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ChEBI
> Main
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.
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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 (Br
o
nsted 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
(1
R
,4a
R
,5
R
,8
R
,8a
R
)-
8-
(benzoyloxy)-
5-
[(3
E
)-
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
Types
Sources
1294695
PubMed citation
Europe PMC
21881299
PubMed citation
Europe PMC
3435994
PubMed citation
Europe PMC
Last Modified
02 January 2014