AntibioticMech

oleandomycin

CHEBI:16869 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Oleandomycin is a 14-membered macrolide produced by Streptomyces antibioticus. It is ssimilar to erythromycin, and contains a desosamine amino sugar and an oleandrose sugar. It targets the 50S ribosomal subunit to prevent protein synthesis. — PMID:13425352

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 formulaC35H61NO12
Charge0
Average mass687.868 Da
Monoisotopic mass687.41938 Da
SourceChEBI
InChIKeyRZPAKFUAFGMUPI-QESOVKLGSA-N

SMILES

CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H](N(C)C)[C@H]3O)[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1O

InChI

InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/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:3000867 oleandomycin antibioticmech:aro-4ec68d2906 2026-08-30

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 23
ANTIBIOTIC_TARGET_ALTERATION
DeterminantARO IDOrganismGene familiesEvidence
Erm(33) ARO:3000599 not organism-specific
  • ARO:3000599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
Erm(34) ARO:3000600 not organism-specific
  • ARO:3000600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
Erm(35) ARO:3000604 not organism-specific
  • ARO:3000604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
Erm(36) ARO:3000605 not organism-specific
  • ARO:3000605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
Erm(37) ARO:3000392 not organism-specific
  • ARO:3000392 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
Erm(38) ARO:3000601 not organism-specific
  • ARO:3000601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
Erm(39) ARO:3000602 not organism-specific
  • ARO:3000602 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
Erm(41) ARO:3000603 not organism-specific
  • ARO:3000603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmA ARO:3000347 not organism-specific
  • ARO:3000347 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmB ARO:3000375 not organism-specific
  • ARO:3000375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmC ARO:3000250 not organism-specific
  • ARO:3000250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmD ARO:3000495 not organism-specific
  • ARO:3000495 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmE ARO:3000326 not organism-specific
  • ARO:3000326 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmF ARO:3000498 not organism-specific
  • ARO:3000498 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmG ARO:3000522 not organism-specific
  • ARO:3000522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmH ARO:3002823 not organism-specific
  • ARO:3002823 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmN ARO:3000592 not organism-specific
  • ARO:3000592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmQ ARO:3000593 not organism-specific
  • ARO:3000593 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmR ARO:3000594 not organism-specific
  • ARO:3000594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmT ARO:3000595 not organism-specific
  • ARO:3000595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmV ARO:3002824 not organism-specific
  • ARO:3002824 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmX ARO:3000596 not organism-specific
  • ARO:3000596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ErmY ARO:3002825 not organism-specific
  • ARO:3002825 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ANTIBIOTIC_INACTIVATION 5
ANTIBIOTIC_INACTIVATION
DeterminantARO IDOrganismGene familiesEvidence
gimA ARO:3000463 not organism-specific
  • ARO:3000463 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
mphA ARO:3000316 not organism-specific
  • ARO:3000316 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
mphB ARO:3000318 not organism-specific
  • ARO:3000318 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
mphC ARO:3000319 not organism-specific
  • ARO:3000319 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
oleI ARO:3000866 not organism-specific
  • ARO:3000866 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ANTIBIOTIC_EFFLUX 1
ANTIBIOTIC_EFFLUX
DeterminantARO IDOrganismGene familiesEvidence
oleC ARO:3003748 not organism-specific
  • ARO:3003748 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)
ANTIBIOTIC_TARGET_PROTECTION 1
ANTIBIOTIC_TARGET_PROTECTION
DeterminantARO IDOrganismGene familiesEvidence
oleB ARO:3003036 not organism-specific
  • ARO:3003036 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000867 (oleandomycin); database assertion, not a primary citation.)

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (ARO, 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.