NP-MRD: Showing NP-Card for 1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate (NP0227868)

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Record Information

Version

2.0

Created at

2022-09-06 07:20:28 UTC

Updated at

2022-09-06 07:20:28 UTC

NP-MRD ID

NP0227868

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

Description

1,2-Bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. 1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate is found in Potentilla anserina. 1,2-Bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231517382D          

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M  END

     RDKit          3D

138148  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1533004231517382D          

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   -2.1434    1.2375    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   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  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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  8 11  1  0  0  0  0
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 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
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 37 44  1  0  0  0  0
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 35 47  1  0  0  0  0
 47 48  2  0  0  0  0
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 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
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 32 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
 30 58  1  0  0  0  0
 58 59  1  0  0  0  0
  3 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
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  2 85  1  0  0  0  0
 85 86  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0227868

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(COC(=O)C2C(C(C2C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)C(=O)OCC2OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C3=CC=C(O)C=C3)C(O)C(O)C2O)OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C60H52O26/c61-27-9-1-23(2-10-27)39-40(24-3-11-28(62)12-4-24)44(58(78)80-22-38-46(70)50(74)52(76)60(84-38)86-56-48(72)42-34(68)18-32(66)20-36(42)82-54(56)26-7-15-30(64)16-8-26)43(39)57(77)79-21-37-45(69)49(73)51(75)59(83-37)85-55-47(71)41-33(67)17-31(65)19-35(41)81-53(55)25-5-13-29(63)14-6-25/h1-20,37-40,43-46,49-52,59-70,73-76H,21-22H2

> <INCHI_KEY>
AOEGDCIKXAEIGZ-UHFFFAOYSA-N

> <FORMULA>
C60H52O26

> <MOLECULAR_WEIGHT>
1189.05

> <EXACT_MASS>
1188.274681794

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
138

> <JCHEM_AVERAGE_POLARIZABILITY>
113.70912884119288

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2-bis(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
4.104681481999999

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.645698451045827

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.07099616132744

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958438461637184

> <JCHEM_POLAR_SURFACE_AREA>
425.3400000000001

> <JCHEM_REFRACTIVITY>
291.7376

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-bis(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
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HETATM    2  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.912 -12.639   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001 -13.728   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.090 -12.639   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.630 -12.639   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.400 -11.305   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.940 -11.305   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.710 -12.639   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.250 -12.639   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.940 -13.973   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.400 -13.973   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001 -15.268   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335 -16.038   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335 -17.578   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001 -18.348   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001 -19.888   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667 -17.578   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667 -16.038   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.372 -12.639   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.602 -11.305   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.602 -13.973   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.938 -13.973   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.708 -15.306   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.248 -15.306   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.018 -16.640   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.558 -16.640   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -6.328 -15.306   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -7.868 -15.306   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -8.638 -13.973   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -7.868 -12.639   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -8.638 -11.305   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -7.868  -9.972   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -8.638  -8.638   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -6.328  -9.972   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.558 -11.305   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -4.018 -11.305   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -6.328 -12.639   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -5.558 -13.973   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -4.018 -13.973   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -8.638 -16.640   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -7.868 -17.974   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -8.638 -19.307   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -10.178 -19.307   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0     -10.948 -20.641   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0     -10.948 -17.974   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -10.178 -16.640   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -3.248 -17.974   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -4.018 -19.307   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -1.708 -17.974   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -0.938 -19.307   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -0.938 -16.640   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       0.602 -16.640   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   73  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   75  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   76  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   81  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   84  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   85  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   86  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   85                                                  
CONECT    3    2    4   60                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   11                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10    8   12                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19   10   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   19                                                       
CONECT   26    9   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   58                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   54                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   45                                                  
CONECT   35   34   36   47                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   44                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   37   45                                                  
CONECT   45   44   34   46                                                  
CONECT   46   45                                                            
CONECT   47   35   48   53                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53                                                       
CONECT   53   52   47                                                       
CONECT   54   32   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   30   59                                                  
CONECT   59   58                                                            
CONECT   60    3   61                                                       
CONECT   61   60   62   83                                                  
CONECT   62   61   63                                                       
CONECT   63   62   64   74                                                  
CONECT   64   63   65   76                                                  
CONECT   65   64   66                                                       
CONECT   66   65   67   73                                                  
CONECT   67   66   68                                                       
CONECT   68   67   69   70                                                  
CONECT   69   68                                                            
CONECT   70   68   71                                                       
CONECT   71   70   72   73                                                  
CONECT   72   71                                                            
CONECT   73   71   66   74                                                  
CONECT   74   73   63   75                                                  
CONECT   75   74                                                            
CONECT   76   64   77   82                                                  
CONECT   77   76   78                                                       
CONECT   78   77   79                                                       
CONECT   79   78   80   81                                                  
CONECT   80   79                                                            
CONECT   81   79   82                                                       
CONECT   82   81   76                                                       
CONECT   83   61   84   85                                                  
CONECT   84   83                                                            
CONECT   85   83    2   86                                                  
CONECT   86   85                                                            
MASTER        0    0    0    0    0    0    0    0   86    0  192    0
END

View in JSmol

Synonyms

Value	Source
1,2-Bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylic acid	Generator

Chemical Formula

C₆₀H₅₂O₂₆

Average Mass

1189.0500 Da

Monoisotopic Mass

1188.27468 Da

IUPAC Name

1,2-bis(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

Traditional Name

1,2-bis(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

CAS Registry Number

Not Available

SMILES

OC1C(COC(=O)C2C(C(C2C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)C(=O)OCC2OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C3=CC=C(O)C=C3)C(O)C(O)C2O)OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)C(O)C1O

InChI Identifier

InChI=1S/C60H52O26/c61-27-9-1-23(2-10-27)39-40(24-3-11-28(62)12-4-24)44(58(78)80-22-38-46(70)50(74)52(76)60(84-38)86-56-48(72)42-34(68)18-32(66)20-36(42)82-54(56)26-7-15-30(64)16-8-26)43(39)57(77)79-21-37-45(69)49(73)51(75)59(83-37)85-55-47(71)41-33(67)17-31(65)19-35(41)81-53(55)25-5-13-29(63)14-6-25/h1-20,37-40,43-46,49-52,59-70,73-76H,21-22H2

InChI Key

AOEGDCIKXAEIGZ-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
Potentilla anserina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Lignan glycoside
Stilbene glycoside
Flavonoid o-glycoside
Flavonoid-3-o-glycoside
Cyclobutane lignan skeleton
Dibenzylbutane lignan skeleton
Saccharolipid
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Flavone
Glycosyl compound
O-glycosyl compound
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Dicarboxylic acid or derivatives
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Oxane
Pyran
Heteroaromatic compound
Vinylogous acid
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.52	ALOGPS
logP	4.1	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.07	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	425.34 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	291.74 m³·mol⁻¹	ChemAxon
Polarizability	113.71 Å³	ChemAxon
Number of Rings	11	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate (NP0227868)

MOL for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D MOL for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D SDF for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D-SDF for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

PDB for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D PDB for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

SMILES for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

INCHI for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

Structure for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D Structure for NP0227868 (1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)