AntibioticMech

quinupristin

CHEBI:8732 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Quinupristin is a type B streptogramin and a semisynthetic derivative of pristinamycin 1A. It is a component of the drug Synercid and interacts with the 50S subunit of the bacterial ribosome to inhibit protein synthesis. — PMID:9746015

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 formulaC53H67N9O10S
Charge0
Average mass1022.239 Da
Monoisotopic mass1021.47316 Da
SourceChEBI
InChIKeyWTHRRGMBUAHGNI-MJWHERSYSA-N

SMILES

[H][C@@]12CCCN1C(=O)[C@@H](CC)NC(=O)[C@@H](NC(=O)c1ncccc1O)[C@@H](C)OC(=O)[C@H](c1ccccc1)NC(=O)C1CC(=O)C(CS[C@@H]3CN4CCC3CC4)CN1C(=O)[C@H](Cc1ccc(N(C)C)cc1)N(C)C2=O

InChI

InChI=1S/C53H67N9O10S/c1-6-37-50(68)61-23-11-14-38(61)51(69)59(5)40(26-32-16-18-36(19-17-32)58(3)4)52(70)62-28-35(30-73-43-29-60-24-20-33(43)21-25-60)42(64)27-39(62)47(65)57-45(34-12-8-7-9-13-34)53(71)72-31(2)44(48(66)55-37)56-49(67)46-41(63)15-10-22-54-46/h7-10,12-13,15-19,22,31,33,35,37-40,43-45,63H,6,11,14,20-21,23-30H2,1-5H3,(H,55,66)(H,56,67)(H,57,65)/t31-,35?,37-,38+,39?,40+,43-,44+,45+/m1/s1

Cross-references

Equivalent identifiers for this same structure in other resources.

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
SourceNative IDLabelMinted CURIEVersion
ARO ARO:3000584 quinupristin antibioticmech:aro-edd182646d 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).

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 21
ANTIBIOTIC_TARGET_ALTERATION
DeterminantARO IDOrganismGene familiesEvidence
Erm(33) ARO:3000599 not organism-specific
  • ARO:3000599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(34) ARO:3000600 not organism-specific
  • ARO:3000600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(35) ARO:3000604 not organism-specific
  • ARO:3000604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(36) ARO:3000605 not organism-specific
  • ARO:3000605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(37) ARO:3000392 not organism-specific
  • ARO:3000392 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(38) ARO:3000601 not organism-specific
  • ARO:3000601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(39) ARO:3000602 not organism-specific
  • ARO:3000602 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(41) ARO:3000603 not organism-specific
  • ARO:3000603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
Erm(47) ARO:3003908 not organism-specific
  • ARO:3003908 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmA ARO:3000347 not organism-specific
  • ARO:3000347 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmB ARO:3000375 not organism-specific
  • ARO:3000375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmC ARO:3000250 not organism-specific
  • ARO:3000250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmD ARO:3000495 not organism-specific
  • ARO:3000495 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmE ARO:3000326 not organism-specific
  • ARO:3000326 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmF ARO:3000498 not organism-specific
  • ARO:3000498 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmG ARO:3000522 not organism-specific
  • ARO:3000522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmN ARO:3000592 not organism-specific
  • ARO:3000592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmQ ARO:3000593 not organism-specific
  • ARO:3000593 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmR ARO:3000594 not organism-specific
  • ARO:3000594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmT ARO:3000595 not organism-specific
  • ARO:3000595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ErmX ARO:3000596 not organism-specific
  • ARO:3000596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ANTIBIOTIC_TARGET_PROTECTION 4
ANTIBIOTIC_TARGET_PROTECTION
DeterminantARO IDOrganismGene familiesEvidence
lsaA ARO:3000300 not organism-specific
  • ARO:3000300 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
msrA ARO:3000251 not organism-specific
  • ARO:3000251 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
msrB ARO:3002818 not organism-specific
  • ARO:3002818 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
msrC ARO:3002819 not organism-specific
  • ARO:3002819 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
ANTIBIOTIC_INACTIVATION 3
ANTIBIOTIC_INACTIVATION
DeterminantARO IDOrganismGene familiesEvidence
vgbA ARO:3001307 not organism-specific
  • ARO:3001307 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
vgbB ARO:3001308 not organism-specific
  • ARO:3001308 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)
vgbC ARO:3003990 not organism-specific
  • ARO:3003990 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000584 (quinupristin); database assertion, not a primary citation.)

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (ARO)

  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

  4. 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.