NP-MRD: Showing NP-Card for (4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione (NP0309423)

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Record Information

Version

2.0

Created at

2022-09-11 04:00:44 UTC

Updated at

2024-09-12 20:29:22 UTC

NP-MRD ID

NP0309423

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione

Description

(4E,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]Nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on (4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]Nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione.

Structure

MOL SDF PDB SMILES InChI

NP0309423
  Mrv2104 05272323013D          

133135  0  0  0  0            999 V2000
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M  END

NP0309423
  Mrv2104 05272323013D          

133135  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0309423

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])[H])C([H])([H])[C@]1([H])O[C@@]2(O[C@]3([H])C([H])([H])C([H])([H])[C@]([H])(\C([H])=C(\[H])/C(/[H])=C([H])\C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@@](O[H])(C(=O)[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(C(=O)[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(\C([H])=C([H])\C(=O)O[C@]([H])([C@@]3([H])C([H])([H])[H])[C@]2([H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C46H76O11/c1-12-34-18-16-14-15-17-28(5)43(52)45(11,54)44(53)33(10)41(51)32(9)40(50)31(8)39(49)27(4)19-22-38(48)55-42-30(7)36(21-20-34)56-46(35(42)13-2)24-23-26(3)37(57-46)25-29(6)47/h14-16,18-19,22,26-37,39,41-43,47,49,51-52,54H,12-13,17,20-21,23-25H2,1-11H3/b15-14-,18-16-,22-19+/t26-,27-,28-,29-,30-,31+,32-,33+,34-,35-,36+,37-,39-,41-,42+,43+,45+,46-/s2

> <INCHI_KEY>
APJPYXAUMOLFTM-SUOUFHHENA-N

> <FORMULA>
C46H76O11

> <MOLECULAR_WEIGHT>
805.103

> <EXACT_MASS>
804.538763267

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
133

> <JCHEM_AVERAGE_POLARIZABILITY>
93.12264287248031

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4E,5'S,6S,6'S,7S,8R,10R,11S,12R,14R,15R,16S,18Z,20Z,22R,25R,27R,28S,29S)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione

> <JCHEM_LOGP>
7.892195419666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.9370116748624

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.293286152115286

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5454300957172444

> <JCHEM_POLAR_SURFACE_AREA>
180.04999999999998

> <JCHEM_REFRACTIVITY>
223.82880000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4E,5'S,6S,6'S,7S,8R,10R,11S,12R,14R,15R,16S,18Z,20Z,22R,25R,27R,28S,29S)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0309423                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       2.595  -5.864  -0.658  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.708  -4.816  -1.323  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.885  -3.920  -0.367  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.224  -4.703   0.302  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.479  -4.293   0.553  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.982  -2.949   0.375  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.266  -2.594   0.222  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.452  -3.503   0.030  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.265  -3.214  -1.256  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.356  -3.312  -2.499  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.060  -1.871  -1.244  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.610  -1.668  -2.556  0.00  0.00           O+0
HETATM   13  C   UNK     0      -7.189  -1.745  -0.171  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.155  -2.941  -0.174  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.627  -1.670   1.141  0.00  0.00           O+0
HETATM   16  C   UNK     0      -7.996  -0.458  -0.471  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.011  -0.477  -1.182  0.00  0.00           O+0
HETATM   18  C   UNK     0      -7.530   0.867   0.141  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.549   1.213   1.231  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.402   1.887  -1.013  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.701   2.351  -1.408  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.523   3.137  -0.757  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.971   3.982   0.434  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.029   2.784  -0.669  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.637   1.619  -0.774  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.021   3.934  -0.478  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.057   4.850  -1.703  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.607   3.373  -0.187  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.123   2.708  -1.363  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.547   4.435   0.252  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.033   5.305   1.414  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.224   3.735   0.532  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.395   3.563   1.714  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.612   2.742   1.880  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.930   2.284   2.967  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.236   2.536   0.698  0.00  0.00           O+0
HETATM   37  C   UNK     0       3.132   1.411   0.543  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.341   0.084   0.648  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334   0.010  -0.514  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.299  -1.120   0.808  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.906  -2.398   0.055  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.725  -3.154   0.678  0.00  0.00           C+0
HETATM   43  O   UNK     0       4.602  -0.775   0.340  0.00  0.00           O+0
HETATM   44  C   UNK     0       5.300   0.221   1.099  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.889  -0.374   2.399  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.963  -1.414   2.107  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.038  -0.862   1.159  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.903   0.183   1.880  0.00  0.00           C+0
HETATM   49  C   UNK     0       7.346  -0.302  -0.101  0.00  0.00           C+0
HETATM   50  C   UNK     0       8.258   0.359  -1.147  0.00  0.00           C+0
HETATM   51  C   UNK     0       9.191  -0.594  -1.904  0.00  0.00           C+0
HETATM   52  C   UNK     0      10.530  -0.842  -1.223  0.00  0.00           C+0
HETATM   53  O   UNK     0       9.504  -0.009  -3.173  0.00  0.00           O+0
HETATM   54  O   UNK     0       6.383   0.696   0.282  0.00  0.00           O+0
HETATM   55  C   UNK     0       4.367   1.426   1.456  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.096   2.790   1.523  0.00  0.00           C+0
HETATM   57  C   UNK     0       5.304   3.505   0.192  0.00  0.00           C+0
HETATM   58  H   UNK     0       3.319  -6.244  -1.381  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.003  -6.709  -0.289  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.165  -5.452   0.179  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.029  -5.321  -2.023  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.347  -4.174  -1.946  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.417  -3.168  -1.019  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.018  -5.730   0.569  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.168  -5.016   0.984  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.245  -2.150   0.411  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.475  -1.527   0.169  0.00  0.00           H+0
HETATM   68  H   UNK     0      -4.125  -4.548  -0.022  0.00  0.00           H+0
HETATM   69  H   UNK     0      -5.086  -3.444   0.915  0.00  0.00           H+0
HETATM   70  H   UNK     0      -5.990  -4.031  -1.368  0.00  0.00           H+0
HETATM   71  H   UNK     0      -3.795  -4.250  -2.495  0.00  0.00           H+0
HETATM   72  H   UNK     0      -3.644  -2.482  -2.540  0.00  0.00           H+0
HETATM   73  H   UNK     0      -4.941  -3.288  -3.423  0.00  0.00           H+0
HETATM   74  H   UNK     0      -5.347  -1.052  -1.095  0.00  0.00           H+0
HETATM   75  H   UNK     0      -7.214  -2.406  -2.763  0.00  0.00           H+0
HETATM   76  H   UNK     0      -9.001  -2.762   0.501  0.00  0.00           H+0
HETATM   77  H   UNK     0      -7.669  -3.850   0.193  0.00  0.00           H+0
HETATM   78  H   UNK     0      -8.575  -3.144  -1.164  0.00  0.00           H+0
HETATM   79  H   UNK     0      -7.347  -1.756   1.794  0.00  0.00           H+0
HETATM   80  H   UNK     0      -6.549   0.716   0.598  0.00  0.00           H+0
HETATM   81  H   UNK     0      -8.316   2.143   1.748  0.00  0.00           H+0
HETATM   82  H   UNK     0      -9.564   1.289   0.829  0.00  0.00           H+0
HETATM   83  H   UNK     0      -8.580   0.427   1.992  0.00  0.00           H+0
HETATM   84  H   UNK     0      -6.981   1.378  -1.891  0.00  0.00           H+0
HETATM   85  H   UNK     0      -9.205   1.556  -1.681  0.00  0.00           H+0
HETATM   86  H   UNK     0      -6.639   3.768  -1.647  0.00  0.00           H+0
HETATM   87  H   UNK     0      -6.545   4.989   0.380  0.00  0.00           H+0
HETATM   88  H   UNK     0      -6.639   3.547   1.381  0.00  0.00           H+0
HETATM   89  H   UNK     0      -8.058   4.106   0.455  0.00  0.00           H+0
HETATM   90  H   UNK     0      -4.348   4.487   0.407  0.00  0.00           H+0
HETATM   91  H   UNK     0      -3.956   4.277  -2.632  0.00  0.00           H+0
HETATM   92  H   UNK     0      -5.009   5.391  -1.754  0.00  0.00           H+0
HETATM   93  H   UNK     0      -3.268   5.606  -1.671  0.00  0.00           H+0
HETATM   94  H   UNK     0      -2.678   2.614   0.604  0.00  0.00           H+0
HETATM   95  H   UNK     0      -2.723   1.947  -1.525  0.00  0.00           H+0
HETATM   96  H   UNK     0      -1.345   5.102  -0.598  0.00  0.00           H+0
HETATM   97  H   UNK     0      -2.377   4.697   2.259  0.00  0.00           H+0
HETATM   98  H   UNK     0      -2.859   5.954   1.107  0.00  0.00           H+0
HETATM   99  H   UNK     0      -1.236   5.965   1.773  0.00  0.00           H+0
HETATM  100  H   UNK     0       0.221   3.306  -0.368  0.00  0.00           H+0
HETATM  101  H   UNK     0      -0.022   3.930   2.646  0.00  0.00           H+0
HETATM  102  H   UNK     0       3.491   1.500  -0.492  0.00  0.00           H+0
HETATM  103  H   UNK     0       1.726   0.099   1.561  0.00  0.00           H+0
HETATM  104  H   UNK     0       1.849  -0.019  -1.485  0.00  0.00           H+0
HETATM  105  H   UNK     0       0.666   0.877  -0.513  0.00  0.00           H+0
HETATM  106  H   UNK     0       0.688  -0.865  -0.441  0.00  0.00           H+0
HETATM  107  H   UNK     0       3.376  -1.377   1.871  0.00  0.00           H+0
HETATM  108  H   UNK     0       2.717  -2.141  -0.994  0.00  0.00           H+0
HETATM  109  H   UNK     0       3.772  -3.072   0.023  0.00  0.00           H+0
HETATM  110  H   UNK     0       1.069  -2.453   1.215  0.00  0.00           H+0
HETATM  111  H   UNK     0       2.107  -3.835   1.448  0.00  0.00           H+0
HETATM  112  H   UNK     0       6.337   0.427   3.000  0.00  0.00           H+0
HETATM  113  H   UNK     0       5.109  -0.839   3.012  0.00  0.00           H+0
HETATM  114  H   UNK     0       6.498  -2.295   1.647  0.00  0.00           H+0
HETATM  115  H   UNK     0       7.414  -1.756   3.045  0.00  0.00           H+0
HETATM  116  H   UNK     0       8.683  -1.704   0.885  0.00  0.00           H+0
HETATM  117  H   UNK     0       8.375   1.131   2.031  0.00  0.00           H+0
HETATM  118  H   UNK     0       9.809   0.402   1.314  0.00  0.00           H+0
HETATM  119  H   UNK     0       9.222  -0.183   2.861  0.00  0.00           H+0
HETATM  120  H   UNK     0       6.812  -1.115  -0.609  0.00  0.00           H+0
HETATM  121  H   UNK     0       8.827   1.188  -0.709  0.00  0.00           H+0
HETATM  122  H   UNK     0       7.602   0.859  -1.875  0.00  0.00           H+0
HETATM  123  H   UNK     0       8.694  -1.549  -2.107  0.00  0.00           H+0
HETATM  124  H   UNK     0      11.187  -1.422  -1.881  0.00  0.00           H+0
HETATM  125  H   UNK     0      10.429  -1.386  -0.285  0.00  0.00           H+0
HETATM  126  H   UNK     0      11.050   0.103  -1.030  0.00  0.00           H+0
HETATM  127  H   UNK     0       8.666   0.125  -3.651  0.00  0.00           H+0
HETATM  128  H   UNK     0       4.006   1.239   2.477  0.00  0.00           H+0
HETATM  129  H   UNK     0       4.529   3.462   2.178  0.00  0.00           H+0
HETATM  130  H   UNK     0       6.064   2.652   2.012  0.00  0.00           H+0
HETATM  131  H   UNK     0       4.385   3.990  -0.146  0.00  0.00           H+0
HETATM  132  H   UNK     0       5.638   2.833  -0.602  0.00  0.00           H+0
HETATM  133  H   UNK     0       6.063   4.285   0.314  0.00  0.00           H+0
CONECT    1    2   58   59   60                                             
CONECT    2    1    3   61   62                                             
CONECT    3    2    4   42   63                                             
CONECT    4    3    5   64                                                  
CONECT    5    4    6   65                                                  
CONECT    6    5    7   66                                                  
CONECT    7    6    8   67                                                  
CONECT    8    7    9   68   69                                             
CONECT    9    8   10   11   70                                             
CONECT   10    9   71   72   73                                             
CONECT   11    9   12   13   74                                             
CONECT   12   11   75                                                       
CONECT   13   11   14   15   16                                             
CONECT   14   13   76   77   78                                             
CONECT   15   13   79                                                       
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20   80                                             
CONECT   19   18   81   82   83                                             
CONECT   20   18   21   22   84                                             
CONECT   21   20   85                                                       
CONECT   22   20   23   24   86                                             
CONECT   23   22   87   88   89                                             
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   90                                             
CONECT   27   26   91   92   93                                             
CONECT   28   26   29   30   94                                             
CONECT   29   28   95                                                       
CONECT   30   28   31   32   96                                             
CONECT   31   30   97   98   99                                             
CONECT   32   30   33  100                                                  
CONECT   33   32   34  101                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   55  102                                             
CONECT   38   37   39   40  103                                             
CONECT   39   38  104  105  106                                             
CONECT   40   38   41   43  107                                             
CONECT   41   40   42  108  109                                             
CONECT   42   41    3  110  111                                             
CONECT   43   40   44                                                       
CONECT   44   43   45   55   54                                             
CONECT   45   44   46  112  113                                             
CONECT   46   45   47  114  115                                             
CONECT   47   46   48   49  116                                             
CONECT   48   47  117  118  119                                             
CONECT   49   47   50   54  120                                             
CONECT   50   49   51  121  122                                             
CONECT   51   50   52   53  123                                             
CONECT   52   51  124  125  126                                             
CONECT   53   51  127                                                       
CONECT   54   49   44                                                       
CONECT   55   44   56   37  128                                             
CONECT   56   55   57  129  130                                             
CONECT   57   56  131  132  133                                             
CONECT   58    1                                                            
CONECT   59    1                                                            
CONECT   60    1                                                            
CONECT   61    2                                                            
CONECT   62    2                                                            
CONECT   63    3                                                            
CONECT   64    4                                                            
CONECT   65    5                                                            
CONECT   66    6                                                            
CONECT   67    7                                                            
CONECT   68    8                                                            
CONECT   69    8                                                            
CONECT   70    9                                                            
CONECT   71   10                                                            
CONECT   72   10                                                            
CONECT   73   10                                                            
CONECT   74   11                                                            
CONECT   75   12                                                            
CONECT   76   14                                                            
CONECT   77   14                                                            
CONECT   78   14                                                            
CONECT   79   15                                                            
CONECT   80   18                                                            
CONECT   81   19                                                            
CONECT   82   19                                                            
CONECT   83   19                                                            
CONECT   84   20                                                            
CONECT   85   21                                                            
CONECT   86   22                                                            
CONECT   87   23                                                            
CONECT   88   23                                                            
CONECT   89   23                                                            
CONECT   90   26                                                            
CONECT   91   27                                                            
CONECT   92   27                                                            
CONECT   93   27                                                            
CONECT   94   28                                                            
CONECT   95   29                                                            
CONECT   96   30                                                            
CONECT   97   31                                                            
CONECT   98   31                                                            
CONECT   99   31                                                            
CONECT  100   32                                                            
CONECT  101   33                                                            
CONECT  102   37                                                            
CONECT  103   38                                                            
CONECT  104   39                                                            
CONECT  105   39                                                            
CONECT  106   39                                                            
CONECT  107   40                                                            
CONECT  108   41                                                            
CONECT  109   41                                                            
CONECT  110   42                                                            
CONECT  111   42                                                            
CONECT  112   45                                                            
CONECT  113   45                                                            
CONECT  114   46                                                            
CONECT  115   46                                                            
CONECT  116   47                                                            
CONECT  117   48                                                            
CONECT  118   48                                                            
CONECT  119   48                                                            
CONECT  120   49                                                            
CONECT  121   50                                                            
CONECT  122   50                                                            
CONECT  123   51                                                            
CONECT  124   52                                                            
CONECT  125   52                                                            
CONECT  126   52                                                            
CONECT  127   53                                                            
CONECT  128   55                                                            
CONECT  129   56                                                            
CONECT  130   56                                                            
CONECT  131   57                                                            
CONECT  132   57                                                            
CONECT  133   57                                                            
MASTER        0    0    0    0    0    0    0    0  133    0  270    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₆H₇₆O₁₁

Average Mass

805.1030 Da

Monoisotopic Mass

804.53876 Da

IUPAC Name

(1R,4E,5'S,6S,6'S,7S,8R,10R,11S,12R,14R,15R,16S,18Z,20Z,22R,25R,27R,28S,29S)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C([H])([H])[H])C([H])([H])[C@]1([H])O[C@@]2(O[C@]3([H])C([H])([H])C([H])([H])[C@]([H])(\C([H])=C(\[H])/C(/[H])=C([H])\C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@@](O[H])(C(=O)[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(C(=O)[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])[C@]([H])(\C([H])=C([H])\C(=O)O[C@]([H])([C@@]3([H])C([H])([H])[H])[C@]2([H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])[C@]1([H])C([H])([H])[H]

InChI Identifier

InChI=1/C46H76O11/c1-12-34-18-16-14-15-17-28(5)43(52)45(11,54)44(53)33(10)41(51)32(9)40(50)31(8)39(49)27(4)19-22-38(48)55-42-30(7)36(21-20-34)56-46(35(42)13-2)24-23-26(3)37(57-46)25-29(6)47/h14-16,18-19,22,26-37,39,41-43,47,49,51-52,54H,12-13,17,20-21,23-25H2,1-11H3/b15-14-,18-16-,22-19+/t26-,27-,28-,29-,30-,31+,32-,33+,34-,35-,36+,37-,39-,41-,42+,43+,45+,46-/s2

InChI Key

APJPYXAUMOLFTM-SUOUFHHENA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Fatty alcohol ester
Ketal
Fatty acid ester
Fatty acyl
Oxane
Monosaccharide
Beta-hydroxy ketone
Acyloin
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Alpha-hydroxy ketone
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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
logP	7.89	ChemAxon
pKa (Strongest Acidic)	12.29	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	223.83 m³·mol⁻¹	ChemAxon
Polarizability	93.12 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione (NP0309423)

MOL for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

3D MOL for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

3D SDF for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

3D-SDF for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

PDB for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

3D PDB for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

SMILES for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

INCHI for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

Structure for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)

3D Structure for NP0309423 ((4e,18z,20z)-22,28-diethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,29-octamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione)