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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:90 - (−)-epicatechin
Main
ChEBI Ontology
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ChEBI Name
(−)-epicatechin
ChEBI ID
CHEBI:90
ChEBI ASCII Name
(-)-epicatechin
Definition
A catechin with (2
R
,3
R
)-configuration.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:18484
Supplier Information
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Formula
C15H14O6
Net Charge
0
Average Mass
290.26810
Monoisotopic Mass
290.07904
InChI
InChI=1S/C15H14O6/c16-
8-
4-
11(18)
9-
6-
13(20)
15(21-
14(9)
5-
8)
7-
1-
2-
10(17)
12(19)
3-
7/h1-
5,13,15-
20H,6H2/t13-
,15-
/m1/s1
InChIKey
PFTAWBLQPZVEMU-UKRRQHHQSA-N
SMILES
[H][C@@]1(Oc2cc(O)cc(O)c2C[C@H]1O)c1ccc(O)c(O)c1
Roles Classification
Chemical Role
(s):
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(−)-epicatechin (
CHEBI:90
)
has role
antioxidant (
CHEBI:22586
)
(−)-epicatechin (
CHEBI:90
)
is a
catechin (
CHEBI:23053
)
(−)-epicatechin (
CHEBI:90
)
is a
polyphenol (
CHEBI:26195
)
(−)-epicatechin (
CHEBI:90
)
is enantiomer of
(+)-epicatechin (
CHEBI:76125
)
Incoming
(−)-epicatechin-(4α→8)-(−)-epicatechin (
CHEBI:75661
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
(−)-epicatechin-(4β→8)-(−)-epigallocatechin (
CHEBI:75670
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
(−)-epicatechin-(4β→8)-(+)-gallocatechin (
CHEBI:75672
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
(−)-epicatechin-3-
O
-gallate (
CHEBI:70255
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
(−)-epicatechin-5-gallate (
CHEBI:65848
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
(−)-epigallocatechin-(4β→8)-(−)-epicatechin (
CHEBI:75669
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
(+)-gallocatechin-(4α→8)-(−)-epicatechin (
CHEBI:75666
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
3'-methylepicatechin-7-sulfate (
CHEBI:149600
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
4'-
O
-methyl-(−)-epicatechin (
CHEBI:174910
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
arecatannin B1 (
CHEBI:75642
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
epicatechin 3-
O
-(3'-
O
-methylgallate) (
CHEBI:136553
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
epicatechin-3'-glucuronide (
CHEBI:149599
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
epigallocatechin-(4β→8,2β→
O
-7)-epicatechin (
CHEBI:65854
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
proanthocyanidin A2 (
CHEBI:28472
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
procyanidin B1 (
CHEBI:75633
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
procyanidin B2 (
CHEBI:75632
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
procyanidin B4 (
CHEBI:27589
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
procyanidin B5 (
CHEBI:75621
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
procyanidin B8 (
CHEBI:75618
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
procyanidin C1 (
CHEBI:75643
)
has functional parent
(−)-epicatechin (
CHEBI:90
)
(+)-epicatechin (
CHEBI:76125
)
is enantiomer of
(−)-epicatechin (
CHEBI:90
)
IUPAC Name
(2
R
,3
R
)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Synonym
Source
(-)-Epicatechin
KEGG COMPOUND
Manual Xrefs
Databases
C00000956
KNApSAcK
C09727
KEGG COMPOUND
CPD-7630
MetaCyc
LMPK12020003
LIPID MAPS
LSM-20956
LINCS
View more database links
Registry Numbers
Types
Sources
490-46-0
CAS Registry Number
KEGG COMPOUND
92760
Reaxys Registry Number
Reaxys
Citations
Types
Sources
10427682
PubMed citation
Europe PMC
7655336
PubMed citation
Europe PMC
Last Modified
22 September 2021