NP-MRD: Showing NP-Card for ginsenoside c (NP0278484)

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Record Information

Version

2.0

Created at

2022-09-09 03:31:46 UTC

Updated at

2022-09-09 03:31:46 UTC

NP-MRD ID

NP0278484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ginsenoside c

Description

Ginsenoside C, also known as NSC 308878, belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. ginsenoside c is found in Aralia elata, Gynostemma yixingense, Panax ginseng, Panax notoginseng and Panax vietnamensis. ginsenoside c was first documented in 2011 (PMID: 21811908). Ginsenoside C is an extremely weak basic (essentially neutral) compound (based on its pKa) (PMID: 21811928) (PMID: 22534302) (PMID: 22717707).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572004031622122D          

 79 86  0  0  0  0            999 V2000
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  3  2  1  0  0  0  0
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  5  6  1  0  0  0  0
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  2  7  1  6  0  0  0
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  1 12  1  1  0  0  0
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M  END

     RDKit          3D

165172  0  0  0  0  0  0  0  0999 V2000
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M  END


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    6.8098    0.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -2.4006    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -3.6422    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516    0.0826    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9640   -0.0630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6493    4.4689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3695    4.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777    4.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737    5.2994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3552    5.7069    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6408    5.2890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9231    5.6959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3499    6.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7855    5.7163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -4.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0859   -3.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  6  1  0  0  0  0
  6  4  1  0  0  0  0
  2  7  1  6  0  0  0
  3  8  1  1  0  0  0
  5  9  1  6  0  0  0
  6 10  1  1  0  0  0
 11 10  1  0  0  0  0
  3  5  1  0  0  0  0
  2  1  1  0  0  0  0
  1 12  1  1  0  0  0
 24 20  1  0  0  0  0
 15 12  1  6  0  0  0
 25 19  1  0  0  0  0
 26 18  1  0  0  0  0
 27 23  1  0  0  0  0
 28 30  1  0  0  0  0
 29 32  1  0  0  0  0
 30 25  1  0  0  0  0
 31 21  1  0  0  0  0
 32 26  1  0  0  0  0
 33 21  1  0  0  0  0
 34 31  1  0  0  0  0
 35 33  1  0  0  0  0
 35 36  1  1  0  0  0
 38 37  1  1  0  0  0
 38 27  1  0  0  0  0
 39 13  1  0  0  0  0
 40 14  1  0  0  0  0
 41 16  1  0  0  0  0
 42 40  1  0  0  0  0
 43 39  1  0  0  0  0
 44 45  1  0  0  0  0
 30 45  1  1  0  0  0
 46 41  1  0  0  0  0
 47 48  2  0  0  0  0
 48 60  1  0  0  0  0
 20 49  1  6  0  0  0
 22 50  1  1  0  0  0
 24 51  1  1  0  0  0
 29 52  1  6  0  0  0
 28 53  1  6  0  0  0
 13 54  1  6  0  0  0
 31 55  1  1  0  0  0
 14 56  1  1  0  0  0
 16 57  1  1  0  0  0
 58 35  1  0  0  0  0
 32 59  1  1  0  0  0
 60 58  1  0  0  0  0
 61 35  1  0  0  0  0
 62 59  1  0  0  0  0
 63 47  1  0  0  0  0
 64 47  1  0  0  0  0
 17 65  1  6  0  0  0
 23 66  1  6  0  0  0
 21 67  1  1  0  0  0
 33 68  1  6  0  0  0
 33 43  1  0  0  0  0
 17 34  1  0  0  0  0
 16 23  1  0  0  0  0
 46 38  1  0  0  0  0
 24 28  1  0  0  0  0
 22 29  1  0  0  0  0
 69 44  1  1  0  0  0
 69 70  1  0  0  0  0
 14 13  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 17 14  1  0  0  0  0
 69 74  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 18 37  1  1  0  0  0
 74 75  1  6  0  0  0
 19 36  1  1  0  0  0
 73 76  1  1  0  0  0
 72 77  1  1  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 22 15  1  0  0  0  0
 27 78  1  0  0  0  0
 23 42  1  0  0  0  0
 27 79  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0278484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]1([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@]3([H])CC[C@@]21C)[C@](C)(CCC=C(C)C)O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1

> <INCHI_KEY>
NODILNFGTFIURN-GZPRDHCNSA-N

> <FORMULA>
C53H90O22

> <MOLECULAR_WEIGHT>
1079.281

> <EXACT_MASS>
1078.592374538

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
165

> <JCHEM_AVERAGE_POLARIZABILITY>
116.98510814442241

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.02

> <JCHEM_LOGP>
-0.9210698356666672

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.186237607957729

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.752724815252483

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6486743719488306

> <JCHEM_POLAR_SURFACE_AREA>
357.06000000000006

> <JCHEM_REFRACTIVITY>
260.9266000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-16         0                                  
HETATM    1  C   UNK     0      -7.384  -8.351   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.384  -9.891   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.714 -10.653   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.714  -7.573   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0     -10.044  -9.891   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.044  -8.351   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.054 -10.661   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -8.714 -12.193   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0     -11.374 -10.661   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -11.374  -7.581   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -12.712  -8.358   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -6.048  -7.584   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.607  -2.926   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.277  -3.703   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.033  -6.044   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.617  -3.727   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.939  -2.941   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.695  -5.290   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.716   2.923   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.386   3.686   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.607  -1.386   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.347  -5.259   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.633  -5.267   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.378   5.218   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.054   3.686   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.671  -3.750   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.689  -6.044   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.700   5.996   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.339  -3.727   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.038   5.226   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.254  -0.616   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.002  -2.972   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.070  -0.911   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.916  -1.393   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.054   0.629   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.708   1.383   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.357  -6.075   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -2.027  -5.290   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.070  -3.408   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.293  -5.244   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.713  -2.957   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.971  -6.021   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.972  -2.163   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       7.353   7.559   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       7.368   6.003   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -2.043  -3.750   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.390   0.706   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.044   1.453   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       2.048   2.908   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -8.693  -6.013   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       2.041   5.980   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -8.669  -2.949   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       4.693   7.536   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       4.607  -4.466   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       3.246   0.924   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       3.262  -2.156   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       0.594  -2.179   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       7.376   1.422   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -5.986  -1.432   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       8.722   0.668   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       6.031   2.169   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -7.316  -0.654   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      11.405  -0.833   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      12.712   1.492   0.000  0.00  0.00           C+0
HETATM   65  H   UNK     0       1.939  -4.481   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.640  -6.799   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       4.576   0.154   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       7.400  -0.118   0.000  0.00  0.00           H+0
HETATM   69  C   UNK     0       8.679   8.342   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      10.023   7.575   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0      11.345   8.352   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      11.338   9.892   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0       9.996  10.653   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       8.663   9.873   0.000  0.00  0.00           C+0
HETATM   75  O   UNK     0       7.323  10.632   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0       9.986  12.193   0.000  0.00  0.00           O+0
HETATM   77  O   UNK     0      12.666  10.670   0.000  0.00  0.00           O+0
HETATM   78  C   UNK     0      -0.675  -7.584   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      -2.027  -6.807   0.000  0.00  0.00           C+0
CONECT    1    4    2   12                                                  
CONECT    2    3    7    1                                                  
CONECT    3    2    8    5                                                  
CONECT    4    1    6                                                       
CONECT    5    6    9    3                                                  
CONECT    6    5    4   10                                                  
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    5                                                            
CONECT   10    6   11                                                       
CONECT   11   10                                                            
CONECT   12    1   15                                                       
CONECT   13   39   54   14   21                                             
CONECT   14   40   56   13   17                                             
CONECT   15   12   18   22                                                  
CONECT   16   41   57   23   17                                             
CONECT   17   65   34   16   14                                             
CONECT   18   26   15   37                                                  
CONECT   19   25   36   20                                                  
CONECT   20   24   49   19                                                  
CONECT   21   31   33   67   13                                             
CONECT   22   50   29   15                                                  
CONECT   23   27   66   16   42                                             
CONECT   24   20   51   28                                                  
CONECT   25   19   30                                                       
CONECT   26   18   32                                                       
CONECT   27   23   38   78   79                                             
CONECT   28   30   53   24                                                  
CONECT   29   32   52   22                                                  
CONECT   30   28   25   45                                                  
CONECT   31   21   34   55                                                  
CONECT   32   29   26   59                                                  
CONECT   33   21   35   68   43                                             
CONECT   34   31   17                                                       
CONECT   35   33   36   58   61                                             
CONECT   36   35   19                                                       
CONECT   37   38   18                                                       
CONECT   38   37   27   46                                                  
CONECT   39   13   43                                                       
CONECT   40   14   42                                                       
CONECT   41   16   46                                                       
CONECT   42   40   23                                                       
CONECT   43   39   33                                                       
CONECT   44   45   69                                                       
CONECT   45   44   30                                                       
CONECT   46   41   38                                                       
CONECT   47   48   63   64                                                  
CONECT   48   47   60                                                       
CONECT   49   20                                                            
CONECT   50   22                                                            
CONECT   51   24                                                            
CONECT   52   29                                                            
CONECT   53   28                                                            
CONECT   54   13                                                            
CONECT   55   31                                                            
CONECT   56   14                                                            
CONECT   57   16                                                            
CONECT   58   35   60                                                       
CONECT   59   32   62                                                       
CONECT   60   48   58                                                       
CONECT   61   35                                                            
CONECT   62   59                                                            
CONECT   63   47                                                            
CONECT   64   47                                                            
CONECT   65   17                                                            
CONECT   66   23                                                            
CONECT   67   21                                                            
CONECT   68   33                                                            
CONECT   69   44   70   74                                                  
CONECT   70   69   71                                                       
CONECT   71   70   72                                                       
CONECT   72   71   73   77                                                  
CONECT   73   72   74   76                                                  
CONECT   74   69   73   75                                                  
CONECT   75   74                                                            
CONECT   76   73                                                            
CONECT   77   72                                                            
CONECT   78   27                                                            
CONECT   79   27                                                            
MASTER        0    0    0    0    0    0    0    0   79    0  172    0
END

View in JSmol

Synonyms

Value	Source
(20S)-Ginsenoside RB2	ChEBI
NSC 308878	ChEBI
Gingenoside C	MeSH
Ginsenoside C	ChEBI
Ginsenoside RB2	MeSH

Chemical Formula

C₅₃H₉₀O₂₂

Average Mass

1079.2810 Da

Monoisotopic Mass

1078.59237 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]1([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@]3([H])CC[C@@]21C)[C@](C)(CCC=C(C)C)O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1

InChI Key

NODILNFGTFIURN-GZPRDHCNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aralia elata	LOTUS Database	35616633
Gynostemma yixingense	LOTUS Database	35616633
Panax ginseng	LOTUS Database	35616633
Panax notoginseng	LOTUS Database	35616633
Panax vietnamensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Steroidal glycoside
12-hydroxysteroid
14-alpha-methylsteroid
Hydroxysteroid
Steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty acyl
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:77152 )
disaccharide derivative (CHEBI:77152 )
tetracyclic triterpenoid (CHEBI:77152 )
12beta-hydroxy steroid (CHEBI:77152 )
ginsenoside (CHEBI:77152 )

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	-0.02	ALOGPS
logP	-0.92	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	357.06 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	260.93 m³·mol⁻¹	ChemAxon
Polarizability	116.99 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

DB06748

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

CPD-15451

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6917976

PDB ID

Not Available

ChEBI ID

77152

Good Scents ID

Not Available

References

General References

Jung MS, Chung SH: AMP-activated protein kinase: a potential target for ginsenosides? Arch Pharm Res. 2011 Jul;34(7):1037-40. doi: 10.1007/s12272-011-0700-4. [PubMed:21811908 ]
Lee KT, Jung TW, Lee HJ, Kim SG, Shin YS, Whang WK: The antidiabetic effect of ginsenoside Rb2 via activation of AMPK. Arch Pharm Res. 2011 Jul;34(7):1201-8. doi: 10.1007/s12272-011-0719-6. Epub 2011 Aug 3. [PubMed:21811928 ]
Hyun YJ, Kim B, Kim DH: Cloning and characterization of ginsenoside Ra1-hydrolyzing beta-D-xylosidase from Bifidobacterium breve K-110. J Microbiol Biotechnol. 2012 Apr;22(4):535-40. doi: 10.4014/jmb.1110.10001. [PubMed:22534302 ]
Quan LH, Jin Y, Wang C, Min JW, Kim YJ, Yang DC: Enzymatic transformation of the major ginsenoside Rb2 to minor compound Y and compound K by a ginsenoside-hydrolyzing beta-glycosidase from Microbacterium esteraromaticum. J Ind Microbiol Biotechnol. 2012 Oct;39(10):1557-62. doi: 10.1007/s10295-012-1158-1. Epub 2012 Jun 21. [PubMed:22717707 ]
LOTUS database [Link]

Showing NP-Card for ginsenoside c (NP0278484)

MOL for NP0278484 (ginsenoside c)

3D MOL for NP0278484 (ginsenoside c)

3D SDF for NP0278484 (ginsenoside c)

3D-SDF for NP0278484 (ginsenoside c)

PDB for NP0278484 (ginsenoside c)

3D PDB for NP0278484 (ginsenoside c)

SMILES for NP0278484 (ginsenoside c)

INCHI for NP0278484 (ginsenoside c)

Structure for NP0278484 (ginsenoside c)

3D Structure for NP0278484 (ginsenoside c)