Send us a Message

Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   


The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

go back to main search page
Accession:CHEBI:412516 term browser browse the term
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.
Synonyms:exact_synonym: 5-(hydroxymethyl)furan-2-carbaldehyde
 related_synonym: 2-Hydroxymethyl-5-furfural;   5-(Hydroxymethyl)-2-furancarbonal;   5-(Hydroxymethyl)-2-furancarboxaldehyde;   5-(Hydroxymethyl)-2-furfuraldehyde;   5-(Hydroxymethyl)furan-2-aldehyde;   5-(Hydroxymethyl)furfural;   5-(Hydroxymethyl)furfurole;   5-HMF;   5-Hydroxymethyl-2-formylfuran;   5-Hydroxymethyl-2-furaldehyde;   5-Hydroxymethyl-2-furancarbaldehyde;   5-Hydroxymethylfuraldehyde;   5-Hydroxymethylfuran-2-aldehyde;   5-Hydroxymethylfurfuraldehyde;   5-Oxymethylfurfurole;   Formula=C6H6O3;   HMF;   Hydroxymethylfurfural;   Hydroxymethylfurfuralaldehyde;   Hydroxymethylfurfuraldehyde;   Hydroxymethylfurfurole;   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
 alt_id: CHEBI:2077;   CHEBI:42598
 xref: Beilstein:110889;   CAS:67-47-0;   Gmelin:278693;   HMDB:HMDB0034355;   KEGG:C11101;   KNApSAcK:C00029547
 xref_mesh: MESH:C008046
 xref: MetaCyc:CPD-11572;   PDBeChem:FUX;   PMID:1556177;   PMID:20082406;   PMID:20420424;   PMID:21838257;   PMID:22264628;   PMID:22757699;   PMID:22957895;   PMID:23106038;   PMID:24001819;   PMID:24054253;   PMID:24054256;   PMID:24399510;   PMID:24399607;   PMID:24408726;   PMID:24444020;   PMID:24518321;   PMID:25015917;   PMID:25333920;   PMID:25858076;   PMID:25922228;   PMID:28317713;   PMID:28395827;   PMID:2917974;   PMID:6391997;   Patent:GB591858;   Patent:GB600871;   Patent:US2929823;   Patent:US2994645;   Patent:US3066150;   Patent:US3071599;   Reaxys:110889;   Wikipedia:Hydroxymethylfurfural

show annotations for term's descendants           Sort by:
5-hydroxymethylfurfural term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Nphs1 NPHS1 adhesion molecule, nephrin decreases expression EXP 5-hydroxymethylfurfural co-treated with 3,4-dideoxyglucosone co-treated with Glyoxal co-treated with Methylglyoxal cotreated with 3-deoxyglucosone co-treated with Formaldehyde co-treated with acetaldehyde decreases expression of Nphs1 protein in kidneys RGD PMID:18346151 RGD:38599007 NCBI chr 1:85,720,812...85,749,079
Ensembl chr 1:85,720,812...85,749,078
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 affects metabolic processing
affects activity
multiple interactions
increases activity
increases metabolic processing
SULT1A1 protein affects the metabolism of 5-hydroxymethylfurfural
5-hydroxymethylfurfural affects the activity of SULT1A1 protein
[SULT1A1 protein co-treated with SULT1A2 protein] results in increased susceptibility to 5-hydroxymethylfurfural
SULT1A1 protein results in increased activity of 5-hydroxymethylfurfural
SULT1A1 protein results in increased metabolism of 5-hydroxymethylfurfural
CTD PMID:22006426 PMID:22349055 PMID:22563731 PMID:25370010 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      application 19481
        indicator 8687
          5-hydroxymethylfurfural 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            formyl group 8789
                                              aldehyde 8789
                                                arenecarbaldehyde 125
                                                  5-hydroxymethylfurfural 2
paths to the root