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Term:8alpha,19-dihydroxylabd-13E-ene-15-oic acid
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Accession:CHEBI:65789 term browser browse the term
Definition:A labdane diterpenoid that is labdane with a double bond at position 13 and is substituted by hydroxy groups at positions 8alpha and 19 and a carboxy group at position 15. Isolated from the aerial parts of Crassocephalum mannii, it exhibits inhibitory activity towards cyclooxygenases (COX-1 and COX-2).
Synonyms:exact_synonym: (2E)-5-[(1R,2R,4aR,5R,8aS)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyldecahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
 related_synonym: Formula=C20H34O4;   InChI=1S/C20H34O4/c1-14(12-17(22)23)6-7-16-19(3)10-5-9-18(2,13-21)15(19)8-11-20(16,4)24/h12,15-16,21,24H,5-11,13H2,1-4H3,(H,22,23)/b14-12+/t15-,16+,18-,19-,20+/m0/s1;   InChIKey=IYSBWLRXTOIYFZ-KBLZDMJYSA-N;   SMILES=[H][C@@]12CC[C@@](C)(O)[C@H](CC\\C(C)=C\\C(O)=O)[C@@]1(C)CCC[C@@]2(C)CO
 xref: Chemspider:24713077;   PMID:18473477 "Europe PMC"

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  CHEBI ontology 19734
    role 19680
      biological role 19678
        biochemical role 19177
          metabolite 19147
            eukaryotic metabolite 18768
              plant metabolite 17113
                8alpha,19-dihydroxylabd-13E-ene-15-oic acid 0
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  CHEBI ontology 19734
    subatomic particle 19730
      composite particle 19730
        hadron 19730
          baryon 19730
            nucleon 19730
              atomic nucleus 19730
                atom 19730
                  main group element atom 19614
                    p-block element atom 19614
                      carbon group element atom 19506
                        carbon atom 19500
                          organic molecular entity 19500
                            organic group 18414
                              organic divalent group 18406
                                organodiyl group 18406
                                  carbonyl group 18295
                                    carbonyl compound 18295
                                      carboxylic acid 17963
                                        monocarboxylic acid 17265
                                          alpha,beta-unsaturated monocarboxylic acid 11350
                                            8alpha,19-dihydroxylabd-13E-ene-15-oic acid 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.