enacyloxin IIa

antibioticmech:aro-9fd72752cb ·ANTIBACTERIAL ·MINTED SEEDED

Enacyloxin IIa is structurally distinct but acts in a similar mechanism to kirromycin-like elfamycins. It prohibits the transfer of the amino acid at the A site to the elongating peptide chain. It is most likely that the mechanism of action is that EF-Tu*GDP is locked in the EF-Tu*GTP form, and EF-Tu*GDP*aa-tRNA is immobilized on the ribosome. It is an open question whether enacyloxin IIa actually belongs to the kirromycin-like group of elfamycins due to their high similarity. — PMID:8665868

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

elfamycin antibioticARO:3001219

Strictly broader compounds or drug classes this molecule belongs to.

elfamycin antibiotic ARO:3001219

Chemical structure

Computed structure properties
Molecular formula	C33H45Cl2NO11
Charge	0
Average mass	702.6 Da
Monoisotopic mass	701.2369666 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	IWBADCVFZDCUTN-RYDLOJRTSA-N

SMILES

CC/C=C/[C@H]([C@H]([C@@H](CC(=O)C(C([C@H](C)/C(=C/C=C/C=C(\C)/C=C/C=C/C(=O)O[C@@H]1C[C@H](CC[C@@H]1O)C(=O)O)/Cl)O)O)O)Cl)OC(=O)N

InChI

InChI=1S/C33H45Cl2NO11/c1-4-5-13-26(47-33(36)45)29(35)24(38)18-25(39)31(42)30(41)20(3)22(34)12-8-6-10-19(2)11-7-9-14-28(40)46-27-17-21(32(43)44)15-16-23(27)37/h5-14,20-21,23-24,26-27,29-31,37-38,41-42H,4,15-18H2,1-3H3,(H2,36,45)(H,43,44)/b8-6+,11-7+,13-5+,14-9+,19-10+,22-12-/t20-,21+,23+,24-,26-,27-,29+,30?,31?/m1/s1

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
Source	Native ID	Label	Minted CURIE	Version
ARO	`ARO:3001242`	enacyloxin IIa	`antibioticmech:aro-9fd72752cb`	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.

elongation factor Tu PROTEIN DIRECT_BINDING_TARGET

ARO:3000731

CARD/ARO database assertion; target organism, strain, and assay are not specified. Elongation factor Tu is asserted as the antibiotic target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000731 (CARD/ARO asserts targeted_by_antibiotic ARO:3001242 (enacyloxin IIa); database assertion, not a primary citation.)

Resistance mechanisms

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

ANTIBIOTIC_TARGET_ALTERATION 1

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Escherichia coli EF-Tu mutants conferring resistance to Enacyloxin IIa	ARO:3003370	not organism-specific	—	ARO:3003370 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001242 (enacyloxin IIa); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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 (YAML).

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