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ONTOLOGY REPORT - ANNOTATIONS


Term:tanghinin
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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 0
    role 0
      biological role 0
        biochemical role 0
          metabolite 0
            tanghinin 0
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  CHEBI ontology 0
    subatomic particle 0
      composite particle 0
        hadron 0
          baryon 0
            nucleon 0
              atomic nucleus 0
                atom 0
                  main group element atom 0
                    p-block element atom 0
                      carbon group element atom 0
                        carbon atom 0
                          organic molecular entity 0
                            organic group 0
                              organic divalent group 0
                                organodiyl group 0
                                  carbonyl group 0
                                    carbonyl compound 0
                                      carboxylic ester 0
                                        lactone 0
                                          gamma-lactone 0
                                            butenolide 0
                                              cardenolides 0
                                                cardenolide glycoside 0
                                                  tanghinin 0
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