CHEBI:412516 - 5-hydroxymethylfurfural

ChEBI IDCHEBI:412516
ChEBI Name5-hydroxymethylfurfural
Stars
DefinitionA member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo.
Secondary ChEBI IDsCHEBI:2077, CHEBI:42598
Last Modified23 August 2017
DownloadsMolfile
FormulaC6H6O3
Net Charge0
Average Mass126.111
Monoisotopic Mass126.03169
SMILES[H]C(=O)c1ccc(CO)o1
InChIInChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2
InChIKeyNOEGNKMFWQHSLB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Maillard reaction product  Any thermal degradation product obtained as a result of a chemical reaction between an amino acid and a reducing sugar (Maillard reaction, a non-enzymatic browning procedure that usually imparts flavour to starch-based food products).
Application:
indicator  Anything used in a scientific experiment to indicate the presence of a substance or quality, change in a body, etc.
ChEBI Ontology
Outgoing Relation(s)
5-hydroxymethylfurfural (CHEBI:412516) has role indicator (CHEBI:47867)
5-hydroxymethylfurfural (CHEBI:412516) has role Maillard reaction product (CHEBI:77523)
5-hydroxymethylfurfural (CHEBI:412516) is a arenecarbaldehyde (CHEBI:33855)
5-hydroxymethylfurfural (CHEBI:412516) is a furans (CHEBI:24129)
5-hydroxymethylfurfural (CHEBI:412516) is a primary alcohol (CHEBI:15734)
IUPAC Name 
5-(hydroxymethyl)furan-2-carbaldehyde
Synonyms  Source
2-Hydroxymethyl-5-furfuralChemIDplus
5-HMFChEBI
5-Hydroxymethyl-2-formylfuranChemIDplus
5-Hydroxymethyl-2-furaldehydeKEGG COMPOUND
5-(hydroxymethyl)-2-furaldehydeIUPAC
5-Hydroxymethyl-2-furancarbaldehydeNIST Chemistry WebBook
UniProt Name  Source
5-hydroxymethylfurfuralUniProt
Manual XrefsDatabases
C00029547KNApSAcK
C11101KEGG COMPOUND
CPD-11572MetaCyc
FUXPDBeChem
GB591858Patent
GB600871Patent
HMDB0034355HMDB
HydroxymethylfurfuralWikipedia
US2929823Patent
US2994645Patent
US3066150Patent
US3071599Patent
Registry NumbersSources
Reaxys:110889Reaxys
Gmelin:278693Gmelin
CAS:67-47-0KEGG COMPOUND
CAS:67-47-0ChemIDplus
CAS:67-47-0NIST Chemistry WebBook
Citations