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5-hydroxymethylfurfural (CHEBI:412516)

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ChEBI Name 5-hydroxymethylfurfural
ChEBI ID CHEBI:412516
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
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Formula Source
C6H6O3 ChEBI
Net Charge 0
Average Mass 126.11000
InChI
InChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2
InChIKey
NOEGNKMFWQHSLB-UHFFFAOYSA-N
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 on the 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)
IUPAC Name
5-(hydroxymethyl)furan-2-carbaldehyde
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-HMF ChEBI
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-Hydroxymethylfurfuraldehyde NIST Chemistry WebBook
5-Oxymethylfurfurole ChemIDplus
HMF KEGG COMPOUND
Hydroxymethylfurfural ChemIDplus
Hydroxymethylfurfuralaldehyde ChemIDplus
Hydroxymethylfurfuraldehyde ChemIDplus
Hydroxymethylfurfurole ChemIDplus
Database Links Databases
C00029547 KNApSAcK
C11101 KEGG COMPOUND
CPD-11572 MetaCyc
FUX PDBeChem
GB591858 Patent
GB600871 Patent
HMDB34355 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 NIST Chemistry WebBook
67-47-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1556177 PubMed citation CiteXplore
20082406 PubMed citation CiteXplore
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24518321 PubMed citation CiteXplore
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6391997 PubMed citation CiteXplore
Last Modified
28 July 2014

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