NP-MRD: Showing NP-Card for methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate (NP0200359)

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Record Information

Version

2.0

Created at

2022-09-04 19:11:08 UTC

Updated at

2022-09-04 19:11:08 UTC

NP-MRD ID

NP0200359

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

Description

Methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate 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. methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate is found in Antonia ovata, Aster indicus, Centaurea jacea, Chimarrhis turbinata, Chrysanthemum morifolium, Distylium racemosum, Eremochloa ophiuroides, Eucommia ulmoides, Tetradium glabrifolium, Flacourtia inermis, Scorzonera latifolia, Haplopteris anguste-elongata, Hydrangea macrophylla, Hypericum sikokumontanum, Isertia haenkeana, Lonicera bournei, Manilkara zapota, Oenothera speciosa, Ophiorrhiza pumila, Platycodon grandiflorus, Prunus domestica, Sargentodoxa cuneata, Saussurea medusa, Sinoadina racemosa, Viburnum cylindricum and Viburnum dilatatum. Methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151518302D          

 26 27  0  0  0  0            999 V2000
    2.9218   -1.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915   -2.3053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -3.2238    0.0000 O   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
    1.6131   -3.0805    0.0000 O   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
    3.5724   -5.3625    0.0000 O   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   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  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  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 19 26  1  0  0  0  0
M  END

     RDKit          3D

 46 47  0  0  0  0  0  0  0  0999 V2000
   -5.5820    3.3697    0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1457    2.3158   -0.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2950    1.3016    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9090    1.3686    1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8560    0.2003   -0.8882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4617    0.4308   -2.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3872    0.2735   -1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -0.4107    0.0455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2476   -0.5721   -0.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8017   -0.0066    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    0.6840    1.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1979   -0.1754    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    0.4010    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    0.2713    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616    0.8987    1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137    0.8282    0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2249    0.0878   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5935    0.0107   -0.3338 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3085   -0.5437   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7801   -1.2747   -1.9849 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9473   -0.4643   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -1.7608    0.3996 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9875   -2.6183   -0.6843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5673   -1.6155    0.8193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0506   -2.8601    1.1866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3786   -1.0818   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9699    3.4418    1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4278    4.3313   -0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6389    3.2451    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485   -0.4507   -2.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -0.2500   -2.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694    1.3274   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7113    0.2303    0.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183   -0.7676   -0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522    1.0048    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0868    1.4750    2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318    1.3389    1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2712    0.4669    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1323   -1.7481   -2.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801   -0.9862   -1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5679   -2.1210    1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2687   -2.2646   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6070   -0.9412    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3234   -3.5570    1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3786   -1.8525   -1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4321   -0.9809    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  6
  5 26  1  0
 26 24  1  0
 24 25  1  0
 24 22  1  0
 22 23  1  0
 22  8  1  0
  8  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
  7  5  1  0
 21 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
 26 45  1  0
 26 46  1  0
 24 43  1  1
 25 44  1  0
 22 41  1  1
 23 42  1  0
  8 33  1  1
  7 31  1  0
  7 32  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv1533004151518302D          

 26 27  0  0  0  0            999 V2000
    2.9218   -1.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915   -2.3053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -3.2238    0.0000 O   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
    1.6131   -3.0805    0.0000 O   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
    3.5724   -5.3625    0.0000 O   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   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  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  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 19 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0200359

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(O)CC(O)C(O)C(C1)OC(=O)C=CC1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3

> <INCHI_KEY>
MZNIJRAPCCELQX-UHFFFAOYSA-N

> <FORMULA>
C17H20O9

> <MOLECULAR_WEIGHT>
368.338

> <EXACT_MASS>
368.110732224

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.35556494132041

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
-0.12263570199999951

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.01618582870864

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208107453286429

> <JCHEM_PKA_STRONGEST_BASIC>
-3.231828400944721

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
88.0038

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       5.454  -3.123   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.464  -4.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.991  -5.750   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.508  -6.018   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.011  -5.750   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.335 -16.940   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   13                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12    5                                                       
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   19                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid	Generator

Chemical Formula

C₁₇H₂₀O₉

Average Mass

368.3380 Da

Monoisotopic Mass

368.11073 Da

IUPAC Name

methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

Traditional Name

methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(O)CC(O)C(O)C(C1)OC(=O)C=CC1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3

InChI Key

MZNIJRAPCCELQX-UHFFFAOYSA-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
Antonia ovata	LOTUS Database	35616633
Aster indicus	LOTUS Database	35616633
Centaurea jacea	LOTUS Database	35616633
Chimarrhis turbinata	LOTUS Database	35616633
Chrysanthemum morifolium	LOTUS Database	35616633
Distylium racemosum	LOTUS Database	35616633
Eremochloa ophiuroides	LOTUS Database	35616633
Eucommia ulmoides	LOTUS Database	35616633
Euodia fargesii	LOTUS Database	35616633
Flacourtia inermis	LOTUS Database	35616633
Gelasia latifolia	LOTUS Database	35616633
Haplopteris anguste-elongata	LOTUS Database	35616633
Hydrangea macrophylla	LOTUS Database	35616633
Hypericum sikokumontanum	LOTUS Database	35616633
Isertia haenkeana	LOTUS Database	35616633
Lonicera bournei Hemsl.	LOTUS Database	35616633
Manilkara zapota	LOTUS Database	35616633
Oenothera speciosa	LOTUS Database	35616633
Ophiorrhiza pumila	LOTUS Database	35616633
Platycodon grandiflorus	LOTUS Database	35616633
Prunus domestica	LOTUS Database	35616633
Sargentodoxa cuneata	LOTUS Database	35616633
Saussurea medusa	LOTUS Database	35616633
Sinoadina racemosa	LOTUS Database	35616633
Viburnum cylindricum	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

Quinic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Catechol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Cyclohexanol
Fatty acid ester
Phenol
1-hydroxy-4-unsubstituted benzenoid
Fatty acyl
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Methyl ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	-0.05	ALOGPS
logP	-0.12	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	88 m³·mol⁻¹	ChemAxon
Polarizability	35.36 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

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

73412063

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate (NP0200359)

MOL for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

3D MOL for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

3D SDF for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

3D-SDF for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

PDB for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

3D PDB for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

SMILES for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

INCHI for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

Structure for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)

3D Structure for NP0200359 (methyl 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate)