CHEBI:8417 - pristinamycin IA

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ChEBI Name pristinamycin IA
ChEBI ID CHEBI:8417
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C45H54N8O10
Net Charge 0
Average Mass 866.95790
Monoisotopic Mass 866.396
InChI InChI=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
InChIKey YGXCETJZBDTKRY-DZCVGBHJSA-N
SMILES CC[C@H]1NC(=O)[C@@H](NC(=O)c2ncccc2O)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@@H]2CC(=O)CCN2C(=O)[C@H](Cc2ccc(cc2)N(C)C)N(C)C(=O)[C@@H]2CCCN2C1=O)c1ccccc1
Metabolite of Species Details
Streptomyces pristinaespiralis (NCBI:txid38300) 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 )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
4-[4-(Dimethylamino)-N-methyl-L-phenylalanine]virginiamycin S1 KEGG COMPOUND
Antibiotic PA 114B KNApSAcK
Antibiotic PA 114B1 KNApSAcK
Mikamycin B KEGG COMPOUND
Mikamycin B KNApSAcK
NSC 92554 KNApSAcK
Ostreogrycin B ChemIDplus
Pristinamycin IA KEGG COMPOUND
Streptogramin B KEGG COMPOUND
Vernamycin B alpha KEGG COMPOUND
Database Links Databases
C00018680 KNApSAcK
C11615 KEGG COMPOUND
Pristinamycin_IA Wikipedia
View more database links
Registry Numbers Types Sources
3131-03-1 CAS Registry Number ChemIDplus
78387 Reaxys Registry Number Reaxys
Last Modified
19 March 2015