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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 19831
    role 19807
      biological role 19805
        growth regulator 8960
          insect growth regulator 101
            asperlactone 0
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  CHEBI ontology 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    p-block element atom 19779
                      carbon group element atom 19728
                        carbon atom 19724
                          organic molecular entity 19724
                            heteroorganic entity 19477
                              organochalcogen compound 19240
                                organooxygen compound 19155
                                  ester 17270
                                    carboxylic ester 16587
                                      lactone 12526
                                        gamma-lactone 6863
                                          butenolide 6382
                                            asperlactone 0
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