AntibioticMech

oxycarboxin

CHEBI:7858 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An anilide obtained by formal condensation of the amino group of aniline with the carboxy group of 2-methyl-5,6-dihydro-4,4-dioxo-1,4-oxathiine-3-carboxylic acid. A fungicide for the control of rust diseases on ornamentals, cereals and nursery trees as well as fairy rings on turf. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:13248 CHEBI:13248
• CHEBI:35850 CHEBI:35850
• CHEBI:38104 CHEBI:38104
• CHEBI:38106 CHEBI:38106
• CHEBI:87015 CHEBI:87015

Chemical structure

Computed structure properties

Molecular formula	C12H13NO4S
Charge	0
Average mass	267.306 Da
Monoisotopic mass	267.05653 Da
Source	ChEBI
InChIKey	AMEKQAFGQBKLKX-UHFFFAOYSA-N

SMILES

CC1=C(C(=O)Nc2ccccc2)S(=O)(=O)CCO1

InChI

InChI=1S/C12H13NO4S/c1-9-11(18(15,16)8-7-17-9)12(14)13-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,13,14)

Also called

• 2-methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide 4,4-dioxide (EXACT_SYNONYM)— chebi
• 5,6-Dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide 4,4-dioxide (EXACT_SYNONYM)— chebi
• Dihydro-2-methyl-1,4-oxathiin-3-carboxanilide 4,4-dioxide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:5259-88-1
• kegg.compound:C10956
• pesticides:oxycarboxin
• ppdb:500
• reaxys:1432554

Activity roles

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

• CHEBI:24127 CHEBI:24127
• CHEBI:35718 CHEBI:35718
• CHEBI:86328 CHEBI:86328

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:7858	oxycarboxin	antibioticmech:chebi-d0bbe15e87	2026-08-30

Mechanism summary

Mode of action

ENERGY_METABOLISM_INHIBITION host shared target — Assigned from ChEBI role CHEBI:83072 (EC 1.3.5.1 [succinate dehydrogenase (quinone)] 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.

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

Provenance

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