<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3680</id>
  <title>T3D3627</title>
  <common-name>1,3-Dimethylol-5,5-dimethylhydantoin</common-name>
  <description>1,3-Dimethylol-5,5-dimethylhydantoin (DMDM hydantoin) is an antimicrobial formaldehyde releaser preservative with the trade name Glydant. DMDM hydantoin is an organic compound belonging a class of compounds known as hydantoins. It is used in the cosmetics industry and found in products like shampoos, hair conditioners and skin care products. (L1896)</description>
  <cas>6440-58-0</cas>
  <pubchem-id>22947</pubchem-id>
  <chemical-formula>C7H12N2O4</chemical-formula>
  <weight>188.18</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>261 mg/mL at 25°C</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Oral (L962) ; inhalation (L962) ; dermal (L962)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>DMDM hydantoin is a formaldehyde releaser. It is likely that formaldehyde toxicity occurs when intracellular levels saturate formaldehyde dehydrogenase activity, allowing the unmetabolized intact molecule to exert its effects. Formaldehyde is known to form cross links between protein and DNA and undergo metabolic incorporation into macromolecules (DNA, RNA, and proteins). (L962, L1896)</mechanism-of-toxicity>
  <metabolism>Formaldehyde may be absorbed following inhalation, oral, or dermal exposure. It is an essential metabolic intermediate in all cells and is produced during the normal metabolism of serine, glycine, methionine, and choline and also by the demethylation of N-, S-, and O-methyl compounds. Exogenous formaldehyde is metabolized to formate by the enzyme formaldehyde dehydrogenase at the initial site of contact. After oxidation of formaldehyde to formate, the carbon atom is further oxidized to carbon dioxide or incorporated into purines, thymidine, and amino acids via tetrahydrofolatedependent one-carbon biosynthetic pathways. Formaldehyde is not stored in the body and is excreted in the urine (primarily as formic acid), incorporated into other cellular molecules, or exhaled as carbon dioxide. (L962)</metabolism>
  <toxicity>LD50: 2.0-3.65 g/kg (Oral, Rat) (A718)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>1, carcinogenic to humans (for formaldehyde). (L135)</carcinogenicity>
  <use-source>1,3-Dimethylol-5,5-dimethylhydantoin (DMDM hydantoin) is an antimicrobial formaldehyde releaser preservative with the trade name Glydant. It is used in the cosmetics industry and found in products like shampoos, hair conditioners and skin care products. (L1896)</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>DMDM hydantoin releases formaldehyde, a known human carcinogen. (L962, L1896)</health-effects>
  <symptoms>DMDM hydantoin may cause contact dermatitis. (A2882)</symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2009-11-24T00:49:49Z</created-at>
  <updated-at type="dateTime">2026-04-17T18:09:53Z</updated-at>
  <interacting-proteins></interacting-proteins>
  <wikipedia>http://en.wikipedia.org/wiki/DMDM_hydantoin</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins>Alcohol dehydrogenase class-3 (P11766) (L962)</metabolizing-proteins>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC1(C)N(CO)C(=O)N(CO)C1=O</moldb-smiles>
  <moldb-formula>C7H12N2O4</moldb-formula>
  <moldb-inchi>InChI=1S/C7H12N2O4/c1-7(2)5(12)8(3-10)6(13)9(7)4-11/h10-11H,3-4H2,1-2H3</moldb-inchi>
  <moldb-inchikey>WSDISUOETYTPRL-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">188.1812</moldb-average-mass>
  <moldb-mono-mass type="decimal">188.079706882</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>21482</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002600</chemdb-id>
  <dsstox-id>DTXSID8035217</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00007210</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>81.08000000000001</moldb-polar-surface-area>
  <moldb-refractivity>42.25030000000001</moldb-refractivity>
  <moldb-polarizability>17.86701244276249</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>13.62597593189411</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-3.2501427340464657</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>-0.90</moldb-alogps-logp>
  <moldb-alogps-logs>0.21</moldb-alogps-logs>
  <moldb-alogps-solubility>3.07e+02 g/l</moldb-alogps-solubility>
</compound>
