vamidothion

CHEBI:38990 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An organic thiophosphate that is N-methyl-2-[(2-sulfanylethyl)sulfanyl]propanamide in which the thiol group has been converted into the corresponding O,O-dimethyl thiophoshate. Formerly used as an insecticide and acaricide, it is no longer approved for use within the European Union. — 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:25715
Label unavailable CHEBI:37512

Chemical structure

Computed structure properties
Molecular formula	C8H18NO4PS2
Charge	0
Average mass	287.343 Da
Monoisotopic mass	287.04149 Da
Source	ChEBI
InChIKey	LESVOLZBIFDZGS-UHFFFAOYSA-N

SMILES

CNC(=O)C(C)SCCSP(=O)(OC)OC

InChI

InChI=1S/C8H18NO4PS2/c1-7(8(10)9-2)15-5-6-16-14(11,12-3)13-4/h7H,5-6H2,1-4H3,(H,9,10)

Also called

O,O-dimethyl S-(2-{[1-methyl-2-(methylamino)-2-oxoethyl]sulfanyl}ethyl) phosphorothioate (EXACT_SYNONYM)— chebi
Dimethyl S-(2-(1-methylcarbamoylethylthio)ethyl) phosphorothiolate (EXACT_SYNONYM)— chebi
O,O-Dimethyl S-(2-(1-methylcarbamoylethylthio)ethyl) phosphorothioate (EXACT_SYNONYM)— chebi
O,O-dimethyl S-(2-{[1-methyl-2-(methylamino)-2-oxoethyl]sulfanyl}ethyl) thiophosphate (EXACT_SYNONYM)— chebi
Vamidoate (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.

Activity roles

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

antibacterial agent CHEBI:33282
antifungal agent 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:38990`	vamidothion	`antibioticmech:chebi-8772976f7c`	2026-08-30

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

Provenance

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

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