pristinamycin IIA
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.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
-
CHEBI:140325 -
CHEBI:140326 -
CHEBI:23763 -
CHEBI:24995 - macrolide antibiotic
CHEBI:25105 -
CHEBI:25106 -
CHEBI:35681 -
CHEBI:3992 -
CHEBI:46812 -
CHEBI:51751
Chemical structure
| Molecular formula | C28H35N3O7 |
|---|---|
| Charge | 0 |
| Average mass | 525.602 Da |
| Monoisotopic mass | 525.2475 Da |
| Source | ChEBI |
| InChIKey | DAIKHDNSXMZDCU-FQTGFAPKSA-N |
CC1=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
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
Also called
- (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
- Mikamycin A
- Ostreogrycin a
- Streptogramin A
- Virginiamycin M1
- Virginiamycin factor M1
Cross-references
- cas:21411-53-0
- kegg.compound:C11299
- pdb-ccd:VIR
- reaxys:71867
Drug registries
Patents and articles
Activity roles
- antimicrobial agent
CHEBI:33281 - antibacterial drug
CHEBI:36047
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| CHEBI | CHEBI:9997 |
pristinamycin IIA | antibioticmech:chebi-af0dfa17a3 |
2026-08-30 |
Curation history
-
SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (CHEBI)
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories