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ChEBI
> Main
CHEBI:28819 - naringin
Main
ChEBI Ontology
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ChEBI Name
naringin
ChEBI ID
CHEBI:28819
Definition
A disaccharide derivative that is (
S
)-naringenin substituted by a 2-
O
-(α-
L
-rhamnopyranosyl)-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:545774, CHEBI:25486, CHEBI:566122, CHEBI:7485
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C27H32O14
Net Charge
0
Average Mass
580.53460
Monoisotopic Mass
580.17921
InChI
InChI=1S/C27H32O14/c1-
10-
20(32)
22(34)
24(36)
26(37-
10)
41-
25-
23(35)
21(33)
18(9-
28)
40-
27(25)
38-
13-
6-
14(30)
19-
15(31)
8-
16(39-
17(19)
7-
13)
11-
2-
4-
12(29)
5-
3-
11/h2-
7,10,16,18,20-
30,32-
36H,8-
9H2,1H3/t10-
,16-
,18+,20-
,21+,22+,23-
,24+,25+,26-
,27+/m0/s1
InChIKey
DFPMSGMNTNDNHN-ZPHOTFPESA-N
SMILES
C[C@@H]
1O[C@@H]
(O[C@@H]
2[C@@H]
(O)
[C@H]
(O)
[C@@H]
(CO)
O[C@H]
2Oc2cc(O)
c3C(=O)
C[C@H]
(Oc3c2)
c2ccc(O)
cc2)
[C@H]
(O)
[C@H]
(O)
[C@H]
1O
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):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
naringin (
CHEBI:28819
)
has functional parent
(
S
)-naringenin (
CHEBI:17846
)
naringin (
CHEBI:28819
)
has role
anti-inflammatory agent (
CHEBI:67079
)
naringin (
CHEBI:28819
)
has role
antineoplastic agent (
CHEBI:35610
)
naringin (
CHEBI:28819
)
has role
metabolite (
CHEBI:25212
)
naringin (
CHEBI:28819
)
is a
(2
S
)-flavan-4-one (
CHEBI:140377
)
naringin (
CHEBI:28819
)
is a
4'-hydroxyflavanones (
CHEBI:140331
)
naringin (
CHEBI:28819
)
is a
dihydroxyflavanone (
CHEBI:38749
)
naringin (
CHEBI:28819
)
is a
disaccharide derivative (
CHEBI:63353
)
naringin (
CHEBI:28819
)
is a
neohesperidoside (
CHEBI:25495
)
IUPAC Name
(2
S
)-
5-
hydroxy-
2-
(4-
hydroxyphenyl)-
4-
oxo-
3,4-
dihydro-
2
H
-
chromen-
7-
yl 2-
O
-
(6-
deoxy-
α-
L
-
mannopyranosyl)-
β-
D
-
glucopyranoside
Synonyms
Sources
Naringenin 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucoside]
KEGG COMPOUND
Naringenin 7-
O
-
α-
L
-
rhamnosyl-
(1→2)-
β-
D
-
glucoside
ChEBI
Naringenin 7-O-neohesperidoside
KEGG COMPOUND
Naringin
KEGG COMPOUND
Naringoside
ChemIDplus
Manual Xrefs
Databases
C00000983
KNApSAcK
C09789
KEGG COMPOUND
HMDB0002927
HMDB
LSM-2038
LINCS
Naringin
Wikipedia
NARINGIN
MetaCyc
View more database links
Registry Numbers
Types
Sources
102012
Reaxys Registry Number
Reaxys
10236-47-2
CAS Registry Number
KEGG COMPOUND
10236-47-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
21636685
PubMed citation
Europe PMC
22847135
PubMed citation
Europe PMC
22965302
PubMed citation
Europe PMC
22985397
PubMed citation
Europe PMC
23111634
PubMed citation
Europe PMC
Last Modified
09 April 2018