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Term:luzonial B
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Accession:CHEBI:66599 term browser browse the term
Definition:An iridoid monoterpenoid that is hexahydro-1H-cyclopenta[c]furan substituted by hydroxy groups at positions 1 and 3a, a 3-oxopropen-2yl group at position 6 and a cis-4-coumaroyloxy moiety at position 4 (the 1S,3aS,4S,6S,6aS stereoisomer). Isolated from the leaves of Viburnum luzonicum, it exhibits antineoplastic activity.
Synonyms:exact_synonym: (1S,3aS,4S,6S,6aS)-1,3a-dihydroxy-6-(3-oxoprop-1-en-2-yl)hexahydro-1H-cyclopenta[c]furan-4-yl (2Z)-3-(4-hydroxyphenyl)prop-2-enoate
 related_synonym: Formula=C19H20O7;   InChI=1S/C19H20O7/c1-11(9-20)14-8-15(19(24)10-25-18(23)17(14)19)26-16(22)7-4-12-2-5-13(21)6-3-12/h2-7,9,14-15,17-18,21,23-24H,1,8,10H2/b7-4-/t14-,15+,17-,18+,19+/m1/s1;   InChIKey=HJTBDPQCVMXWMZ-FESMDYCJSA-N;   SMILES=[H][C@@]12[C@@H](O)OC[C@]1(O)[C@H](C[C@@H]2C(=C)C=O)OC(=O)\\C=C/c1ccc(O)cc1
 xref: PMID:15635247 "Europe PMC";   Reaxys:10132478 "Reaxys"

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  CHEBI ontology 0
    role 0
      biological role 0
        biochemical role 0
          metabolite 0
            luzonial B 0
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  CHEBI ontology 0
    subatomic particle 0
      composite particle 0
        hadron 0
          baryon 0
            nucleon 0
              atomic nucleus 0
                atom 0
                  main group element atom 0
                    p-block element atom 0
                      carbon group element atom 0
                        carbon atom 0
                          organic molecular entity 0
                            organic group 0
                              organic divalent group 0
                                organodiyl group 0
                                  carbonyl group 0
                                    carbonyl compound 0
                                      carboxylic acid 0
                                        monocarboxylic acid 0
                                          alpha,beta-unsaturated monocarboxylic acid 0
                                            cinnamic acids 0
                                              hydroxycinnamic acid 0
                                                monohydroxycinnamic acid 0
                                                  coumaric acid 0
                                                    4-coumaric acid 0
                                                      cis-4-coumaric acid 0
                                                        luzonial 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.