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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-[(R)-3-hydroxybutanoyloxy]butanoic acid
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Accession:CHEBI:17663 term browser browse the term
Definition:A carboxylic ester arising from the formal condensation of the alcoholic hydroxy group of one molecule of (3R)-3-hydroxybutanoic acid with the the carboxylic acid group of another. It is a sex pheromone in the European spider Linyphia triangularis.
Synonyms:exact_synonym: (3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoic acid
 related_synonym: Formula=C8H14O5;   InChI=1S/C8H14O5/c1-5(9)3-8(12)13-6(2)4-7(10)11/h5-6,9H,3-4H2,1-2H3,(H,10,11)/t5-,6-/m1/s1;   InChIKey=RILHUWWTCSDPAN-PHDIDXHHSA-N;   SMILES=C[C@@H](O)CC(=O)O[C@H](C)CC(O)=O
 alt_id: CHEBI:18659;   CHEBI:318
 xref: Beilstein:6387163;   KEGG:C04546;   PMID:17810206;   Reaxys:6387163
 cyclic_relationship: is_conjugate_acid_of CHEBI:10979

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19761
    role 19711
      biological role 19711
        molecular messenger 18294
          semiochemical 10
            pheromone 10
              (R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19761
    subatomic particle 19759
      composite particle 19759
        hadron 19759
          baryon 19759
            nucleon 19759
              atomic nucleus 19759
                atom 19759
                  main group element atom 19653
                    p-block element atom 19653
                      carbon group element atom 19569
                        carbon atom 19559
                          organic molecular entity 19559
                            organic group 18593
                              organic divalent group 18584
                                organodiyl group 18584
                                  carbonyl group 18499
                                    carbonyl compound 18499
                                      carboxylic acid 18151
                                        monocarboxylic acid 17523
                                          fatty acid 16011
                                            short-chain fatty acid 15700
                                              fatty acid 4:0 7859
                                                butyric acid 6207
                                                  hydroxybutyric acid 22
                                                    3-hydroxybutyric acid 19
                                                      (R)-3-hydroxybutyric acid 0
                                                        (3R)-3-hydroxybutanoic acid oligomer 0
                                                          (R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid 0
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