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ChEBI
> Main
CHEBI:1945 - 4-
p
-coumaroylquinic acid
Main
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ChEBI Name
4-
p
-coumaroylquinic acid
ChEBI ID
CHEBI:1945
ChEBI ASCII Name
4-p-coumaroylquinic acid
Definition
A cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 4-hydroxy group of (−)-quinic acid.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C16H18O8
Net Charge
0
Average Mass
338.312
Monoisotopic Mass
338.10017
InChI
InChI=1S/C16H18O8/c17-
10-
4-
1-
9(2-
5-
10)
3-
6-
13(20)
24-
14-
11(18)
7-
16(23,15(21)
22)
8-
12(14)
19/h1-
6,11-
12,14,17-
19,23H,7-
8H2,(H,21,22)
/t11-
,12-
,14-
,16+/m1/s1
InChIKey
XWRHBGVVCOSNKO-NCZKRNLISA-N
SMILES
[H]C(=CC(=O)O[C@H]1[C@H](O)C[C@@](O)(C[C@H]1O)C(O)=O)C1=CC=C(O)C=C1
Metabolite of Species
Details
Lophatherum gracile
(NCBI:txid29683)
See:
PubMed
Cydonia oblonga
(NCBI:txid36610)
Isolated from peel and pulp. See:
PubMed
Nicotiana tabacum
(NCBI:txid4097)
See:
DOI
Brassica oleracea
var.
costata
(NCBI:txid416546)
Found in leaf
(BTO:0000713)
. See:
DOI
Camellia sinensis
(NCBI:txid4442)
See:
PubMed
Juglans regia
(NCBI:txid51240)
Found in leaf
(BTO:0000713)
. See:
DOI
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
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
4-
p
-coumaroylquinic acid (
CHEBI:1945
)
has functional parent
(−)-quinic acid (
CHEBI:17521
)
4-
p
-coumaroylquinic acid (
CHEBI:1945
)
has functional parent
4-coumaric acid (
CHEBI:36090
)
4-
p
-coumaroylquinic acid (
CHEBI:1945
)
has role
plant metabolite (
CHEBI:76924
)
4-
p
-coumaroylquinic acid (
CHEBI:1945
)
is a
cinnamate ester (
CHEBI:36087
)
4-
p
-coumaroylquinic acid (
CHEBI:1945
)
is a
cyclitol carboxylic acid (
CHEBI:36123
)
Incoming
trans
-4-
p
-coumaroylquinic acid (
CHEBI:176887
)
is a
4-
p
-coumaroylquinic acid (
CHEBI:1945
)
IUPAC Name
(1
S
,3
R
,4
S
,5
R
)-
1,3,5-
trihydroxy-
4-
{[3-
(4-
hydroxyphenyl)prop-
2-
enoyl]oxy}cyclohexanecarboxylic acid
Synonyms
Sources
4-coumaroylquinic acid
ChEBI
4-
O
-coumaroylquinic acid
ChEBI
4-
O
-
p
-coumaroylquinic acid
ChEBI
Manual Xrefs
Databases
30785511
ChemSpider
C00002730
KNApSAcK
C10441
KEGG COMPOUND
FDB000237
FooDB
View more database links
Registry Numbers
Types
Sources
2706509
Reaxys Registry Number
Reaxys
93451-44-6
CAS Registry Number
KEGG COMPOUND
93451-44-6
CAS Registry Number
ChemIDplus
Citations
Types
Sources
20795622
PubMed citation
Europe PMC
21184087
PubMed citation
Europe PMC
22118617
PubMed citation
Europe PMC
25527702
PubMed citation
Europe PMC
26988497
PubMed citation
Europe PMC
28490099
PubMed citation
Europe PMC
29853055
PubMed citation
Europe PMC
30827583
PubMed citation
Europe PMC
IND43637997
Agricola citation
Europe PMC
IND43643995
Agricola citation
Europe PMC
IND43824488
Agricola citation
Europe PMC
IND601139292
Agricola citation
Europe PMC
Last Modified
09 August 2021