CHEBI:66441 - scoparic acid A

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ChEBI Name scoparic acid A
ChEBI ID CHEBI:66441
Definition A diterpenoid isolated from Scoparia dulcis and has been shown to exhibit inhibitory activity against β-glucuronidase from bovine liver.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H36O5
Net Charge 0
Average Mass 440.57170
Monoisotopic Mass 440.25627
InChI InChI=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
InChIKey GIQOHSBJFWWSAH-ZYEVQTAUSA-N
SMILES C\C(CC[C@@H]1C(=C)C[C@@H](OC(=O)c2ccccc2)[C@@H]2[C@]1(C)CCC[C@@]2(C)C(O)=O)=C/CO
Metabolite of Species Details
Scoparia dulcis (NCBI:txid107240) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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 beta-glucuronidase (EC 3.2.1.31).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Numbers Types Sources
116425-30-0 CAS Registry Number ChemIDplus
6013347 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1294695 PubMed citation Europe PMC
21881299 PubMed citation Europe PMC
3435994 PubMed citation Europe PMC
Last Modified
02 January 2014