NP-MRD: Showing NP-Card for (1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid (NP0326599)

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Record Information

Version

2.0

Created at

2022-09-12 08:18:14 UTC

Updated at

2022-09-12 08:18:14 UTC

NP-MRD ID

NP0326599

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

Description

P-Coumaroylquinic acid belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, And 5, as well as a carboxylic acid at position 1. (1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid is found in Eucalyptus globulus. (1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid was first documented in 2021 (PMID: 33509477). Based on a literature review a significant number of articles have been published on p-Coumaroylquinic acid (PMID: 34403995) (PMID: 35956511) (PMID: 35761534) (PMID: 35686688) (PMID: 35400430) (PMID: 35123329).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    0.5208   -1.1544    1.7343 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399   -0.5163    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7771   -0.1379   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232   -0.4635    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -0.1278   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3699   -0.5359    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5997   -0.2398    0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6990    0.4610   -1.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9491    0.7492   -1.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5708    0.8688   -1.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333    0.5623   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152   -0.1906    0.1185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264   -0.5576    0.7650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7221    0.6211    1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8976    0.9609    0.3330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8048    1.6749    1.1491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4974    1.8921   -0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868    1.4836   -1.6057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9689    3.1846   -0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6362   -0.1927   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1134   -1.5030    0.3362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1722   -1.3973    1.7187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531   -1.5438   -0.0899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1197   -2.8231    0.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450    0.4036   -0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8939   -1.0137    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2679   -1.0842    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4950   -0.5612    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4181    0.1141   -2.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7082    1.4054   -2.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4687    0.8914   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -1.1131    1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    1.5153    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0338    0.5704    2.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3752    2.0156    1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9491    3.8682   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4474   -0.2407   -1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7336   -0.1473   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6769   -2.3713   -0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024   -0.9412    2.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5860   -1.2286   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -3.1575    0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 15  1  0
 15 16  1  1
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 13 23  1  0
 23 24  1  0
 15 17  1  0
 17 19  1  0
 17 18  2  0
 23 21  1  0
 11  5  1  0
 22 40  1  0
 21 39  1  6
 20 37  1  0
 20 38  1  0
 16 35  1  0
 14 33  1  0
 14 34  1  0
 13 32  1  1
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 23 41  1  6
 24 42  1  0
 19 36  1  0
M  END


  Mrv1652309122210182D          

 24 25  0  0  1  0            999 V2000
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8125    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0946    1.7435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481    2.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
  2 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  1  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0326599

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1C[C@@](O)(C[C@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m0/s1

> <INCHI_KEY>
BMRSEYFENKXDIS-LUTKEZBSSA-N

> <FORMULA>
C16H18O8

> <MOLECULAR_WEIGHT>
338.312

> <EXACT_MASS>
338.10016754

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.58406953347158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,4S,5S)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

> <JCHEM_LOGP>
0.03503556366666648

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.3985010684776

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.359492048541407

> <JCHEM_PKA_STRONGEST_BASIC>
-3.231823980915407

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
81.2538

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4S,5S)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.517   1.273   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.527   2.987   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.043   3.255   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.463   4.167   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    5                                                       
CONECT   12    2   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   20                                             
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   13   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Value	Source
p-Coumaroylquinate	Generator

Chemical Formula

C₁₆H₁₈O₈

Average Mass

338.3120 Da

Monoisotopic Mass

338.10017 Da

IUPAC Name

(1R,3S,4S,5S)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

Traditional Name

(1R,3S,4S,5S)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1C[C@@](O)(C[C@H](OC(=O)\C=C\C2=CC=C(O)C=C2)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m0/s1

InChI Key

BMRSEYFENKXDIS-LUTKEZBSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Eucalyptus globulus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, And 5, as well as a carboxylic acid at position 1.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Quinic acids and derivatives

Alternative Parents

Substituents

Coumaric acid ester
Quinic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Styrene
Phenol
Fatty acid ester
Cyclohexanol
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Benzenoid
Alpha-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Dicarboxylic acid or derivatives
Enoate ester
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Polyol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.035	ChemAxon
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.25 m³·mol⁻¹	ChemAxon
Polarizability	32.58 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002730

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14158103

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pereira APA, Angolini CFF, Adani HB, Usberti FCS, Paulino BN, Clerici MTPS, Neri-Numa IA, Moro TMA, Eberlin MN, Pastore GM: Impact of ripening on the health-promoting components from fruta-do-lobo (Solanum lycocarpum St. Hill). Food Res Int. 2021 Jan;139:109910. doi: 10.1016/j.foodres.2020.109910. Epub 2020 Nov 24. [PubMed:33509477 ]
Wen M, Han Z, Cui Y, Ho CT, Wan X, Zhang L: Identification of 4-O-p-coumaroylquinic acid as astringent compound of Keemun black tea by efficient integrated approaches of mass spectrometry, turbidity analysis and sensory evaluation. Food Chem. 2021 Aug 8;368:130803. doi: 10.1016/j.foodchem.2021.130803. [PubMed:34403995 ]
Martin-Garcia B, Aznar-Ramos MJ, Verardo V, Gomez-Caravaca AM: Development of an Effective Sonotrode Based Extraction Technique for the Recovery of Phenolic Compounds with Antioxidant Activities in Cherimoya Leaves. Plants (Basel). 2022 Aug 4;11(15):2034. doi: 10.3390/plants11152034. [PubMed:35956511 ]
Li Q, Yang S, Li B, Zhang C, Li Y, Li J: Exploring critical metabolites of honey peach (Prunus persica (L.) Batsch) from five main cultivation regions in the north of China by UPLC-Q-TOF/MS combined with chemometrics and modeling. Food Res Int. 2022 Jul;157:111213. doi: 10.1016/j.foodres.2022.111213. Epub 2022 Apr 4. [PubMed:35761534 ]
Alonso-Salces RM, Berrueta LA, Abad-Garcia B, Sasia-Arriba A, Asensio-Regalado C, Dapena E, Gallo B: Untargeted Metabolomic Liquid Chromatography High-Resolution Mass Spectrometry Fingerprinting of Apple Cultivars for the Identification of Biomarkers Related to Resistance to Rosy Apple Aphid. J Agric Food Chem. 2022 Oct 19;70(41):13071-13081. doi: 10.1021/acs.jafc.2c00738. Epub 2022 Jun 10. [PubMed:35686688 ]
Lai G, Cui Y, Granato D, Wen M, Han Z, Zhang L: Free, soluble conjugated and insoluble bonded phenolic acids in Keemun black tea: From UPLC-QQQ-MS/MS method development to chemical shifts monitoring during processing. Food Res Int. 2022 May;155:111041. doi: 10.1016/j.foodres.2022.111041. Epub 2022 Feb 21. [PubMed:35400430 ]
de Faria RA, Oliveira PCO, de Carvalho MDP, Peixoto BS, Severino VGP, Tinoco LW, Rodrigues SV, de Moraes MC: High-resolution inhibition profiling and ligand fishing for screening of nucleoside hydrolase ligands in Moringa oleifera Lamarck. J Pharm Biomed Anal. 2022 Mar 20;211:114614. doi: 10.1016/j.jpba.2022.114614. Epub 2022 Jan 29. [PubMed:35123329 ]
Ockun MA, Gercek YC, Demirsoy H, Demirsoy L, Macit I, Oz GC: Comparative evaluation of phenolic profile and antioxidant activity of new sweet cherry (Prunus avium L.) genotypes in Turkey. Phytochem Anal. 2022 Jun;33(4):564-576. doi: 10.1002/pca.3110. Epub 2022 Feb 4. [PubMed:35122339 ]
Jose S, Gupta M, Sharma U, Quintero-Saumeth J, Dwivedi M: Potential of phytocompounds from Brassica oleracea targeting S2-domain of SARS-CoV-2 spike glycoproteins: Structural and molecular insights. J Mol Struct. 2022 Apr 15;1254:132369. doi: 10.1016/j.molstruc.2022.132369. Epub 2022 Jan 8. [PubMed:35034979 ]
He W, Laaksonen O, Tian Y, Heinonen M, Bitz L, Yang B: Phenolic compound profiles in Finnish apple (Malus x domestica Borkh.) juices and ciders fermented with Saccharomyces cerevisiae and Schizosaccharomyces pombe strains. Food Chem. 2022 Mar 30;373(Pt B):131437. doi: 10.1016/j.foodchem.2021.131437. Epub 2021 Oct 20. [PubMed:34749087 ]
Kiselova-Kaneva Y, Galunska B, Nikolova M, Dincheva I, Badjakov I: High resolution LC-MS/MS characterization of polyphenolic composition and evaluation of antioxidant activity of Sambucus ebulus fruit tea traditionally used in Bulgaria as a functional food. Food Chem. 2022 Jan 15;367:130759. doi: 10.1016/j.foodchem.2021.130759. Epub 2021 Aug 3. [PubMed:34375888 ]
Hutachok N, Koonyosying P, Pankasemsuk T, Angkasith P, Chumpun C, Fucharoen S, Srichairatanakool S: Chemical Analysis, Toxicity Study, and Free-Radical Scavenging and Iron-Binding Assays Involving Coffee (Coffea arabica) Extracts. Molecules. 2021 Jul 8;26(14):4169. doi: 10.3390/molecules26144169. [PubMed:34299444 ]
Nomura T, Yoneda A, Ogita S, Kato Y: Activation of Cryptic Secondary Metabolite Biosynthesis in Bamboo Suspension Cells by a Histone Deacetylase Inhibitor. Appl Biochem Biotechnol. 2021 Nov;193(11):3496-3511. doi: 10.1007/s12010-021-03629-2. Epub 2021 Jul 21. [PubMed:34287751 ]
Bambace MF, Del Rosario Moreira M, Sanchez-Moreno C, De Ancos B: Effects of combined application of high-pressure processing and active coatings on phenolic compounds and microbiological and physicochemical quality of apple cubes. J Sci Food Agric. 2021 Aug 15;101(10):4256-4265. doi: 10.1002/jsfa.11065. Epub 2021 Jan 28. [PubMed:33421116 ]
LOTUS database [Link]

Showing NP-Card for (1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid (NP0326599)

MOL for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

3D MOL for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

3D SDF for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

3D-SDF for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

PDB for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

3D PDB for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

SMILES for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

INCHI for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

Structure for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)

3D Structure for NP0326599 ((1r,3s,4s,5s)-1,3,4-trihydroxy-5-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid)