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CHEBI:9997 - pristinamycin IIA

ChEBI IDCHEBI:9997
ChEBI Namepristinamycin IIA
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:46395
Last Modified2 October 2020
DownloadsMolfile
FormulaC28H35N3O7
Net Charge0
Average Mass525.602
Monoisotopic Mass525.24750
SMILESCC1=C\[C@@H](O)CC(=O)Cc2nc(co2)C(=O)N2CCC=C2C(=O)O[C@H](C(C)C)[C@H](C)/C=C/C(=O)NC\C=C\1
InChIInChI=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
InChIKeyDAIKHDNSXMZDCU-FQTGFAPKSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Mycoplasma genitalium (ncbitaxon:2097) - PubMed (22817898)
Streptomyces pristinaespiralis (ncbitaxon:38300) - PubMed (25708513)
Roles Classification
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
Mycoplasma genitalium metabolite  Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
Virginiamycin M1KEGG COMPOUND
Mikamycin AKEGG COMPOUND
Streptogramin AKEGG COMPOUND
Ostreogrycin aChemIDplus
Virginiamycin factor M1ChemIDplus
Manual XrefsDatabases
C11299KEGG COMPOUND
VIRPDBeChem
Pristinamycin_IIAWikipedia
DB01669DrugBank
Registry NumbersSources
Reaxys:71867Reaxys
CAS:21411-53-0KEGG COMPOUND
CAS:21411-53-0ChemIDplus
Citations