taurolidine

CHEBI:135173 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of thiadiazinanes that is 1,2,4-thiadiazinane 1,1-dioxide substituted by a (1,1-dioxido-1,2,4-thiadiazinan-4-yl)methyl group at position 4. It is a broad-spectrum antiseptic used as lock therapy solution in patients with long term central venous catheters for the prevention of catheter related bloodstream infections. — 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:35850 CHEBI:35850
CHEBI:38781 CHEBI:38781

Chemical structure

Computed structure properties
Molecular formula	C7H16N4O4S2
Charge	0
Average mass	284.363 Da
Monoisotopic mass	284.0613 Da
Source	ChEBI
InChIKey	AJKIRUJIDFJUKJ-UHFFFAOYSA-N

SMILES

O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1

InChI

InChI=1S/C7H16N4O4S2/c12-16(13)3-1-10(5-8-16)7-11-2-4-17(14,15)9-6-11/h8-9H,1-7H2

Also called

taurolidina (INN)— chebi
taurolidinum (INN)— chebi
4,4'-methanediylbis(1,2,4-thiadiazinane) 1,1,1',1'-tetraoxide (EXACT_SYNONYM)— chebi
4,4'-methylenebis(1,2,4-thiadiazinane)-1,1,1',1'-tetraoxide (EXACT_SYNONYM)— chebi
4,4'-methylenebis(perhydro-1,2,4-thiadiazin 1,1-dioxide) (EXACT_SYNONYM)— chebi
4,4'-methylenedi(1λ6,2,4-thiadiazinane-1,1-dione) (EXACT_SYNONYM)— chebi
W-3100M (EXACT_SYNONYM)— chebi
taurolin (EXACT_SYNONYM)— chebi
tauroline (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:19388-87-5
drugbank:DB12473
drugcentral:2568
hmdb:HMDB0258744
kegg.drug:D07146
wikipedia.en:Taurolidine

Activity roles

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

CHEBI:33282 CHEBI:33282
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:135173`	taurolidine	`antibioticmech:chebi-4d2fe086ae`	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.