-16-20-28-46(2)62(76)77)61(75)48(4)58(73)36-21-17-13-8-6-5-7-9-14-18-22-37-60(81-82(78,79)80)47(3)59(74)44-57(72)43-54(69)34-25-33-53(68)42-56(71)41-52(67)32-24-31-50(65)39-49(64)29-23-30-51(66)40-55(70)35-26-38-63/h5-10,12-14,16-25,27-29,32,34,36,45,47-58,60-61,64-73,75H,11,15,26,30-31,33,35,37-44,63H2,1-4H3,(H,76,77)(H,78,79,80)/b7-5+,8-6+,12-10+,14-9+,17-13+,20-16+,22-18+,27-19+,29-23+,32-24+,34-25+,36-21+,46-28+/t45?,47?,48-,49+,50+,51+,52+,53-,54+,55-,56-,57+,58+,60?,61-/m0/s1
InChIKey RDEZRSOXSQHNOU-SMVKTZMVSA-N
SMILES CC(\C=C\CC\C=C\C=C\C=C(/C)C(O)=O)[C@H](O)[C@@H](C)[C@H](O)\C=C\C=C\C=C\C=C\C=C\C=C\CC(OS(O)(=O)=O)C(C)C(=O)C[C@H](O)C[C@H](O)\C=C\C[C@H](O)C[C@@H](O)C[C@H](O)\C=C\C[C@@H](O)C[C@H](O)\C=C\C[C@@H](O)C[C@@H](O)CCCN
Metabolite of Species Details
Streptomyces mediocidicus (NCBI:txid58352) Mediomycin A(syn/anti relative configuration) of strain ATCC23936 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via polyene antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing mediomycin A (CHEBI:66687) has role antifungal agent (CHEBI:35718)
mediomycin A (CHEBI:66687) has role metabolite (CHEBI:25212)
mediomycin A (CHEBI:66687) is a amino acid (CHEBI:33709)
mediomycin A (CHEBI:66687) is a organic sulfate (CHEBI:25704)
mediomycin A (CHEBI:66687) is a polyene antibiotic (CHEBI:26177)
mediomycin A (CHEBI:66687) is a primary amino compound (CHEBI:50994)
IUPAC Name
(2E,4E,6E,10E,13S,14S,15R,16E,18E,20E,22E,24E,26E,33R,35S,36E,39S,41R,43S,44E,47R,49S,50E,53R,55S)-58-amino-13,15,33,35,39,41,43,47,49,53,55-undecahydroxy-2,12,14,30-tetramethyl-31-oxo-29-(sulfooxy)octapentaconta-2,4,6,10,16,18,20,22,24,26,36,44,50-tridecaenoic acid
Registry Number Type Source
11058770 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17315962 PubMed citation Europe PMC
Last Modified
05 April 2013