canthin-6-one

CHEBI:3363 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

An indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6. — 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.

Label unavailable CHEBI:38163
Label unavailable CHEBI:38958
Label unavailable CHEBI:51689

Chemical structure

Computed structure properties
Molecular formula	C14H8N2O
Charge	0
Average mass	220.231 Da
Monoisotopic mass	220.06366 Da
Source	ChEBI
InChIKey	ZERVJPYNQLONEK-UHFFFAOYSA-N

SMILES

O=c1ccc2nccc3c4ccccc4n1c23

InChI

InChI=1S/C14H8N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-8H

Also called

6H-indolo[3,2,1-de][1,5]naphthyridin-6-one (EXACT_SYNONYM)— chebi
6H-Indolo(3,2,1-de)(1,5)naphthyridin-6-one (EXACT_SYNONYM)— chebi
Canthin-6-one (EXACT_SYNONYM)— chebi

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.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

patent:US2011059977

Activity roles

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

antimycobacterial drug CHEBI:64912

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:3363`	canthin-6-one	`antibioticmech:chebi-44a5e4f904`	2026-08-30

Resistance mechanisms

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

OTHER 2

OTHER
Determinant	ARO ID	Organism	Gene families	Evidence
FLR1-associated canthin-6-one tolerance in experimental yeast Conditional gene associations from one study, not two independent studies or resistance inferred from gene presence. G175-W303, BY4742 / EUROSCARF Y10000 and YPH250 are distinct laboratory backgrounds, not one experimental strain. YCF1 was a negative comparison. These findings do not establish a direct drug target or direct transport of canthin-6-one. No MIC or clinical resistance category inferred. The basal FLR1-loss comparison did not increase sensitivity in the tested context. Table 1 gives FLR1 locus YBR008C, whereas Table 2 prints YRR008C; no new alias is inferred from this discordance. Reference-only S288c mapping: UniProtKB:P38124 (FLR1, YBR008C; NCBITaxon:559292), not an experimental allele or protein assignment.	—	Saccharomyces cerevisiae `NCBITaxon:4932` FLR1	FLR1	PMID:23912082 (Results 3.3; Figures 3 and 4; Tables 1 and 2; primary paper reprint in the author's university thesis, PDF pages 68-74. Relevant Results and Methods reviewed; Figures 1, 3, 4 and 5 visually inspected. Qualitative association only; distinct backgrounds and negative controls retained.) UniProtKB:P38124 (Reference identity only; UniProtKB release 2026_03, retrieved 2026-10-09, entry version 171, sequence version 1.) Qualitative plate and liquid growth comparisons
YAP1-associated canthin-6-one tolerance in experimental yeast Conditional gene associations from one study, not two independent studies or resistance inferred from gene presence. G175-W303, BY4742 / EUROSCARF Y10000 and YPH250 are distinct laboratory backgrounds, not one experimental strain. YCF1 was a negative comparison. These findings do not establish a direct drug target or direct transport of canthin-6-one. No MIC or clinical resistance category inferred. Impaired growth without drug complicates the YAP1-loss sensitivity comparison. Reference-only S288c mapping: UniProtKB:P19880 (YAP1, YML007W; NCBITaxon:559292), not an experimental allele or protein assignment.	—	Saccharomyces cerevisiae `NCBITaxon:4932` YAP1	YAP1	PMID:23912082 (Results 3.1 and 3.3; Figures 1, 4 and 5; Table 1; primary paper reprint in the author's university thesis, PDF pages 68-74. Relevant Results and Methods reviewed; Figures 1, 3, 4 and 5 visually inspected. Qualitative association only; distinct backgrounds and negative controls retained.) UniProtKB:P19880 (Reference identity only; UniProtKB release 2026_03, retrieved 2026-10-09, entry version 230, sequence version 2.) Qualitative plate and liquid growth comparisons

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 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANCE_EVIDENCE 2026-10-09 · codex · LLM-assisted
Added two qualitative canthin-6-one gene associations from one primary study; grounded species and reference-only UniProt identities. Preserved distinct backgrounds, negative comparisons and source locus discordance. No exact allele, tested-strain identifier, direct drug target or quantitative AST assigned.

Provenance

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

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