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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.

Term:(R)-3-hydroxybutyric acid
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Accession:CHEBI:17066 term browser browse the term
Definition:The R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis.
Synonyms:exact_synonym: (3R)-3-hydroxybutanoic acid
 related_synonym: (R)-(-)-beta-hydroxybutyric acid;   (R)-3-Hydroxybutanoic acid;   D-3-hydroxybutyric acid;   Formula=C4H8O3;   InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1;   InChIKey=WHBMMWSBFZVSSR-GSVOUGTGSA-N;   SMILES=C[C@@H](O)CC(O)=O
 alt_id: CHEBI:18666;   CHEBI:322
 xref: CAS:625-72-9;   HMDB:HMDB0000011;   KEGG:C01089;   LIPID_MAPS_instance:LMFA01050243;   MetaCyc:CPD-335;   PMID:17810206;   PMID:19304817;   PMID:20699574;   PMID:3679704;   Patent:WO9312254;   Reaxys:1720568
 cyclic_relationship: is_conjugate_acid_of CHEBI:10983;   is_enantiomer_of CHEBI:17290

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Term Annotations click to browse term
  CHEBI ontology 19817
    role 19767
      biological role 19767
        molecular messenger 18278
          semiochemical 10
            pheromone 10
              (R)-3-hydroxybutyric acid 0
                (3R)-3-hydroxybutanoic acid oligomer + 0
                (R)-3-hydroxybutanoyl-CoA 0
                ascr#11 0
                ethyl (R)-3-hydroxybutanoate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19817
    subatomic particle 19815
      composite particle 19815
        hadron 19815
          baryon 19815
            nucleon 19815
              atomic nucleus 19815
                atom 19815
                  main group element atom 19705
                    p-block element atom 19705
                      carbon group element atom 19614
                        carbon atom 19603
                          organic molecular entity 19603
                            organic group 18537
                              organic divalent group 18528
                                organodiyl group 18528
                                  carbonyl group 18435
                                    carbonyl compound 18435
                                      carboxylic acid 18113
                                        monocarboxylic acid 17485
                                          fatty acid 16003
                                            short-chain fatty acid 15689
                                              fatty acid 4:0 7826
                                                butyric acid 6184
                                                  hydroxybutyric acid 22
                                                    3-hydroxybutyric acid 19
                                                      (R)-3-hydroxybutyric acid 0
                                                        (3R)-3-hydroxybutanoic acid oligomer + 0
                                                        (R)-3-hydroxybutanoyl-CoA 0
                                                        ascr#11 0
                                                        ethyl (R)-3-hydroxybutanoate 0
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