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8alpha-19-dihydroxylabd-13E-ene-15-oic acid
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).


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > enzyme inhibitor [CHEBI:23924] > cyclooxygenase inhibitor [CHEBI:35544] > cyclooxygenase 1 inhibitor [CHEBI:50630] > 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 enzyme inhibitor [CHEBI:23924] (825) 
 cyclooxygenase inhibitor [CHEBI:35544] (58) 
 cyclooxygenase 2 inhibitor [CHEBI:50629] (37) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 cyclooxygenase 1 inhibitor [CHEBI:50630] (15) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 diol [CHEBI:23824] (172) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 diol [CHEBI:23824] (172) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 diterpenoid [CHEBI:23849] (265) 
 labdane diterpenoid [CHEBI:36770] (21) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 diterpenoid [CHEBI:23849] (265) 
 labdane diterpenoid [CHEBI:36770] (21) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 diol [CHEBI:23824] (172) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organic acid [CHEBI:64709] (3008) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 diol [CHEBI:23824] (172) 
 8alpha-19-dihydroxylabd-13E-ene-15-oic acid [CHEBI:65789] (1)
ChEBI Compound Accession Identifier  [CHEBI:65789]
ChEBI Compound Description  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).
ChEBI Compound Identification Number  65789
ChEBI InChI Value  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
ChEBI InChIKey Value  IYSBWLRXTOIYFZ-KBLZDMJYSA-N
ChEBI Compound Name  8alpha-19-dihydroxylabd-13E-ene-15-oic acid
ChEBI SMILES Value  [H][C@@]12CC[C@@](C)(O)[C@H](CC\C(C)=C\C(O)=O)[C@@]1(C)CCC[C@@]2(C)CO
ChEBI Substance ID  160709513
ChEBI URL  ChEBI:65789
ChemSpider ID  24713077
Ontomatica Chemical Accession Key (OnChAKey)  IYSBWLRXTOIYFZ_KBLZDMJYSA_N_000_000000
PubChem Compound ID  24899923