NP-MRD: Showing NP-Card for 2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate (NP0195075)

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Record Information

Version

2.0

Created at

2022-09-04 12:51:53 UTC

Updated at

2022-09-04 12:51:53 UTC

NP-MRD ID

NP0195075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate

Description

2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-12'-yl 2-methylpropanoate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate is found in Junceella juncea. 2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-12'-yl 2-methylpropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171509102D          

 43 46  0  0  0  0            999 V2000
    1.6652    5.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184    5.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8817    4.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083    4.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    4.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615    3.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515    3.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882    3.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781    3.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148    3.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616    4.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8047    3.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5415    3.5066    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7580    2.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3388    1.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9610    0.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323    0.2555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    1.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608    0.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0212    1.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2845    1.5690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7112    1.4879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277    0.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    2.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047    2.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8111    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3715    1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4780    2.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    2.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    1.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514    2.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
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  9 10  1  0  0  0  0
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 30 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

 84 87  0  0  0  0  0  0  0  0999 V2000
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    3.4357    0.2540    1.5754 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2628    2.4578    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004171509102D          

 43 46  0  0  0  0            999 V2000
    1.6652    5.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184    5.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3083    4.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    4.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6882    3.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781    3.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148    3.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616    4.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8047    3.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3388    1.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9610    0.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323    0.2555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    1.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608    0.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0212    1.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    1.3976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313    2.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845    1.5690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9745    1.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7112    1.4879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277    0.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    2.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047    2.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2147    2.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680    2.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    0.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0276   -0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -1.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5478    1.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3715    1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191    0.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780    2.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    2.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    1.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514    2.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 32 37  1  0  0  0  0
 27 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 39  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)OC1CCC(=C)C(Cl)C2OC(=O)C(C)C2(O)C(OC(C)=O)C2C3(CO3)C(CC(OC(C)=O)C12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H41ClO12/c1-13(2)26(35)42-19-10-9-14(3)22(31)24-30(37,15(4)27(36)43-24)25(41-18(7)34)23-28(19,8)20(39-16(5)32)11-21(40-17(6)33)29(23)12-38-29/h13,15,19-25,37H,3,9-12H2,1-2,4-8H3

> <INCHI_KEY>
CTLQYACQKLGWOB-UHFFFAOYSA-N

> <FORMULA>
C30H41ClO12

> <MOLECULAR_WEIGHT>
629.1

> <EXACT_MASS>
628.2286545

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
62.56296589355752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-12'-yl 2-methylpropanoate

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
1.9567150283333317

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.368121824728998

> <JCHEM_PKA_STRONGEST_BASIC>
-3.949983513863537

> <JCHEM_POLAR_SURFACE_AREA>
164.26

> <JCHEM_REFRACTIVITY>
146.0369

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-12'-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       3.108  10.919   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.021   9.381   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.646   8.688   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.309   8.537   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.684   9.230   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.222   6.999   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.509   6.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.885   6.848   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.172   6.004   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.548   6.697   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.635   8.234   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.836   5.852   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      12.211   6.546   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0      10.748   4.315   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.832   3.221   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.127   1.852   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.820   0.477   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.932   2.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.514   1.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.373   3.622   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.530   2.609   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.085   4.466   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.998   2.929   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.286   2.084   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.661   2.777   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.198   0.547   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.710   3.773   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.422   4.618   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.134   5.462   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.047   3.924   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.960   2.387   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.247   1.542   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.160   0.005   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.785  -0.688   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.697  -2.226   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.497   0.156   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.623   2.236   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.160   2.148   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.316   0.860   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.759   4.769   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       1.384   4.076   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.296   2.538   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.096   4.920   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   14   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   37                                                  
CONECT   28   27    7   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31   40                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   27   38   39                                             
CONECT   38   37   39                                                       
CONECT   39   38   37                                                       
CONECT   40   30   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Value	Source
2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0,]heptadecane]-12'-yl 2-methylpropanoic acid	Generator
2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-12'-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₃₀H₄₁ClO₁₂

Average Mass

629.1000 Da

Monoisotopic Mass

628.22865 Da

IUPAC Name

2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-12'-yl 2-methylpropanoate

Traditional Name

2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-12'-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)OC1CCC(=C)C(Cl)C2OC(=O)C(C)C2(O)C(OC(C)=O)C2C3(CO3)C(CC(OC(C)=O)C12C)OC(C)=O

InChI Identifier

InChI=1S/C30H41ClO12/c1-13(2)26(35)42-19-10-9-14(3)22(31)24-30(37,15(4)27(36)43-24)25(41-18(7)34)23-28(19,8)20(39-16(5)32)11-21(40-17(6)33)29(23)12-38-29/h13,15,19-25,37H,3,9-12H2,1-2,4-8H3

InChI Key

CTLQYACQKLGWOB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Junceella juncea	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Diterpene lactone
Diterpenoid
Briarane diterpenoid
Pentacarboxylic acid or derivatives
Gamma butyrolactone
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Organochloride
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	2.87	ALOGPS
logP	1.96	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.37	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	164.26 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	146.04 m³·mol⁻¹	ChemAxon
Polarizability	62.56 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75045911

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate (NP0195075)

MOL for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

3D MOL for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

3D SDF for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

3D-SDF for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

PDB for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

3D PDB for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

SMILES for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

INCHI for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

Structure for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)

3D Structure for NP0195075 (2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-12'-yl 2-methylpropanoate)