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Term:(+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside
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Accession:CHEBI:66605 term browser browse the term
Definition:A lignan that consists of (+)-lyoniresinol attached to two beta-D-glucopyranosyl units at positions 4 and 4' via glycosidic linkages. Isolated from Indigofera heterantha, it exhibits inhibitory activity against lipoxygenase.
Synonyms:exact_synonym: 4-[(1S,2R,3R)-7-(beta-D-glucopyranosyloxy)-2,3-bis(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside
 related_synonym: Formula=C34H48O18;   InChI=1S/C34H48O18/c1-45-17-7-14(8-18(46-2)30(17)51-33-28(43)26(41)24(39)20(11-37)49-33)22-16(10-36)15(9-35)5-13-6-19(47-3)31(32(48-4)23(13)22)52-34-29(44)27(42)25(40)21(12-38)50-34/h6-8,15-16,20-22,24-29,33-44H,5,9-12H2,1-4H3/t15-,16-,20+,21+,22+,24+,25+,26-,27-,28+,29+,33-,34-/m0/s1;   InChIKey=WDBFWRZVSDUFTE-AUWKFTQZSA-N;   SMILES=COc1cc(cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H]1[C@@H](CO)[C@H](CO)Cc2cc(OC)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(OC)c12
 xref: PMID:15744094 "Europe PMC";   Reaxys:10142896 "Reaxys"

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  CHEBI ontology 19728
    role 19675
      biological role 19673
        biochemical role 19178
          metabolite 19150
            (+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside 0
Path 2
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  CHEBI ontology 19728
    subatomic particle 19724
      composite particle 19724
        hadron 19724
          baryon 19724
            nucleon 19724
              atomic nucleus 19724
                atom 19724
                  main group element atom 19610
                    p-block element atom 19610
                      carbon group element atom 19501
                        carbon atom 19494
                          organic molecular entity 19494
                            heteroorganic entity 19055
                              organochalcogen compound 18781
                                organooxygen compound 18694
                                  carbohydrates and carbohydrate derivatives 12101
                                    carbohydrate 12101
                                      monosaccharide 3926
                                        aldose 2429
                                          aldohexose 2069
                                            glucose 2029
                                              D-glucose 2029
                                                D-glucopyranose 1609
                                                  beta-D-glucose 1585
                                                    beta-D-glucoside 1389
                                                      (+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.