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CHEBI:66047 - 3-hydroxymethyl-4-methyl-furan-2(5H)-one

ChEBI IDCHEBI:66047
ChEBI Name3-hydroxymethyl-4-methyl-furan-2(5H)-one
Stars
ASCII Name3-hydroxymethyl-4-methyl-furan-2(5H)-one
DefinitionA butenolide that is furan-2(5H)-one substituted by a hydroxymethyl group at position 3 and a methyl group at position 4. Isolated from an edible mushroom Mycoleptodonoides aitchisonii, it exhibits protective activity against endoplasmic reticulum (ER) stress dependent cell death.
Last Modified26 February 2013
DownloadsMolfile
FormulaC6H8O3
Net Charge0
Average Mass128.127
Monoisotopic Mass128.04734
SMILESCC1=C(CO)C(=O)OC1
InChIInChI=1S/C6H8O3/c1-4-3-9-6(8)5(4)2-7/h7H,2-3H2,1H3
InChIKeyHVNDECDCMWQSGR-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Mycoleptodonoides aitchisonii (ncbitaxon:1076280) - DOI (10.1016/j.tet.2008.10.068)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
3-hydroxymethyl-4-methyl-furan-2(5H)-one (CHEBI:66047) has role metabolite (CHEBI:25212)
3-hydroxymethyl-4-methyl-furan-2(5H)-one (CHEBI:66047) has role neuroprotective agent (CHEBI:63726)
3-hydroxymethyl-4-methyl-furan-2(5H)-one (CHEBI:66047) is a butenolide (CHEBI:50523)
3-hydroxymethyl-4-methyl-furan-2(5H)-one (CHEBI:66047) is a primary alcohol (CHEBI:15734)
IUPAC Name 
3-(hydroxymethyl)-4-methylfuran-2(5H)-one
Registry NumbersSources
Reaxys:18852551Reaxys