Np mrd loader

Showing NP-Card for Sandrosaponin II (NP0075758)

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Record Information
Version2.0
Created at2022-04-28 20:59:51 UTC
Updated at2022-04-28 20:59:51 UTC
NP-MRD IDNP0075758
Secondary Accession NumbersNone
Natural Product Identification
Common NameSandrosaponin II
Description[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid 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. Sandrosaponin II is found in Bupleurum rigidum L. Based on a literature review very few articles have been published on [(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0075758 (Sandrosaponin II)


  Mrv1652304282222592D          

 71 79  0  0  1  0            999 V2000
    4.5860    0.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0077    1.2404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END
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3D MOL for NP0075758 (Sandrosaponin II)

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3D SDF for NP0075758 (Sandrosaponin II)

  Mrv1652304282222592D          

 71 79  0  0  1  0            999 V2000
    4.5860    0.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 17 19  1  1  0  0  0
 16 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
 15 23  1  1  0  0  0
 22 24  1  1  0  0  0
 22 25  1  6  0  0  0
 25 26  1  0  0  0  0
 16 27  1  1  0  0  0
 27 28  1  0  0  0  0
 12 28  1  6  0  0  0
 11 29  1  6  0  0  0
  8 30  1  1  0  0  0
  5 31  1  1  0  0  0
  3 32  1  1  0  0  0
  3 33  1  6  0  0  0
 33 34  1  0  0  0  0
  2 35  1  1  0  0  0
 36 35  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  6  0  0  0
 43 42  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 43 48  1  0  0  0  0
 47 49  1  1  0  0  0
 49 50  1  0  0  0  0
 46 51  1  1  0  0  0
 45 52  1  1  0  0  0
 44 53  1  6  0  0  0
 40 54  1  1  0  0  0
 55 54  1  6  0  0  0
 55 56  1  0  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
 55 60  1  0  0  0  0
 60 61  1  1  0  0  0
 59 62  1  6  0  0  0
 58 63  1  6  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  2  0  0  0  0
 64 67  1  0  0  0  0
 57 68  1  6  0  0  0
 68 69  1  0  0  0  0
 39 70  1  1  0  0  0
 38 71  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0075758

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@@H](O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(C)[C@@H]3C=C[C@@]35OC[C@@]6(CC[C@@](C)(CO)C[C@@H]36)[C@@H](O)C[C@@]45C)[C@]2(C)CO)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](OS(O)(=O)=O)[C@H](O)[C@H]2O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H78O22S/c1-22-30(54)37(68-40-35(59)33(57)36(24(18-50)66-40)70-71(60,61)62)38(69-39-34(58)32(56)31(55)23(17-49)65-39)41(64-22)67-29-9-10-43(3)25(44(29,4)20-52)7-11-45(5)26(43)8-12-48-27-15-42(2,19-51)13-14-47(27,21-63-48)28(53)16-46(45,48)6/h8,12,22-41,49-59H,7,9-11,13-21H2,1-6H3,(H,60,61,62)/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31+,32+,33-,34-,35-,36+,37+,38-,39+,40+,41+,42-,43+,44+,45-,46+,47-,48-/m1/s1

> <INCHI_KEY>
CDMIHLDSCJTRAJ-GATUMWCWSA-N

> <FORMULA>
C48H78O22S

> <MOLECULAR_WEIGHT>
1039.19

> <EXACT_MASS>
1038.470545326

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
149

> <JCHEM_AVERAGE_POLARIZABILITY>
44.742150837447426

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.37

> <JCHEM_LOGP>
-3.463460456561475

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.909922893788492

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.0157260421777385

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9828348807943446

> <JCHEM_POLAR_SURFACE_AREA>
350.74

> <JCHEM_REFRACTIVITY>
242.48850000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0075758 (Sandrosaponin II)
Download
PDB for NP0075758 (Sandrosaponin II)
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       8.561   0.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.348   2.315   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.595   3.659   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.055   3.679   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.268   2.355   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.021   1.012   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.728   2.375   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.976   3.719   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.763   5.042   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.303   5.022   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.398   3.777   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.551   2.354   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.407   1.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.950   1.034   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.480   3.148   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.890   3.853   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.024   5.198   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.630   5.228   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.710   6.552   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.184   3.019   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.110   1.481   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.740   0.776   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.733   1.735   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.048  -0.547   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.396  -0.617   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.931  -0.745   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.153   2.221   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.216   1.348   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.217   5.081   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.175   5.246   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.481   1.032   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.912   4.458   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.669   5.197   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.038   5.902   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.888   2.295   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      11.640   0.952   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      10.853  -0.372   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      11.606  -1.715   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.146  -1.735   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.933  -0.412   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.180   0.932   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      13.967   2.255   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      15.507   2.235   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.294   3.559   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      17.834   3.539   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.587   2.196   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      17.800   0.872   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      16.260   0.892   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      18.552  -0.472   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      20.092  -0.492   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      20.127   2.176   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      18.622   4.863   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      15.542   4.903   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      15.473  -0.432   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      16.225  -1.775   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      17.765  -1.795   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      18.518  -3.139   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      17.731  -4.462   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      16.191  -4.442   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      15.438  -3.099   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      13.898  -3.079   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      15.403  -5.766   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      18.483  -5.806   0.000  0.00  0.00           O+0
HETATM   64  S   UNK     0      20.023  -5.826   0.000  0.00  0.00           S+0
HETATM   65  O   UNK     0      20.003  -7.366   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      20.043  -4.286   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      21.563  -5.846   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      20.058  -3.159   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      20.845  -1.835   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0      12.965  -3.265   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0      10.818  -3.039   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   35                                                  
CONECT    3    2    4   32   33                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   31                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   30                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   18   29                                             
CONECT   12   11   13   15   28                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   23                                                  
CONECT   16   15   17   20   27                                             
CONECT   17   16   18   19                                                  
CONECT   18   17   11                                                       
CONECT   19   17                                                            
CONECT   20   16   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22   15                                                       
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25                                                            
CONECT   27   16   28                                                       
CONECT   28   27   12                                                       
CONECT   29   11                                                            
CONECT   30    8                                                            
CONECT   31    5                                                            
CONECT   32    3                                                            
CONECT   33    3   34                                                       
CONECT   34   33                                                            
CONECT   35    2   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   71                                                  
CONECT   39   38   40   70                                                  
CONECT   40   39   41   54                                                  
CONECT   41   40   36   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   45   53                                                  
CONECT   45   44   46   52                                                  
CONECT   46   45   47   51                                                  
CONECT   47   46   48   49                                                  
CONECT   48   47   43                                                       
CONECT   49   47   50                                                       
CONECT   50   49                                                            
CONECT   51   46                                                            
CONECT   52   45                                                            
CONECT   53   44                                                            
CONECT   54   40   55                                                       
CONECT   55   54   56   60                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   68                                                  
CONECT   58   57   59   63                                                  
CONECT   59   58   60   62                                                  
CONECT   60   59   55   61                                                  
CONECT   61   60                                                            
CONECT   62   59                                                            
CONECT   63   58   64                                                       
CONECT   64   63   65   66   67                                             
CONECT   65   64                                                            
CONECT   66   64                                                            
CONECT   67   64                                                            
CONECT   68   57   69                                                       
CONECT   69   68                                                            
CONECT   70   39                                                            
CONECT   71   38                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  158    0
END

Download
3D PDB for NP0075758 (Sandrosaponin II)
Download
SMILES for NP0075758 (Sandrosaponin II)
C[C@H]1O[C@@H](O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(C)[C@@H]3C=C[C@@]35OC[C@@]6(CC[C@@](C)(CO)C[C@@H]36)[C@@H](O)C[C@@]45C)[C@]2(C)CO)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](OS(O)(=O)=O)[C@H](O)[C@H]2O)[C@H]1O
Download
INCHI for NP0075758 (Sandrosaponin II)
InChI=1S/C48H78O22S/c1-22-30(54)37(68-40-35(59)33(57)36(24(18-50)66-40)70-71(60,61)62)38(69-39-34(58)32(56)31(55)23(17-49)65-39)41(64-22)67-29-9-10-43(3)25(44(29,4)20-52)7-11-45(5)26(43)8-12-48-27-15-42(2,19-51)13-14-47(27,21-63-48)28(53)16-46(45,48)6/h8,12,22-41,49-59H,7,9-11,13-21H2,1-6H3,(H,60,61,62)/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31+,32+,33-,34-,35-,36+,37+,38-,39+,40+,41+,42-,43+,44+,45-,46+,47-,48-/m1/s1
Download
View in JSmol
Synonyms
ValueSource
[(2R,3R,4R,5R,6S)-4,5-Dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0,.0,.0,.0,]tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonateGenerator
[(2R,3R,4R,5R,6S)-4,5-Dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0,.0,.0,.0,]tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulphonateGenerator
[(2R,3R,4R,5R,6S)-4,5-Dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0,.0,.0,.0,]tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulphonic acidGenerator
Chemical FormulaC48H78O22S
Average Mass1039.1900 Da
Monoisotopic Mass1038.47055 Da
IUPAC Name[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid
Traditional Name[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3S,4S,5R,6R)-3-hydroxy-6-{[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-10-yl]oxy}-2-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid
CAS Registry NumberNot Available
SMILES
C[C@H]1O[C@@H](O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(C)[C@@H]3C=C[C@@]35OC[C@@]6(CC[C@@](C)(CO)C[C@@H]36)[C@@H](O)C[C@@]45C)[C@]2(C)CO)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](OS(O)(=O)=O)[C@H](O)[C@H]2O)[C@H]1O
InChI Identifier
InChI=1S/C48H78O22S/c1-22-30(54)37(68-40-35(59)33(57)36(24(18-50)66-40)70-71(60,61)62)38(69-39-34(58)32(56)31(55)23(17-49)65-39)41(64-22)67-29-9-10-43(3)25(44(29,4)20-52)7-11-45(5)26(43)8-12-48-27-15-42(2,19-51)13-14-47(27,21-63-48)28(53)16-46(45,48)6/h8,12,22-41,49-59H,7,9-11,13-21H2,1-6H3,(H,60,61,62)/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31+,32+,33-,34-,35-,36+,37+,38-,39+,40+,41+,42-,43+,44+,45-,46+,47-,48-/m1/s1
InChI KeyCDMIHLDSCJTRAJ-GATUMWCWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Bupleurum rigidumPlant
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene glycosides  
Direct ParentTriterpene saponins  
Alternative Parents
Substituents
  • Triterpene saponin
    • 

  • Triterpenoid
    • 

  • Steroid
    • 

  • Disaccharide sulfate
    • 

  • O-glycosyl compound
    • 

  • Glycosyl compound
    • 

  • Disaccharide
    • 

  • Oxepane
    • 

  • Sulfuric acid ester
    • 

  • Alkyl sulfate
    • 

  • Sulfate-ester
    • 

  • Sulfuric acid monoester
    • 

  • Oxane
    • 

  • Tetrahydrofuran
    • 

  • Organic sulfuric acid or derivatives
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Acetal
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.37ALOGPS
logP-3.5ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)-2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count21ChemAxon
Hydrogen Donor Count12ChemAxon
Polar Surface Area350.74 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity242.49 m³·mol⁻¹ChemAxon
Polarizability44.74 ųChemAxon
Number of Rings9ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163102336  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available