AntibioticMech

telithromycin

CHEBI:29688 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Telithromycin is a semi-synthetic derivative of erythromycin. It is a 14-membered macrolide and is the first ketolide antibiotic to be used in clinics. Telithromycin binds the 50S subunit of the bacterial ribosome to inhibit protein synthesis. — PMID:15700954

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

macrolide antibioticARO:0000000

Strictly broader compounds or drug classes this molecule belongs to.

Chemical structure

Computed structure properties
Molecular formulaC43H65N5O10
Charge0
Average mass812.018 Da
Monoisotopic mass811.47314 Da
SourceChEBI
InChIKeyLJVAJPDWBABPEJ-PNUFFHFMSA-N

SMILES

[H][C@]1(C)C(=O)O[C@H](CC)[C@@]2(C)OC(=O)N(CCCCn3cnc(-c4cccnc4)c3)[C@]2([H])[C@@H](C)C(=O)[C@H](C)C[C@@](C)(OC)[C@H](O[C@]2([H])O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@@H](C)C1=O

InChI

InChI=1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27+,28+,29-,32+,33-,36-,37-,38-,40+,42-,43-/m1/s1

Also called

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:0000057 telithromycin antibioticmech:aro-4e703afb24 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.

50S ribosomal subunit P-site RIBOSOMAL_SUBUNIT DIRECT_BINDING_TARGET

ARO:3000757

CARD/ARO database assertion; target organism, strain, and assay are not specified. The 50S P-site is asserted as the target site. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

Mechanism summary

Clinical status
APPROVED

Resistance mechanisms

30 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 22
ANTIBIOTIC_TARGET_ALTERATION
DeterminantARO IDOrganismGene familiesEvidence
Erm(33) ARO:3000599 not organism-specific
  • ARO:3000599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Erm(34) ARO:3000600 not organism-specific
  • ARO:3000600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Erm(35) ARO:3000604 not organism-specific
  • ARO:3000604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Erm(36) ARO:3000605 not organism-specific
  • ARO:3000605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Erm(37) ARO:3000392 not organism-specific
  • ARO:3000392 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Erm(38) ARO:3000601 not organism-specific
  • ARO:3000601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Erm(39) ARO:3000602 not organism-specific
  • ARO:3000602 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Erm(41) ARO:3000603 not organism-specific
  • ARO:3000603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmA ARO:3000347 not organism-specific
  • ARO:3000347 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmB ARO:3000375 not organism-specific
  • ARO:3000375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmC ARO:3000250 not organism-specific
  • ARO:3000250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmD ARO:3000495 not organism-specific
  • ARO:3000495 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmE ARO:3000326 not organism-specific
  • ARO:3000326 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmF ARO:3000498 not organism-specific
  • ARO:3000498 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmG ARO:3000522 not organism-specific
  • ARO:3000522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmN ARO:3000592 not organism-specific
  • ARO:3000592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmQ ARO:3000593 not organism-specific
  • ARO:3000593 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmR ARO:3000594 not organism-specific
  • ARO:3000594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmT ARO:3000595 not organism-specific
  • ARO:3000595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ErmX ARO:3000596 not organism-specific
  • ARO:3000596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Escherichia coli 23S rRNA with mutation conferring resistance to erythromycin and telithromycin ARO:3004131 not organism-specific
  • ARO:3004131 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
Mycoplasma hominis 23S rRNA with mutation conferring resistance to macrolide antibiotics ARO:3004176 not organism-specific
  • ARO:3004176 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ANTIBIOTIC_INACTIVATION 6
ANTIBIOTIC_INACTIVATION
DeterminantARO IDOrganismGene familiesEvidence
mphA ARO:3000316 not organism-specific
  • ARO:3000316 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
mphB ARO:3000318 not organism-specific
  • ARO:3000318 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
mphC ARO:3000319 not organism-specific
  • ARO:3000319 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
mphI ARO:3003991 not organism-specific
  • ARO:3003991 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
mphJ ARO:3004544 not organism-specific
  • ARO:3004544 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
mphK ARO:3004541 not organism-specific
  • ARO:3004541 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ANTIBIOTIC_EFFLUX 1
ANTIBIOTIC_EFFLUX
DeterminantARO IDOrganismGene familiesEvidence
Enterobacter cloacae rob ARO:3004108 not organism-specific
  • ARO:3004108 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); database assertion, not a primary citation.)
ANTIBIOTIC_TARGET_PROTECTION 1
ANTIBIOTIC_TARGET_PROTECTION
DeterminantARO IDOrganismGene familiesEvidence
mel ARO:3000616 not organism-specific
  • ARO:3000616 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000057 (telithromycin); 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

  5. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  6. 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.