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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:28705 - narirutin
Main
ChEBI Ontology
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ChEBI Name
narirutin
ChEBI ID
CHEBI:28705
Definition
A disaccharide derivative that is (
S
)-naringenin substituted by a 6-
O
-(6-deoxy-α-
L
-mannopyranosyl)-β-
D
-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:7486, CHEBI:25489
Supplier Information
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Formula
C27H32O14
Net Charge
0
Average Mass
580.53458
Monoisotopic Mass
580.17921
InChI
InChI=1S/C27H32O14/c1-
10-
20(31)
22(33)
24(35)
26(38-
10)
37-
9-
18-
21(32)
23(34)
25(36)
27(41-
18)
39-
13-
6-
14(29)
19-
15(30)
8-
16(40-
17(19)
7-
13)
11-
2-
4-
12(28)
5-
3-
11/h2-
7,10,16,18,20-
29,31-
36H,8-
9H2,1H3/t10-
,16-
,18+,20-
,21+,22+,23-
,24+,25+,26+,27+/m0/s1
InChIKey
HXTFHSYLYXVTHC-AJHDJQPGSA-N
SMILES
C[C@@H]
1O[C@@H]
(OC[C@H]
2O[C@@H]
(Oc3cc(O)
c4C(=O)
C[C@H]
(Oc4c3)
c3ccc(O)
cc3)
[C@H]
(O)
[C@@H]
(O)
[C@@H]
2O)
[C@H]
(O)
[C@H]
(O)
[C@H]
1O
Roles Classification
Chemical Role
(s):
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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
narirutin (
CHEBI:28705
)
has functional parent
(
S
)-naringenin (
CHEBI:17846
)
narirutin (
CHEBI:28705
)
has role
anti-inflammatory agent (
CHEBI:67079
)
narirutin (
CHEBI:28705
)
has role
antioxidant (
CHEBI:22586
)
narirutin (
CHEBI:28705
)
has role
metabolite (
CHEBI:25212
)
narirutin (
CHEBI:28705
)
is a
(2
S
)-flavan-4-one (
CHEBI:140377
)
narirutin (
CHEBI:28705
)
is a
4'-hydroxyflavanones (
CHEBI:140331
)
narirutin (
CHEBI:28705
)
is a
dihydroxyflavanone (
CHEBI:38749
)
narirutin (
CHEBI:28705
)
is a
disaccharide derivative (
CHEBI:63353
)
narirutin (
CHEBI:28705
)
is a
rutinoside (
CHEBI:26587
)
IUPAC Name
(2
S
)-
5-
hydroxy-
2-
(4-
hydroxyphenyl)-
4-
oxo-
3,4-
dihydro-
2
H
-
chromen-
7-
yl 6-
O
-
(6-
deoxy-
α-
L
-
mannopyranosyl)-
β-
D
-
glucopyranoside
Synonyms
Sources
Isonaringenin
ChemIDplus
Isonaringin
ChemIDplus
Naringenin 7-O-rutinoside
KEGG COMPOUND
Narirutin
KEGG COMPOUND
Manual Xrefs
Databases
C00000984
KNApSAcK
C09793
KEGG COMPOUND
CPD-7059
MetaCyc
HMDB0033740
HMDB
LMPK12140236
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
1361182
Reaxys Registry Number
Reaxys
1361182
Beilstein Registry Number
Beilstein
14259-46-2
CAS Registry Number
KEGG COMPOUND
14259-46-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
20100535
PubMed citation
Europe PMC
22813871
PubMed citation
Europe PMC
22903244
PubMed citation
Europe PMC
23301602
PubMed citation
Europe PMC
Last Modified
09 April 2018