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

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ChEBI Name 1-(hydroxymethyl)-5,5-dimethylhydantoin
ChEBI ID CHEBI:143246
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
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Formula C6H10N2O3
Net Charge 0
Average Mass 158.157
Monoisotopic Mass 158.06914
InChI InChI=1S/C6H10N2O3/c1-6(2)4(10)7-5(11)8(6)3-9/h9H,3H2,1-2H3,(H,7,10,11)
InChIKey SIQZJFKTROUNPI-UHFFFAOYSA-N
SMILES O=C1NC(=O)N(C1(C)C)CO
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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ChEBI Ontology
Outgoing 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 Sources
(5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)methanol ChEBI
(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione ChemIDplus
1-(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione ChEBI
1-(hydroxymethyl)-5,5-dimethylhydantoin 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 ChemIDplus
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 ChemIDplus
MDMH ChemIDplus
methylol dimethylhydantoin ChEBI
monomethylol dimethyl hydantoin ChemIDplus
Manual Xrefs Databases
67000 Pubchem accession
HMDB0031670 HMDB
View more database links
Registry Numbers Types Sources
116-25-6 CAS Registry Number ChemIDplus
139160 Reaxys Registry Number Reaxys
27636-82-4 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
22633837 PubMed citation Europe PMC
Last Modified
11 July 2019