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CHEBI:143246 - 1-(hydroxymethyl)-5,5-dimethylhydantoin

ChEBI IDCHEBI:143246
ChEBI Name1-(hydroxymethyl)-5,5-dimethylhydantoin
Stars
DefinitionAn 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.
Last Modified11 July 2019
Submittermwilliams
DownloadsMolfile
FormulaC6H10N2O3
Net Charge0
Average Mass158.157
Monoisotopic Mass158.06914
SMILESCC1(C)C(=O)NC(=O)N1CO
InChIInChI=1S/C6H10N2O3/c1-6(2)4(10)7-5(11)8(6)3-9/h9H,3H2,1-2H3,(H,7,10,11)
InChIKeySIQZJFKTROUNPI-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
1-(hydroxymethyl)-5,5-dimethylhydantoin (CHEBI:143246) has role antimicrobial agent (CHEBI:33281)
1-(hydroxymethyl)-5,5-dimethylhydantoin (CHEBI:143246) is a hemiaminal (CHEBI:73080)
1-(hydroxymethyl)-5,5-dimethylhydantoin (CHEBI:143246) is a imidazolidine-2,4-dione (CHEBI:24628)
IUPAC Name 
1-(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione
Synonyms  Source
MDMHChemIDplus
5,5-dimethyl-1-hydroxymethylhydantoinChEBI
5,5-dimethyl-1-(hydroxymethyl)hydantoinChEBI
1-hydroxymethyl-5,5-dimethylhydantoinChEBI
5,5-dimethyl-1-(hydroxymethyl)imidazolidine-2,4-dioneChEBI
(5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)methanolChEBI
Manual XrefsDatabases
67000PubChem Compound
HMDB0031670HMDB
Registry NumbersSources
Reaxys:139160Reaxys
CAS:116-25-6ChemIDplus
CAS:27636-82-4ChemIDplus
Citations