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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:18330 - isovitexin
Main
ChEBI Ontology
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ChEBI Name
isovitexin
ChEBI ID
CHEBI:18330
Definition
A
C
-glycosyl compound that consists of apigenin substituted by a 1,5-anhydro-
D
-glucitol moiety at position 6.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:2771, CHEBI:14482, CHEBI:22806
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C21H20O10
Net Charge
0
Average Mass
432.37750
Monoisotopic Mass
432.10565
InChI
InChI=1S/C21H20O10/c22-
7-
14-
17(26)
19(28)
20(29)
21(31-
14)
16-
11(25)
6-
13-
15(18(16)
27)
10(24)
5-
12(30-
13)
8-
1-
3-
9(23)
4-
2-
8/h1-
6,14,17,19-
23,25-
29H,7H2/t14-
,17-
,19+,20-
,21+/m1/s1
InChIKey
MYXNWGACZJSMBT-VJXVFPJBSA-N
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc2oc(cc(=O)c2c1O)-c1ccc(O)cc1
Roles Classification
Biological Role
(s):
EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of
alpha
-glucosidase (EC 3.2.1.20).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
isovitexin (
CHEBI:18330
)
has functional parent
apigenin (
CHEBI:18388
)
isovitexin (
CHEBI:18330
)
has role
EC 3.2.1.20 (α-glucosidase) inhibitor (
CHEBI:67239
)
isovitexin (
CHEBI:18330
)
has role
metabolite (
CHEBI:25212
)
isovitexin (
CHEBI:18330
)
is a
C
-glycosyl compound (
CHEBI:20857
)
isovitexin (
CHEBI:18330
)
is a
trihydroxyflavone (
CHEBI:27116
)
isovitexin (
CHEBI:18330
)
is conjugate acid of
isovitexin-7-olate (
CHEBI:58447
)
Incoming
2''-
O
-(β-
D
-glucosyl)isovitexin (
CHEBI:75432
)
has functional parent
isovitexin (
CHEBI:18330
)
2''-
O
-(6-feruloylglucosyl)isovitexin (
CHEBI:75554
)
has functional parent
isovitexin (
CHEBI:18330
)
2''-
O
-(6-sinapoylglucosyl)isovitexin (
CHEBI:75428
)
has functional parent
isovitexin (
CHEBI:18330
)
4'-
O
-β-glucosyl-7-
O
-(6-
O
-sinapoylglucosyl)isovitexin (
CHEBI:75564
)
has functional parent
isovitexin (
CHEBI:18330
)
7-
O
-(β-
D
-glucosyl)isovitexin (
CHEBI:75439
)
has functional parent
isovitexin (
CHEBI:18330
)
7-
O
-(6-sinapoylglucosyl)isovitexin (
CHEBI:75413
)
has functional parent
isovitexin (
CHEBI:18330
)
7-
O
-[α-
L
-rhamnosyl-(1→2)-β-
D
-glucosyl]isovitexin (
CHEBI:75438
)
has functional parent
isovitexin (
CHEBI:18330
)
7-
O
-[6-(6-methoxycaffeoyl)glucosyl]isovitexin (
CHEBI:75420
)
has functional parent
isovitexin (
CHEBI:18330
)
isovitexin 2''-
O
-β-
D
-glucoside (
CHEBI:17379
)
has functional parent
isovitexin (
CHEBI:18330
)
isovitexin 2''-
O
-arabinoside (
CHEBI:75435
)
has functional parent
isovitexin (
CHEBI:18330
)
isovitexin 2''-
O
-rhamnoside (
CHEBI:142906
)
has functional parent
isovitexin (
CHEBI:18330
)
isovitexin 7-
O
-[feruloyl]-glucoside (
CHEBI:75368
)
has functional parent
isovitexin (
CHEBI:18330
)
isovitexin 7-
O
-[isoferuloyl]-glucoside (
CHEBI:75371
)
has functional parent
isovitexin (
CHEBI:18330
)
isovitexin 8-
C
-β-glucoside (
CHEBI:69814
)
has functional parent
isovitexin (
CHEBI:18330
)
sinapoyl-isovitexin 2''-
O
-arabinoside (
CHEBI:75386
)
has functional parent
isovitexin (
CHEBI:18330
)
vicenin-3 (
CHEBI:142905
)
has functional parent
isovitexin (
CHEBI:18330
)
isovitexin-7-olate (
CHEBI:58447
)
is conjugate base of
isovitexin (
CHEBI:18330
)
IUPAC Name
(1
S
)-
1,5-
anhydro-
1-
[5,7-
dihydroxy-
2-
(4-
hydroxyphenyl)-
4-
oxo-
4
H
-
chromen-
6-
yl]-
D
-
glucitol
Synonyms
Sources
6-C-Glucosylapigenin
KEGG COMPOUND
6-Glucosylapigenin
ChemIDplus
Apigenin 6-C-glucoside
KEGG COMPOUND
Apigenin-6-C-glucoside
KEGG COMPOUND
beta-D-isovitexin
ChEBI
Isovitexin
KEGG COMPOUND
Saponaretin
KEGG COMPOUND
Manual Xrefs
Databases
C00001059
KNApSAcK
C01714
KEGG COMPOUND
Isovitexin
Wikipedia
ISOVITEXIN
MetaCyc
LMPK12110338
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
29702-25-8
CAS Registry Number
KEGG COMPOUND
38953-85-4
CAS Registry Number
KEGG COMPOUND
66651
Beilstein Registry Number
Beilstein
66651
Reaxys Registry Number
Reaxys
Citations
Types
Sources
16142640
PubMed citation
Europe PMC
22475010
PubMed citation
Europe PMC
22683902
PubMed citation
Europe PMC
23057589
PubMed citation
Europe PMC
Last Modified
28 July 2014