tavaborole

CHEBI:77942 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of benzoxaboroles that is 1,3-dihydro-1-hydroxy-2,1-benzoxaborole substituted at position 5 by a fluoro group. A topical antifungal agent used for the treatment of onychomycosis (fungal infection of the toenails and fingernails). — ChEBI

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

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:37143 CHEBI:37143
CHEBI:78240 CHEBI:78240

Chemical structure

Computed structure properties
Molecular formula	C7H6BFO2
Charge	0
Average mass	151.933 Da
Monoisotopic mass	152.04449 Da
Source	ChEBI
InChIKey	LFQDNHWZDQTITF-UHFFFAOYSA-N

SMILES

OB1OCc2cc(F)ccc21

InChI

InChI=1S/C7H6BFO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3,10H,4H2

Also called

5-fluoro-2,1-benzoxaborol-1(3H)-ol (EXACT_SYNONYM)— chebi
5-Fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (EXACT_SYNONYM)— chebi
AN 2690 (EXACT_SYNONYM)— chebi
AN-2690 (EXACT_SYNONYM)— chebi
AN2690 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:174671-46-6
drugcentral:4877
kegg.drug:D10169
reaxys:10657796

Activity roles

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

CHEBI:35718 CHEBI:35718

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
CHEBI	`CHEBI:77942`	tavaborole	`antibioticmech:chebi-518b811db5`	2026-08-30

Mechanism summary

Mode of action: PROTEIN_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:48001 (protein synthesis inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.
Clinical status: APPROVED

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
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
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.