Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:75496 - 4-
O
-sinapoylquinic acid
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
4-
O
-sinapoylquinic acid
ChEBI ID
CHEBI:75496
ChEBI ASCII Name
4-O-sinapoylquinic acid
Definition
A cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 4-hydroxy group of (−)-quinic acid.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:88357
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Formulae
C18H22O10
C18H22O10
Net Charge
0
Average Mass
398.362
Monoisotopic Mass
398.12130
InChI
InChI=1S/C18H22O10/c1-
26-
12-
5-
9(6-
13(27-
2)
15(12)
22)
3-
4-
14(21)
28-
16-
10(19)
7-
18(25,17(23)
24)
8-
11(16)
20/h3-
6,10-
11,16,19-
20,22,25H,7-
8H2,1-
2H3,(H,23,24)
/b4-
3+/t10-
,11-
,16-
,18+/m1/s1
InChIKey
WKRKXTOYTASIOP-RKTLJHTASA-N
SMILES
C1=C(C(=C(C=C1/C=C/C(O[C@H]2[C@H](O)C[C@@](C[C@H]2O)(C(O)=O)O)=O)OC)O)OC
Metabolite of Species
Details
Phyllanthus niruri
(NCBI:txid296034)
See:
MetaboLights Study
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.
(via
quinic acid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
4-
O
-sinapoylquinic acid (
CHEBI:75496
)
has functional parent
(−)-quinic acid (
CHEBI:17521
)
4-
O
-sinapoylquinic acid (
CHEBI:75496
)
has functional parent
trans
-sinapic acid (
CHEBI:15714
)
4-
O
-sinapoylquinic acid (
CHEBI:75496
)
is a
cinnamate ester (
CHEBI:36087
)
4-
O
-sinapoylquinic acid (
CHEBI:75496
)
is a
quinic acid (
CHEBI:26493
)
IUPAC Name
(1
S
,3
R
,4
S
,5
R
)-
1,3,5-
trihydroxy-
4-
{[(2
E
)-
3-
(4-
hydroxy-
3,5-
dimethoxyphenyl)prop-
2-
enoyl]oxy}cyclohexanecarboxylic acid
Synonym
Source
4-sinapoylquinic acid
ChEBI
Last Modified
08 June 2016