AntibioticMech

bacitracin F

antibioticmech:aro-fb45bd17a5 ·ANTIBACTERIAL ·MINTED SEEDED

Bacitracin F is a component of bacitracin, an antibiotic mixture that interferes with bacterial cell wall synthesis. It is formed when the thiazoline ring of bacitracin A is oxidatively deaminated. — PMID:6752975

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

nonribosomal peptide antibioticsARO:3009657

Strictly broader compounds or drug classes this molecule belongs to.

Chemical structure

Computed structure properties
Molecular formulaC66H98N16O17S
Charge0
Average mass1419.6 Da
Monoisotopic mass1418.70165689 Da
SourcePubChem · retrieved 2026-08-29
InChIKeyFCLQHQCOKGKLHR-UHFFFAOYSA-N

SMILES

CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCCCCC(C(=O)NC(C(=O)N1)CCCN)NC(=O)C(C(C)CC)NC(=O)C(CCC(=O)O)NC(=O)C(CC(C)C)NC(=O)C2=CSC(=N2)C(=O)C(C)CC)CC(=O)N)CC(=O)O)CC3=CN=CN3)CC4=CC=CC=C4

InChI

InChI=1S/C66H98N16O17S/c1-9-35(6)52(82-58(92)42(22-23-50(84)85)73-59(93)43(26-34(4)5)75-63(97)48-32-100-66(80-48)54(88)37(8)11-3)64(98)74-40-20-15-16-25-70-55(89)46(29-49(68)83)77-62(96)47(30-51(86)87)78-61(95)45(28-39-31-69-33-71-39)76-60(94)44(27-38-18-13-12-14-19-38)79-65(99)53(36(7)10-2)81-57(91)41(21-17-24-67)72-56(40)90/h12-14,18-19,31-37,40-47,52-53H,9-11,15-17,20-30,67H2,1-8H3,(H2,68,83)(H,69,71)(H,70,89)(H,72,90)(H,73,93)(H,74,98)(H,75,97)(H,76,94)(H,77,96)(H,78,95)(H,79,99)(H,81,91)(H,82,92)(H,84,85)(H,86,87)

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:3000631 bacitracin F antibioticmech:aro-fb45bd17a5 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.

bacitracin sensitive isoprenyl pyrophosphate CELL_WALL_COMPONENT ATTACKED_COMPONENT

ARO:3000719

CARD/ARO database assertion; target organism, strain, and assay are not specified. Isoprenyl pyrophosphate is a cell-wall carrier intermediate rather than a protein. Evidence status: DATABASE_ASSERTION_ONLY. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

undecaprenyl pyrophosphate CELL_WALL_COMPONENT ATTACKED_COMPONENT

ARO:3003251

CARD/ARO database assertion; target organism, strain, and assay are not specified. Undecaprenyl pyrophosphate is a cell-wall carrier intermediate. Evidence status: DATABASE_ASSERTION_ONLY. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

Resistance mechanisms

4 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_EFFLUX 2
ANTIBIOTIC_EFFLUX
DeterminantARO IDOrganismGene familiesEvidence
bcrA ARO:3002987 not organism-specific
  • ARO:3002987 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000631 (bacitracin F); database assertion, not a primary citation.)
bcrB ARO:3002988 not organism-specific
  • ARO:3002988 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000631 (bacitracin F); database assertion, not a primary citation.)
ANTIBIOTIC_TARGET_ALTERATION 2
ANTIBIOTIC_TARGET_ALTERATION
DeterminantARO IDOrganismGene familiesEvidence
bacA ARO:3002986 not organism-specific
  • ARO:3002986 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000631 (bacitracin F); database assertion, not a primary citation.)
bcrC ARO:3003250 not organism-specific
  • ARO:3003250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000631 (bacitracin F); 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.