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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 20965
    role 20946
      biological role 20944
        biochemical role 19953
          metabolite 19880
            (+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside 0
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  CHEBI ontology 20965
    subatomic particle 20959
      composite particle 20959
        hadron 20959
          baryon 20959
            nucleon 20959
              atomic nucleus 20959
                atom 20959
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20536
                        carbon atom 20512
                          organic molecular entity 20512
                            heteroorganic entity 20153
                              organochalcogen compound 19593
                                organooxygen compound 19531
                                  carbohydrates and carbohydrate derivatives 12652
                                    carbohydrate 12652
                                      monosaccharide 3987
                                        aldose 2474
                                          aldohexose 2113
                                            glucose 2072
                                              D-glucose 2072
                                                D-glucopyranose 1634
                                                  beta-D-glucose 1610
                                                    beta-D-glucoside 1410
                                                      (+)-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.