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> Main
CHEBI:132815 - 6'-
O
-acetylpaeoniflorin
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ChEBI Name
6'-
O
-acetylpaeoniflorin
ChEBI ID
CHEBI:132815
ChEBI ASCII Name
6'-O-acetylpaeoniflorin
Definition
A semisynthetic monoterpene glycoside obtained by acetylation of the 6'-position of the natural product paeoniflorin.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
qingping liu
Supplier Information
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Formula
C25H30O12
Net Charge
0
Average Mass
522.499
Monoisotopic Mass
522.17373
InChI
InChI=1S/C25H30O12/c1-
12(26)
32-
9-
14-
16(27)
17(28)
18(29)
20(34-
14)
35-
25-
8-
15-
23(25,11-
33-
19(30)
13-
6-
4-
3-
5-
7-
13)
21-
36-
22(25,2)
10-
24(15,31)
37-
21/h3-
7,14-
18,20-
21,27-
29,31H,8-
11H2,1-
2H3/t14-
,15-
,16-
,17+,18-
,20+,21-
,22+,23+,24-
,25+/m1/s1
InChIKey
RKEWKGLURKYHJJ-YBBFZNMFSA-N
SMILES
[C@@H]
1([C@@H]
([C@H]
([C@@H]
([C@H]
(O1)
COC(=O)
C)
O)
O)
O)
O[C@@]
23[C@]
4([C@@]
(C2)
([C@@]
5(O[C@]
4(O[C@]
3(C5)
C)
[H]
)
O)
[H]
)
COC(C6=CC=CC=C6)
=O
Roles Classification
Application
(s):
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
anti-allergic agent
A drug used to treat allergic reactions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
has functional parent
paeoniflorin (
CHEBI:7889
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
has role
anti-allergic agent (
CHEBI:50857
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
has role
anti-inflammatory agent (
CHEBI:67079
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
β-
D
-glucoside (
CHEBI:22798
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
O
-acyl carbohydrate (
CHEBI:52782
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
acetate ester (
CHEBI:47622
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
benzoate ester (
CHEBI:36054
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
bridged compound (
CHEBI:35990
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
cyclic acetal (
CHEBI:59770
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
lactol (
CHEBI:38131
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
monoterpene glycoside (
CHEBI:72293
)
6'-
O
-acetylpaeoniflorin (
CHEBI:132815
)
is a
semisynthetic derivative (
CHEBI:72588
)
IUPAC Name
[(1a
R
,2
S
,3a
R
,5
R
,5a
R
,5b
S
)-
1a-
[(6-
O
-
acetyl-
β-
D
-
glucopyranosyl)oxy]-
5-
hydroxy-
2-
methyltetrahydro-
1
H
-
2,5-
methano-
3,4-
dioxacyclobuta[
cd
]pentalen-
5b(3a
H
)-
yl]methyl benzoate
Synonym
Source
6'-acetylpaeoniflorin
ChEBI
Citation
Type
Source
26798038
PubMed citation
Europe PMC
Last Modified
20 January 2017