CHEBI:193157 - sceliphrolactam

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ChEBI Name sceliphrolactam
ChEBI ID CHEBI:193157
Definition A polyene macrocyclic lactam with formula C28H35NO6. It was isolated from an actinomycete, Streptomyces sp. and displays antifungal activity against amphotericin B-resistant Candida albicans.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Supplier Information
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Formula C28H35NO6
Net Charge 0
Average Mass 481.589
Monoisotopic Mass 481.24644
InChI InChI=1S/C28H35NO6/c1-20-10-5-4-6-12-22(3)19-29-26(33)18-23(30)17-16-21(2)13-9-15-25(32)28(35)27(34)24(31)14-8-7-11-20/h4-18,22,25,27-28,30,32,34-35H,19H2,1-3H3,(H,29,33)/b5-4+,11-7+,12-6+,14-8-,15-9+,17-16+,20-10+,21-13+,23-18-
InChIKey HRAPIHJIKATMEB-GWVUBWKVSA-N
SMILES CC1CNC(=O)\C=C(/O)\C=C\C(\C)=C\C=C\C(O)C(O)C(O)C(=O)\C=C/C=C/C(/C)=C/C=C/C=C/1
Metabolite of Species Details
Streptomyces sp. SD85 (NCBI:txid1849710) See: PubMed
Streptomyces sp. (NCBI:txid1931) See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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 sceliphrolactam (CHEBI:193157) has role antifungal agent (CHEBI:35718)
sceliphrolactam (CHEBI:193157) has role bacterial metabolite (CHEBI:76969)
sceliphrolactam (CHEBI:193157) is a azamacrocycle (CHEBI:52898)
sceliphrolactam (CHEBI:193157) is a enamide (CHEBI:51751)
sceliphrolactam (CHEBI:193157) is a enol (CHEBI:33823)
sceliphrolactam (CHEBI:193157) is a enone (CHEBI:51689)
sceliphrolactam (CHEBI:193157) is a lactam (CHEBI:24995)
sceliphrolactam (CHEBI:193157) is a polyene antibiotic (CHEBI:26177)
sceliphrolactam (CHEBI:193157) is a tetrol (CHEBI:33573)
IUPAC Name
(3Z,5E,7E,9E,15Z,17E,19E,21E,23E)-4,11,12,13-tetrahydroxy-7,19,25-trimethylazacyclohexacosa-3,5,7,9,15,17,19,21,23-nonaene-2,14-dione
Citations Waiting for Citations Types Sources
21247188 PubMed citation SUBMITTER
21364940 PubMed citation Europe PMC
29371699 PubMed citation Europe PMC
31899637 PubMed citation Europe PMC
34576875 PubMed citation Europe PMC
Last Modified
30 September 2022