CHEBI:412516 - 5-hydroxymethylfurfural

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5-hydroxymethylfurfural
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2077, CHEBI:42598
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C6H6O3
Net Charge 0
Average Mass 126.11000
Monoisotopic Mass 126.03169
InChI InChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2
SMILES [H]C(=O)c1ccc(CO)o1
Roles Classification
Chemical Role(s): 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(s): indicator
Anything used in a scientific experiment to indicate the presence of a substance or quality, change in a body, etc.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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)
Synonyms Sources
2-Hydroxymethyl-5-furfural ChemIDplus
5-(hydroxymethyl)-2-furaldehyde IUPAC
5-(Hydroxymethyl)-2-furancarbonal ChemIDplus
5-(Hydroxymethyl)-2-furancarboxaldehyde ChemIDplus
5-(Hydroxymethyl)-2-furfural ChemIDplus
5-(Hydroxymethyl)-2-furfuraldehyde NIST Chemistry WebBook
5-(Hydroxymethyl)-2-furfuraldehyde ChemIDplus
5-(Hydroxymethyl)furan-2-aldehyde NIST Chemistry WebBook
5-(Hydroxymethyl)furfural ChemIDplus
5-(Hydroxymethyl)furfurole NIST Chemistry WebBook
5-Hydroxymethyl-2-formylfuran ChemIDplus
5-Hydroxymethyl-2-furaldehyde KEGG COMPOUND
5-Hydroxymethyl-2-furancarbaldehyde NIST Chemistry WebBook
5-Hydroxymethyl-2-furfural NIST Chemistry WebBook
5-Hydroxymethylfuraldehyde NIST Chemistry WebBook
5-Hydroxymethylfuran-2-aldehyde ChemIDplus
5-hydroxymethylfurfural UniProt
5-Hydroxymethylfurfuraldehyde NIST Chemistry WebBook
5-Oxymethylfurfurole ChemIDplus
Hydroxymethylfurfural ChemIDplus
Hydroxymethylfurfuralaldehyde ChemIDplus
Hydroxymethylfurfuraldehyde ChemIDplus
Hydroxymethylfurfurole ChemIDplus
Manual Xrefs Databases
C00029547 KNApSAcK
CPD-11572 MetaCyc
GB591858 Patent
GB600871 Patent
HMDB0034355 HMDB
Hydroxymethylfurfural Wikipedia
US2929823 Patent
US2994645 Patent
US3066150 Patent
US3071599 Patent
View more database links
Registry Numbers Types Sources
110889 Reaxys Registry Number Reaxys
110889 Beilstein Registry Number Beilstein
278693 Gmelin Registry Number Gmelin
67-47-0 CAS Registry Number KEGG COMPOUND
67-47-0 CAS Registry Number ChemIDplus
67-47-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
1556177 PubMed citation Europe PMC
20082406 PubMed citation Europe PMC
20420424 PubMed citation Europe PMC
21838257 PubMed citation Europe PMC
22264628 PubMed citation Europe PMC
22757699 PubMed citation Europe PMC
22957895 PubMed citation Europe PMC
23106038 PubMed citation Europe PMC
24001819 PubMed citation Europe PMC
24054253 PubMed citation Europe PMC
24054256 PubMed citation Europe PMC
24399510 PubMed citation Europe PMC
24399607 PubMed citation Europe PMC
24408726 PubMed citation Europe PMC
24444020 PubMed citation Europe PMC
24518321 PubMed citation Europe PMC
25015917 PubMed citation Europe PMC
25333920 PubMed citation Europe PMC
25858076 PubMed citation Europe PMC
25922228 PubMed citation Europe PMC
28317713 PubMed citation Europe PMC
28395827 PubMed citation Europe PMC
2917974 PubMed citation Europe PMC
6391997 PubMed citation Europe PMC
Last Modified
23 August 2017