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ChEBI
> Main
CHEBI:9138 - silandrin
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ChEBI Ontology
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ChEBI Name
silandrin
ChEBI ID
CHEBI:9138
Definition
A flavonolignan isolated from milk thistle,
Silybum marianum
, and has been shown to exhibit hepatoprotective activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C25H22O9
Net Charge
0
Average Mass
466.43680
Monoisotopic Mass
466.12638
InChI
InChI=1S/C25H22O9/c1-
31-
20-
7-
13(2-
4-
15(20)
28)
25-
23(11-
26)
33-
21-
6-
12(3-
5-
18(21)
34-
25)
19-
10-
17(30)
24-
16(29)
8-
14(27)
9-
22(24)
32-
19/h2-
9,19,23,25-
29H,10-
11H2,1H3/t19-
,23+,25+/m0/s1
InChIKey
CRPGUMMYQABYES-DNVKUUNQSA-N
SMILES
[H][C@]1(CC(=O)c2c(O)cc(O)cc2O1)c1ccc2O[C@@]([H])([C@@H](CO)Oc2c1)c1ccc(O)c(OC)c1
Roles Classification
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):
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
silandrin (
CHEBI:9138
)
has role
hepatoprotective agent (
CHEBI:62868
)
silandrin (
CHEBI:9138
)
has role
metabolite (
CHEBI:25212
)
silandrin (
CHEBI:9138
)
is a
aromatic ether (
CHEBI:35618
)
silandrin (
CHEBI:9138
)
is a
benzodioxine (
CHEBI:64096
)
silandrin (
CHEBI:9138
)
is a
flavonolignan (
CHEBI:72709
)
silandrin (
CHEBI:9138
)
is a
polyphenol (
CHEBI:26195
)
IUPAC Name
(2
S
)-
5,7-
dihydroxy-
2-
[(2
R
,3
R
)-
2-
(4-
hydroxy-
3-
methoxyphenyl)-
3-
(hydroxymethyl)-
2,3-
dihydro-
1,4-
benzodioxin-
6-
yl]-
2,3-
dihydro-
4
H
-
chromen-
4-
one
Synonym
Source
(−)-silandrin
ChEBI
Manual Xrefs
Databases
C00001002
KNApSAcK
C08600
KEGG COMPOUND
HMDB0033325
HMDB
LMPK12140414
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
4772951
Reaxys Registry Number
Reaxys
70815-32-6
CAS Registry Number
KEGG COMPOUND
Citations
Types
Sources
17402024
PubMed citation
Europe PMC
18366865
PubMed citation
Europe PMC
Last Modified
28 July 2014