AntibioticMech

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fenpicoxamid

CHEBI:136340 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A carboxamide resulting from the formal condensation of the carboxy group of 3-[(isobutyryloxy)methoxy]-4-methoxypyridine-2-carboxylic acid with the amino group of (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate. Introduced by Dow AgroSciences, it is an antibiotic fungicide with a new target site for disease control in Septoria species. — 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.

Chemical structure

Computed structure properties
Molecular formulaC31H38N2O11
Charge0
Average mass614.648 Da
Monoisotopic mass614.24756 Da
SourceChEBI
InChIKeyQGTOTYJSCYHYFK-RBODFLQRSA-N

SMILES

COc1ccnc(C(=O)N[C@H]2COC(=O)[C@H](Cc3ccccc3)[C@@H](OC(=O)C(C)C)[C@H](C)OC2=O)c1OCOC(=O)C(C)C

InChI

InChI=1S/C31H38N2O11/c1-17(2)28(35)42-16-41-26-23(39-6)12-13-32-24(26)27(34)33-22-15-40-30(37)21(14-20-10-8-7-9-11-20)25(19(5)43-31(22)38)44-29(36)18(3)4/h7-13,17-19,21-22,25H,14-16H2,1-6H3,(H,33,34)/t19-,21+,22-,25-/m0/s1

Also called

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.

Activity roles

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

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
SourceNative IDLabelMinted CURIEVersion
CHEBI CHEBI:136340 fenpicoxamid antibioticmech:chebi-e8cf5bb773 2026-08-30

Resistance mechanisms

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

UNKNOWN 2
UNKNOWN
DeterminantARO IDOrganismGene familiesEvidence
CytB(G37V) (amino acid mutation) [Not assayed] associated with resistance to fenpicoxamid
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. Grounding review fouche-2022-parent-cohort-context: IPO323 and 37-16 are ancestral backgrounds, not individual resistant derivatives. The paper describes multiple derived subjects; a one-to-one source-row assignment is unresolved, including an individual-label discrepancy between Figure 3 and Table 4. No representative derivative is selected. Q6X9S4 is a cob/cytB reference entry whose sequence citation names ST1/MBC, not either experimental cohort. Species NCBITaxon:1047171 is retained. Original background labels and the protein accession remain provenance only. Source alteration, phenotype and assay are preserved without interpreting the source assay qualifier, adding variant specifications, inferring a genome or converting measurements. Original source background label: IPO323. Reference-only source identifiers: protein_accession=UniProtKB:Q6X9S4.
— Zymoseptoria tritici NCBITaxon:1047171
PHIPO:0001291
—
  • PMID:34490974 (PHI-base primary-literature antimicrobial interaction PHIG:954; joined to this record by exact ChEBI identifier.)
  • DOI:10.1111/1462-2920.15760 (Identifier-scope review: HAL accepted manuscript: PDF p. 2 identifies the journal DOI and accepted status; Results pp. 9-10 distinguish ancestral backgrounds from derived subjects; Table 4 p. 36, Figure 3 caption p. 39 and figure p. 43 identify distinct subjects; identity pages visually inspected, UniProtKB release 2026_03: Q6X9S4 entry 84, sequence version 1; cob/cytB reference entry with citation-specific strain ST1/MBC; UniProt Taxonomy 1047171 is active at species rank. Reviewed 2026-10-09 by codex; curation/phibase_grounding_reviews.json SHA-256 1f5d50346b2916fce10969afa8d6409ea836dd15e8cf7fe3cfa3a78d6289b4ed.)
Cell growth assay
CytB(G37V) (amino acid mutation) [Not assayed] associated with resistance to fenpicoxamid
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. Grounding review fouche-2022-parent-cohort-context: IPO323 and 37-16 are ancestral backgrounds, not individual resistant derivatives. The paper describes multiple derived subjects; a one-to-one source-row assignment is unresolved, including an individual-label discrepancy between Figure 3 and Table 4. No representative derivative is selected. Q6X9S4 is a cob/cytB reference entry whose sequence citation names ST1/MBC, not either experimental cohort. Species NCBITaxon:1047171 is retained. Original background labels and the protein accession remain provenance only. Source alteration, phenotype and assay are preserved without interpreting the source assay qualifier, adding variant specifications, inferring a genome or converting measurements. Original source background label: 37-16. Reference-only source identifiers: protein_accession=UniProtKB:Q6X9S4.
— Zymoseptoria tritici NCBITaxon:1047171
PHIPO:0001291
—
  • PMID:34490974 (PHI-base primary-literature antimicrobial interaction PHIG:954; joined to this record by exact ChEBI identifier.)
  • DOI:10.1111/1462-2920.15760 (Identifier-scope review: HAL accepted manuscript: PDF p. 2 identifies the journal DOI and accepted status; Results pp. 9-10 distinguish ancestral backgrounds from derived subjects; Table 4 p. 36, Figure 3 caption p. 39 and figure p. 43 identify distinct subjects; identity pages visually inspected, UniProtKB release 2026_03: Q6X9S4 entry 84, sequence version 1; cob/cytB reference entry with citation-specific strain ST1/MBC; UniProt Taxonomy 1047171 is active at species rank. Reviewed 2026-10-09 by codex; curation/phibase_grounding_reviews.json SHA-256 1f5d50346b2916fce10969afa8d6409ea836dd15e8cf7fe3cfa3a78d6289b4ed.)
Cell growth assay

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (CHEBI)

  2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  4. RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  5. RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  6. RESEEDED_FROM_SOURCES 2026-09-03 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  7. RESEEDED_FROM_SOURCES 2026-09-03 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  8. REVIEWED_RESISTANCE_SUBJECT_CONTEXT 2026-10-09 · codex · LLM-assisted

    Moved parent-background strain labels and reference protein Q6X9S4 to provenance after accepted-manuscript subject review. Both source associations, species, alterations, phenotypes and assays retained; individual derivative mapping unresolved.

  9. REVIEWED_RESISTANCE_REFERENCE_CONTEXT 2026-10-09 · codex · LLM-assisted

    Refreshed shared PHI-base review checksum after the SDH8 reference-alias correction; prior decisions, biological fields and activities unchanged.

  10. REVIEWED_RESISTANCE_SUBJECT_CONTEXT 2026-10-09 · codex · LLM-assisted

    Refreshed the shared PHI-base review checksum after the Posteraro subject-context review; previous decisions, biological fields and activities unchanged.

  11. REVIEWED_RESISTANCE_REFERENCE_CONTEXT 2026-10-12 · codex · LLM-assisted

    Refreshed the shared PHI-base review checksum after four reference-identifier scope corrections; previous decisions, biological fields and activities unchanged.

  12. REVIEWED_RESISTANCE_SUBJECT_CONTEXT 2026-10-13 · codex · LLM-assisted

    Refreshed the shared PHI-base review checksum after one Neurospora subject-context correction; previous decisions, biological fields and activities unchanged.

Provenance

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

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