NP-MRD: Showing NP-Card for (1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid (NP0322346)

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Record Information

Version

2.0

Created at

2022-09-12 01:04:13 UTC

Updated at

2022-09-12 01:04:13 UTC

NP-MRD ID

NP0322346

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid

Description

(1R,3S,4S,5R)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic 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,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid is found in Lactuca indica. Based on a literature review very few articles have been published on (1R,3S,4S,5R)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122203042D          

 25 26  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
    0.7145   -5.3625    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  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  2  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  1  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  1  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
  3  2  1  4  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  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
  2 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  1  0  0  0
M  END

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    0.2703    1.5188    0.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905    0.3007    0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671   -0.1893    0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343    0.6676    0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2085    0.2416   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1622    1.2449   -0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4888    0.9149   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8715   -0.3931   -0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2332   -0.7042   -0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9712   -1.3946    0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3873   -2.7119    0.1398 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6165   -1.0607    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6389   -0.6314    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    0.1459    0.5501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0735   -0.8110    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920   -0.0654    0.7342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5005    0.7123    1.8686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5432   -0.9884    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6774   -1.8025   -0.2663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4944   -0.9588    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    0.8045   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410    0.4141   -1.4174 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4612    1.0360   -2.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520    0.9024   -0.7442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1332    2.2829   -0.5593 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -1.2450    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684    1.7229   -0.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8387    2.2726   -0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2396    1.6797   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9307    0.0153   -0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7534   -3.4813    0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -1.8647    0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4712   -1.1629    1.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215   -1.4091   -0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575    0.8810    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -1.1721    1.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0470   -1.6986    0.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1075    0.3041    2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9503   -0.1007    1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3728    1.8513   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4570    0.7188   -1.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548   -0.6559   -1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    0.4323   -3.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2080    0.7066   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114    2.7304   -1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  1  0
 21 16  1  0
 16 17  1  1
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13  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  1  0
 10 12  2  0
 14 24  1  0
 24 25  1  0
 16 18  1  0
 18 20  1  0
 18 19  2  0
 24 22  1  0
 12  5  1  0
 23 43  1  0
 22 42  1  6
 21 40  1  0
 21 41  1  0
 17 38  1  0
 15 36  1  0
 15 37  1  0
 14 35  1  1
 13 33  1  0
 13 34  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 24 44  1  6
 25 45  1  0
 20 39  1  0
M  END


  Mrv1652309122203042D          

 25 26  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
    0.7145   -5.3625    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  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  2  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  1  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  1  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
  3  2  1  4  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  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
  2 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0322346

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=CC2=CC=C(O)C(O)=C2)[C@@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O8/c18-11(3-1-9-2-4-12(19)13(20)5-9)6-10-7-17(25,16(23)24)8-14(21)15(10)22/h1-5,10,14-15,19-22,25H,6-8H2,(H,23,24)/t10-,14-,15+,17-/m1/s1

> <INCHI_KEY>
FFQSDFBBSXGVKF-KHSQJDLVSA-N

> <FORMULA>
C17H20O8

> <MOLECULAR_WEIGHT>
352.339

> <EXACT_MASS>
352.115817604

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.59233836864435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,4S,5R)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid

> <JCHEM_LOGP>
0.023634360333333517

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.006258739539582

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.510116100070037

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1989619902715205

> <JCHEM_POLAR_SURFACE_AREA>
155.52

> <JCHEM_REFRACTIVITY>
87.05439999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4S,5R)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-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  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.517   1.273   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.527   2.987   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.043   3.255   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.463   4.167   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5                                                       
CONECT   13    2   14                                                       
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   21                                             
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   14   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

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Synonyms

Value	Source
(1R,3S,4S,5R)-3-[4-(3,4-Dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylate	Generator

Chemical Formula

C₁₇H₂₀O₈

Average Mass

352.3390 Da

Monoisotopic Mass

352.11582 Da

IUPAC Name

(1R,3S,4S,5R)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid

Traditional Name

(1R,3S,4S,5R)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=CC2=CC=C(O)C(O)=C2)[C@@H]1O)C(O)=O

InChI Identifier

InChI=1S/C17H20O8/c18-11(3-1-9-2-4-12(19)13(20)5-9)6-10-7-17(25,16(23)24)8-14(21)15(10)22/h1-5,10,14-15,19-22,25H,6-8H2,(H,23,24)/t10-,14-,15+,17-/m1/s1

InChI Key

FFQSDFBBSXGVKF-KHSQJDLVSA-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
Lactuca indica	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

Quinic acid
Hydroxycinnamic acid or derivatives
Styrene
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Cyclohexanol
Benzenoid
Hydroxy acid
Monocyclic benzene moiety
Alpha-hydroxy acid
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
Acryloyl-group
Secondary alcohol
Ketone
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	0.024	ChemAxon
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	155.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	87.05 m³·mol⁻¹	ChemAxon
Polarizability	34.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

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

162880487

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid (NP0322346)

MOL for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

3D MOL for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

3D SDF for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

3D-SDF for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

PDB for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

3D PDB for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

SMILES for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

INCHI for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

Structure for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)

3D Structure for NP0322346 ((1r,3s,4s,5r)-3-[4-(3,4-dihydroxyphenyl)-2-oxobut-3-en-1-yl]-1,4,5-trihydroxycyclohexane-1-carboxylic acid)