Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   


go back to main search page
Accession:CHEBI:67373 term browser browse the term
Definition:A member of the class of cinnamamides that is an enamide obtained by the formal condensation of the amino group of (R)-octopamine with the carboxy group of ferulic acid. Isolated from Pisonia aculeata, it exhibits antitubercular activity.
Synonyms:exact_synonym: (2E)-N-[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
 related_synonym: (2S,E)-N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]ferulamide;   Formula=C18H19NO5;   InChI=1S/C18H19NO5/c1-24-17-10-12(2-8-15(17)21)3-9-18(23)19-11-16(22)13-4-6-14(20)7-5-13/h2-10,16,20-22H,11H2,1H3,(H,19,23)/b9-3+/t16-/m0/s1;   InChIKey=VJSCHQMOTSXAKB-CFZDNBDDSA-N;   N-[2-(R)-hydroxy-2-(4-hydroxy-phenyl)ethyl]-3-(4-hydroxy-3-methoxy-phenyl)acrylamide;   SMILES=COc1cc(\\C=C\\C(=O)NC[C@H](O)c2ccc(O)cc2)ccc1O
 xref: PMID:21542597 "Europe PMC";   Reaxys:9579371 "Reaxys"

show annotations for term's descendants       view all columns           Sort by:

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19748
    role 19695
      chemical role 19211
        antioxidant 14137
          ferulic acid 904
            (R)-N-trans-feruloyloctopamine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19748
    subatomic particle 19744
      composite particle 19744
        hadron 19744
          baryon 19744
            nucleon 19744
              atomic nucleus 19744
                atom 19744
                  main group element atom 19628
                    p-block element atom 19628
                      carbon group element atom 19522
                        carbon atom 19516
                          organic molecular entity 19516
                            organic group 18426
                              organic divalent group 18418
                                organodiyl group 18418
                                  carbonyl group 18306
                                    carbonyl compound 18306
                                      carboxylic acid 17973
                                        monocarboxylic acid 17268
                                          alpha,beta-unsaturated monocarboxylic acid 11351
                                            cinnamic acids 2361
                                              hydroxycinnamic acid 1241
                                                monohydroxycinnamic acid 908
                                                  ferulic acids 904
                                                    ferulic acid 904
                                                      (R)-N-trans-feruloyloctopamine 0
paths to the root


RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.