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Term:luzonidial B
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Accession:CHEBI:66600 term browser browse the term
Definition:An iridoid monoterpenoid that is cyclopentene substituted by a formyl group at position 3, a hydroxymethyl group at position 2, 3-oxopropen-2yl group at position 4 and a cis-4-coumaroyloxy moiety at position 1 (the 1S,4R stereoisomer). Isolated from the leaves of Viburnum luzonicum, it exhibits antineoplastic activity.
Synonyms:exact_synonym: (1S,4R)-3-formyl-2-(hydroxymethyl)-4-(3-oxoprop-1-en-2-yl)cyclopent-2-en-1-yl (2Z)-3-(4-hydroxyphenyl)prop-2-enoate
 related_synonym: Formula=C19H18O6;   InChI=1S/C19H18O6/c1-12(9-20)15-8-18(17(11-22)16(15)10-21)25-19(24)7-4-13-2-5-14(23)6-3-13/h2-7,9-10,15,18,22-23H,1,8,11H2/b7-4-/t15-,18+/m1/s1;   InChIKey=IOKUHHOVWITKLG-DYKRAQSHSA-N;   SMILES=OCC1=C(C=O)[C@H](C[C@@H]1OC(=O)\\C=C/c1ccc(O)cc1)C(=C)C=O
 xref: PMID:15635247 "Europe PMC";   Reaxys:10129766 "Reaxys"

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  CHEBI ontology 19662
    role 19606
      biological role 19604
        biochemical role 19133
          metabolite 19101
            luzonidial B 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19662
    subatomic particle 19658
      composite particle 19658
        hadron 19658
          baryon 19658
            nucleon 19658
              atomic nucleus 19658
                atom 19658
                  main group element atom 19539
                    p-block element atom 19539
                      carbon group element atom 19422
                        carbon atom 19414
                          organic molecular entity 19414
                            organic group 18340
                              organic divalent group 18330
                                organodiyl group 18330
                                  carbonyl group 18217
                                    carbonyl compound 18217
                                      carboxylic acid 17921
                                        monocarboxylic acid 17256
                                          alpha,beta-unsaturated monocarboxylic acid 11269
                                            cinnamic acids 2352
                                              hydroxycinnamic acid 1231
                                                monohydroxycinnamic acid 902
                                                  coumaric acid 30
                                                    4-coumaric acid 30
                                                      cis-4-coumaric acid 0
                                                        luzonidial 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.