NP-MRD: Showing NP-Card for Rebaudioside D (NP0074765)

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Record Information

Version

2.0

Created at

2022-04-28 20:05:38 UTC

Updated at

2022-04-28 20:05:38 UTC

NP-MRD ID

NP0074765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rebaudioside D

Description

Rebaudioside D, also known as reb D, belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-Hydroxykaur-16-en-18-oic acid) moiety. Thus, rebaudioside D is considered to be an isoprenoid. Rebaudioside D is found in Stevia rebaudiana . Rebaudioside D was first documented in 2021 (PMID: 35481200). Based on a literature review a small amount of articles have been published on rebaudioside D (PMID: 35417157) (PMID: 34980386) (PMID: 34687452) (PMID: 34425398).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222052D          

 78 86  0  0  1  0            999 V2000
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M  END

     RDKit          3D

158166  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282222052D          

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    6.7494   -2.6324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1598   -3.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7487   -3.6525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8603   -0.7762    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  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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  1  0  0  0
  8 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 12 18  1  1  0  0  0
 19 18  1  1  0  0  0
 19 20  1  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  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  6  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 27 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
 26 31  1  0  0  0  0
 30 32  1  1  0  0  0
 32 33  1  0  0  0  0
 29 34  1  6  0  0  0
 28 35  1  1  0  0  0
 27 36  1  6  0  0  0
 23 37  1  1  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 43 44  1  1  0  0  0
 42 45  1  6  0  0  0
 41 46  1  1  0  0  0
 40 47  1  6  0  0  0
 47 48  1  0  0  0  0
 22 49  1  6  0  0  0
 21 50  1  1  0  0  0
 50 51  1  0  0  0  0
  5 52  1  1  0  0  0
  3 53  1  1  0  0  0
 53 54  2  0  0  0  0
 53 55  1  0  0  0  0
 56 55  1  1  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 56 61  1  0  0  0  0
 61 62  1  6  0  0  0
 63 62  1  1  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 63 68  1  0  0  0  0
 67 69  1  1  0  0  0
 69 70  1  0  0  0  0
 66 71  1  6  0  0  0
 65 72  1  1  0  0  0
 64 73  1  6  0  0  0
 60 74  1  1  0  0  0
 59 75  1  6  0  0  0
 58 76  1  1  0  0  0
 76 77  1  0  0  0  0
  3 78  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0074765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CCC[C@](C)([C@H]1CC[C@@]13CC(=C)[C@@](C1)(CC[C@@H]23)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3/t19-,20-,21-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,39-,40-,41+,42+,43+,44+,45+,47-,48-,49-,50+/m1/s1

> <INCHI_KEY>
RPYRMTHVSUWHSV-CUZJHZIBSA-N

> <FORMULA>
C50H80O28

> <MOLECULAR_WEIGHT>
1129.162

> <EXACT_MASS>
1128.483611936

> <JCHEM_ACCEPTOR_COUNT>
27

> <JCHEM_ATOM_COUNT>
158

> <JCHEM_AVERAGE_POLARIZABILITY>
111.09134034126953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
17

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl (1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

> <ALOGPS_LOGP>
-1.89

> <JCHEM_LOGP>
-5.702879676666665

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.180694477906524

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.750581418900856

> <JCHEM_PKA_STRONGEST_BASIC>
-3.655543019891522

> <JCHEM_POLAR_SURFACE_AREA>
453.28000000000014

> <JCHEM_REFRACTIVITY>
250.9761000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl (1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.193   2.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.658   1.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.618   0.065   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.115   0.397   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.650   1.866   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.690   3.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.118   2.243   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.999   1.022   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.569  -0.447   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -0.758   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.112   2.016   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.964   2.885   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.081   4.116   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.659   3.819   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.675   1.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.193   1.177   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.512   0.307   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.252   3.730   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.164   5.267   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.789   5.960   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.701   7.498   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.989   8.342   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.364   7.650   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.452   6.112   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.827   5.419   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.115   6.264   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.490   5.571   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.778   6.416   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.690   7.954   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.315   8.646   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.027   7.802   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -7.227  10.184   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.514  11.029   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -9.978   8.798   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0     -10.153   5.723   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -7.578   4.034   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -4.652   8.494   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -4.564  10.032   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -5.851  10.877   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -5.764  12.414   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.388  13.107   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -3.101  12.262   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.188  10.725   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.901   9.880   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -1.725  12.955   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -4.300  14.644   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -7.051  13.259   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -6.964  14.796   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -1.014   9.535   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       0.674   8.190   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       0.762   9.728   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       3.203   3.340   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       6.718  -1.013   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       6.334  -2.504   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       8.201  -0.600   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       9.301  -1.679   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       8.917  -3.170   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      10.016  -4.248   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      11.500  -3.835   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      11.884  -2.344   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      10.784  -1.266   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      11.169   0.226   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      12.652   0.638   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      13.037   2.130   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      14.520   2.543   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      15.620   1.464   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      15.235  -0.027   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      13.752  -0.440   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0      16.335  -1.105   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      17.818  -0.693   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      17.103   1.877   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      14.904   4.034   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      11.937   3.208   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0      13.367  -1.931   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0      12.599  -4.914   0.000  0.00  0.00           O+0
HETATM   76  C   UNK     0       9.632  -5.740   0.000  0.00  0.00           C+0
HETATM   77  O   UNK     0      10.731  -6.818   0.000  0.00  0.00           O+0
HETATM   78  C   UNK     0       5.339  -1.449   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   53   78                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   52                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   17                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   15   18                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8                                                       
CONECT   18   12   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   50                                                  
CONECT   22   21   23   49                                                  
CONECT   23   22   24   37                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28   36                                                  
CONECT   28   27   29   35                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30   26                                                       
CONECT   32   30   33                                                       
CONECT   33   32                                                            
CONECT   34   29                                                            
CONECT   35   28                                                            
CONECT   36   27                                                            
CONECT   37   23   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   47                                                  
CONECT   41   40   42   46                                                  
CONECT   42   41   43   45                                                  
CONECT   43   42   38   44                                                  
CONECT   44   43                                                            
CONECT   45   42                                                            
CONECT   46   41                                                            
CONECT   47   40   48                                                       
CONECT   48   47                                                            
CONECT   49   22                                                            
CONECT   50   21   51                                                       
CONECT   51   50                                                            
CONECT   52    5                                                            
CONECT   53    3   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57   61                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59   76                                                  
CONECT   59   58   60   75                                                  
CONECT   60   59   61   74                                                  
CONECT   61   60   56   62                                                  
CONECT   62   61   63                                                       
CONECT   63   62   64   68                                                  
CONECT   64   63   65   73                                                  
CONECT   65   64   66   72                                                  
CONECT   66   65   67   71                                                  
CONECT   67   66   68   69                                                  
CONECT   68   67   63                                                       
CONECT   69   67   70                                                       
CONECT   70   69                                                            
CONECT   71   66                                                            
CONECT   72   65                                                            
CONECT   73   64                                                            
CONECT   74   60                                                            
CONECT   75   59                                                            
CONECT   76   58   77                                                       
CONECT   77   76                                                            
CONECT   78    3                                                            
MASTER        0    0    0    0    0    0    0    0   78    0  172    0
END

View in JSmol

Synonyms

Value	Source
(-)-Rebaudioside D	ChEBI
Reb D	ChEBI
Reb-D	ChEBI
Rebaudioside-D	ChEBI

Chemical Formula

C₅₀H₈₀O₂₈

Average Mass

1129.1620 Da

Monoisotopic Mass

1128.48361 Da

IUPAC Name

(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl (1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@]12CCC[C@](C)([C@H]1CC[C@@]13CC(=C)[C@@](C1)(CC[C@@H]23)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3/t19-,20-,21-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,39-,40-,41+,42+,43+,44+,45+,47-,48-,49-,50+/m1/s1

InChI Key

RPYRMTHVSUWHSV-CUZJHZIBSA-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
Stevia rebaudiana	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-Hydroxykaur-16-en-18-oic acid) moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Steviol glycosides

Alternative Parents

Substituents

Steviol glycoside
Oligosaccharide
Diterpenoid
Kaurane diterpenoid
Fatty acyl glycoside
Glycosyl compound
O-glycosyl compound
Fatty acyl
Oxane
Carboxylic acid ester
Secondary alcohol
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Polyol
Organooxygen compound
Organic oxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Carbonyl group
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-1.9	ALOGPS
logP	-5.7	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	27	ChemAxon
Hydrogen Donor Count	17	ChemAxon
Polar Surface Area	453.28 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	250.98 m³·mol⁻¹	ChemAxon
Polarizability	111.09 Å³	ChemAxon
Number of Rings	9	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

C00036203

Chemspider ID

24606173

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71773169

PDB ID

Not Available

ChEBI ID

145022

Good Scents ID

rw1053441

References

General References

Wang Z, Liu W, Liu W, Ma Y, Li Y, Wang B, Wei X, Liu Z, Song H: Co-immobilized recombinant glycosyltransferases efficiently convert rebaudioside A to M in cascade. RSC Adv. 2021 Apr 28;11(26):15785-15794. doi: 10.1039/d0ra10574k. eCollection 2021 Apr 26. [PubMed:35481200 ]
Guo B, Deng Z, Meng F, Wang Q, Zhang Y, Yuan Z, Rao Y: Enhancement of Rebaudioside M Production by Structure-Guided Engineering of Glycosyltransferase UGT76G1. J Agric Food Chem. 2022 Apr 27;70(16):5088-5094. doi: 10.1021/acs.jafc.2c01209. Epub 2022 Apr 13. [PubMed:35417157 ]
Tian X, Zhong F, Xia Y: Dynamic characteristics of sweetness and bitterness and their correlation with chemical structures for six steviol glycosides. Food Res Int. 2022 Jan;151:110848. doi: 10.1016/j.foodres.2021.110848. Epub 2021 Dec 2. [PubMed:34980386 ]
Zhang T, Myint KZ, Xia Y, Wu J: A comparative study on physicochemical and micellar solubilization performance between monoglucosyl rebaudioside A and rebaudioside A. J Sci Food Agric. 2022 May;102(7):2651-2659. doi: 10.1002/jsfa.11604. Epub 2021 Nov 8. [PubMed:34687452 ]
Wang Y, Sun X, Jia X, Zhu L, Yin H: Comparative transcriptomic of Stevia rebaudiana provides insight into rebaudioside D and rebaudioside M biosynthesis. Plant Physiol Biochem. 2021 Oct;167:541-549. doi: 10.1016/j.plaphy.2021.08.028. Epub 2021 Aug 17. [PubMed:34425398 ]

Showing NP-Card for Rebaudioside D (NP0074765)

MOL for NP0074765 (Rebaudioside D)

3D MOL for NP0074765 (Rebaudioside D)

3D SDF for NP0074765 (Rebaudioside D)

3D-SDF for NP0074765 (Rebaudioside D)

PDB for NP0074765 (Rebaudioside D)

3D PDB for NP0074765 (Rebaudioside D)

SMILES for NP0074765 (Rebaudioside D)

INCHI for NP0074765 (Rebaudioside D)

Structure for NP0074765 (Rebaudioside D)

3D Structure for NP0074765 (Rebaudioside D)