NP-MRD: Showing NP-Card for 3-O-p-Coumaroylquinic acid (NP0044508)

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Record Information

Version

2.0

Created at

2022-02-14 20:57:58 UTC

Updated at

2022-03-10 22:17:20 UTC

NP-MRD ID

NP0044508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-O-p-Coumaroylquinic acid

Description

3-O-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. 3-P-coumaroylquinic acid can be found in a number of food items such as redcurrant, highbush blueberry, sweet cherry, and blackcurrant, which makes 3-p-coumaroylquinic acid a potential biomarker for the consumption of these food products. 3-O-p-Coumaroylquinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3-O-p-Coumaroylquinic acid is found, on average, in the highest concentration within apples. 3-O-p-Coumaroylquinic acid has also been detected, but not quantified in, wild celeries. This could make 3-O-p-coumaroylquinic acid a potential biomarker for the consumption of these foods. 3-P-coumaroylquinic acid belongs to quinic acids and derivatives class of compounds. Those 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. 3-P-coumaroylquinic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 3-O-p-Coumaroylquinic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    0.2890    1.0563    1.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438    0.2430    0.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9294   -0.1146   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    0.4278    0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3379    0.1483    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218    0.7637    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6677    0.5228    0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0569   -0.3533   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4095   -0.6065   -0.5127 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0787   -0.9887   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7427   -0.7262   -0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5445   -0.3000   -0.4905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890    0.0102   -0.1871 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6894   -1.1621    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0284   -0.6889    0.7665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8736   -1.8356    0.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9531   -0.2304    2.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2728    0.7934    2.4553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6304   -0.9179    3.1559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007    0.2921   -0.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8292    1.3467   -0.7232 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4987    2.3700    0.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011    0.6940   -1.3253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0806   -0.2343   -2.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.8124   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6633    1.1370    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0582    1.4596    1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4092    1.0254    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6369   -1.2581   -1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3506   -1.6839   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0381   -1.2600   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422    0.7411    0.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -1.8798   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2065   -1.7125    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2038   -1.9501   -0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214   -0.9064    4.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5830    0.6916    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1176   -0.2973   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778    1.8097   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2325    2.6782    0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    1.4996   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3207    0.2087   -3.0912 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

Structure #1
  Mrv1652309042000372D          

 24 25  0  0  1  0            999 V2000
   -0.3134   -5.1672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3211   -4.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895   -3.9230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1077   -4.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -5.1538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4049   -5.5730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9138   -3.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6882   -2.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277   -3.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -3.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -6.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -5.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -5.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -5.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530   -5.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -6.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4533   -7.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4535   -8.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1679   -8.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1680   -9.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4537   -9.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4538  -10.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -9.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7390   -8.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 13  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  1  0  0  0
  3 10  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  6 11  1  6  0  0  0
  5 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044508

> <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-/m1/s1

> <INCHI_KEY>
BMRSEYFENKXDIS-QHAYPTCMSA-N

> <FORMULA>
C16H18O8

> <MOLECULAR_WEIGHT>
338.3093

> <EXACT_MASS>
338.100167552

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.23210157339521

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
0.03503556366666648

> <ALOGPS_LOGS>
-1.94

> <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>
81.25380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.92e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -0.585  -9.645   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.599  -8.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.727  -7.323   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.068  -8.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.082  -9.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.756 -10.403   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.706  -6.134   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.285  -4.982   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.225  -6.387   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.274  -6.153   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.770 -11.943   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.423 -10.378   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.912 -10.428   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.245 -11.198   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.579 -10.428   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.245 -12.738   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.579 -13.508   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.580 -15.047   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.913 -15.817   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.914 -17.357   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.580 -18.128   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.580 -19.667   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.246 -17.358   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.246 -15.817   0.000  0.00  0.00           C+0
CONECT    1    2    6   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7   10                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    1    5   11                                                  
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3                                                            
CONECT   11    6                                                            
CONECT   12    5                                                            
CONECT   13    1   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   18   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Value	Source
3-O-p-Coumaroylquinate	Generator
1,4,5-Trihydroxy-3-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]oxy]cyclohexanecarboxylic acid, 9ci	HMDB
O-Coumaroylquinic acid	HMDB
p-Coumaroyl quinic acid	HMDB
trans-5-O-(4-Coumaroyl)-D-quinate	HMDB
trans-5-O-(4-Coumaroyl)-D-quinic acid	HMDB
2-Coumaroylquinic acid	MeSH

Chemical Formula

C₁₆H₁₈O₈

Average Mass

338.3093 Da

Monoisotopic Mass

338.10017 Da

IUPAC Name

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

Traditional Name

(1R,3R,4S,5R)-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-/m1/s1

InChI Key

BMRSEYFENKXDIS-QHAYPTCMSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Camellia sinensis	LOTUS Database	35616633
Cannabis sativa	CannabisDB	Not Available
Cichorium intybus	Plant	KNApSAcK
Cydonia oblonga	LOTUS Database	35616633
Hypericum perforatum	Plant	KNApSAcK
Kunzea ambigua	Plant	KNApSAcK
Malus pumila	LOTUS Database	35616633
Nicotiana tabacum	Plant	KNApSAcK
Onobrychis viciifolia	LOTUS Database	35616633
Prunus avium	LOTUS Database	35616633
Prunus cerasus	LOTUS Database	35616633
Prunus domestica	LOTUS Database	35616633
Pteris ensiformis	LOTUS Database	35616633
Rhododendron calophytum	Plant	KNApSAcK
Rhododendron catawbiense	Plant	KNApSAcK
Rhododendron fortunei	Plant	KNApSAcK
Rhododendron galactinum	Plant	KNApSAcK
Rhododendron kaempferi	Plant	KNApSAcK
Rhododendron micranthum	Plant	KNApSAcK
Rhododendron ponticum	Plant	KNApSAcK
Rhododendron praevernum	Plant	KNApSAcK
Rhododendron ungernii	Plant	KNApSAcK
Solidago altissima L.	Plant	KNApSAcK
Vaccinium corymbosum	LOTUS Database	35616633
Viburnum dilatatum	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	0.13	ALOGPS
logP	0.035	ChemAxon
logS	-1.9	ALOGPS
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	32.23 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

HMDB0029681

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000240

KNApSAcK ID

C00029511

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

9945785

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-O-p-Coumaroylquinic acid (NP0044508)

MOL for NP0044508 (3-O-p-Coumaroylquinic acid)

3D MOL for NP0044508 (3-O-p-Coumaroylquinic acid)

3D SDF for NP0044508 (3-O-p-Coumaroylquinic acid)

3D-SDF for NP0044508 (3-O-p-Coumaroylquinic acid)

PDB for NP0044508 (3-O-p-Coumaroylquinic acid)

3D PDB for NP0044508 (3-O-p-Coumaroylquinic acid)

SMILES for NP0044508 (3-O-p-Coumaroylquinic acid)

INCHI for NP0044508 (3-O-p-Coumaroylquinic acid)

Structure for NP0044508 (3-O-p-Coumaroylquinic acid)

3D Structure for NP0044508 (3-O-p-Coumaroylquinic acid)