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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/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.

Term:3-hydroxybutyric acid
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Accession:CHEBI:20067 term browser browse the term
Definition:A straight-chain 3-hydroxy monocarboxylic acid comprising a butyric acid core with a single hydroxy substituent in the 3- position; a ketone body whose levels are raised during ketosis, used as an energy source by the brain during fasting in humans. Also used to synthesise biodegradable plastics.
Synonyms:related_synonym: (1)-3-Hydroxybutyric acid;   3 HBA;   3-Hydroxybuttersaeure;   3-OH-butyric acid;   3-hydroxybutanoic acid;   BHBA;   DL-beta-Hydroxybutyric acid;   Formula=C4H8O3;   InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7);   InChIKey=WHBMMWSBFZVSSR-UHFFFAOYSA-N;   SMILES=CC(O)CC(O)=O;   beta-Hydroxybuttersaeure;   beta-hydroxy-n-butyric acid;   beta-hydroxybutanoic acid;   beta-hydroxybutyric acid
 xref: Beilstein:773861;   CAS:300-85-6;   HMDB:HMDB0000357;   LIPID_MAPS_instance:LMFA01050005
 xref_mesh: MESH:D020155
 xref: PMID:10855969;   PMID:17190852;   PMID:17579249;   PMID:6061736;   Reaxys:773861;   Wikipedia:3-hydroxybutyrate
 cyclic_relationship: is_conjugate_acid_of CHEBI:37054



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3-hydroxybutyric acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aqp9 aquaporin 9 increases uptake EXP AQP9 protein results in increased uptake of 3-Hydroxybutyric Acid CTD PMID:9733774 NCBI chr 8:71,797,231...71,837,485
Ensembl chr 8:71,797,234...71,837,395
JBrowse link
G Atg5 autophagy related 5 increases abundance ISO ATG5 protein results in increased abundance of 3-Hydroxybutyric Acid CTD PMID:25943029 NCBI chr20:47,798,222...47,889,216
Ensembl chr20:47,798,290...47,889,209
JBrowse link
G Becn1 beclin 1 increases abundance ISO BECN1 protein results in increased abundance of 3-Hydroxybutyric Acid CTD PMID:25943029 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742
JBrowse link
G Casp3 caspase 3 multiple interactions ISO 3-Hydroxybutyric Acid inhibits the reaction [Rotenone results in increased activity of CASP3 protein]
3-Hydroxybutyric Acid promotes the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with Galactosamine] results in increased expression of CASP3 protein]
CTD PMID:16917840 PMID:31332890 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 multiple interactions ISO 3-Hydroxybutyric Acid promotes the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with Galactosamine] results in increased expression of CASP8 protein] CTD PMID:31332890 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 multiple interactions ISO 3-Hydroxybutyric Acid inhibits the reaction [Rotenone results in increased activity of CASP9 protein]
3-Hydroxybutyric Acid promotes the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with Galactosamine] results in increased expression of CASP9 protein]
CTD PMID:16917840 PMID:31332890 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ercc6 ERCC excision repair 6, chromatin remodeling factor multiple interactions
decreases abundance
ISO 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in decreased abundance of Acetyl Coenzyme A]; 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in decreased expression of SIRT1 protein]; 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in decreased expression of UCP2 protein]; 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in increased abundance of Superoxides]; 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in increased acetylation of TP53 protein]; 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide inhibits the reaction [3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in increased abundance of Superoxides]]
Dietary Fats inhibits the reaction [ERCC6 gene mutant form results in decreased abundance of 3-Hydroxybutyric Acid]
CTD PMID:25440059 NCBI chr16:7,764,983...7,835,587
Ensembl chr16:7,765,013...7,835,587
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions ISO 3-Hydroxybutyric Acid promotes the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with Galactosamine] results in increased expression of GPT protein] CTD PMID:31332890 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Hcar2 hydroxycarboxylic acid receptor 2 increases activity
multiple interactions
ISO 3-Hydroxybutyric Acid results in increased activity of HCAR2 protein
3-Hydroxybutyric Acid binds to and results in increased activity of HCAR2 protein; [3-Hydroxybutyric Acid results in increased activity of HCAR2 protein] inhibits the reaction [Colforsin results in increased abundance of Cyclic AMP]
CTD PMID:15929991 PMID:19223991 NCBI chr12:32,726,334...32,727,416
Ensembl chr12:32,726,184...32,728,504
JBrowse link
G Hmgcs2 3-hydroxy-3-methylglutaryl-CoA synthase 2 increases secretion ISO HMGCS2 protein results in increased secretion of 3-Hydroxybutyric Acid CTD PMID:27816970 NCBI chr 2:185,875,609...185,903,505
Ensembl chr 2:185,875,616...185,902,130
JBrowse link
G Il6 interleukin 6 multiple interactions ISO 3-Hydroxybutyric Acid promotes the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with Galactosamine] results in increased expression of IL6 protein] CTD PMID:31332890 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO [NFE2L2 protein mutant form co-treated with Streptozocin] results in increased abundance of 3-Hydroxybutyric Acid CTD PMID:20086057 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions ISO [Bezafibrate binds to and results in increased activity of PPARA protein] which results in increased abundance of 3-Hydroxybutyric Acid CTD PMID:20404010 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
JBrowse link
G Sirt1 sirtuin 1 multiple interactions ISO 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in decreased expression of SIRT1 protein] CTD PMID:25440059 NCBI chr20:25,307,143...25,329,260
Ensembl chr20:25,306,917...25,329,260
JBrowse link
G Slc13a5 solute carrier family 13 member 5 decreases abundance ISO SLC13A5 protein results in decreased abundance of 3-Hydroxybutyric Acid CTD PMID:32634519 NCBI chr10:56,866,249...56,891,189
Ensembl chr10:56,866,249...56,890,945
JBrowse link
G Snca synuclein alpha multiple interactions ISO 3-Hydroxybutyric Acid inhibits the reaction [SNCA protein results in increased susceptibility to Rotenone]; 3-Hydroxybutyric Acid promotes the reaction [ursodoxicoltaurine inhibits the reaction [SNCA protein results in increased susceptibility to Rotenone]] CTD PMID:16239214 NCBI chr 4:89,696,420...89,797,240
Ensembl chr 4:89,696,420...89,796,262
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 3-Hydroxybutyric Acid promotes the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with Galactosamine] results in increased expression of TNF protein] CTD PMID:31332890 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in increased acetylation of TP53 protein] CTD PMID:25440059 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Ucp2 uncoupling protein 2 multiple interactions ISO 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in decreased expression of UCP2 protein] CTD PMID:25440059 NCBI chr 1:154,839,242...154,845,612
Ensembl chr 1:154,839,209...154,845,611
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20089
    role 20042
      biological role 20011
        biochemical role 19671
          metabolite 19631
            prokaryotic metabolite 18629
              bacterial metabolite 18654
                Mycoplasma genitalium metabolite 8166
                  butyric acid 6274
                    3-hydroxybutyric acid 19
                      (R)-3-hydroxybutyric acid + 0
                      (R)-3-hydroxybutyrylcarnitine 0
                      (S)-3-hydroxybutyric acid + 0
                      3-hydroxybutanoyl-CoA + 0
                      curtisian C 0
                      curtisian D 0
                      ethyl 3-hydroxybutyrate + 0
                      fleephilone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic group 18988
                              organic divalent group 18950
                                organodiyl group 18974
                                  carbonyl group 18903
                                    carbonyl compound 18925
                                      carboxylic acid 18597
                                        monocarboxylic acid 17843
                                          fatty acid 16480
                                            short-chain fatty acid 15801
                                              fatty acid 4:0 7905
                                                butyric acid 6274
                                                  hydroxybutyric acid 22
                                                    3-hydroxybutyric acid 19
                                                      (R)-3-hydroxybutyric acid + 0
                                                      (R)-3-hydroxybutyrylcarnitine 0
                                                      (S)-3-hydroxybutyric acid + 0
                                                      3-hydroxybutanoyl-CoA + 0
                                                      curtisian C 0
                                                      curtisian D 0
                                                      ethyl 3-hydroxybutyrate + 0
                                                      fleephilone 0
paths to the root