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Accession:CHEBI:66192 term browser browse the term
Definition:A cardenolide glycoside that is tanghinigenin attached to a 2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl residue at position 3 via a glycosidc linkage. Isolated from Cerbera manghas, it exhibits cytotoxic activities against oral human epidermoid carcinoma (KB), human breast cancer cell (BC) and human small cells lung cancer.
Synonyms:exact_synonym: 3beta-[(2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy]-14-hydroxy-5beta,7beta-7,8-epoxycard-20(22)-enolide
 related_synonym: (3beta,5beta,7beta)-3-[(2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy]-14-hydroxy-7,8-epoxycard-20(22)-enolide;   3-((2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-glucopranosyl)oxy)tanghinigenin;   3-beta-O-(2'-O-acetyl-alpha-L-thevetosyl)-14beta-hydroxy-7,8-epoxy-5beta-card-20(22)-enolide;   Formula=C32H46O10;   InChI=1S/C32H46O10/c1-16-25(35)26(37-5)27(40-17(2)33)28(39-16)41-20-6-9-29(3)19(13-20)14-23-32(42-23)22(29)8-10-30(4)21(7-11-31(30,32)36)18-12-24(34)38-15-18/h12,16,19-23,25-28,35-36H,6-11,13-15H2,1-5H3/t16-,19-,20-,21+,22+,23+,25-,26+,27-,28-,29-,30+,31+,32+/m0/s1;   InChIKey=BTRWTSHCXGFFFL-NNYOWCKQSA-N;   SMILES=C1[C@H](O[C@@]2(O[C@H]([C@@H]([C@H]([C@@H]2OC(C)=O)OC)O)C)[H])C[C@]3([H])[C@@](C1)(C)[C@]4(CC[C@@]5(C)[C@]([C@@]64[C@@H](O6)C3)(O)CC[C@@H]5C7=CC(=O)OC7)[H]
 xref: CAS:25390-16-3 "ChemIDplus";   Chemspider:16736053;   PMID:15305009 "Europe PMC";   PMID:2095717 "Europe PMC";   Reaxys:9890412 "Reaxys"

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  CHEBI ontology 223
    role 223
      biological role 223
        biochemical role 185
          metabolite 177
            tanghinin 0
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  CHEBI ontology 223
    subatomic particle 223
      composite particle 223
        hadron 223
          baryon 223
            nucleon 223
              atomic nucleus 223
                atom 223
                  main group element atom 216
                    p-block element atom 216
                      carbon group element atom 205
                        carbon atom 204
                          organic molecular entity 204
                            organic group 153
                              organic divalent group 152
                                organodiyl group 152
                                  carbonyl group 152
                                    carbonyl compound 152
                                      carboxylic ester 92
                                        lactone 34
                                          gamma-lactone 19
                                            butenolide 15
                                              cardenolides 15
                                                cardenolide glycoside 15
                                                  tanghinin 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.