NP-MRD: Showing NP-Card for (-)-Wahlenoside B (NP0079687)

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Record Information

Version

1.0

Created at

2022-04-29 00:41:30 UTC

Updated at

2022-04-29 00:41:30 UTC

NP-MRD ID

NP0079687

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Wahlenoside B

Description

Wahlenoside B belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. (-)-Wahlenoside B is found in Wahlenbergia marginata . Based on a literature review very few articles have been published on Wahlenoside B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292202412D          

 50 52  0  0  1  0            999 V2000
    5.9834   -8.0898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6979   -8.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6979   -9.3273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9834   -9.7398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2690   -9.3273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2690   -8.5023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5545   -8.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5545   -7.2648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834  -10.5648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2690  -10.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2690  -11.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834  -12.2148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834  -13.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
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  4  9  1  6  0  0  0
  9 10  1  0  0  0  0
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 34 46  1  6  0  0  0
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  3 48  1  1  0  0  0
  2 49  1  6  0  0  0
  1 50  1  1  0  0  0
M  END

     RDKit          3D

 92 94  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304292202412D          

 50 52  0  0  1  0            999 V2000
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    6.6979   -8.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6979   -9.3273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9834   -9.7398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2690   -9.3273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2690   -8.5023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5545   -8.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5545   -7.2648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834  -10.5648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2690  -10.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2690  -11.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834  -12.2148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834  -13.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5545  -12.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8400  -11.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8400  -10.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5545  -10.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5545   -9.7398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256  -12.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111  -11.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6966  -12.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821  -11.8023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2677  -12.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2677  -13.0398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468  -11.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613  -12.2148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5738  -11.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613  -10.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3363  -10.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5738  -10.0714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8757  -12.6273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902  -12.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902  -11.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047  -12.6273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8350  -13.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6475  -13.1161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9296  -12.3408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3993  -11.7088    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5869  -11.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6815  -10.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7421  -12.1976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1778  -13.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9902  -13.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5205  -14.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2724  -12.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7744  -13.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7488  -12.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4124   -9.7398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4124   -8.0898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834   -7.2648    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  4  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 32  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 38 40  1  6  0  0  0
 37 41  1  6  0  0  0
 36 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 34 46  1  6  0  0  0
 26 47  1  6  0  0  0
  3 48  1  1  0  0  0
  2 49  1  6  0  0  0
  1 50  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0079687

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(O)=CC(\C=C\COC(=O)C[C@](C)(CC(O)=O)OC(=O)[C@]2(O)C[C@@H](O)[C@@H](O)[C@@H](C2)OC(C)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H42O19/c1-14(33)47-19-10-31(44,9-17(35)23(19)39)29(43)50-30(2,11-21(36)37)12-22(38)46-6-4-5-15-7-16(34)27(18(8-15)45-3)49-28-26(42)25(41)24(40)20(13-32)48-28/h4-5,7-8,17,19-20,23-26,28,32,34-35,39-42,44H,6,9-13H2,1-3H3,(H,36,37)/b5-4+/t17-,19-,20-,23-,24-,25+,26-,28+,30+,31+/m1/s1

> <INCHI_KEY>
APFZZFOFVLPZOR-NRKNPAPVSA-N

> <FORMULA>
C31H42O19

> <MOLECULAR_WEIGHT>
718.658

> <EXACT_MASS>
718.232029132

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
69.03733821171046

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-[(E)-(1S,3R,4R,5R)-3-(acetyloxy)-1,4,5-trihydroxycyclohexanecarbonyloxy]-5-{[(2E)-3-(3-hydroxy-5-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-en-1-yl]oxy}-3-methyl-5-oxopentanoic acid

> <ALOGPS_LOGP>
-0.66

> <JCHEM_LOGP>
-2.890521694333335

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.736359767234548

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8664075450213953

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2318212041864838

> <JCHEM_POLAR_SURFACE_AREA>
305.72999999999996

> <JCHEM_REFRACTIVITY>
161.77190000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-[(E)-(1S,3R,4R,5R)-3-(acetyloxy)-1,4,5-trihydroxycyclohexanecarbonyloxy]-5-{[(2E)-3-(3-hydroxy-5-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-en-1-yl]oxy}-3-methyl-5-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      11.169 -15.101   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.503 -15.871   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.503 -17.411   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.169 -18.181   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.835 -17.411   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.835 -15.871   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.502 -15.101   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.502 -13.561   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      11.169 -19.721   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.835 -20.491   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.835 -22.031   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.169 -22.801   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.169 -24.341   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.502 -22.801   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.168 -22.031   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.168 -20.491   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.502 -19.721   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.502 -18.181   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.834 -22.801   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.501 -22.031   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.167 -22.801   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.833 -22.031   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.500 -22.801   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.500 -24.341   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.834 -22.031   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.168 -22.801   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.938 -21.467   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.168 -20.134   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.628 -20.134   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.938 -18.800   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -3.501 -23.571   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.835 -22.801   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -4.835 -21.261   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -6.169 -23.571   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -7.159 -24.751   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -8.675 -24.483   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.202 -23.036   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -8.212 -21.857   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -6.695 -22.124   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -8.739 -20.409   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -10.719 -22.769   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -9.665 -25.663   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -11.182 -25.396   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -12.172 -26.575   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -11.708 -23.949   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -5.179 -24.751   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -1.398 -24.135   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      13.836 -18.181   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      13.836 -15.101   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      11.169 -13.561   0.000  0.00  0.00           O+0
CONECT    1    2    6   50                                                  
CONECT    2    1    3   49                                                  
CONECT    3    2    4   48                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17                                                            
CONECT   19   15   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   31   47                                             
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39   46                                             
CONECT   35   34   36                                                       
CONECT   36   35   37   42                                                  
CONECT   37   36   38   41                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38   34                                                       
CONECT   40   38                                                            
CONECT   41   37                                                            
CONECT   42   36   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   34                                                            
CONECT   47   26                                                            
CONECT   48    3                                                            
CONECT   49    2                                                            
CONECT   50    1                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₂O₁₉

Average Mass

718.6580 Da

Monoisotopic Mass

718.23203 Da

IUPAC Name

(3S)-3-[(E)-(1S,3R,4R,5R)-3-(acetyloxy)-1,4,5-trihydroxycyclohexanecarbonyloxy]-5-{[(2E)-3-(3-hydroxy-5-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-en-1-yl]oxy}-3-methyl-5-oxopentanoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(O)=CC(\C=C\COC(=O)C[C@](C)(CC(O)=O)OC(=O)[C@]2(O)C[C@@H](O)[C@@H](O)[C@@H](C2)OC(C)=O)=C1

InChI Identifier

InChI=1S/C31H42O19/c1-14(33)47-19-10-31(44,9-17(35)23(19)39)29(43)50-30(2,11-21(36)37)12-22(38)46-6-4-5-15-7-16(34)27(18(8-15)45-3)49-28-26(42)25(41)24(40)20(13-32)48-28/h4-5,7-8,17,19-20,23-26,28,32,34-35,39-42,44H,6,9-13H2,1-3H3,(H,36,37)/b5-4+/t17-,19-,20-,23-,24-,25+,26-,28+,30+,31+/m1/s1

InChI Key

APFZZFOFVLPZOR-NRKNPAPVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Wahlenbergia marginata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Phenolic glycoside
Quinic acid
Tetracarboxylic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Phenol ether
Anisole
Phenoxy compound
Methoxybenzene
Styrene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Cyclohexanol
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Monosaccharide
Cyclitol or derivatives
Benzenoid
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Polyol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Acetal
Organoheterocyclic compound
Ether
Carbonyl group
Organic oxygen compound
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.66	ALOGPS
logP	-2.9	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	305.73 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	161.77 m³·mol⁻¹	ChemAxon
Polarizability	69.04 Å³	ChemAxon
Number of Rings	3	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

C00044383

Chemspider ID

8804012

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10628649

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Wahlenoside B (NP0079687)

MOL for NP0079687 ((-)-Wahlenoside B)

3D MOL for NP0079687 ((-)-Wahlenoside B)

3D SDF for NP0079687 ((-)-Wahlenoside B)

3D-SDF for NP0079687 ((-)-Wahlenoside B)

PDB for NP0079687 ((-)-Wahlenoside B)

3D PDB for NP0079687 ((-)-Wahlenoside B)

SMILES for NP0079687 ((-)-Wahlenoside B)

INCHI for NP0079687 ((-)-Wahlenoside B)

Structure for NP0079687 ((-)-Wahlenoside B)

3D Structure for NP0079687 ((-)-Wahlenoside B)