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.
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
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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 known routes by which microbes
resist this compound, grounded in ARO where CARD models them. Grouped by mechanism
type — expand a group to see its determinants.
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
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.