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ChEBI
> Main
CHEBI:9143 - silychristin
Main
ChEBI Ontology
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ChEBI Name
silychristin
ChEBI ID
CHEBI:9143
Definition
A flavonolignan isolated from
Silybum marianum
and has been shown to exhibit inhibitory activities against lipoxygenase and prostaglandin synthetase.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C25H22O10
Net Charge
0
Average Mass
482.43620
Monoisotopic Mass
482.12130
InChI
InChI=1S/C25H22O10/c1-
33-
18-
6-
10(2-
3-
15(18)
28)
23-
14(9-
26)
13-
4-
11(5-
17(30)
25(13)
35-
23)
24-
22(32)
21(31)
20-
16(29)
7-
12(27)
8-
19(20)
34-
24/h2-
8,14,22-
24,26-
30,32H,9H2,1H3/t14-
,22+,23+,24-
/m1/s1
InChIKey
BMLIIPOXVWESJG-LMBCONBSSA-N
SMILES
[H][C@@]1(Oc2cc(O)cc(O)c2C(=O)[C@@H]1O)c1cc(O)c2O[C@]([H])([C@H](CO)c2c1)c1ccc(O)c(OC)c1
Roles Classification
Chemical Role
(s):
radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role
(s):
lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
prostaglandin antagonist
A compound that inhibits the action of prostaglandins.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application
(s):
prostaglandin antagonist
A compound that inhibits the action of prostaglandins.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
silychristin (
CHEBI:9143
)
has role
lipoxygenase inhibitor (
CHEBI:35856
)
silychristin (
CHEBI:9143
)
has role
metabolite (
CHEBI:25212
)
silychristin (
CHEBI:9143
)
has role
prostaglandin antagonist (
CHEBI:49023
)
silychristin (
CHEBI:9143
)
has role
radical scavenger (
CHEBI:48578
)
silychristin (
CHEBI:9143
)
is a
1-benzofurans (
CHEBI:38830
)
silychristin (
CHEBI:9143
)
is a
aromatic ether (
CHEBI:35618
)
silychristin (
CHEBI:9143
)
is a
flavonolignan (
CHEBI:72709
)
silychristin (
CHEBI:9143
)
is a
polyphenol (
CHEBI:26195
)
silychristin (
CHEBI:9143
)
is a
secondary α-hydroxy ketone (
CHEBI:2468
)
IUPAC Name
(2
R
,3
R
)-
3,5,7-
trihydroxy-
2-
[(2
R
,3
S
)-
7-
hydroxy-
2-
(4-
hydroxy-
3-
methoxyphenyl)-
3-
(hydroxymethyl)-
2,3-
dihydro-
1-
benzofuran-
5-
yl]-
2,3-
dihydro-
4
H
-
chromen-
4-
one
INNs
Sources
silicristina
ChemIDplus
silicristine
ChemIDplus
silicristinum
ChemIDplus
Synonym
Source
Silychristin
KEGG COMPOUND
Manual Xrefs
Databases
C00001004
KNApSAcK
C08717
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
33889-69-9
CAS Registry Number
ChemIDplus
6080819
Reaxys Registry Number
Reaxys
Citations
Types
Sources
118048
PubMed citation
Europe PMC
118049
PubMed citation
Europe PMC
11933142
PubMed citation
Europe PMC
16956731
PubMed citation
Europe PMC
23401473
PubMed citation
Europe PMC
Last Modified
06 February 2018