CHEBI:9997 - pristinamycin IIA

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ChEBI Name pristinamycin IIA
ChEBI ID CHEBI:9997
Definition A macrolide that is (together with pristinamycin IA) 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.
Secondary ChEBI IDs CHEBI:46395
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Formula C28H35N3O7
Net Charge 0
Average Mass 525.59340
Monoisotopic Mass 525.24750
InChI InChI=1S/C28H35N3O7/c1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b7-5+,10-9+,18-13+/t19-,20-,26-/m1/s1
InChIKey DAIKHDNSXMZDCU-FQTGFAPKSA-N
SMILES CC(C)[C@H]1OC(=O)C2=CCCN2C(=O)c2coc(CC(=O)C[C@H](O)\C=C(/C)\C=C\CNC(=O)\C=C\[C@H]1C)n2
Metabolite of Species Details
Mycoplasma genitalium (NCBI:txid2097) See: PubMed
Streptomyces pristinaespiralis (NCBI:txid38300) See: PubMed
Roles Classification
Biological Role(s): Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
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.
(via macrolide antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing pristinamycin IIA (CHEBI:9997) has role Mycoplasma genitalium metabolite (CHEBI:131604)
pristinamycin IIA (CHEBI:9997) has role antibacterial drug (CHEBI:36047)
pristinamycin IIA (CHEBI:9997) is a 1,3-oxazoles (CHEBI:46812)
pristinamycin IIA (CHEBI:9997) is a cyclic ketone (CHEBI:3992)
pristinamycin IIA (CHEBI:9997) is a enamide (CHEBI:51751)
pristinamycin IIA (CHEBI:9997) is a lactam (CHEBI:24995)
pristinamycin IIA (CHEBI:9997) is a macrolide (CHEBI:25106)
pristinamycin IIA (CHEBI:9997) is a macrolide antibiotic (CHEBI:25105)
pristinamycin IIA (CHEBI:9997) is a pyrroline (CHEBI:23763)
pristinamycin IIA (CHEBI:9997) is a secondary alcohol (CHEBI:35681)
pristinamycin IIA (CHEBI:9997) is a secondary carboxamide (CHEBI:140325)
pristinamycin IIA (CHEBI:9997) is a tertiary carboxamide (CHEBI:140326)
Incoming dalfopristin (CHEBI:4309) has functional parent pristinamycin IIA (CHEBI:9997)
virginiamycin (CHEBI:87209) has part pristinamycin IIA (CHEBI:9997)
IUPAC Name
(3R,4R,5E,10E,12E,14S)-14-hydroxy-3-isopropyl-4,12-dimethyl-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
Synonyms Sources
Mikamycin A KEGG COMPOUND
Ostreogrycin a ChemIDplus
Streptogramin A KEGG COMPOUND
Virginiamycin factor M1 ChemIDplus
Virginiamycin M1 KEGG COMPOUND
Manual Xrefs Databases
C11299 KEGG COMPOUND
DB01669 DrugBank
Pristinamycin_IIA Wikipedia
VIR PDBeChem
View more database links
Registry Numbers Types Sources
21411-53-0 CAS Registry Number KEGG COMPOUND
21411-53-0 CAS Registry Number ChemIDplus
71867 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15480455 PubMed citation Europe PMC
24324222 PubMed citation Europe PMC
24687494 PubMed citation Europe PMC
25223995 PubMed citation Europe PMC
3096930 PubMed citation Europe PMC
5905315 PubMed citation Europe PMC
Last Modified
02 October 2020