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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.

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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

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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
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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
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  CHEBI ontology 19740
    role 19713
      application 19546
        indicator 8752
          5-hydroxymethylfurfural 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19740
    subatomic particle 19738
      composite particle 19738
        hadron 19738
          baryon 19738
            nucleon 19738
              atomic nucleus 19738
                atom 19738
                  main group element atom 19686
                    p-block element atom 19686
                      carbon group element atom 19631
                        carbon atom 19627
                          organic molecular entity 19627
                            organic group 18846
                              organic divalent group 18832
                                organodiyl group 18832
                                  carbonyl group 18798
                                    carbonyl compound 18798
                                      carboxylic acid 18518
                                        carboacyl group 17656
                                          univalent carboacyl group 17656
                                            formyl group 8826
                                              aldehyde 8826
                                                arenecarbaldehyde 136
                                                  5-hydroxymethylfurfural 2
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