AntibioticMech

pristinamycin IIA

CHEBI:9997 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:140325 CHEBI:140325
• CHEBI:140326 CHEBI:140326
• CHEBI:23763 CHEBI:23763
• CHEBI:24995 CHEBI:24995
• CHEBI:25105 CHEBI:25105
• CHEBI:25106 CHEBI:25106
• CHEBI:35681 CHEBI:35681
• CHEBI:3992 CHEBI:3992
• CHEBI:46812 CHEBI:46812
• CHEBI:51751 CHEBI:51751

Chemical structure

Computed structure properties

Molecular formula	C28H35N3O7
Charge	0
Average mass	525.602 Da
Monoisotopic mass	525.2475 Da
Source	ChEBI
InChIKey	DAIKHDNSXMZDCU-FQTGFAPKSA-N

SMILES

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

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 (EXACT_SYNONYM)— chebi
• Mikamycin A (EXACT_SYNONYM)— chebi
• Ostreogrycin a (EXACT_SYNONYM)— chebi
• Streptogramin A (EXACT_SYNONYM)— chebi
• Virginiamycin M1 (EXACT_SYNONYM)— chebi
• Virginiamycin factor M1 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:21411-53-0
• drugbank:DB01669
• kegg.compound:C11299
• pdb-ccd:VIR
• reaxys:71867
• wikipedia.en:Pristinamycin_IIA

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:33281 CHEBI:33281
• CHEBI:36047 CHEBI:36047

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
CHEBI	CHEBI:9997	pristinamycin IIA	antibioticmech:chebi-af0dfa17a3	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.