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ChEBI
> Main
CHEBI:67312 - 17-defurano-17-oxosalannin
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ChEBI Name
17-defurano-17-oxosalannin
ChEBI ID
CHEBI:67312
Definition
A limonoid that is salannin in which the furanyl group at position 17 is replaced by an oxo group. Isolated from
Azadirachta indica
, it exhibits anti-inflammatory activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C30H40O9
Net Charge
0
Average Mass
544.63320
Monoisotopic Mass
544.26723
InChI
InChI=1S/C30H40O9/c1-
9-
14(2)
27(34)
39-
21-
12-
20(37-
16(4)
31)
28(5)
13-
36-
24-
25(28)
29(21,6)
19(11-
22(33)
35-
8)
30(7)
23-
15(3)
17(32)
10-
18(23)
38-
26(24)
30/h9,18-
21,24-
26H,10-
13H2,1-
8H3/b14-
9+/t18-
,19-
,20-
,21+,24-
,25+,26-
,28-
,29+,30-
/m1/s1
InChIKey
LGQIDAUSKKGKHE-RYKSROFQSA-N
SMILES
COC(=O)
C[C@H]
1[C@@]
2(C)
[C@H]
(O[C@@H]
3CC(=O)
C(C)
=C23)
[C@@H]
2OC[C@@]
3(C)
[C@H]
2[C@]
1(C)
[C@H]
(C[C@H]
3OC(C)
=O)
OC(=O)
C(\C)
=C\C
Metabolite of Species
Details
Azadirachta indica
(NCBI:txid124943)
Found in seed
(BTO:0001226)
. n-Hexane extract of seeds See:
PubMed
Roles Classification
Application
(s):
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
17-defurano-17-oxosalannin (
CHEBI:67312
)
has functional parent
salannin (
CHEBI:67309
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
has functional parent
tiglic acid (
CHEBI:9592
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
has role
anti-inflammatory agent (
CHEBI:67079
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
is a
acetate ester (
CHEBI:47622
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
is a
cyclic terpene ketone (
CHEBI:36130
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
is a
enone (
CHEBI:51689
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
is a
limonoid (
CHEBI:39434
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
is a
methyl ester (
CHEBI:25248
)
17-defurano-17-oxosalannin (
CHEBI:67312
)
is a
organic heteropentacyclic compound (
CHEBI:38164
)
IUPAC Name
(2a
R
,3
R
,5
S
,5a
R
,6
R
,6a
R
,9a
R
,10a
S
,10b
R
,10c
R
)-
3-
(acetyloxy)-
6-
(2-
methoxy-
2-
oxoethyl)-
2a,5a,6a,7-
tetramethyl-
8-
oxo-
2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-
dodecahydro-
2
H
,3
H
-
cyclopenta[
d
]naphtho[2,3-
b
:1,8-
bʼcʼ
]difuran-
5-
yl (2
E
)-
2-
methylbut-
2-
enoate
Registry Number
Type
Source
21448582
Reaxys Registry Number
Reaxys
Citations
Types
Sources
21263200
PubMed citation
Europe PMC
21381696
PubMed citation
Europe PMC
Last Modified
03 March 2015