EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:8417 - pristinamycin IA

ChEBI IDCHEBI:8417
ChEBI Namepristinamycin IA
Stars
DefinitionA cyclodepsipeptide that is (together with pristinamycin IIA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms including methicillin-resistant Staphylococcus aureus.
Last Modified19 March 2015
DownloadsMolfile
FormulaC45H54N8O10
Net Charge0
Average Mass866.973
Monoisotopic Mass866.39629
SMILESCC[C@H]1NC(=O)[C@@H](NC(=O)c2ncccc2O)[C@@H](C)OC(=O)[C@H](c2ccccc2)NC(=O)[C@@H]2CC(=O)CCN2C(=O)[C@H](Cc2ccc(N(C)C)cc2)N(C)C(=O)[C@@H]2CCCN2C1=O
InChIInChI=1S/C45H54N8O10/c1-6-31-42(59)52-22-11-14-32(52)43(60)51(5)34(24-27-16-18-29(19-17-27)50(3)4)44(61)53-23-20-30(54)25-33(53)39(56)49-37(28-12-8-7-9-13-28)45(62)63-26(2)36(40(57)47-31)48-41(58)38-35(55)15-10-21-46-38/h7-10,12-13,15-19,21,26,31-34,36-37,55H,6,11,14,20,22-25H2,1-5H3,(H,47,57)(H,48,58)(H,49,56)/t26-,31-,32+,33+,34+,36+,37+/m1/s1
InChIKeyYGXCETJZBDTKRY-DZCVGBHJSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces pristinaespiralis (ncbitaxon:38300) - PubMed (25708513)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial drug  A drug used to treat or prevent bacterial infections.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
pristinamycin IA (CHEBI:8417) has role antibacterial drug (CHEBI:36047)
pristinamycin IA (CHEBI:8417) has role antimicrobial agent (CHEBI:33281)
pristinamycin IA (CHEBI:8417) has role bacterial metabolite (CHEBI:76969)
pristinamycin IA (CHEBI:8417) is a cyclodepsipeptide (CHEBI:35213)
Incoming Relation(s)
pristinamycin (CHEBI:85274) has part pristinamycin IA (CHEBI:8417)
IUPAC Name 
N-[(6R,9S,10R,13S,15aS,22S,24aS)-22-{[4-(dimethylamino)phenyl]methyl}-6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl]-3-hydroxypyridine-2-carboxamide
Synonyms  Source
Pristinamycin IAKEGG COMPOUND
Vernamycin B alphaKEGG COMPOUND
Mikamycin BKEGG COMPOUND
4-[4-(Dimethylamino)-N-methyl-L-phenylalanine]virginiamycin S1KEGG COMPOUND
Streptogramin BKEGG COMPOUND
Mikamycin BKNApSAcK
Manual XrefsDatabases
C11615KEGG COMPOUND
C00018680KNApSAcK
Pristinamycin_IAWikipedia
Registry NumbersSources
Reaxys:78387Reaxys
CAS:3131-03-1KEGG COMPOUND
CAS:3131-03-1ChemIDplus