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CHEBI:66441 - scoparic acid A

ChEBI IDCHEBI:66441
ChEBI Namescoparic acid A
Stars
DefinitionA diterpenoid isolated from Scoparia dulcis and has been shown to exhibit inhibitory activity against β-glucuronidase from bovine liver.
Last Modified2 January 2014
DownloadsMolfile
FormulaC27H36O5
Net Charge0
Average Mass440.580
Monoisotopic Mass440.25627
SMILES[H][C@@]12[C@H](OC(=O)c3ccccc3)CC(=C)[C@@H](CC/C(C)=C/CO)[C@@]1(C)CCC[C@@]2(C)C(=O)O
InChIInChI=1S/C27H36O5/c1-18(13-16-28)11-12-21-19(2)17-22(32-24(29)20-9-6-5-7-10-20)23-26(21,3)14-8-15-27(23,4)25(30)31/h5-7,9-10,13,21-23,28H,2,8,11-12,14-17H2,1,3-4H3,(H,30,31)/b18-13+/t21-,22-,23-,26-,27-/m1/s1
InChIKeyGIQOHSBJFWWSAH-ZYEVQTAUSA-N
Species of MetaboliteComponentSourceComments
Scoparia dulcis (ncbitaxon:107240) whole plant (BTO:0001461) PubMed (1294695)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 3.2.1.31 (beta-glucuronidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of β-glucuronidase (EC 3.2.1.31).
ChEBI Ontology
Outgoing Relation(s)
scoparic acid A (CHEBI:66441) has role EC 3.2.1.31 (β-glucuronidase) inhibitor (CHEBI:76822)
scoparic acid A (CHEBI:66441) has role metabolite (CHEBI:25212)
scoparic acid A (CHEBI:66441) is a benzoate ester (CHEBI:36054)
scoparic acid A (CHEBI:66441) is a carbobicyclic compound (CHEBI:36785)
scoparic acid A (CHEBI:66441) is a diterpenoid (CHEBI:23849)
scoparic acid A (CHEBI:66441) is a hydroxy monocarboxylic acid (CHEBI:35868)
scoparic acid A (CHEBI:66441) is a primary alcohol (CHEBI:15734)
IUPAC Name 
(1R,4aR,5R,8R,8aR)-8-(benzoyloxy)-5-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylic acid
Registry NumbersSources
Reaxys:6013347Reaxys
CAS:116425-30-0ChemIDplus
Citations