kirromycin

antibioticmech:aro-8b2f0e38fa ·ANTIBACTERIAL ·MINTED SEEDED

Kirromycin, also known as mocimycin, is the representative molecule of its own class of elfamycins which is composed of more than 10 analogs. Kirromycin binds to the domain 1,2 interface of elongation factor Tu. This interaction maintains the EF-Tu*GTP conformation even after GTP is hydrolyzed to GDP. EF-Tu*GDP normally releases aa-tRNA and then exits the ribosome; however, kirromycin*EF-Tu*GDP*aa-tRNA forms a strong complex and remains bound to the ribosome, prohibits translocation of the peptide chain and translation is halted. — PMID:4373734

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.

ARO:3001219 ARO:3001219

Chemical structure

Computed structure properties
Molecular formula	C43H60N2O12
Charge	0
Average mass	796.9 Da
Monoisotopic mass	796.41462535 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	HMSYAPGFKGSXAJ-GFNGQHCCSA-N

SMILES

CC[C@H](C(=O)NC/C=C/C=C(\C)/[C@H]([C@@H](C)[C@H]1[C@H]([C@H]([C@H](O1)/C=C/C=C/C=C(\C)/C(=O)C2=C(C=CNC2=O)O)O)O)OC)[C@@]3([C@@H]([C@@H](C([C@@H](O3)/C=C/C=C/C)(C)C)O)O)O

InChI

InChI=1S/C43H60N2O12/c1-9-11-13-21-31-42(6,7)38(50)39(51)43(54,57-31)28(10-2)40(52)44-23-17-16-19-26(4)36(55-8)27(5)37-35(49)34(48)30(56-37)20-15-12-14-18-25(3)33(47)32-29(46)22-24-45-41(32)53/h9,11-22,24,27-28,30-31,34-39,48-51,54H,10,23H2,1-8H3,(H,44,52)(H2,45,46,53)/b11-9+,14-12+,17-16+,20-15+,21-13+,25-18+,26-19+/t27-,28-,30-,31+,34+,35+,36-,37+,38+,39-,43-/m1/s1

Also called

mocimycin (EXACT_SYNONYM)— aro

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
Source	Native ID	Label	Minted CURIE	Version
ARO	`ARO:3001234`	kirromycin	`antibioticmech:aro-8b2f0e38fa`	2026-08-30

Resistance mechanisms

2 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 2

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Escherichia coli EF-Tu mutants conferring resistance to kirromycin	ARO:3003368	not organism-specific	—	ARO:3003368 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001234 (kirromycin); database assertion, not a primary citation.)
Streptomyces cinnamoneus EF-Tu mutants conferring resistance to elfamycin	ARO:3003359	not organism-specific	—	ARO:3003359 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001234 (kirromycin); 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

Provenance

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