AntibioticMech

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bacitracin

antibioticmech:aro-736d7660a3 ·ANTIBACTERIAL ·MINTED SEEDED

Bacitracin is a mixture of related cyclic polypeptides produced by organisms of the licheniformis group of Bacillus subtilis var Tracy. Bacitracin interferes with the dephosphorylation of the C55-isoprenyl pyrophosphate, a molecule which carries the building blocks of the peptidoglycan bacterial cell wall outside of the inner membrane. — PMID:8389741

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 formulaC66H101N17O16SZn
Charge0
Average mass1486.1 Da
Monoisotopic mass1483.662433 Da
SourcePubChem · retrieved 2026-08-29
InChIKeyNKULICGUDKGGRL-FCHFGNCGSA-L

SMILES

CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCCCC[C@@H](C(=O)N[C@@H](C(=O)N1)CCCN)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](CCC(=O)[O-])NC(=O)[C@H](CC(C)C)NC(=O)C2CN=C(S2)C(C(C)CC)N)CC(=O)N)CC(=O)[O-])CC3=CN=CN3)CC4=CC=CC=C4.[Zn+2]

InChI

InChI=1S/C66H103N17O16S.Zn/c1-9-35(6)52(69)66-72-32-48(100-66)63(97)80-43(26-34(4)5)59(93)75-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)76-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-73-39)77-60(94)44(27-38-18-13-12-14-19-38)81-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)74-56(40)90;/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,73)(H,71,89)(H,74,90)(H,75,93)(H,76,98)(H,77,94)(H,78,96)(H,79,95)(H,80,97)(H,81,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88);/q;+2/p-2/t35?,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48?,52?,53-,54-;/m0./s1

Also called

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

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:0000041 bacitracin antibioticmech:aro-736d7660a3 2026-08-30

Related pathway records

Evidence-qualified relationships to a pinned corpus revision.

PathwayMech: WikiPathways:WP5060RELATED_PATHWAY_ACTIVITY
ARO:3000719 and ARO:3003251 on this record assert the isoprenyl/undecaprenyl pyrophosphate carrier target. The linked E. coli pathway provides peptidoglycan context; source-level process correspondence only, with no organism-specific drug efficacy claim.
Source revision: aa305727458c44ab05614901334540e2c87a9f3a

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

1 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_INACTIVATION 1
ANTIBIOTIC_INACTIVATION
DeterminantARO IDOrganismGene familiesEvidence
BahA ARO:3003984 not organism-specific —
  • ARO:3003984 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000041 (bacitracin); 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. ADD_PATHWAY_LINKS 2026-10-05 · codex · LLM-assisted

    Added reviewed PathwayMech relationships and any supported protein example from curation/pathway_links.yaml; organism and evidence limits are recorded in each basis.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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