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

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ChEBI Name 3-hydroxymethyl-4-methyl-furan-2(5H)-one
ChEBI ID CHEBI:66047
ChEBI ASCII Name 3-hydroxymethyl-4-methyl-furan-2(5H)-one
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C6H8O3
Net Charge 0
Average Mass 128.12590
Monoisotopic Mass 128.04734
InChI InChI=1S/C6H8O3/c1-4-3-9-6(8)5(4)2-7/h7H,2-3H2,1H3
InChIKey HVNDECDCMWQSGR-UHFFFAOYSA-N
SMILES CC1=C(CO)C(=O)OC1
Metabolite of Species Details
Mycoleptodonoides aitchisonii (NCBI:txid1076280) See: DOI
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
18852551 Reaxys Registry Number Reaxys
Last Modified
26 February 2013
General Comment
2013-02-26 Tetrahedron (2009), 65(1), 221-224.