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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.

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Accession:CHEBI:156386 term browser browse the term
Definition:A member of the class of butenolides that is furan-2(5H)-one substituted by (2S,3S)-3-methyloxiran-2-yl and (1S)-1-hydroxyethyl group at positions 3 and 5R, respectively. It is a secondary metabolite isolated from Aspergillus ochraceus that exhibits antifungal and antibacterial properties.
Synonyms:exact_synonym: (5R)-5-[(1S)-1-hydroxyethyl]-3-[(2S,3S)-3-methyloxiran-2-yl]furan-2(5H)-one
 related_synonym: 5R-[(1S)-1-hydroxyethyl]-3-[(2S,3S)-3-methyl-2-oxiranyl]-2(5H)-furanone;   Formula=C9H12O4;   InChI=1S/C9H12O4/c1-4(10)7-3-6(9(11)13-7)8-5(2)12-8/h3-5,7-8,10H,1-2H3/t4-,5-,7+,8+/m0/s1;   InChIKey=VMLNPJDEXLLCQG-DGCAKLBHSA-N;   SMILES=[H][C@]1(OC(=O)C(=C1)[C@@H]1O[C@H]1C)[C@H](C)O
 xref: CAS:76375-62-7;   PMID:18661951;   PMID:19589392;   PMID:31880876;   PMID:32875235

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  CHEBI ontology 19751
    role 19724
      biological role 19722
        growth regulator 8635
          insect growth regulator 75
            asperlactone 0
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  CHEBI ontology 19751
    subatomic particle 19749
      composite particle 19749
        hadron 19749
          baryon 19749
            nucleon 19749
              atomic nucleus 19749
                atom 19749
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19644
                        carbon atom 19640
                          organic molecular entity 19640
                            organic group 18846
                              organic divalent group 18832
                                organodiyl group 18832
                                  carbonyl group 18799
                                    carbonyl compound 18799
                                      carboxylic ester 15957
                                        lactone 11410
                                          gamma-lactone 6832
                                            butenolide 6350
                                              asperlactone 0
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