NP-MRD: Showing NP-Card for 3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside (NP0039238)

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Record Information

Version

2.0

Created at

2021-06-20 21:43:45 UTC

Updated at

2021-06-30 00:12:27 UTC

NP-MRD ID

NP0039238

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

2Alpha-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-3alpha,5alpha-diol 3-acetate belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. 3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside is found in Breynia fruticosa. 3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside was first documented in 2010 (Meng, D. et al.). Based on a literature review very few articles have been published on 2alpha-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-3alpha,5alpha-diol 3-acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123433D          

 61 64  0  0  0  0            999 V2000
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   -2.6402    0.9069    5.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306202123433D          

 61 64  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0039238

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1O[H])[C@@]1([H])OC2=C([H])C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])=C([H])C(O[H])=C2C([H])([H])[C@@]1([H])OC(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O12/c1-9(25)32-17-7-12-14(27)5-11(33-23-21(31)20(30)19(29)18(8-24)35-23)6-16(12)34-22(17)10-2-3-13(26)15(28)4-10/h2-6,17-24,26-31H,7-8H2,1H3/t17-,18-,19-,20+,21-,22-,23-/m1/s1

> <INCHI_KEY>
NMYWYRHWZSFNPU-CARAORCDSA-N

> <FORMULA>
C23H26O12

> <MOLECULAR_WEIGHT>
494.449

> <EXACT_MASS>
494.142426277

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.65925774458027

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3-yl acetate

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
-0.03183566766666732

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.500925912410091

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.899342246197605

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343758645

> <JCHEM_POLAR_SURFACE_AREA>
195.6

> <JCHEM_REFRACTIVITY>
115.29560000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
   -3.0261   -0.3910    6.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1308   -0.6003   -1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5997    4.4342    6.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3971    3.6645    4.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 18 19  1  0
 20 21  1  0
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 28 29  2  0
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 10  8  1  0
 33 34  1  0
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 11 12  1  0
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 25 24  2  0
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  2  1  1  0
 15 16  1  0
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 18 49  1  6
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  9 42  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.026  -0.391   6.096  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.640   0.907   5.456  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.458   1.951   6.066  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.533   0.745   4.110  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.078   1.895   3.355  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.018   2.087   2.166  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.704   1.145   1.036  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.604   0.978  -0.024  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.768   1.695  -0.012  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.332   0.103  -1.073  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.131  -0.600  -1.075  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.899  -1.479  -2.098  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.875  -0.994  -2.989  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.340   0.140  -3.731  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.339   0.644  -4.636  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.908   1.908  -5.286  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.263   2.848  -4.268  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.020  -0.417  -5.683  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.060   0.041  -6.547  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.478  -1.697  -4.980  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.686  -2.721  -5.965  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.553  -2.155  -3.950  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.024  -3.295  -3.254  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.226  -0.461  -0.026  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.502   0.430   1.012  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.547   0.516   1.986  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.645   1.669   2.840  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.358   1.539   3.982  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.857   0.284   4.386  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.760   0.177   5.445  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.162   1.323   6.110  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.042   1.219   7.149  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.673   2.571   5.734  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.101   3.659   6.444  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.778   2.689   4.675  0.00  0.00           C+0
HETATM   36  H   UNK     0      -4.002  -0.712   5.723  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.265  -1.147   5.887  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.093  -0.255   7.179  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.127   2.804   3.967  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.053   1.940   2.495  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.915   3.111   1.785  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.293   1.459  -0.795  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.030  -0.035  -1.892  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.025  -0.732  -2.414  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.543   0.933  -4.049  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.184   2.384  -5.953  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.819   1.686  -5.851  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.766   2.339  -3.603  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.850  -0.642  -6.312  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.339  -0.746  -7.058  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.455  -1.542  -4.505  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.832  -3.543  -5.454  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.462  -2.495  -4.460  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.678  -3.518  -2.563  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.306  -1.038  -0.005  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.329   2.533   2.237  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.541  -0.625   3.877  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.143  -0.793   5.749  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.164   2.140   7.455  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.600   4.434   6.140  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.397   3.664   4.387  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6   27    4   39                                             
CONECT    6    7    5   40   41                                             
CONECT    7    6    8   25                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8   42                                                       
CONECT   10   11    8   43                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   14   22   12   44                                             
CONECT   14   15   13                                                       
CONECT   15   14   18   16   45                                             
CONECT   16   17   15   46   47                                             
CONECT   17   16   48                                                       
CONECT   18   19   20   15   49                                             
CONECT   19   18   50                                                       
CONECT   20   21   22   18   51                                             
CONECT   21   20   52                                                       
CONECT   22   23   13   20   53                                             
CONECT   23   22   54                                                       
CONECT   24   25   11   55                                                  
CONECT   25   26   24    7                                                  
CONECT   26   25   27                                                       
CONECT   27    5   26   28   56                                             
CONECT   28   27   29   35                                                  
CONECT   29   28   30   57                                                  
CONECT   30   29   31   58                                                  
CONECT   31   30   33   32                                                  
CONECT   32   31   59                                                       
CONECT   33   31   35   34                                                  
CONECT   34   33   60                                                       
CONECT   35   33   28   61                                                  
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    5                                                            
CONECT   40    6                                                            
CONECT   41    6                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   13                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   24                                                            
CONECT   56   27                                                            
CONECT   57   29                                                            
CONECT   58   30                                                            
CONECT   59   32                                                            
CONECT   60   34                                                            
CONECT   61   35                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

RDKit          3D

61 64  0  0  0  0  0  0  0  0999 V2000
   -3.0261   -0.3910    6.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6402    0.9069    5.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585    1.9508    6.0665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5333    0.7454    4.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781    1.8952    3.3554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0177    2.0871    2.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    1.1451    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6040    0.9780   -0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7676    1.6954   -0.0119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    0.1033   -1.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -0.6003   -1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990   -1.4792   -2.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749   -0.9940   -2.9890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3399    0.1395   -3.7305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387    0.6435   -4.6363 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9084    1.9082   -5.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2627    2.8482   -4.2676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0200   -0.4168   -5.6831 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0601    0.0413   -6.5468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4778   -1.6968   -4.9801 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6857   -2.7213   -5.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5527   -2.1545   -3.9498 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0241   -3.2953   -3.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255   -0.4611   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5024    0.4298    1.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    0.5155    1.9859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448    1.6687    2.8398 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3583    1.5385    3.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8565    0.2839    4.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    0.1765    5.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    1.3231    6.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0416    1.2193    7.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731    2.5706    5.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    3.6588    6.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7781    2.6893    4.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0018   -0.7123    5.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.1473    5.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -0.2554    7.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269    2.8041    3.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    1.9402    2.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147    3.1107    1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2930    1.4592   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300   -0.0350   -1.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -0.7322   -2.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5431    0.9332   -4.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1840    2.3838   -5.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    1.6855   -5.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    2.3390   -3.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8503   -0.6421   -6.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3392   -0.7462   -7.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4551   -1.5416   -4.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8316   -3.5433   -5.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623   -2.4955   -4.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784   -3.5177   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3056   -1.0376   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    2.5328    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5410   -0.6251    3.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.7926    5.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1636    2.1400    7.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5997    4.4342    6.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3971    3.6645    4.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 18 19  1  0
 20 21  1  0
 22 23  1  0
 25 26  1  0
  7  6  1  0
  6  5  1  0
  5 27  1  0
 27 26  1  0
 27 28  1  0
 28 29  2  0
 16 17  1  0
 29 30  1  0
 13 22  1  0
 30 31  2  0
 22 20  1  0
 31 33  1  0
 11 10  2  0
 33 35  2  0
 35 28  1  0
 20 18  1  0
 31 32  1  0
 10  8  1  0
 33 34  1  0
  8  7  2  0
  8  9  1  0
 11 12  1  0
 18 15  1  0
  5  4  1  0
 25 24  2  0
  4  2  1  0
 24 11  1  0
  2  3  2  0
 25  7  1  0
  2  1  1  0
 15 16  1  0
 13 12  1  0
 13 44  1  1
 18 49  1  6
 19 50  1  0
 20 51  1  1
 21 52  1  0
 22 53  1  6
 23 54  1  0
 16 46  1  0
 16 47  1  0
 15 45  1  1
 17 48  1  0
 10 43  1  0
 24 55  1  0
  6 40  1  0
  6 41  1  0
  5 39  1  1
 27 56  1  6
 29 57  1  0
 30 58  1  0
 35 61  1  0
 32 59  1  0
 34 60  1  0
  9 42  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
M  END

View in JSmol

Synonyms

Value	Source
2a-(3,4-Dihydroxyphenyl)-7-(b-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-3a,5a-diol 3-acetate	Generator
2a-(3,4-Dihydroxyphenyl)-7-(b-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-3a,5a-diol 3-acetic acid	Generator
2alpha-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-3alpha,5alpha-diol 3-acetic acid	Generator
2Α-(3,4-dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-3α,5α-diol 3-acetate	Generator
2Α-(3,4-dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-3α,5α-diol 3-acetic acid	Generator

Chemical Formula

C₂₃H₂₆O₁₂

Average Mass

494.4490 Da

Monoisotopic Mass

494.14243 Da

IUPAC Name

(2R,3R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3-yl acetate

Traditional Name

(2R,3R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3-yl acetate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1O[H])[C@@]1([H])OC2=C([H])C(O[C@]3([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])=C([H])C(O[H])=C2C([H])([H])[C@@]1([H])OC(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C23H26O12/c1-9(25)32-17-7-12-14(27)5-11(33-23-21(31)20(30)19(29)18(8-24)35-23)6-16(12)34-22(17)10-2-3-13(26)15(28)4-10/h2-6,17-24,26-31H,7-8H2,1H3/t17-,18-,19-,20+,21-,22-,23-/m1/s1

InChI Key

NMYWYRHWZSFNPU-CARAORCDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Breynia fruticosa	JEOL database	Meng, D. et al, Phytochemistry 71, 325 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
Catechin
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Flavan
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Oxane
Monosaccharide
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Carboxylic acid ester
Ether
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Primary alcohol
Carbonyl group
Organic oxide
Alcohol
Hydrocarbon derivative
Organic oxygen compound
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	0.35	ALOGPS
logP	-0.032	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.9	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.3 m³·mol⁻¹	ChemAxon
Polarizability	48.66 Å³	ChemAxon
Number of Rings	4	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

28287230

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101499281

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Meng, D. et al. (2010). Meng, D. et al, Phytochemistry 71, 325 (2010). Phytochem..

Showing NP-Card for 3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside (NP0039238)

MOL for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

3D MOL for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

3D SDF for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

3D-SDF for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

PDB for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

3D PDB for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

SMILES for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

INCHI for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

Structure for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)

3D Structure for NP0039238 (3-acetyl-(-)-epicatechin 7-O-beta-glucopyranoside)