NP-MRD: Showing NP-Card for ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+ (NP0033366)

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Record Information

Version

2.0

Created at

2021-06-19 23:56:02 UTC

Updated at

2021-06-30 00:03:06 UTC

NP-MRD ID

NP0033366

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+

Provided By

JEOL Database JEOL Logo

Description

ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+ is found in Gleichenia quadripartita. ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+ was first documented in 2007 (Socolsky, C., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101563D          

 99102  0  0  0  0            999 V2000
    3.4788    3.4848   -2.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3287    2.6007   -1.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1696    1.6558   -1.7217 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0987    1.6538   -2.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0644    1.1795    1.5701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5472   -0.2351    2.0757 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.4436   -0.8281    1.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 99102  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306202101563D          

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 34 33  1  0  0  0  0
 19 18  1  0  0  0  0
 16 17  1  0  0  0  0
 36 37  1  0  0  0  0
 26 27  1  0  0  0  0
 24 23  1  0  0  0  0
 34 89  1  6  0  0  0
 38 94  1  1  0  0  0
 39 95  1  0  0  0  0
 40 96  1  6  0  0  0
 41 97  1  0  0  0  0
 42 98  1  1  0  0  0
 43 99  1  0  0  0  0
 37 91  1  0  0  0  0
 37 92  1  0  0  0  0
 37 93  1  0  0  0  0
 36 90  1  6  0  0  0
 24 79  1  6  0  0  0
 28 84  1  6  0  0  0
 29 85  1  0  0  0  0
 30 86  1  1  0  0  0
 31 87  1  0  0  0  0
 32 88  1  6  0  0  0
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 27 83  1  0  0  0  0
 26 80  1  1  0  0  0
 19 72  1  0  0  0  0
 19 73  1  0  0  0  0
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 20 74  1  0  0  0  0
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 12 61  1  0  0  0  0
 12 62  1  0  0  0  0
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  7 54  1  1  0  0  0
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  5 50  1  0  0  0  0
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  1 44  1  0  0  0  0
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  9 56  1  0  0  0  0
  9 57  1  0  0  0  0
 10 58  1  0  0  0  0
 17 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033366

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@](O[C@@]3([H])O[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[C@]3([H])O[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])(C([H])=C([H])[H])C([H])([H])[H])[C@@](O[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H56O11/c1-8-30(5,14-10-20-31(6)13-9-12-29(4,16-33)19(31)11-15-32(20,7)39)43-28-26(24(37)22(35)18(3)41-28)42-27-25(38)23(36)21(34)17(2)40-27/h8,17-28,33-39H,1,9-16H2,2-7H3/t17-,18-,19-,20+,21-,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,32-/m1/s1

> <INCHI_KEY>
NCZCGOGOVSPXMD-NFQAHVPZSA-N

> <FORMULA>
C32H56O11

> <MOLECULAR_WEIGHT>
616.789

> <EXACT_MASS>
616.382262623

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
67.17944706215674

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-2-{[(3S)-5-[(1S,2R,4aS,5R,8aR)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.6082356743333337

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.74570844690859

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.110783226044594

> <JCHEM_PKA_STRONGEST_BASIC>
-0.39425406807543906

> <JCHEM_POLAR_SURFACE_AREA>
178.53

> <JCHEM_REFRACTIVITY>
156.4968

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-2-{[(3S)-5-[(1S,2R,4aS,5R,8aR)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 99102  0  0  0  0  0  0  0  0999 V2000
    3.4788    3.4848   -2.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3287    2.6007   -1.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1696    1.6558   -1.7217 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0987    1.6538   -2.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882    2.0714   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4208    1.0603    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644    1.1795    1.5701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5472   -0.2351    2.0757 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6299   -1.2288    2.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10 58  1  0
 17 69  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.479   3.485  -2.967  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.329   2.601  -1.970  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.170   1.656  -1.722  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.099   1.654  -2.831  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.488   2.071  -0.376  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.421   1.060   0.090  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.064   1.180   1.570  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.547  -0.235   2.076  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.630  -1.229   2.195  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.444  -0.828   1.124  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.216  -0.189   3.458  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.260   0.905   3.601  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.651   2.282   3.305  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.579   3.475   3.775  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.342   3.691   5.299  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.096   3.199   3.592  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.866   4.345   3.942  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.203   4.795   3.055  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.732   4.840   2.682  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.345   3.743   1.690  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.098   2.377   1.837  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.245   2.354   0.796  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.733   0.370  -1.442  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.047  -0.515  -2.512  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.436  -0.450  -2.854  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.305  -0.797  -1.768  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.739  -0.659  -2.271  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.022  -2.220  -1.266  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.826  -2.541  -0.126  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.545  -2.357  -0.892  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.284  -3.725  -0.523  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.655  -1.948  -2.069  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.290  -2.008  -1.606  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.354  -2.420  -2.604  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.549  -1.708  -3.824  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.355  -2.121  -4.857  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.006  -1.342  -6.117  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.813  -1.871  -4.441  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.721  -2.372  -5.423  0.00  0.00           O+0
HETATM   40  C   UNK     0      -2.092  -2.559  -3.104  0.00  0.00           C+0
HETATM   41  O   UNK     0      -3.416  -2.212  -2.662  0.00  0.00           O+0
HETATM   42  C   UNK     0      -1.062  -2.142  -2.057  0.00  0.00           C+0
HETATM   43  O   UNK     0      -1.341  -2.854  -0.843  0.00  0.00           O+0
HETATM   44  H   UNK     0       4.376   4.094  -3.027  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.736   3.628  -3.743  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.137   2.529  -1.242  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.536   1.544  -3.829  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.397   0.823  -2.709  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.526   2.588  -2.835  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.254   2.135   0.409  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.048   3.066  -0.493  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.856   0.070  -0.042  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.430   1.070  -0.595  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.819   1.409   2.184  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.293  -2.169   2.648  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.042  -1.516   1.224  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.437  -0.825   2.814  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.344  -0.521   1.322  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.700  -1.151   3.670  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.453  -0.038   4.233  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.636   0.868   4.630  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.116   0.698   2.951  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.750   2.343   3.938  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.935   4.527   5.686  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.616   2.802   5.877  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.291   3.913   5.514  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.431   2.377   4.233  0.00  0.00           H+0
HETATM   68  H   UNK     0      -4.341   2.941   2.560  0.00  0.00           H+0
HETATM   69  H   UNK     0      -5.802   4.114   3.816  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.438   5.661   3.687  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.800   4.931   2.146  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.488   5.818   2.250  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.118   4.748   3.586  0.00  0.00           H+0
HETATM   74  H   UNK     0      -0.492   4.138   0.678  0.00  0.00           H+0
HETATM   75  H   UNK     0       0.737   3.601   1.803  0.00  0.00           H+0
HETATM   76  H   UNK     0      -1.873   2.488  -0.225  0.00  0.00           H+0
HETATM   77  H   UNK     0      -2.953   3.172   0.938  0.00  0.00           H+0
HETATM   78  H   UNK     0      -2.817   1.426   0.819  0.00  0.00           H+0
HETATM   79  H   UNK     0       2.494  -0.269  -3.416  0.00  0.00           H+0
HETATM   80  H   UNK     0       5.176  -0.075  -0.951  0.00  0.00           H+0
HETATM   81  H   UNK     0       7.466  -0.869  -1.481  0.00  0.00           H+0
HETATM   82  H   UNK     0       6.925  -1.338  -3.110  0.00  0.00           H+0
HETATM   83  H   UNK     0       6.914   0.356  -2.643  0.00  0.00           H+0
HETATM   84  H   UNK     0       5.264  -2.953  -2.046  0.00  0.00           H+0
HETATM   85  H   UNK     0       5.451  -3.376   0.220  0.00  0.00           H+0
HETATM   86  H   UNK     0       3.321  -1.766   0.005  0.00  0.00           H+0
HETATM   87  H   UNK     0       2.325  -3.759  -0.340  0.00  0.00           H+0
HETATM   88  H   UNK     0       2.812  -2.667  -2.884  0.00  0.00           H+0
HETATM   89  H   UNK     0       0.503  -3.495  -2.765  0.00  0.00           H+0
HETATM   90  H   UNK     0      -0.196  -3.187  -5.066  0.00  0.00           H+0
HETATM   91  H   UNK     0      -0.619  -1.633  -6.966  0.00  0.00           H+0
HETATM   92  H   UNK     0      -0.101  -0.264  -5.954  0.00  0.00           H+0
HETATM   93  H   UNK     0       1.055  -1.515  -6.383  0.00  0.00           H+0
HETATM   94  H   UNK     0      -2.002  -0.795  -4.340  0.00  0.00           H+0
HETATM   95  H   UNK     0      -3.605  -2.319  -5.005  0.00  0.00           H+0
HETATM   96  H   UNK     0      -2.099  -3.649  -3.228  0.00  0.00           H+0
HETATM   97  H   UNK     0      -3.470  -2.558  -1.748  0.00  0.00           H+0
HETATM   98  H   UNK     0      -1.184  -1.074  -1.835  0.00  0.00           H+0
HETATM   99  H   UNK     0      -1.042  -2.262  -0.115  0.00  0.00           H+0
CONECT    1    2   44   45                                                  
CONECT    2    3    1   46                                                  
CONECT    3    5    2    4   23                                             
CONECT    4    3   47   48   49                                             
CONECT    5    6    3   50   51                                             
CONECT    6    7    5   52   53                                             
CONECT    7   21    8    6   54                                             
CONECT    8   11    7    9   10                                             
CONECT    9    8   55   56   57                                             
CONECT   10    8   58                                                       
CONECT   11   12    8   59   60                                             
CONECT   12   13   11   61   62                                             
CONECT   13   14   21   12   63                                             
CONECT   14   18   13   16   15                                             
CONECT   15   14   64   65   66                                             
CONECT   16   14   17   67   68                                             
CONECT   17   16   69                                                       
CONECT   18   14   19   70   71                                             
CONECT   19   20   18   72   73                                             
CONECT   20   19   21   74   75                                             
CONECT   21   20   13    7   22                                             
CONECT   22   21   76   77   78                                             
CONECT   23    3   24                                                       
CONECT   24   32   25   23   79                                             
CONECT   25   26   24                                                       
CONECT   26   28   25   27   80                                             
CONECT   27   26   81   82   83                                             
CONECT   28   30   26   29   84                                             
CONECT   29   28   85                                                       
CONECT   30   32   28   31   86                                             
CONECT   31   30   87                                                       
CONECT   32   24   30   33   88                                             
CONECT   33   32   34                                                       
CONECT   34   42   35   33   89                                             
CONECT   35   36   34                                                       
CONECT   36   38   35   37   90                                             
CONECT   37   36   91   92   93                                             
CONECT   38   40   36   39   94                                             
CONECT   39   38   95                                                       
CONECT   40   42   38   41   96                                             
CONECT   41   40   97                                                       
CONECT   42   34   40   43   98                                             
CONECT   43   42   99                                                       
CONECT   44    1                                                            
CONECT   45    1                                                            
CONECT   46    2                                                            
CONECT   47    4                                                            
CONECT   48    4                                                            
CONECT   49    4                                                            
CONECT   50    5                                                            
CONECT   51    5                                                            
CONECT   52    6                                                            
CONECT   53    6                                                            
CONECT   54    7                                                            
CONECT   55    9                                                            
CONECT   56    9                                                            
CONECT   57    9                                                            
CONECT   58   10                                                            
CONECT   59   11                                                            
CONECT   60   11                                                            
CONECT   61   12                                                            
CONECT   62   12                                                            
CONECT   63   13                                                            
CONECT   64   15                                                            
CONECT   65   15                                                            
CONECT   66   15                                                            
CONECT   67   16                                                            
CONECT   68   16                                                            
CONECT   69   17                                                            
CONECT   70   18                                                            
CONECT   71   18                                                            
CONECT   72   19                                                            
CONECT   73   19                                                            
CONECT   74   20                                                            
CONECT   75   20                                                            
CONECT   76   22                                                            
CONECT   77   22                                                            
CONECT   78   22                                                            
CONECT   79   24                                                            
CONECT   80   26                                                            
CONECT   81   27                                                            
CONECT   82   27                                                            
CONECT   83   27                                                            
CONECT   84   28                                                            
CONECT   85   29                                                            
CONECT   86   30                                                            
CONECT   87   31                                                            
CONECT   88   32                                                            
CONECT   89   34                                                            
CONECT   90   36                                                            
CONECT   91   37                                                            
CONECT   92   37                                                            
CONECT   93   37                                                            
CONECT   94   38                                                            
CONECT   95   39                                                            
CONECT   96   40                                                            
CONECT   97   41                                                            
CONECT   98   42                                                            
CONECT   99   43                                                            
MASTER        0    0    0    0    0    0    0    0   99    0  204    0
END

RDKit          3D

99102  0  0  0  0  0  0  0  0999 V2000
    3.4788    3.4848   -2.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3287    2.6007   -1.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1696    1.6558   -1.7217 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0987    1.6538   -2.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882    2.0714   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4208    1.0603    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644    1.1795    1.5701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5472   -0.2351    2.0757 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6299   -1.2288    2.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4436   -0.8281    1.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2157   -0.1888    3.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    0.9048    3.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510    2.2819    3.3053 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5793    3.4750    3.7753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3418    3.6905    5.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0963    3.1991    3.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8662    4.3453    3.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025    4.7953    3.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7323    4.8402    2.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3445    3.7426    1.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    2.3771    1.8366 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2447    2.3544    0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331    0.3696   -1.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0473   -0.5152   -2.5121 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4355   -0.4498   -2.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3051   -0.7969   -1.7675 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7385   -0.6593   -2.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0221   -2.2196   -1.2655 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8261   -2.5414   -0.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450   -2.3567   -0.8916 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2842   -3.7255   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6548   -1.9480   -2.0686 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2904   -2.0080   -1.6064 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539   -2.4196   -2.6036 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5492   -1.7076   -3.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3553   -2.1210   -4.8572 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0064   -1.3418   -6.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -1.8710   -4.4407 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7213   -2.3718   -5.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923   -2.5586   -3.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4161   -2.2122   -2.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -2.1419   -2.0571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3409   -2.8545   -0.8429 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3762    4.0940   -3.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7356    3.6281   -3.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369    2.5288   -1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    1.5444   -3.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3969    0.8233   -2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5261    2.5884   -2.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2536    2.1354    0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483    3.0659   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    0.0703   -0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299    1.0702   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8192    1.4094    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2927   -2.1694    2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -1.5158    1.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -0.8252    2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3444   -0.5214    1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003   -1.1506    3.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4526   -0.0384    4.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359    0.8681    4.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1163    0.6984    2.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7504    2.3433    3.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9348    4.5269    5.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6165    2.8021    5.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    3.9133    5.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4313    2.3766    4.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3410    2.9413    2.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8021    4.1136    3.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381    5.6608    3.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7995    4.9309    2.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878    5.8176    2.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    4.7481    3.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921    4.1384    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    3.6010    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730    2.4879   -0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₅₆O₁₁

Average Mass

616.7890 Da

Monoisotopic Mass

616.38226 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-2-{[(3S)-5-[(1S,2R,4aS,5R,8aR)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-2-{[(3S)-5-[(1S,2R,4aS,5R,8aR)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@](O[C@@]3([H])O[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[C@]3([H])O[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]3([H])O[H])(C([H])=C([H])[H])C([H])([H])[H])[C@@](O[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]12[H]

InChI Identifier

InChI=1S/C32H56O11/c1-8-30(5,14-10-20-31(6)13-9-12-29(4,16-33)19(31)11-15-32(20,7)39)43-28-26(24(37)22(35)18(3)41-28)42-27-25(38)23(36)21(34)17(2)40-27/h8,17-28,33-39H,1,9-16H2,2-7H3/t17-,18-,19-,20+,21-,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,32-/m1/s1

InChI Key

NCZCGOGOVSPXMD-NFQAHVPZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gleichenia quadripartita	JEOL database	Socolsky, C., et al, J. Nat. Prod. 70, 1837 (2007)

Chemical Taxonomy

Classification

Not classified

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	1.52	ALOGPS
logP	1.61	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	-0.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	178.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	156.5 m³·mol⁻¹	ChemAxon
Polarizability	67.18 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Socolsky, C., et al. (2007). Socolsky, C., et al, J. Nat. Prod. 70, 1837 (2007). J. Nat. Prod..

Showing NP-Card for ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+ (NP0033366)

MOL for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

3D MOL for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

3D SDF for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

3D-SDF for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

PDB for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

3D PDB for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

SMILES for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

INCHI for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

Structure for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)

3D Structure for NP0033366 (ent-14-labden-8beta,19-diol 13alpha-O-[beta-D-quinovopyranosyl-(1-2)-alph+)