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Accession:CHEBI:65788 term browser browse the term
Definition:A pentacyclic triterpenoid that is friedelane substituted by hydroxy groups at positions 28 and 29 and an oxo group at position 3. Isolated from the stems of Maytenus diversifolia, it exhibits potent cytotoxicity against the A-549 lung carcinoma cells.
Synonyms:exact_synonym: (4R,4aS,6aS,6bR,8aR,11R,12aS,12bS,14aS,14bS)-8a,11-bis(hydroxymethyl)-4,4a,6b,11,12b,14a-hexamethylicosahydropicen-3(2H)-one
 related_synonym: 28,29-dihydroxy-D:A-friedooleanan-3-one;   Formula=C30H50O3;   InChI=1S/C30H50O3/c1-20-21(33)7-8-22-26(20,3)10-9-23-27(22,4)12-13-29(6)24-17-25(2,18-31)11-15-30(24,19-32)16-14-28(23,29)5/h20,22-24,31-32H,7-19H2,1-6H3/t20-,22+,23-,24-,25+,26+,27-,28+,29-,30+/m0/s1;   InChIKey=ZMSNKXDPESNSSS-CUKXIHTOSA-N;   SMILES=[H][C@@]12CCC(=O)[C@H](C)[C@@]1(C)CC[C@@]1([H])[C@@]2(C)CC[C@@]2(C)[C@]3([H])C[C@](C)(CO)CC[C@]3(CO)CC[C@]12C
 xref: Chemspider:10270945;   PMID:12713415;   PMID:2095372;   Reaxys:5139108

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  CHEBI ontology 21309
    role 21296
      biological role 21294
        biochemical role 20358
          metabolite 20298
            28,29-dihydroxyfriedelan-3-one 0
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  CHEBI ontology 21309
    subatomic particle 21305
      composite particle 21305
        hadron 21305
          baryon 21305
            nucleon 21305
              atomic nucleus 21305
                atom 21305
                  main group element atom 21181
                    p-block element atom 21181
                      carbon group element atom 20978
                        carbon atom 20869
                          organic molecular entity 20869
                            organic group 19215
                              organic divalent group 19205
                                organodiyl group 19205
                                  carbonyl group 19178
                                    carbonyl compound 19178
                                      ketone 16334
                                        cyclic ketone 13642
                                          alicyclic ketone 1050
                                            cyclic terpene ketone 134
                                              28,29-dihydroxyfriedelan-3-one 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.