NP-MRD: Showing NP-Card for Esculentoside G (NP0072879)

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Record Information

Version

2.0

Created at

2022-04-28 18:09:40 UTC

Updated at

2022-04-28 18:09:41 UTC

NP-MRD ID

NP0072879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Esculentoside G

Description

2-Methyl 4a-(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2,4a-dicarboxylate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Esculentoside G is found in Phytolacca americana . Based on a literature review very few articles have been published on 2-methyl 4a-(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2,4a-dicarboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220092D          

 69 76  0  0  1  0            999 V2000
    5.2520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7770    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.3689   -1.5637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  1  0  0  0
  8 11  1  1  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
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 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 28 29  1  0  0  0  0
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 32 33  1  0  0  0  0
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 32 35  1  1  0  0  0
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 37 38  1  0  0  0  0
  7 39  1  6  0  0  0
  2 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
  1 43  1  0  0  0  0
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 45 46  1  0  0  0  0
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 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
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 48 53  1  0  0  0  0
 53 54  1  6  0  0  0
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 57 56  1  1  0  0  0
 57 58  1  0  0  0  0
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 59 66  1  1  0  0  0
 58 67  1  6  0  0  0
 41 68  1  1  0  0  0
  2 69  1  1  0  0  0
M  END

     RDKit          3D

143150  0  0  0  0  0  0  0  0999 V2000
   -8.2581    5.7192   -2.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7423    4.8993   -1.2248 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282220092D          

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> <DATABASE_ID>
NP0072879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]1(C)CC[C@@]2(CC[C@]3(C)C(=CC=C4[C@@]5(C)C[C@H](O)[C@H](O[C@@H]6OC[C@@H](O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(=O)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H74O21/c1-43(41(61)63-6)11-13-48(42(62)69-40-36(60)33(57)30(54)25(18-50)66-40)14-12-46(4)21(22(48)15-43)7-8-28-44(2)16-23(52)37(45(3,20-51)27(44)9-10-47(28,46)5)68-38-34(58)31(55)26(19-64-38)67-39-35(59)32(56)29(53)24(17-49)65-39/h7-8,22-27,29-40,49-60H,9-20H2,1-6H3/t22-,23-,24+,25+,26+,27+,29-,30-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,43-,44-,45-,46+,47+,48-/m0/s1

> <INCHI_KEY>
DDDHUKSRQZZNCR-YHAGPQNYSA-N

> <FORMULA>
C48H74O21

> <MOLECULAR_WEIGHT>
987.099

> <EXACT_MASS>
986.472259403

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
143

> <JCHEM_AVERAGE_POLARIZABILITY>
103.96295545712238

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl 4a-(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2,4a-dicarboxylate

> <ALOGPS_LOGP>
-0.23

> <JCHEM_LOGP>
-2.0082385993333296

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.196604170327564

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.751273973309805

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483775726781342

> <JCHEM_POLAR_SURFACE_AREA>
341.51000000000005

> <JCHEM_REFRACTIVITY>
235.39230000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl 4a-(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,7,8,8a,10,11,12,14b-dodecahydropicene-2,4a-dicarboxylate

> <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       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.510  -2.103   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.742  -1.380   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.689  -2.919   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.102  -0.657   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.156   0.882   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   3.437   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.104   4.771   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.976   4.771   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.206   6.105   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.976   7.438   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.516   7.438   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.286   6.105   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.516   4.771   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.286   3.437   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -4.826   6.105   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -3.286   8.772   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -0.206   8.772   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.976  10.106   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.023   3.635   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.650   2.920   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.397   3.643   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      12.757   4.366   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      14.424  -0.564   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      13.654  -1.897   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      14.424  -3.231   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      15.964  -3.231   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      16.734  -1.897   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      15.964  -0.564   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      16.734   0.770   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      18.274  -1.897   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      16.734  -4.565   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      15.964  -5.898   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      16.734  -7.232   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      15.964  -8.566   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      14.424  -8.566   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      13.654  -7.232   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      14.424  -5.898   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      12.114  -7.232   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      11.344  -8.566   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      13.654  -9.899   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      16.734  -9.899   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      18.274  -7.232   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      12.114  -1.897   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0       8.264  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2   10   43                                                  
CONECT    2    1    3   40   69                                             
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8   12   39                                             
CONECT    8    7    3    9   11                                             
CONECT    9    8   10                                                       
CONECT   10    9    1                                                       
CONECT   11    8                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19   25                                             
CONECT   15   14    6   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20   21                                             
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17                                                            
CONECT   21   17   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   14   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   37                                                  
CONECT   31   30   32   36                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   28   34                                                  
CONECT   34   33                                                            
CONECT   35   32                                                            
CONECT   36   31                                                            
CONECT   37   30   38                                                       
CONECT   38   37                                                            
CONECT   39    7                                                            
CONECT   40    2   41                                                       
CONECT   41   40   42   68                                                  
CONECT   42   41   43   47                                                  
CONECT   43   42    1   44   45                                             
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45                                                            
CONECT   47   42   48                                                       
CONECT   48   47   49   53                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   56                                                  
CONECT   52   51   53   55                                                  
CONECT   53   52   48   54                                                  
CONECT   54   53                                                            
CONECT   55   52                                                            
CONECT   56   51   57                                                       
CONECT   57   56   58   62                                                  
CONECT   58   57   59   67                                                  
CONECT   59   58   60   66                                                  
CONECT   60   59   61   65                                                  
CONECT   61   60   62   63                                                  
CONECT   62   61   57                                                       
CONECT   63   61   64                                                       
CONECT   64   63                                                            
CONECT   65   60                                                            
CONECT   66   59                                                            
CONECT   67   58                                                            
CONECT   68   41                                                            
CONECT   69    2                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  152    0
END

View in JSmol

Synonyms

Value	Source
2-Methyl 4a-(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,4ar,6ar,6BS,8ar,9R,10R,11S,12as,14BS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2,4a-dicarboxylic acid	Generator

Chemical Formula

C₄₈H₇₄O₂₁

Average Mass

987.0990 Da

Monoisotopic Mass

986.47226 Da

IUPAC Name

2-methyl 4a-(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2,4a-dicarboxylate

Traditional Name

2-methyl 4a-(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,4aR,6aR,6bS,8aR,9R,10R,11S,12aS,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,7,8,8a,10,11,12,14b-dodecahydropicene-2,4a-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]1(C)CC[C@@]2(CC[C@]3(C)C(=CC=C4[C@@]5(C)C[C@H](O)[C@H](O[C@@H]6OC[C@@H](O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(=O)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C48H74O21/c1-43(41(61)63-6)11-13-48(42(62)69-40-36(60)33(57)30(54)25(18-50)66-40)14-12-46(4)21(22(48)15-43)7-8-28-44(2)16-23(52)37(45(3,20-51)27(44)9-10-47(28,46)5)68-38-34(58)31(55)26(19-64-38)67-39-35(59)32(56)29(53)24(17-49)65-39/h7-8,22-27,29-40,49-60H,9-20H2,1-6H3/t22-,23-,24+,25+,26+,27+,29-,30-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,43-,44-,45-,46+,47+,48-/m0/s1

InChI Key

DDDHUKSRQZZNCR-YHAGPQNYSA-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
Phytolacca americana	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
12-alpha-hydroxysteroid
Hydroxysteroid
12-hydroxysteroid
Steroid
O-glycosyl compound
Glycosyl compound
Disaccharide
Oxane
Dicarboxylic acid or derivatives
Methyl ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
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	-0.23	ALOGPS
logP	-2	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	341.51 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	235.39 m³·mol⁻¹	ChemAxon
Polarizability	103.96 Å³	ChemAxon
Number of Rings	8	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

163061105

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Esculentoside G (NP0072879)

MOL for NP0072879 (Esculentoside G)

3D MOL for NP0072879 (Esculentoside G)

3D SDF for NP0072879 (Esculentoside G)

3D-SDF for NP0072879 (Esculentoside G)

PDB for NP0072879 (Esculentoside G)

3D PDB for NP0072879 (Esculentoside G)

SMILES for NP0072879 (Esculentoside G)

INCHI for NP0072879 (Esculentoside G)

Structure for NP0072879 (Esculentoside G)

3D Structure for NP0072879 (Esculentoside G)