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CHEBI:45773 - streptolydigin

ChEBI IDCHEBI:45773
ChEBI Namestreptolydigin
Stars
DefinitionA monocarboxylic acid amide that is a broad-spectrum antibiotic produced by Streptomyces lydicus.
Last Modified24 August 2016
DownloadsMolfile
FormulaC32H44N2O9
Net Charge0
Average Mass600.709
Monoisotopic Mass600.30468
SMILES[H][C@]1([C@H](C)/C=C(C)/C=C/C(O)=C2\C(=O)N([C@@H]3CC[C@H](O)[C@H](C)O3)[C@@]([H])([C@H](C)C(=O)NC)C2=O)O[C@@]2(C)O[C@H](C=C[C@@]23CO3)[C@@H]1C
InChIInChI=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
InChIKeyKVTPRMVXYZKLIG-NCAOFHFGSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces lydicus (ncbitaxon:47763) - DOI (10.1021/ja107190w)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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).
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
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  Source
NSC 3360ChemIDplus
Antibiotic D-45ChemIDplus
Manual XrefsDatabases
STDPDBeChem
StreptolydiginWikipedia
DB04785DrugBank
Registry NumbersSources
Reaxys:9977901Reaxys
CAS:7229-50-7ChemIDplus
Citations