NP-MRD: Showing NP-Card for 1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate (NP0211839)

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Record Information

Version

2.0

Created at

2022-09-05 10:16:51 UTC

Updated at

2022-09-05 10:16:51 UTC

NP-MRD ID

NP0211839

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate

Description

1-[16-(Acetyloxy)-11,14-dihydroxy-5-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]ethyl benzoate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. 1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate is found in Dregea sinensis. 1-[16-(Acetyloxy)-11,14-dihydroxy-5-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]ethyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161509422D          

 67 74  0  0  0  0            999 V2000
   11.4890   -6.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6133   -5.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8011   -5.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2693   -4.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5496   -4.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3617   -4.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6420   -3.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1102   -2.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2981   -2.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0178   -3.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2057   -3.6622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7663   -2.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148   -0.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9511   -0.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829   -0.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6708    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538   -0.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736   -1.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2220    0.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5208   -6.3302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0527   -6.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3966   -7.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 47 48  1  0  0  0  0
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 32 62  1  0  0  0  0
 27 62  1  0  0  0  0
  5 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
  3 66  1  0  0  0  0
 66 67  1  0  0  0  0
M  END

     RDKit          3D

145152  0  0  0  0  0  0  0  0999 V2000
   -9.6685   -3.9421   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0037   -2.9483   -1.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0286   -1.9400   -0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0613   -0.7107   -0.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9023   -2.9571    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004161509422D          

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> <DATABASE_ID>
NP0211839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC(OC2C(C)OC(CC2OC)OC2C(C)OC(CC2OC)OC2CCC3(C)C(CCC4C3CC(OC(C)=O)C3(C)C(O)(CCC43O)C(C)OC(=O)C3=CC=CC=C3)C2)OC(C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C51H78O16/c1-27-44(53)37(57-8)24-42(60-27)66-46-29(3)62-43(26-39(46)59-10)67-45-28(2)61-41(25-38(45)58-9)65-34-18-19-48(6)33(22-34)16-17-35-36(48)23-40(64-31(5)52)49(7)50(55,20-21-51(35,49)56)30(4)63-47(54)32-14-12-11-13-15-32/h11-15,27-30,33-46,53,55-56H,16-26H2,1-10H3

> <INCHI_KEY>
ZUUMWSMPQZIMEU-UHFFFAOYSA-N

> <FORMULA>
C51H78O16

> <MOLECULAR_WEIGHT>
947.169

> <EXACT_MASS>
946.528986432

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
145

> <JCHEM_AVERAGE_POLARIZABILITY>
104.8708652004708

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[16-(acetyloxy)-11,14-dihydroxy-5-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethyl benzoate

> <ALOGPS_LOGP>
4.05

> <JCHEM_LOGP>
5.937783377333336

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.471104790519615

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.91343214158439

> <JCHEM_PKA_STRONGEST_BASIC>
-3.233537165966416

> <JCHEM_POLAR_SURFACE_AREA>
196.35999999999999

> <JCHEM_REFRACTIVITY>
239.50229999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[16-(acetyloxy)-11,14-dihydroxy-5-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      21.446 -12.181   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      20.453 -11.003   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      18.937 -11.274   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.945 -10.097   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.429 -10.368   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      15.436  -9.191   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      15.959  -7.742   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.475  -7.471   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.468  -8.649   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      17.998  -6.023   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      17.006  -4.846   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.490  -5.117   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.967  -6.565   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.451  -6.836   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.927  -8.284   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      17.529  -3.397   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      16.536  -2.220   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.020  -2.491   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.497  -3.939   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      14.028  -1.314   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      14.551   0.135   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.067   0.406   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.059  -0.771   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      18.575  -0.500   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      19.568  -1.678   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.932  -2.940   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.925  -4.117   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.441  -3.846   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       5.401  -5.566   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       3.034  -1.800   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       5.355   2.629   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       1.407  -0.535   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       0.884  -1.984   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       0.414   0.642   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -1.101   0.371   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -2.094   1.548   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -1.625  -1.077   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -0.632  -2.255   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -1.155  -3.703   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -2.671  -3.974   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -3.664  -2.797   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -3.141  -1.349   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      15.906 -11.816   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      16.898 -12.994   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      16.375 -14.442   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      18.414 -12.723   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      19.407 -13.900   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   66                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   63                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   17   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   21   27                                                       
CONECT   27   26   28   62                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32   36                                             
CONECT   31   30                                                            
CONECT   32   30   33   62                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   49                                                  
CONECT   36   35   30   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   38   44   45   49                                             
CONECT   44   43                                                            
CONECT   45   43   46   47   51                                             
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   35   43   50                                             
CONECT   50   49                                                            
CONECT   51   45   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   61                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   56                                                       
CONECT   62   32   27                                                       
CONECT   63    5   64                                                       
CONECT   64   63   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64    3   67                                                  
CONECT   67   66                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  148    0
END

View in JSmol

Synonyms

Value	Source
1-[16-(Acetyloxy)-11,14-dihydroxy-5-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl]ethyl benzoic acid	Generator

Chemical Formula

C₅₁H₇₈O₁₆

Average Mass

947.1690 Da

Monoisotopic Mass

946.52899 Da

IUPAC Name

1-[16-(acetyloxy)-11,14-dihydroxy-5-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethyl benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1CC(OC2C(C)OC(CC2OC)OC2C(C)OC(CC2OC)OC2CCC3(C)C(CCC4C3CC(OC(C)=O)C3(C)C(O)(CCC43O)C(C)OC(=O)C3=CC=CC=C3)C2)OC(C)C1O

InChI Identifier

InChI=1S/C51H78O16/c1-27-44(53)37(57-8)24-42(60-27)66-46-29(3)62-43(26-39(46)59-10)67-45-28(2)61-41(25-38(45)58-9)65-34-18-19-48(6)33(22-34)16-17-35-36(48)23-40(64-31(5)52)49(7)50(55,20-21-51(35,49)56)30(4)63-47(54)32-14-12-11-13-15-32/h11-15,27-30,33-46,53,55-56H,16-26H2,1-10H3

InChI Key

ZUUMWSMPQZIMEU-UHFFFAOYSA-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
Dregea sinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Oligosaccharide
Pregnane-skeleton
Steroid ester
17-hydroxysteroid
14-hydroxysteroid
Hydroxysteroid
Glycosyl compound
O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Ether
Organoheterocyclic compound
Dialkyl ether
Acetal
Carboxylic acid derivative
Oxacycle
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.05	ALOGPS
logP	5.94	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	12.91	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	196.36 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	239.5 m³·mol⁻¹	ChemAxon
Polarizability	104.87 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

182741

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate (NP0211839)

MOL for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

3D MOL for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

3D SDF for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

3D-SDF for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

PDB for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

3D PDB for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

SMILES for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

INCHI for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

Structure for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)

3D Structure for NP0211839 (1-[11-(acetyloxy)-1,3a-dihydroxy-7-{[5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-yl]ethyl benzoate)