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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 Acsl4 acyl-CoA synthetase long-chain family member 4 multiple interactions ISO 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in increased expression of ACSL4 protein]]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of ACSL4 protein]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of ACSL4 protein] CTD PMID:36435477 NCBI chr  X:105,942,794...106,006,573
Ensembl chr  X:105,942,799...106,006,427
JBrowse link
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 chr20:47,798,217...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 Ffar3 free fatty acid receptor 3 decreases activity
multiple interactions
ISO 3-Hydroxybutyric Acid results in decreased activity of FFAR3 protein
3-Hydroxybutyric Acid inhibits the reaction [3-(indol-3-yl)propionic acid results in increased activity of FFAR3 protein]
CTD PMID:35509122 NCBI chr 1:86,105,388...86,106,728
Ensembl chr 1:86,104,920...86,106,849
JBrowse link
G Fth1 ferritin heavy chain 1 multiple interactions ISO 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of FTH1 protein]]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of FTH1 protein]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of FTH1 protein] CTD PMID:36435477 NCBI chr 1:206,627,142...206,629,430
Ensembl chr 1:206,627,103...206,725,424
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 Gpx4 glutathione peroxidase 4 multiple interactions ISO 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of GPX4 protein]]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of GPX4 protein]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of GPX4 protein] CTD PMID:36435477 NCBI chr 7:9,650,186...9,652,982
Ensembl chr 7:9,650,185...9,652,982
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 chr12:32,726,252...32,728,238
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 Il25 interleukin 25 multiple interactions ISO 3-Hydroxybutyric Acid inhibits the reaction [3-(indol-3-yl)propionic acid results in increased secretion of IL25 protein] CTD PMID:35509122 NCBI chr15:28,408,766...28,412,157
Ensembl chr15:28,408,842...28,411,893
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...60,621,712
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 chr20:25,307,225...25,329,273
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]]
3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in increased expression of SNCA protein]]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of SNCA protein]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of SNCA protein]
CTD PMID:16239214 PMID:36435477 NCBI chr 4:89,696,420...89,797,240
Ensembl chr 4:89,696,420...89,796,262
JBrowse link
G Th tyrosine hydroxylase multiple interactions ISO 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of TH protein]]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of TH protein]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of TH protein] CTD PMID:36435477 NCBI chr 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767
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
G Zfp36 zinc finger protein 36 multiple interactions ISO 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of FTH1 protein]]; 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of GPX4 protein]]; 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of TH protein]]; 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in increased expression of ACSL4 protein]]; 3-Hydroxybutyric Acid affects the reaction [ZFP36 protein affects the reaction [1-Methyl-4-phenylpyridinium results in increased expression of SNCA protein]]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of ZFP36 mRNA]; 3-Hydroxybutyric Acid inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of ZFP36 protein] CTD PMID:36435477 NCBI chr 1:83,669,084...83,671,564
Ensembl chr 1:83,669,084...83,671,564
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19922
    role 19894
      biological role 19864
        biochemical role 19596
          metabolite 19558
            prokaryotic metabolite 18602
              bacterial metabolite 18602
                Mycoplasma genitalium metabolite 8528
                  butyric acid 6728
                    3-hydroxybutyric acid 26
                      (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 19922
    subatomic particle 19892
      composite particle 19892
        hadron 19920
          baryon 19892
            nucleon 19920
              atomic nucleus 19892
                atom 19892
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19805
                        carbon atom 19802
                          organic molecular entity 19775
                            heteroorganic entity 19556
                              organochalcogen compound 19315
                                organooxygen compound 19205
                                  carbon oxoacid 18694
                                    carboxylic acid 18691
                                      monocarboxylic acid 18007
                                        fatty acid 16847
                                          short-chain fatty acid 15933
                                            fatty acid 4:0 8232
                                              butyric acid 6728
                                                hydroxybutyric acid 29
                                                  3-hydroxybutyric acid 26
                                                    (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
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