NP-MRD: Showing NP-Card for Gypenoside XLIX (NP0140678)

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Record Information

Version

2.0

Created at

2022-06-29 21:46:23 UTC

Updated at

2022-06-29 21:46:23 UTC

NP-MRD ID

NP0140678

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gypenoside XLIX

Description

Gypenoside XLIX 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. Gypenoside XLIX is found in Gynostemma pentaphyllum. Gypenoside XLIX was first documented in 2021 (PMID: 34529980). Based on a literature review a small amount of articles have been published on Gypenoside XLIX (PMID: 35807341) (PMID: 35761708) (PMID: 33773190) (PMID: 33334897).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292223462D          

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M  END

     RDKit          3D

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  Mrv1652306292223462D          

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 14 15  1  1  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  1  0  0  0
 19 31  1  0  0  0  0
 31 32  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 28 35  1  1  0  0  0
 27 36  1  6  0  0  0
 24 37  1  1  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 37 44  1  0  0  0  0
 44 45  1  0  0  0  0
 46 45  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 46 51  1  0  0  0  0
 50 52  1  1  0  0  0
 52 53  1  0  0  0  0
 49 54  1  6  0  0  0
 48 55  1  1  0  0  0
 47 56  1  6  0  0  0
 37 57  1  1  0  0  0
 19 58  1  1  0  0  0
 58 59  2  0  0  0  0
 11 60  1  1  0  0  0
 10 61  1  1  0  0  0
 62 61  1  1  0  0  0
 62 63  1  0  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
 62 67  1  0  0  0  0
 65 68  1  6  0  0  0
 64 69  1  1  0  0  0
 63 70  1  6  0  0  0
  5 71  1  6  0  0  0
  4 72  1  6  0  0  0
  3 73  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0140678

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C=O)[C@@H](CC[C@]5(C)[C@@H]4CC[C@@H]4[C@H](CC[C@@]54C)[C@@](O)(CCC=C(C)C)CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3(C)C)OC[C@H](O)[C@@H]2O[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/C52H86O21/c1-24(2)9-8-15-52(65,23-68-45-40(63)38(61)36(59)30(19-53)70-45)27-12-16-49(6)26(27)10-11-32-50(49,7)17-13-31-48(4,5)33(14-18-51(31,32)22-54)71-47-43(73-46-41(64)37(60)34(57)25(3)69-46)42(29(56)21-67-47)72-44-39(62)35(58)28(55)20-66-44/h9,22,25-47,53,55-65H,8,10-21,23H2,1-7H3/t25-,26+,27-,28+,29-,30+,31-,32-,33-,34-,35-,36+,37+,38-,39+,40+,41+,42-,43+,44-,45+,46-,47-,49+,50+,51+,52+/m0/s1

> <INCHI_KEY>
AFEVCSJFNQWWDF-AZFNEDKCSA-N

> <FORMULA>
C52H86O21

> <MOLECULAR_WEIGHT>
1047.239

> <EXACT_MASS>
1046.566159789

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
159

> <JCHEM_AVERAGE_POLARIZABILITY>
112.90921247149898

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,7S,10R,11R,14S,15R)-5-{[(2S,3R,4S,5S)-5-hydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-14-[(2S)-2-hydroxy-6-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]-6,6,10,11-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-2-carbaldehyde

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
0.051106249999999964

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.208105141083266

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.761637117030046

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121826294462256

> <JCHEM_POLAR_SURFACE_AREA>
333.67

> <JCHEM_REFRACTIVITY>
254.16340000000017

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7S,10R,11R,14S,15R)-5-{[(2S,3R,4S,5S)-5-hydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-14-[(2S)-2-hydroxy-6-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]-6,6,10,11-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-2-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -9.748  -3.122   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.755  -4.299   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.278  -5.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.285  -6.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.769  -6.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.246  -5.205   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.239  -4.028   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.730  -4.934   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.207  -3.486   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.200  -2.309   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.676  -0.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.160  -0.589   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.168  -1.766   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.691  -3.215   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.698  -4.392   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.182  -4.121   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.341  -2.673   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.857  -2.402   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.850  -3.579   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.366  -3.308   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.889  -1.859   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.405  -1.588   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.398  -2.766   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.937  -2.816   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.365  -4.295   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.090  -5.159   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.874  -4.214   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.358  -4.485   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.835  -5.934   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.319  -6.205   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.326  -5.027   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.810  -5.298   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.332  -6.332   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.028  -6.823   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.351  -5.663   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.985  -5.750   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.882  -1.600   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.098  -2.545   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.524  -1.965   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.740  -2.910   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.166  -2.330   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.382  -3.275   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.377  -0.804   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.827  -0.384   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      10.247   1.042   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      11.192   2.258   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      10.612   3.685   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.557   4.900   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      13.082   4.690   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      13.663   3.263   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      12.717   2.047   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      15.188   3.053   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      16.133   4.268   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      14.028   5.906   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      10.976   6.327   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       9.086   3.895   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       8.666  -0.655   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       3.373  -2.131   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       2.380  -0.953   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -5.669   0.317   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      -6.716  -2.580   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -7.708  -1.402   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      -9.224  -1.673   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0     -10.217  -0.496   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -9.694   0.952   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      -8.178   1.223   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      -7.185   0.046   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0     -10.687   2.130   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0     -11.733  -0.767   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0     -10.499  -2.538   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      -5.777  -7.831   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      -8.809  -8.373   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0     -10.794  -6.019   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   73                                                  
CONECT    4    3    5   72                                                  
CONECT    5    4    6   71                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   61                                                  
CONECT   11   10   12   60                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   32                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   31   58                                             
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   37                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23   28   36                                             
CONECT   28   27   20   29   35                                             
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   19   32                                                  
CONECT   32   31   16   33   34                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   28                                                            
CONECT   36   27                                                            
CONECT   37   24   38   44   57                                             
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   37   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   51                                                  
CONECT   47   46   48   56                                                  
CONECT   48   47   49   55                                                  
CONECT   49   48   50   54                                                  
CONECT   50   49   51   52                                                  
CONECT   51   50   46                                                       
CONECT   52   50   53                                                       
CONECT   53   52                                                            
CONECT   54   49                                                            
CONECT   55   48                                                            
CONECT   56   47                                                            
CONECT   57   37                                                            
CONECT   58   19   59                                                       
CONECT   59   58                                                            
CONECT   60   11                                                            
CONECT   61   10   62                                                       
CONECT   62   61   63   67                                                  
CONECT   63   62   64   70                                                  
CONECT   64   63   65   69                                                  
CONECT   65   64   66   68                                                  
CONECT   66   65   67                                                       
CONECT   67   66   62                                                       
CONECT   68   65                                                            
CONECT   69   64                                                            
CONECT   70   63                                                            
CONECT   71    5                                                            
CONECT   72    4                                                            
CONECT   73    3                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  160    0
END

View in JSmol

Synonyms

Value	Source
3-((O-6-Deoxymannopyranosyl-1-2-O-(xylopyranosyl-1-3)arabinopyranosyl)oxy)-21-glucopyranosyloxy-20-hydroxydammar-24-en-19-al	MeSH

Chemical Formula

C₅₂H₈₆O₂₁

Average Mass

1047.2390 Da

Monoisotopic Mass

1046.56616 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C=O)[C@@H](CC[C@]5(C)[C@@H]4CC[C@@H]4[C@H](CC[C@@]54C)[C@@](O)(CCC=C(C)C)CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3(C)C)OC[C@H](O)[C@@H]2O[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/C52H86O21/c1-24(2)9-8-15-52(65,23-68-45-40(63)38(61)36(59)30(19-53)70-45)27-12-16-49(6)26(27)10-11-32-50(49,7)17-13-31-48(4,5)33(14-18-51(31,32)22-54)71-47-43(73-46-41(64)37(60)34(57)25(3)69-46)42(29(56)21-67-47)72-44-39(62)35(58)28(55)20-66-44/h9,22,25-47,53,55-65H,8,10-21,23H2,1-7H3/t25-,26+,27-,28+,29-,30+,31-,32-,33-,34-,35-,36+,37+,38-,39+,40+,41+,42-,43+,44-,45+,46-,47-,49+,50+,51+,52+/m0/s1

InChI Key

AFEVCSJFNQWWDF-AZFNEDKCSA-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
Gynostemma pentaphyllum	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
20-hydroxysteroid
19-oxosteroid
Hydroxysteroid
14-alpha-methylsteroid
Oxosteroid
Steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
O-glycosyl compound
Disaccharide
Glycosyl compound
Fatty acyl
Oxane
Tertiary alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Primary alcohol
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Aldehyde
Hydrocarbon derivative
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00043564

Chemspider ID

13137474

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16007240

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhao H, Jiao W, Xiu Y, Zhou K, Zhong P, Wang N, Yu S: Enzymatic Biotransformation of Gypenoside XLIX into Gylongiposide I and Their Antiviral Roles against Enterovirus 71 In Vitro. Molecules. 2022 Jun 25;27(13):4094. doi: 10.3390/molecules27134094. [PubMed:35807341 ]
Chen S, Liu X, Zhao H, Cheng N, Sun J, Cao W: Beneficial effects of Gynostemma pentaphyllum honey paste on obesity via counteracting oxidative stress and inflammation: An exploration of functional food developed from two independent foods rich in saponins and phenolics. Food Res Int. 2022 Jul;157:111483. doi: 10.1016/j.foodres.2022.111483. Epub 2022 Jun 7. [PubMed:35761708 ]
Liu Q, Chen X, Kan M, Yang J, Gong Q, Jin R, Dai Y, Jin J, Zang H: Gypenoside XLIX loaded nanoparticles targeting therapy for renal fibrosis and its mechanism. Eur J Pharmacol. 2021 Nov 5;910:174501. doi: 10.1016/j.ejphar.2021.174501. Epub 2021 Sep 13. [PubMed:34529980 ]
Yang Q, Zang HM, Xing T, Zhang SF, Li C, Zhang Y, Dong YH, Hu XW, Yu JT, Wen JG, Jin J, Li J, Zhao R, Ma TT, Meng XM: Gypenoside XLIX protects against acute kidney injury by suppressing IGFBP7/IGF1R-mediated programmed cell death and inflammation. Phytomedicine. 2021 May;85:153541. doi: 10.1016/j.phymed.2021.153541. Epub 2021 Mar 5. [PubMed:33773190 ]
Piyasirananda W, Beekman A, Ganesan A, Bidula S, Stokes L: Insights into the Structure-Activity Relationship of Glycosides as Positive Allosteric Modulators Acting on P2X7 Receptors. Mol Pharmacol. 2021 Feb;99(2):163-174. doi: 10.1124/molpharm.120.000129. Epub 2020 Dec 17. [PubMed:33334897 ]

Showing NP-Card for Gypenoside XLIX (NP0140678)

MOL for NP0140678 (Gypenoside XLIX)

3D MOL for NP0140678 (Gypenoside XLIX)

3D SDF for NP0140678 (Gypenoside XLIX)

3D-SDF for NP0140678 (Gypenoside XLIX)

PDB for NP0140678 (Gypenoside XLIX)

3D PDB for NP0140678 (Gypenoside XLIX)

SMILES for NP0140678 (Gypenoside XLIX)

INCHI for NP0140678 (Gypenoside XLIX)

Structure for NP0140678 (Gypenoside XLIX)

3D Structure for NP0140678 (Gypenoside XLIX)