tunicamycin

antibioticmech:aro-be005cca98 ·ANTIBACTERIAL ·MINTED SEEDED

Tunicamycin is mixture of homologous nucleoside antibiotics that block the reaction of UDP-N-acetylglucosamine and dolichyl phosphate in the first step of glycoprotein synthesis. — PMID:1624425

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

nucleoside antibioticARO:3000034

Strictly broader compounds or drug classes this molecule belongs to.

ARO:3000034 ARO:3000034

Chemical structure

Computed structure properties
Molecular formula	C37H60N4O16
Charge	0
Average mass	816.9 Da
Monoisotopic mass	816.40043184 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	YJQCOFNZVFGCAF-ACCUITESSA-N

SMILES

CC(C)CCCCCCCC/C=C/C(=O)NC1C(C(C(OC1OC2C(C(C(C(O2)CO)O)O)NC(=O)C)CC(C3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)O)O)O

InChI

InChI=1S/C37H60N4O16/c1-18(2)12-10-8-6-4-5-7-9-11-13-23(45)39-26-30(50)27(47)21(54-36(26)57-35-25(38-19(3)43)29(49)28(48)22(17-42)55-35)16-20(44)33-31(51)32(52)34(56-33)41-15-14-24(46)40-37(41)53/h11,13-15,18,20-22,25-36,42,44,47-52H,4-10,12,16-17H2,1-3H3,(H,38,43)(H,39,45)(H,40,46,53)/b13-11+

Cross-references

Equivalent identifiers for this same structure in other resources.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281

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:0000009`	tunicamycin	`antibioticmech:aro-be005cca98`	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.

REDUCED_PERMEABILITY 2

REDUCED_PERMEABILITY
Determinant	ARO ID	Organism	Gene families	Evidence
tmrB	ARO:3003059	not organism-specific	—	ARO:3003059 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000009 (tunicamycin); database assertion, not a primary citation.)
tunicamycin resistance protein	ARO:3004285	not organism-specific	—	ARO:3004285 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000009 (tunicamycin); 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.