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ChEBI
> Main
CHEBI:66683 -
epi
-maslinic acid
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ChEBI Name
epi
-maslinic acid
ChEBI ID
CHEBI:66683
ChEBI ASCII Name
epi-maslinic acid
Definition
A pentacyclic triterpenoid that is 3α-hydroxy epimer of maslinic acid. Isolated from
Prunella vulgaris
and
Isodon japonicus
, it exhibits anti-inflammatory activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C30H48O4
Net Charge
0
Average Mass
472.69970
Monoisotopic Mass
472.35526
InChI
InChI=1S/C30H48O4/c1-
25(2)
12-
14-
30(24(33)
34)
15-
13-
28(6)
18(19(30)
16-
25)
8-
9-
22-
27(5)
17-
20(31)
23(32)
26(3,4)
21(27)
10-
11-
29(22,28)
7/h8,19-
23,31-
32H,9-
17H2,1-
7H3,(H,33,34)
/t19-
,20+,21-
,22+,23+,27-
,28+,29+,30-
/m0/s1
InChIKey
MDZKJHQSJHYOHJ-HFYZCPLSSA-N
SMILES
[H]
[C@@]
12CC(C)
(C)
CC[C@@]
1(CC[C@]
1(C)
C2=CC[C@]
2([H]
)
[C@@]
3(C)
C[C@@H]
(O)
[C@@H]
(O)
C(C)
(C)
[C@]
3([H]
)
CC[C@@]
12C)
C(O)
=O
Metabolite of Species
Details
Prunella vulgaris
(NCBI:txid39358)
Found in leaf
(BTO:0000713)
. See:
DOI
Prunella vulgaris
(NCBI:txid39358)
Found in stem
(BTO:0001300)
. See:
DOI
Isodon japonicus
(NCBI:txid425908)
See:
DOI
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.
Application
(s):
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
epi
-maslinic acid (
CHEBI:66683
)
has parent hydride
oleanane (
CHEBI:36481
)
epi
-maslinic acid (
CHEBI:66683
)
has role
anti-inflammatory agent (
CHEBI:67079
)
epi
-maslinic acid (
CHEBI:66683
)
has role
metabolite (
CHEBI:25212
)
epi
-maslinic acid (
CHEBI:66683
)
is a
dihydroxy monocarboxylic acid (
CHEBI:35972
)
epi
-maslinic acid (
CHEBI:66683
)
is a
pentacyclic triterpenoid (
CHEBI:25872
)
IUPAC Name
(2α,3α)-2,3-dihydroxyolean-12-en-28-oic acid
Synonym
Source
3-epimaslinic acid
ChEBI
Registry Number
Type
Source
2955659
Reaxys Registry Number
Reaxys
Citation
Type
Source
11204754
PubMed citation
Europe PMC
Last Modified
05 April 2013