pristinamycin IA

CHEBI:8417 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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. — ChEBI

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

streptogramin antibioticARO:0000026

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:35213
streptogramin antibiotic ARO:0000026

Chemical structure

Computed structure properties
Molecular formula	C45H54N8O10
Charge	0
Average mass	866.973 Da
Monoisotopic mass	866.39629 Da
Source	ChEBI
InChIKey	YGXCETJZBDTKRY-DZCVGBHJSA-N

SMILES

CC[C@H]1NC(=O)[C@@H](NC(=O)c2ncccc2O)[C@@H](C)OC(=O)[C@H](c2ccccc2)NC(=O)[C@@H]2CC(=O)CCN2C(=O)[C@H](Cc2ccc(N(C)C)cc2)N(C)C(=O)[C@@H]2CCCN2C1=O

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

Also called

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 (EXACT_SYNONYM)— chebi
4-[4-(Dimethylamino)-N-methyl-L-phenylalanine]virginiamycin S1 (EXACT_SYNONYM)— chebi
Antibiotic PA 114B (EXACT_SYNONYM)— chebi
Antibiotic PA 114B1 (EXACT_SYNONYM)— chebi
Mikamycin B (EXACT_SYNONYM)— chebi
NSC 92554 (EXACT_SYNONYM)— chebi
Ostreogrycin B (EXACT_SYNONYM)— chebi
Pristinamycin IA (EXACT_SYNONYM)— chebi
Streptogramin B (EXACT_SYNONYM)— chebi
Vernamycin B alpha (EXACT_SYNONYM)— chebi
Virginiamycin B (EXACT_SYNONYM)— aro

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Pristinamycin_IA

Activity roles

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

antimicrobial agent CHEBI:33281
antibacterial drug 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
ARO	`ARO:3000583`	pristinamycin IA	`antibioticmech:aro-15617f2494`	2026-08-30
CHEBI	`CHEBI:8417`	pristinamycin IA	`antibioticmech:chebi-e85390336d`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

antibiotic sensitive peptidyl transferase (23S rRNA) NUCLEIC_ACID DIRECT_BINDING_TARGET

ARO:3000754

CARD/ARO database assertion; target organism, strain, and assay are not specified. 23S rRNA peptidyl-transferase center is asserted as the target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000754 (CARD/ARO asserts targeted_by_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)

Resistance mechanisms

28 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_TARGET_ALTERATION 25

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Erm(33)	ARO:3000599	not organism-specific	—	ARO:3000599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(34)	ARO:3000600	not organism-specific	—	ARO:3000600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(35)	ARO:3000604	not organism-specific	—	ARO:3000604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(36)	ARO:3000605	not organism-specific	—	ARO:3000605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(37)	ARO:3000392	not organism-specific	—	ARO:3000392 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(38)	ARO:3000601	not organism-specific	—	ARO:3000601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(39)	ARO:3000602	not organism-specific	—	ARO:3000602 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(41)	ARO:3000603	not organism-specific	—	ARO:3000603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(43)	ARO:3003205	not organism-specific	—	ARO:3003205 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Erm(48)	ARO:3004094	not organism-specific	—	ARO:3004094 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmA	ARO:3000347	not organism-specific	—	ARO:3000347 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmB	ARO:3000375	not organism-specific	—	ARO:3000375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmC	ARO:3000250	not organism-specific	—	ARO:3000250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmD	ARO:3000495	not organism-specific	—	ARO:3000495 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmE	ARO:3000326	not organism-specific	—	ARO:3000326 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmF	ARO:3000498	not organism-specific	—	ARO:3000498 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmG	ARO:3000522	not organism-specific	—	ARO:3000522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmN	ARO:3000592	not organism-specific	—	ARO:3000592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmQ	ARO:3000593	not organism-specific	—	ARO:3000593 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmR	ARO:3000594	not organism-specific	—	ARO:3000594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmT	ARO:3000595	not organism-specific	—	ARO:3000595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
ErmX	ARO:3000596	not organism-specific	—	ARO:3000596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
Streptococcus pneumoniae 23S rRNA mutation conferring resistance to macrolides and streptogramins antibiotics	ARO:3004181	not organism-specific	—	ARO:3004181 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
erm(45)	ARO:3004595	not organism-specific	—	ARO:3004595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
erm(56)	ARO:3007654	not organism-specific	—	ARO:3007654 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)

ANTIBIOTIC_INACTIVATION 3

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
vgbA	ARO:3001307	not organism-specific	—	ARO:3001307 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
vgbB	ARO:3001308	not organism-specific	—	ARO:3001308 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)
vgbC	ARO:3003990	not organism-specific	—	ARO:3003990 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000583 (pristinamycin IA); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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