hexamethylenetetramine

CHEBI:6824 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A polycyclic cage that is adamantane in which the carbon atoms at positions 1, 3, 5 and 7 are replaced by nitrogen atoms. — 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:33640 CHEBI:33640
CHEBI:39166 CHEBI:39166
CHEBI:39474 CHEBI:39474

Chemical structure

Computed structure properties
Molecular formula	C6H12N4
Charge	0
Average mass	140.19 Da
Monoisotopic mass	140.1062 Da
Source	ChEBI
InChIKey	VKYKSIONXSXAKP-UHFFFAOYSA-N

SMILES

C1N2CN3CN1CN(C2)C3

InChI

InChI=1S/C6H12N4/c1-7-2-9-4-8(1)5-10(3-7)6-9/h1-6H2

Also called

Uritone (BRAND_NAME)— chebi
Urotropin (BRAND_NAME)— chebi
metenamina (INN)— chebi
methenamine (INN)— chebi
methenaminum (INN)— chebi
méthénamine (INN)— chebi
1,3,5,7-tetraazaadamantane (EXACT_SYNONYM)— chebi
1,3,5,7-tetraazatricyclo[3.3.1.13,7]decane (EXACT_SYNONYM)— chebi
HMT (EXACT_SYNONYM)— chebi
HMTA (EXACT_SYNONYM)— chebi
Hexamethylentetramin (EXACT_SYNONYM)— chebi
hexamethylenamine (EXACT_SYNONYM)— chebi
hexamethylene tetramine (EXACT_SYNONYM)— chebi
hexamethylentetraminum (EXACT_SYNONYM)— chebi
hexamine (EXACT_SYNONYM)— chebi
hexaminum (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:100-97-0
drugcentral:3344
gmelin:26964
hmdb:HMDB0029598
kegg.drug:D00393
lincs.smallmolecule:LSM-5440
patent:US2762799
patent:US2762800
reaxys:2018
wikipedia.en:Methenamine

Activity roles

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

CHEBI:36047 CHEBI:36047

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:6824`	hexamethylenetetramine	`antibioticmech:chebi-92b6d82be9`	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.