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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:109,641,335...109,733,257
Ensembl chr  X:109,624,244...109,733,403
JBrowse link
G AQP9 aquaporin 9 increases uptake ISO AQP9 protein results in increased uptake of 3-Hydroxybutyric Acid CTD PMID:9733774 NCBI chr15:58,138,169...58,185,911
Ensembl chr15:58,138,169...58,185,911
JBrowse link
G ATG5 autophagy related 5 increases abundance EXP ATG5 protein results in increased abundance of 3-Hydroxybutyric Acid CTD PMID:25943029 NCBI chr 6:106,184,476...106,325,760
Ensembl chr 6:106,045,423...106,325,791
JBrowse link
G BECN1 beclin 1 increases abundance EXP BECN1 protein results in increased abundance of 3-Hydroxybutyric Acid CTD PMID:25943029 NCBI chr17:42,810,132...42,824,282
Ensembl chr17:42,810,134...42,833,350
JBrowse link
G CASP3 caspase 3 multiple interactions EXP
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 chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062
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 2:201,233,463...201,287,711
Ensembl chr 2:201,233,443...201,361,836
JBrowse link
G CASP9 caspase 9 multiple interactions EXP
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 1:15,491,401...15,524,912
Ensembl chr 1:15,490,832...15,526,534
JBrowse link
G CYP3A7-CYP3A51P CYP3A7-CYP3A51P readthrough multiple interactions ISO [[CYP3A11 protein co-treated with CYP3A16 protein co-treated with CYP3A25 protein co-treated with CYP3A41A protein co-treated with CYP3A44 protein co-treated with CYP3A57 protein co-treated with CYP3A59 protein] affects the susceptibility to Dietary Fats] which affects the abundance of 3-Hydroxybutyric Acid CTD PMID:29738703 NCBI chr 7:99,684,677...99,735,196
Ensembl chr 7:99,684,957...99,735,102
JBrowse link
G ERCC6 ERCC excision repair 6, chromatin remodeling factor multiple interactions
decreases abundance
EXP
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]]
ERCC6 gene mutant form results in decreased abundance of 3-Hydroxybutyric Acid
Dietary Fats inhibits the reaction [ERCC6 gene mutant form results in decreased abundance of 3-Hydroxybutyric Acid]
CTD PMID:25440059 NCBI chr10:49,434,881...49,539,538
Ensembl chr10:49,454,168...49,539,538
JBrowse link
G FFAR3 free fatty acid receptor 3 multiple interactions
decreases activity
ISO 3-Hydroxybutyric Acid inhibits the reaction [3-(indol-3-yl)propionic acid results in increased activity of FFAR3 protein]
3-Hydroxybutyric Acid results in decreased activity of FFAR3 protein
CTD PMID:35509122 NCBI chr19:35,358,151...35,360,489
Ensembl chr19:35,358,460...35,360,489
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 chr11:61,964,285...61,967,634
Ensembl chr11:61,959,718...61,967,634
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 8:144,503,068...144,507,172
Ensembl chr 8:144,502,973...144,507,174
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 chr19:1,103,994...1,106,779
Ensembl chr19:1,103,982...1,106,791
JBrowse link
G HCAR2 hydroxycarboxylic acid receptor 2 increases activity
multiple interactions
EXP 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 chr12:122,701,293...122,703,357
Ensembl chr12:122,701,293...122,703,357
JBrowse link
G HMGCS2 3-hydroxy-3-methylglutaryl-CoA synthase 2 increases secretion EXP HMGCS2 protein results in increased secretion of 3-Hydroxybutyric Acid CTD PMID:27816970 NCBI chr 1:119,747,996...119,768,932
Ensembl chr 1:119,748,002...119,768,905
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 chr14:23,372,809...23,376,403
Ensembl chr14:23,372,809...23,376,403
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 7:22,727,200...22,731,998
Ensembl chr 7:22,725,884...22,732,002
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 2:177,230,303...177,264,727
Ensembl chr 2:177,218,667...177,392,756
JBrowse link
G PPARA peroxisome proliferator activated receptor alpha multiple interactions EXP [Bezafibrate binds to and results in increased activity of PPARA protein] which results in increased abundance of 3-Hydroxybutyric Acid CTD PMID:20404010 NCBI chr22:46,150,526...46,243,756
Ensembl chr22:46,150,521...46,243,755
JBrowse link
G SIRT1 sirtuin 1 multiple interactions EXP 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in decreased expression of SIRT1 protein] CTD PMID:25440059 NCBI chr10:67,884,656...67,918,390
Ensembl chr10:67,884,656...67,918,390
JBrowse link
G SLC13A5 solute carrier family 13 member 5 decreases abundance EXP SLC13A5 protein results in decreased abundance of 3-Hydroxybutyric Acid CTD PMID:32634519 NCBI chr17:6,684,719...6,713,369
Ensembl chr17:6,684,719...6,713,377
JBrowse link
G SNCA synuclein alpha multiple interactions EXP
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 4:89,724,099...89,838,304
Ensembl chr 4:89,700,345...89,838,315
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 chr11:2,163,929...2,171,815
Ensembl chr11:2,163,929...2,171,815
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 chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336
JBrowse link
G TP53 tumor protein p53 multiple interactions EXP 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in increased acetylation of TP53 protein] CTD PMID:25440059 NCBI chr17:7,668,421...7,687,490
Ensembl chr17:7,661,779...7,687,546
JBrowse link
G UCP2 uncoupling protein 2 multiple interactions EXP 3-Hydroxybutyric Acid inhibits the reaction [ERCC6 gene mutant form results in decreased expression of UCP2 protein] CTD PMID:25440059 NCBI chr11:73,974,672...73,983,202
Ensembl chr11:73,974,672...73,982,843
JBrowse link
G ZFP36 ZFP36 ring finger protein 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 chr19:39,406,847...39,409,407
Ensembl chr19:39,406,847...39,409,407
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26040
    role 25956
      biological role 25935
        biochemical role 25168
          metabolite 25098
            prokaryotic metabolite 21594
              bacterial metabolite 21594
                Mycoplasma genitalium metabolite 8664
                  butyric acid 6785
                    3-hydroxybutyric acid 27
                      (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 26040
    subatomic particle 26015
      composite particle 26015
        hadron 26015
          baryon 26015
            nucleon 26015
              atomic nucleus 26015
                atom 26015
                  main group element atom 25840
                    p-block element atom 25840
                      carbon group element atom 25437
                        carbon atom 25395
                          organic molecular entity 25395
                            heteroorganic entity 24770
                              organochalcogen compound 24383
                                organooxygen compound 24060
                                  carbon oxoacid 22761
                                    carboxylic acid 22741
                                      monocarboxylic acid 21745
                                        fatty acid 19090
                                          short-chain fatty acid 17994
                                            fatty acid 4:0 8284
                                              butyric acid 6785
                                                hydroxybutyric acid 30
                                                  3-hydroxybutyric acid 27
                                                    (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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