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> Main
CHEBI:80529 - isohemiphloin
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ChEBI Ontology
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ChEBI Name
isohemiphloin
ChEBI ID
CHEBI:80529
Definition
A
C
-glycosyl compound that is (
S
)-naringenin substituted by a β-
D
-glucopyranosyl residue at position 8 via a
C
-glycosidic linkage.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C21H22O10
Net Charge
0
Average Mass
434.39340
Monoisotopic Mass
434.12130
InChI
InChI=1S/C21H22O10/c22-
7-
14-
17(27)
18(28)
19(29)
21(31-
14)
16-
11(25)
5-
10(24)
15-
12(26)
6-
13(30-
20(15)
16)
8-
1-
3-
9(23)
4-
2-
8/h1-
5,13-
14,17-
19,21-
25,27-
29H,6-
7H2/t13-
,14+,17+,18-
,19+,21-
/m0/s1
InChIKey
VPQWOQSQAVBHEV-VHLXACGYSA-N
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccc(O)cc1
Roles Classification
Biological Role
(s):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
isohemiphloin (
CHEBI:80529
)
has functional parent
(
S
)-naringenin (
CHEBI:17846
)
isohemiphloin (
CHEBI:80529
)
has role
plant metabolite (
CHEBI:76924
)
isohemiphloin (
CHEBI:80529
)
is a
(2
S
)-flavan-4-one (
CHEBI:140377
)
isohemiphloin (
CHEBI:80529
)
is a
4'-hydroxyflavanones (
CHEBI:140331
)
isohemiphloin (
CHEBI:80529
)
is a
C
-glycosyl compound (
CHEBI:20857
)
isohemiphloin (
CHEBI:80529
)
is a
trihydroxyflavanone (
CHEBI:38739
)
IUPAC Name
(1
S
)-
1,5-
anhydro-
1-
[(2
S
)-
5,7-
dihydroxy-
2-
(4-
hydroxyphenyl)-
4-
oxo-
3,4-
dihydro-
2
H
-
1-
benzopyran-
8-
yl]-
D
-
glucitol
Synonyms
Sources
(
S
)-8-β-
D
-glucopyranosyl-4',5,7-trihydroxyflavanone
ChEBI
8-C-Glucosylnaringenin
KEGG COMPOUND
Manual Xrefs
Databases
C00006092
KNApSAcK
C16492
KEGG COMPOUND
LMPK12140224
LIPID MAPS
View more database links
Registry Number
Type
Source
23194299
Reaxys Registry Number
Reaxys
Citation
Type
Source
21049615
PubMed citation
Europe PMC
Last Modified
09 April 2018