ContaminantDB: Metenamine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2014-09-11 05:18:28 UTC

Update Date

2026-03-27 00:31:55 UTC

Accession Number

CHEM003790

Identification

Common Name

Metenamine

Class

Small Molecule

Description

Metenamine belongs to the family of Aminals. These are organic compounds containing the aminal functional group. Metenamine is an antimicrobial food preservative, but is of limited use and usage is declining. It is used to prevent "late blowing" of hard cheese by inhibiting growth of unwanted bacteria. Presently (2002) its European use is limited to one type of Italian cheese, Provolone. It acts by releasing formaldehyde under acidic conditions.

Contaminant Sources

FooDB Chemicals
HPV EPA Chemicals
OECD HPV Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amine
Food Additive
Food Toxin
Household Toxin
Metabolite
Organic Compound
Preservative
Synthetic Compound

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1,3,5,7-Tetraazatricyclo[3.3.1.1(3,7)]decane	ChEBI
Hexamethylenamine	ChEBI
Hexamethylene tetramine	ChEBI
Hexamethylentetramin	ChEBI
Hexamethylentetraminum	ChEBI
Hexamine	ChEBI
Hexaminum	ChEBI
HMT	ChEBI
HMTA	ChEBI
Metenamina	ChEBI
Methenamine	ChEBI
Methenaminum	ChEBI
Uritone	ChEBI
Urotropin	ChEBI
1,3,5,7-Tetraazaadamantane	HMDB
1,3,5,7-Tetraazatricyclo (3.3.1.1(3,7))decane	HMDB
1,3,5,7-Tetraazatricyclo(3.3.1.13,7)decane	HMDB
1,3,5,7-Tetraazatricyclo(3.3.1.13,7)decane hydroiodide	HMDB
1,3,5,7-Tetraazatricyclo[3.3.1.13,7 ]decane	HMDB
1,3,5,7-Tetraazatricyclo[3.3.1.1~3,7~]decane	HMDB
Aceto HMT	HMDB
Aminoform	HMDB
Aminoformaldehyde	HMDB
Ammoform	HMDB
Ammonioformaldehyde	HMDB
Antihydral	HMDB
Carin	HMDB
Cystamin	HMDB
Cystogen	HMDB
Duirexol	HMDB
e239	HMDB
Ekagom H	HMDB
Esametilentetramina	HMDB
Formaldehyde-ammonia 6:4	HMDB
Formamine	HMDB
Formin	HMDB
Formin (heterocycle)	HMDB
Formin (the heterocyclic compound)	HMDB
Grasselerator 102	HMDB
H.m.t.	HMDB
Herax uts	HMDB
Heterin	HMDB
HEX	HMDB
Hexa	HMDB
Hexa (vulcanization accelerator)	HMDB
Hexa-flo-pulver	HMDB
Hexaform	HMDB
Hexaloids	HMDB
Hexamethylamine	HMDB
Hexamethyleneamine	HMDB
Hexamethylenetetraamine	HMDB
Hexamethylenetetramine	HMDB
Hexamethylenetetramine (aliphatic)	HMDB
Hexamethylenetetramine, 8ci	HMDB
Hexamethylenetetramine, acs	HMDB
Hexamethylenetetramine-palladium chloride adduct	HMDB
Hexamethylenetetraminum	HMDB
Hexamethylentetramine	HMDB
Hexamine (heterocycle)	HMDB
Hexamine silver	HMDB
Hexasan	HMDB
Hexilmethylenamine	HMDB
Mandelamine	HMDB
Methamin	HMDB
Methenamin	HMDB
Methenamine silver	HMDB
Metramine	HMDB
Naphthamine	HMDB
Natasol fast orange GR salt	HMDB
Nocceler H	HMDB
Preparation af	HMDB
Resotropin	HMDB
S 4 (Heterocycle)	HMDB
Sanceler H	HMDB
Silver methenamine	HMDB
Tetraazaadamantane	HMDB
Uramin	HMDB
Uratrine	HMDB
Urisol	HMDB
Uro-phosphate	HMDB
Urodeine	HMDB
Urotropine	HMDB
Vesaloin	HMDB
Vesalvine	HMDB
Vulkacit H 30	HMDB
Vulkacit H30	HMDB
Xametrin	HMDB
[16]-Adamazane, inn	HMDB
Methenamine, silver	HMDB
Silver, hexamine	HMDB
Silver, methenamine	HMDB

Chemical Formula

C₆H₁₂N₄

Average Molecular Mass

140.186 g/mol

Monoisotopic Mass

140.106 g/mol

CAS Registry Number

100-97-0

IUPAC Name

1,3,5,7-tetraazatricyclo[3.3.1.1^{3,7}]decane

Traditional Name

1,3,5,7-tetraazatricyclo[3.3.1.1^{3,7}]decane

SMILES

C1N2CN3CN1CN(C2)C3

InChI Identifier

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

InChI Key

VKYKSIONXSXAKP-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 1,3,5-triazinanes. These are triazinanes having three nitrogen ring atoms at the 1-, 3-, and 5- positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazinanes

Sub Class

1,3,5-triazinanes

Direct Parent

1,3,5-triazinanes

Alternative Parents

Substituents

1,3,5-triazinane
Azacycle
Aminal
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

polycyclic cage (CHEBI:6824 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	> 250 °C
Boiling Point	Not Available
Solubility	449 mg/mL at 12 °C

Predicted Properties

Property	Value	Source
Water Solubility	766 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	0.39	ChemAxon
logS	0.74	ALOGPS
pKa (Strongest Basic)	5.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.96 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	37 m³·mol⁻¹	ChemAxon
Polarizability	14.25 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0900000000-37095c7b831e11e5eee2	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-0900000000-05c8e159897335060443	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-01ox-2900000000-86fe33e31cc8f7108c14	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-01ti-9300000000-7eb44254c8cc65c09acd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004i-9000000000-fd4edf8f48f9c42bca0c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004l-9000000000-371b89c99afba4931848	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0900000000-fdd6b719cb07e4102442	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-fdd6b719cb07e4102442	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-0900000000-fdd6b719cb07e4102442	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-4c20ce3a6256ce9cf869	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-4c20ce3a6256ce9cf869	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0900000000-4c20ce3a6256ce9cf869	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-df90583457c277060500	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-df90583457c277060500	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0900000000-df90583457c277060500	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0900000000-96b1ccc7b2dbac963a64	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-96b1ccc7b2dbac963a64	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-0900000000-96b1ccc7b2dbac963a64	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9300000000-e762ea01823717c4bda9	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum