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Term:multiplolide B
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Accession:CHEBI:66412 term browser browse the term
Definition:A 10-membered lactone obtained from 10-methyl-9,10-dihydro-2H-oxecin-2-one by the epoxidation of the double bond at position 3-4 and cis-dihydroxylation of the double bond at position 7-8, with further acylation of the hydroxy group at position 8 by a but-2-enoyl group. Multiplolide B was first isolated from the fungus Xylaria multiplex BCC 1111. It shows antifungal activity against Candida albicans. The epoxide group has cis-configuration, but its configuration relative to the other substituents was not established.
Synonyms:exact_synonym: (4R,6R,7S,8E)-7-hydroxy-4-methyl-2-oxo-3,11-dioxabicyclo[8.1.0]undec-8-en-6-yl (2E)-but-2-enoate
 related_synonym: Formula=C14H18O6;   InChI=1S/C14H18O6/c1-3-4-12(16)19-11-7-8(2)18-14(17)13-10(20-13)6-5-9(11)15/h3-6,8-11,13,15H,7H2,1-2H3/b4-3+,6-5+/t8-,9+,10?,11-,13?/m1/s1;   InChIKey=MKNCRDRXKFGNDG-BGEOUFIESA-N;   SMILES=C\\C=C\\C(=O)O[C@@H]1C[C@@H](C)OC(=O)C2OC2\\C=C\\[C@@H]1O
 xref: PMID:11473437 "Europe PMC";   Reaxys:8847393 "Reaxys"

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  CHEBI ontology 19654
    role 19598
      biological role 19596
        biochemical role 19125
          metabolite 19093
            multiplolide B 0
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  CHEBI ontology 19654
    subatomic particle 19650
      composite particle 19650
        hadron 19650
          baryon 19650
            nucleon 19650
              atomic nucleus 19650
                atom 19650
                  main group element atom 19531
                    p-block element atom 19531
                      carbon group element atom 19413
                        carbon atom 19405
                          organic molecular entity 19405
                            organic group 18331
                              organic divalent group 18321
                                organodiyl group 18321
                                  carbonyl group 18209
                                    carbonyl compound 18209
                                      carboxylic ester 13946
                                        lactone 5857
                                          multiplolide B 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.