NP-MRD: Showing NP-Card for copalyl diphosphate (NP0027298)

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Record Information

Version

1.0

Created at

2021-06-19 18:57:46 UTC

Updated at

2021-06-29 23:53:20 UTC

NP-MRD ID

NP0027298

Secondary Accession Numbers

None

Natural Product Identification

Common Name

copalyl diphosphate

Provided By

JEOL Database JEOL Logo

Description

Copalyl diphosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. copalyl diphosphate is found in Arabidopsis thaliana, Cucurbita maxima , Daucus carota , Gibberella fujikuroi, Marah macrocarpus, Nicotiana tabacum , Ocimum sanctum , Oryza sativa , Phaeosphaeria sp. L487, Phyllostachys glauca, Ricinus communis , Triticum aestivum and Zea mays . It was first documented in 2020 (PMID: 32841021). Based on a literature review a significant number of articles have been published on Copalyl diphosphate (PMID: 34254507) (PMID: 34244709) (PMID: 34162328) (PMID: 34133748) (PMID: 34037275) (PMID: 33719315).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120573D          

 65 66  0  0  0  0            999 V2000
    2.3598   -0.6328    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1963   -1.1037    1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.2132    2.5397 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2269   -0.3940    2.9861 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4912   -0.7587    2.1744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8230   -0.1667    2.7610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0727   -0.7416    4.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270    1.3658    2.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157   -0.6222    1.8865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8209   -0.3767    0.3982 C   0  0  2  0  0  0  0  0  0  0  0  0
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  9  6  1  0  0  0  0
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M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306192120573D          

 65 66  0  0  0  0            999 V2000
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    1.1963   -1.1037    1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2269   -0.3940    2.9861 C   0  0  1  0  0  0  0  0  0  0  0  0
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  9  6  1  0  0  0  0
  2  1  2  3  0  0  0
  6  5  1  0  0  0  0
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  4  3  1  0  0  0  0
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  3  2  1  0  0  0  0
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  2 14  1  0  0  0  0
 22 21  1  1  0  0  0
 12  5  1  0  0  0  0
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  6  7  1  1  0  0  0
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 29 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027298

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18H,2,6-10,12-14H2,1,3-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18-,20+/m0/s1

> <INCHI_KEY>
JCAIWDXKLCEQEO-ATPOGHATSA-N

> <FORMULA>
C20H36O7P2

> <MOLECULAR_WEIGHT>
450.449

> <EXACT_MASS>
450.193627495

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.135069800697465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[({[(2E)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
4.613945935999999

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2043406144054236

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7672186921378312

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
113.79959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
copalyl diphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
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M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.360  -0.633   0.568  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.196  -1.104   1.050  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.985  -1.213   2.540  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.227  -0.394   2.986  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.491  -0.759   2.174  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.823  -0.167   2.761  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.073  -0.742   4.181  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.827   1.366   2.913  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.016  -0.622   1.887  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.821  -0.377   0.398  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.544  -1.030  -0.124  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.255  -0.582   0.616  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.928   0.872   0.191  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.028  -1.520   0.223  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.222  -1.654  -1.305  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.111  -2.860  -1.658  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.420  -2.931  -3.143  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.309  -3.468  -4.005  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.628  -2.539  -3.598  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.145  -2.555  -5.002  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.166  -1.214  -5.444  0.00  0.00           O+0
HETATM   22  P   UNK     0       3.863  -0.943  -6.864  0.00  0.00           P+0
HETATM   23  O   UNK     0       5.236  -1.492  -7.045  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.823  -1.581  -7.906  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.674   0.615  -7.101  0.00  0.00           O+0
HETATM   26  P   UNK     0       3.918   1.651  -5.927  0.00  0.00           P+0
HETATM   27  O   UNK     0       5.160   1.513  -5.121  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.573   1.601  -5.068  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.776   3.076  -6.637  0.00  0.00           O+0
HETATM   30  H   UNK     0       3.170  -0.344   1.233  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.550  -0.502  -0.491  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.837  -2.269   2.801  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.867  -0.877   3.099  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.379  -0.591   4.052  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.002   0.675   2.898  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.608  -1.847   2.311  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.073  -0.475   4.543  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.003  -1.835   4.188  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.357  -0.353   4.913  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.835   1.893   1.960  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.726   1.697   3.447  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.967   1.719   3.490  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.183  -1.698   2.032  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.938  -0.126   2.213  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.823   0.697   0.185  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.678  -0.792  -0.145  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.475  -0.802  -1.194  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.651  -2.120  -0.042  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.647   0.917  -0.867  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.778   1.546   0.288  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.103   1.306   0.761  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.290  -2.536   0.558  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.730  -1.795  -1.824  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.656  -0.734  -1.713  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.612  -3.789  -1.352  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.045  -2.831  -1.087  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.588  -2.848  -3.905  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.057  -4.489  -3.700  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.557  -3.496  -5.068  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.352  -2.162  -2.876  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.538  -3.159  -5.680  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.160  -2.966  -5.004  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.217  -1.640  -8.796  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.516   0.784  -4.531  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.008   3.794  -6.022  0.00  0.00           H+0
CONECT    1    2   30   31                                                  
CONECT    2    1    3   14                                                  
CONECT    3    4    2   32   33                                             
CONECT    4    5    3   34   35                                             
CONECT    5    6    4   12   36                                             
CONECT    6    9    5    7    8                                             
CONECT    7    6   37   38   39                                             
CONECT    8    6   40   41   42                                             
CONECT    9    6   10   43   44                                             
CONECT   10    9   11   45   46                                             
CONECT   11   12   10   47   48                                             
CONECT   12   11   14    5   13                                             
CONECT   13   12   49   50   51                                             
CONECT   14   12    2   15   52                                             
CONECT   15   16   14   53   54                                             
CONECT   16   15   17   55   56                                             
CONECT   17   16   19   18                                                  
CONECT   18   17   57   58   59                                             
CONECT   19   17   20   60                                                  
CONECT   20   19   21   61   62                                             
CONECT   21   20   22                                                       
CONECT   22   21   25   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   63                                                       
CONECT   25   22   26                                                       
CONECT   26   25   28   27   29                                             
CONECT   27   26                                                            
CONECT   28   26   64                                                       
CONECT   29   26   65                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    3                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    7                                                            
CONECT   38    7                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   13                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   15                                                            
CONECT   54   15                                                            
CONECT   55   16                                                            
CONECT   56   16                                                            
CONECT   57   18                                                            
CONECT   58   18                                                            
CONECT   59   18                                                            
CONECT   60   19                                                            
CONECT   61   20                                                            
CONECT   62   20                                                            
CONECT   63   24                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  132    0
END

RDKit          3D

65 66  0  0  0  0  0  0  0  0999 V2000
    2.3598   -0.6328    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1963   -1.1037    1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.2132    2.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -0.3940    2.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -0.7587    2.1744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8230   -0.1667    2.7610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0727   -0.7416    4.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270    1.3658    2.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157   -0.6222    1.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8209   -0.3767    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437   -1.0301   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2548   -0.5820    0.6163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9280    0.8718    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0276   -1.5200    0.2228 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2218   -1.6535   -1.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105   -2.8602   -1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201   -2.9312   -3.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3085   -3.4682   -4.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279   -2.5392   -3.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446   -2.5555   -5.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660   -1.2135   -5.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626   -0.9429   -6.8644 P   0  0  1  0  0  5  0  0  0  0  0  0
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    2.8228   -1.5807   -7.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6742    0.6147   -7.1007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9184    1.6512   -5.9269 P   0  0  2  0  0  5  0  0  0  0  0  0
    5.1600    1.5132   -5.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5501   -0.5022   -0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -2.2686    2.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8669   -0.8772    3.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -0.5907    4.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024    0.6745    2.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079   -1.8475    2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0734   -0.4753    4.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035   -1.8351    4.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3575   -0.3531    4.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8353    1.8932    1.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7260    1.6974    3.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9673    1.7194    3.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1831   -1.6984    2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9383   -0.1257    2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226    0.6970    0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6783   -0.7922   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749   -0.8015   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -2.1197   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6465    0.9167   -0.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    1.5455    0.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029    1.3060    0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -2.5357    0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -1.7952   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560   -0.7335   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6124   -3.7892   -1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -2.8310   -1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878   -2.8483   -3.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0572   -4.4893   -3.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568   -3.4958   -5.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -2.1617   -2.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5376   -3.1585   -5.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1598   -2.9665   -5.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2174   -1.6403   -8.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5160    0.7844   -4.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0085    3.7938   -6.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  6  1  0
  2  1  2  3
  6  5  1  0
 15 16  1  0
 12 11  1  0
 16 17  1  0
 12 14  1  0
 17 19  2  0
  5  4  1  0
 19 20  1  0
  4  3  1  0
 17 18  1  0
  3  2  1  0
 20 21  1  0
  2 14  1  0
 22 21  1  1
 12  5  1  0
 22 25  1  0
  6  7  1  1
 26 25  1  6
 22 23  2  0
  6  8  1  0
 22 24  1  0
 10  9  1  0
 26 28  1  0
 12 13  1  1
 26 27  2  0
 10 11  1  0
 26 29  1  0
 14 15  1  0
  5 36  1  6
 10 45  1  0
 10 46  1  0
  9 43  1  0
  9 44  1  0
 11 47  1  0
 11 48  1  0
  4 34  1  0
  4 35  1  0
  3 32  1  0
  3 33  1  0
 14 52  1  1
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 15 53  1  0
 15 54  1  0
  1 30  1  0
  1 31  1  0
 16 55  1  0
 16 56  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 24 63  1  0
 28 64  1  0
 29 65  1  0
M  END

View in JSmol

Synonyms

Value	Source
(+)-Copalyl diphosphate	ChEBI
Labdadienyl diphosphate	ChEBI
(+)-Copalyl diphosphoric acid	Generator
Labdadienyl diphosphoric acid	Generator
Copalyl diphosphoric acid	Generator
Copalyl diphosphate	ChEBI
5a,9a,10b-Labda-8(20),13-dien-15-yl diphosphate	Generator
5a,9a,10b-Labda-8(20),13-dien-15-yl diphosphoric acid	Generator
5alpha,9alpha,10beta-Labda-8(20),13-dien-15-yl diphosphoric acid	Generator
5Α,9α,10β-labda-8(20),13-dien-15-yl diphosphate	Generator
5Α,9α,10β-labda-8(20),13-dien-15-yl diphosphoric acid	Generator

Chemical Formula

C₂₀H₃₆O₇P₂

Average Mass

450.4490 Da

Monoisotopic Mass

450.19363 Da

IUPAC Name

[({[(2E)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid

Traditional Name

copalyl diphosphate

CAS Registry Number

Not Available

SMILES

[H]O[P](=O)(O[H])O[P@](=O)(O[H])OC([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])[C@@]1([H])C(=C([H])[H])C([H])([H])C([H])([H])[C@@]2([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18H,2,6-10,12-14H2,1,3-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18-,20+/m0/s1

InChI Key

JCAIWDXKLCEQEO-ATPOGHATSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, 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
Arabidopsis thaliana	Plant	KNApSAcK
Cucurbita maxima	Plant	KNApSAcK
Daucus carota	Plant	KNApSAcK
Fusarium fujikuroi	Fungi	KNApSAcK
Marah macrocarpus	Plant	KNApSAcK
Nicotiana tabacum	Plant	KNApSAcK
Ocimum tenuiflorum	Plant	KNApSAcK
Oryza sativa	Plant	KNApSAcK
Phaeosphaeria sp. L487	Fungi	KNApSAcK
Phyllostachys glauca	Plant	KNApSAcK
Ricinus communis	Plant	KNApSAcK
Stevia rebaudiana	KNApSAcK Database	22123792
Taiwania cryptomerioides	KNApSAcK Database	22123792
Tripterygium wilfordii	KNApSAcK Database	22123792
Triticum aestivum	Plant	KNApSAcK
Zea mays L.	Plant	KNApSAcK

Species Where Detected

Species Name	Source	Reference
Trichothecium roseum	KNApSAcK Database	22123792

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	3.5	ALOGPS
logP	4.61	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	113.8 m³·mol⁻¹	ChemAxon
Polarizability	46.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00000876

Chemspider ID

4445249

KEGG Compound ID

C11901

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

30939

Good Scents ID

Not Available

References

General References

Faylo JL, Ronnebaum TA, Christianson DW: Assembly-Line Catalysis in Bifunctional Terpene Synthases. Acc Chem Res. 2021 Jul 13. doi: 10.1021/acs.accounts.1c00296. [PubMed:34254507 ]
Itoh A, Nakazato S, Wakabayashi H, Hamano A, Shenton MR, Miyamoto K, Mitsuhashi W, Okada K, Toyomasu T: Functional kaurene-synthase-like diterpene synthases lacking a gamma domain are widely present in Oryza and related species. Biosci Biotechnol Biochem. 2021 Jul 9. pii: 6318364. doi: 10.1093/bbb/zbab127. [PubMed:34244709 ]
He L, Liu H, Cheng C, Xu M, He L, Li L, Yao J, Zhang W, Zhai Z, Luo Q, Sun J, Yang T, Xu S: RNA sequencing reveals transcriptomic changes in tobacco (Nicotiana tabacum) following NtCPS2 knockdown. BMC Genomics. 2021 Jun 23;22(1):467. doi: 10.1186/s12864-021-07796-8. [PubMed:34162328 ]
Yang R, Du Z, Qiu T, Sun J, Shen Y, Huang L: Discovery and Functional Characterization of a Diverse Diterpene Synthase Family in the Medicinal Herb Isodon lophanthoides var. Gerardiana. Plant Cell Physiol. 2021 Jun 16. pii: 6300649. doi: 10.1093/pcp/pcab089. [PubMed:34133748 ]
Chen F, Li Y, Li X, Li W, Xu J, Cao H, Wang Z, Li Y, Soppe WJJ, Liu Y: Ectopic expression of the Arabidopsis florigen gene FLOWERING LOCUS T in seeds enhances seed dormancy via the GA and DOG1 pathways. Plant J. 2021 May 26. doi: 10.1111/tpj.15354. [PubMed:34037275 ]
Derkx A, Baumann U, Cheong J, Mrva K, Sharma N, Pallotta M, Mares D: A Major Locus on Wheat Chromosome 7B Associated With Late-Maturity alpha-Amylase Encodes a Putative ent-Copalyl Diphosphate Synthase. Front Plant Sci. 2021 Feb 26;12:637685. doi: 10.3389/fpls.2021.637685. eCollection 2021. [PubMed:33719315 ]
Ma LT, Wang CH, Hon CY, Lee YR, Chu FH: Discovery and characterization of diterpene synthases in Chamaecyparis formosensis Matsum. which participated in an unprecedented diterpenoid biosynthesis route in conifer. Plant Sci. 2021 Mar;304:110790. doi: 10.1016/j.plantsci.2020.110790. Epub 2020 Dec 9. [PubMed:33568294 ]
Brown R, Jia M, Peters RJ: A pair of threonines mark ent-kaurene synthases for phytohormone biosynthesis. Phytochemistry. 2021 Apr;184:112672. doi: 10.1016/j.phytochem.2021.112672. Epub 2021 Jan 29. [PubMed:33524857 ]
Yang M, Liu G, Yamamura Y, Chen F, Fu J: Divergent Evolution of the Diterpene Biosynthesis Pathway in Tea Plants (Camellia sinensis) Caused by Single Amino Acid Variation of ent-Kaurene Synthase. J Agric Food Chem. 2020 Sep 16;68(37):9930-9939. doi: 10.1021/acs.jafc.0c03488. Epub 2020 Sep 3. [PubMed:32841021 ]
Toyomasu T, Shenton MR, Okada K: Evolution of Labdane-Related Diterpene Synthases in Cereals. Plant Cell Physiol. 2020 Dec 23;61(11):1850-1859. doi: 10.1093/pcp/pcaa106. [PubMed:32810270 ]
Tasnim S, Gries R, Mattsson J: Identification of Three Monofunctional Diterpene Synthases with Specific Enzyme Activities Expressed during Heartwood Formation in Western Redcedar (Thuja plicata) Trees. Plants (Basel). 2020 Aug 12;9(8). pii: plants9081018. doi: 10.3390/plants9081018. [PubMed:32806789 ]
Guo S, Zhang X, Bai Q, Zhao W, Fang Y, Zhou S, Zhao B, He L, Chen J: Cloning and Functional Analysis of Dwarf Gene Mini Plant 1 (MNP1) in Medicago truncatula. Int J Mol Sci. 2020 Jul 14;21(14). pii: ijms21144968. doi: 10.3390/ijms21144968. [PubMed:32674471 ]
Vaccaro MC, Alfieri M, De Tommasi N, Moses T, Goossens A, Leone A: Boosting the Synthesis of Pharmaceutically Active Abietane Diterpenes in S. sclarea Hairy Roots by Engineering the GGPPS and CPPS Genes. Front Plant Sci. 2020 Jun 18;11:924. doi: 10.3389/fpls.2020.00924. eCollection 2020. [PubMed:32625231 ]
Zhang Y, Wang Y, Xing J, Wan J, Wang X, Zhang J, Wang X, Li Z, Zhang M: Copalyl Diphosphate Synthase Mutation Improved Salt Tolerance in Maize (Zea mays. L) via Enhancing Vacuolar Na(+) Sequestration and Maintaining ROS Homeostasis. Front Plant Sci. 2020 May 13;11:457. doi: 10.3389/fpls.2020.00457. eCollection 2020. [PubMed:32477376 ]
Li R, Han Y, Zhang Q, Chang G, Han Y, Li X, Zhang B: Transcriptome Profiling Analysis Reveals Co-regulation of Hormone Pathways in Foxtail Millet during Sclerospora graminicola Infection. Int J Mol Sci. 2020 Feb 12;21(4). pii: ijms21041226. doi: 10.3390/ijms21041226. [PubMed:32059399 ]
Kawasaki, T., et al. (2004). Kawasaki, T., et al, J. Antibiotics 57, 739 (2004). J. Antibiotics.

Showing NP-Card for copalyl diphosphate (NP0027298)

MOL for NP0027298 (copalyl diphosphate)

3D MOL for NP0027298 (copalyl diphosphate)

3D SDF for NP0027298 (copalyl diphosphate)

3D-SDF for NP0027298 (copalyl diphosphate)

PDB for NP0027298 (copalyl diphosphate)

3D PDB for NP0027298 (copalyl diphosphate)

SMILES for NP0027298 (copalyl diphosphate)

INCHI for NP0027298 (copalyl diphosphate)

Structure for NP0027298 (copalyl diphosphate)

3D Structure for NP0027298 (copalyl diphosphate)