ContaminantDB: Hydroxymethyl-5,5-dimethylhydantoin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 03:39:37 UTC

Update Date

2016-11-09 01:14:24 UTC

Accession Number

CHEM011492

Identification

Common Name

Hydroxymethyl-5,5-dimethylhydantoin

Class

Small Molecule

Description

An imidazolidine-2,4-dione substituted by a hydroxymethyl group at position 1 and two methyl groups at position 5. It is approved by the FDA for use as an adjuvant in the bleaching of recycled paper and board used in food packaging, and is also a decomposition product of DMDM hydantoin, a preservative and antimicrobial agent used in cosmetics and personal care products.

Contaminant Sources

FooDB Chemicals
HPV EPA Chemicals
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

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

Synonyms

Value	Source
(5,5-Dimethyl-2,4-dioxoimidazolidin-1-yl)methanol	ChEBI
(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione	ChEBI
1-Hydroxymethyl-5,5-dimethyl-2,4-imidazolidinedione	ChEBI
1-Hydroxymethyl-5,5-dimethylhydantoin	ChEBI
1-Methylol-5,5-dimethylhydantoin	ChEBI
1-Monomethylol-5,5-dimethylhydantoin	ChEBI
5,5-Dimethyl-1-(hydroxymethyl)hydantoin	ChEBI
5,5-Dimethyl-1-(hydroxymethyl)imidazolidine-2,4-dione	ChEBI
5,5-Dimethyl-1-hydroxymethylhydantoin	ChEBI
Hydroxymethyl-5,5-dimethylhydantoin	ChEBI
MDM Hydantoin	ChEBI
MDMH	ChEBI
Methylol dimethylhydantoin	ChEBI
Monomethylol dimethyl hydantoin	ChEBI
1-(Hydroxymethyl)-5,5-dimethyl hydantoin	HMDB
1-(Hydroxymethyl)-5,5-dimethyl-hydantoin	HMDB
1-(Hydroxymethyl)-5,5-dimethylhydantoin	HMDB
1-(Hydroxymethyl)-5,5-dimethylhydantoin, 8ci	HMDB
Glycoserve	HMDB
Hydantoin, 1-(hydroxymethyl)-5,5-dimethyl- (8ci)	HMDB
mono-Methyloldimethylhydantoin	HMDB
Monomethyloldimethylhydantoin	HMDB
Methyloldimethylhydantoin	HMDB
CPD With unspecified hydroxymethyl locants OF 1-monomethylol-5,5-dimethylhydantoin	HMDB

Chemical Formula

C₆H₁₀N₂O₃

Average Molecular Mass

158.155 g/mol

Monoisotopic Mass

158.069 g/mol

CAS Registry Number

27636-82-4

IUPAC Name

1-(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione

Traditional Name

1-(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione

SMILES

CC1(C)N(CO)C(=O)NC1=O

InChI Identifier

InChI=1S/C6H10N2O3/c1-6(2)4(10)7-5(11)8(6)3-9/h9H,3H2,1-2H3,(H,7,10,11)

InChI Key

SIQZJFKTROUNPI-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Hydantoins

Alternative Parents

Substituents

Hydantoin
Alpha-amino acid or derivatives
N-acyl urea
Ureide
Dicarboximide
Carbonic acid derivative
Urea
Alkanolamine
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

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

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	125 g/L	ALOGPS
logP	-0.53	ALOGPS
logP	-0.81	ChemAxon
logS	-0.1	ALOGPS
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.64 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	36.25 m³·mol⁻¹	ChemAxon
Polarizability	14.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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	splash10-0006-9400000000-e297abe1b764d5297bf9	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fkl-9520000000-53c477462d8b81b9e117	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1900000000-01b54d12be7c0eaa4629	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052k-9000000000-52ce6e5d976601ede175	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9100000000-6eeffadb59e74fd3feb2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-06vi-0900000000-696c8b390e874a7cae2f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-8900000000-bbb6605e3436ccfdc9be	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-5f717def0cd2eaa75ebe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-b269ef459209f3c66e55	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-9500000000-9862020e4b23656ad37d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-599b12d92e7394d1c8e4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-7c49b6ab4170f3b771c6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-3900000000-f4ac6b27ef6c97386f8e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dl-9100000000-115c4c3e62a86f9ee2d9	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

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0031670

FooDB ID

FDB008330

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

60357

ChEBI ID

143246

PubChem Compound ID

67000

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22633837

2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Hydroxymethyl-5,5-dimethylhydantoin (CHEM011492)

Structure for CHEM011492: Hydroxymethyl-5,5-dimethylhydantoin