CHEBI:45773 - streptolydigin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name streptolydigin
ChEBI ID CHEBI:45773
Definition A monocarboxylic acid amide that is a broad-spectrum antibiotic produced by Streptomyces lydicus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C32H44N2O9
Net Charge 0
Average Mass 600.69980
Monoisotopic Mass 600.305
InChI InChI=1S/C32H44N2O9/c1-16(14-17(2)28-18(3)23-12-13-32(15-40-32)31(6,42-23)43-28)8-9-22(36)25-27(37)26(19(4)29(38)33-7)34(30(25)39)24-11-10-21(35)20(5)41-24/h8-9,12-14,17-21,23-24,26,28,35-36H,10-11,15H2,1-7H3,(H,33,38)/b9-8+,16-14+,25-22+/t17-,18+,19+,20+,21+,23-,24+,26+,28-,31-,32-/m1/s1
InChIKey KVTPRMVXYZKLIG-NCAOFHFGSA-N
SMILES CNC(=O)[C@@H](C)[C@@H]1N([C@@H]2CC[C@H](O)[C@H](C)O2)C(=O)\C(=C(\O)/C=C/C(/C)=C/[C@@H](C)[C@H]2O[C@@]3(C)O[C@H](C=C[C@@]33CO3)[C@@H]2C)C1=O
Metabolite of Species Details
Streptomyces lydicus (NCBI:txid47763) See: DOI
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 2.7.7.6 (RNA polymerase) inhibitor
An EC 2.7.7.* (nucleotidyltransferase) inhibitor that interferes with the action of RNA polymerase (EC 2.7.7.6).
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing streptolydigin (CHEBI:45773) has role antimicrobial agent (CHEBI:33281)
streptolydigin (CHEBI:45773) has role bacterial metabolite (CHEBI:76969)
streptolydigin (CHEBI:45773) has role EC 2.7.7.6 (RNA polymerase) inhibitor (CHEBI:37416)
streptolydigin (CHEBI:45773) is a N-glycosyl compound (CHEBI:21731)
streptolydigin (CHEBI:45773) is a bridged compound (CHEBI:35990)
streptolydigin (CHEBI:45773) is a cyclic ketal (CHEBI:59779)
streptolydigin (CHEBI:45773) is a enol (CHEBI:33823)
streptolydigin (CHEBI:45773) is a monocarboxylic acid amide (CHEBI:29347)
streptolydigin (CHEBI:45773) is a organic heterobicyclic compound (CHEBI:27171)
streptolydigin (CHEBI:45773) is a pyrrolidinone (CHEBI:38275)
streptolydigin (CHEBI:45773) is a spiro-epoxide (CHEBI:133131)
IUPAC Name
(2S)-2-{(2S,4E)-4-{(2E,4E,6R)-6-[(1R,2R,5R,6S,7R)-1,6-dimethylspiro[8,9-dioxabicyclo[3.3.1]non-3-ene-2,2'-oxiran]-7-yl]-1-hydroxy-4-methylhepta-2,4-dien-1-ylidene}-1-[(2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3,5-dioxopyrrolidin-2-yl}-N-methylpropanamide
Synonyms Sources
Antibiotic D-45 ChemIDplus
NSC 3360 ChemIDplus
Manual Xrefs Databases
DB04785 DrugBank
STD PDBeChem
Streptolydigin Wikipedia
View more database links
Registry Numbers Types Sources
7229-50-7 CAS Registry Number ChemIDplus
9977901 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16122422 PubMed citation Europe PMC
16167380 PubMed citation Europe PMC
22820841 PubMed citation Europe PMC
23494621 PubMed citation Europe PMC
23591156 PubMed citation Europe PMC
23990132 PubMed citation Europe PMC
24342645 PubMed citation Europe PMC
Last Modified
24 August 2016