NP-MRD: Showing NP-Card for 12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate (NP0249747)

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Record Information

Version

2.0

Created at

2022-09-07 12:23:59 UTC

Updated at

2022-09-07 12:23:59 UTC

NP-MRD ID

NP0249747

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate

Description

12-[(Benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]Pentadec-9-en-2-yl pyridine-3-carboxylate belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton. 12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate is found in Nigella sativa. 12-[(Benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]Pentadec-9-en-2-yl pyridine-3-carboxylate is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261516522D          

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M  END

     RDKit          3D

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M  END


  Mrv1533004261516522D          

 48 53  0  0  0  0            999 V2000
   -0.0433   -3.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6949   -3.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -2.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -2.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106   -1.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2341   -1.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7065   -0.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1066   -0.8994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341   -0.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2821    0.2456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -0.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327   -1.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0734   -0.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8498   -0.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918   -0.4080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557    0.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367    0.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243    0.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1823    0.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794    1.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6184    1.8817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    1.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987    0.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0009    1.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1421   -0.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2075   -1.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143   -2.2751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -2.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -2.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242   -1.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359   -2.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -3.2115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2376   -3.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8259   -2.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4443   -4.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -4.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4461   -5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578   -5.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0627   -5.6076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -4.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4408   -2.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830   -3.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 27 17  1  4  0  0  0
 27 28  2  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
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
 37 47  1  0  0  0  0
  3 47  1  0  0  0  0
  6 47  1  0  0  0  0
  2 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249747

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=C1CCC2(COC(=O)C3=CC=CC=C3)C1C(CC1(C)OC1CCC(C)=CC2OC(=O)C1=CC=CN=C1)OC(=O)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C39H42N2O7/c1-25(2)30-16-17-39(24-45-35(42)27-10-6-5-7-11-27)33(47-37(44)29-13-9-19-41-23-29)20-26(3)14-15-32-38(4,48-32)21-31(34(30)39)46-36(43)28-12-8-18-40-22-28/h5-13,18-20,22-23,31-34H,14-17,21,24H2,1-4H3

> <INCHI_KEY>
BRPXPVJDVKIHQK-UHFFFAOYSA-N

> <FORMULA>
C39H42N2O7

> <MOLECULAR_WEIGHT>
650.772

> <EXACT_MASS>
650.2992017

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
69.01853812632055

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate

> <ALOGPS_LOGP>
5.17

> <JCHEM_LOGP>
6.489971788666667

> <ALOGPS_LOGS>
-5.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.5408182356375186

> <JCHEM_POLAR_SURFACE_AREA>
117.21000000000002

> <JCHEM_REFRACTIVITY>
180.65869999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.49e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -0.081  -7.145   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.297  -6.458   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.391  -4.920   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.202  -3.941   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.767  -2.508   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.304  -2.602   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.319  -1.418   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.199  -1.679   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.184  -0.495   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.393   0.458   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.701  -0.756   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.234  -2.201   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.752  -2.462   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.737  -1.278   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.204   0.167   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.686   0.428   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.453  -1.369   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.038  -0.762   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.857   0.768   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.091   1.689   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.442   1.375   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.792   0.454   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.207   1.062   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.388   2.591   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -1.154   3.513   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       0.261   2.905   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.547   0.168   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.038   0.554   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.602   1.987   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.865  -0.745   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.468  -1.265   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.854  -2.756   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.240  -4.247   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.756  -3.836   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.345  -5.320   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.272  -3.424   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.174  -4.504   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.559  -5.995   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.044  -6.406   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       7.142  -5.326   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       6.429  -7.897   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.914  -8.308   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.299  -9.799   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.201 -10.879   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0       5.717 -10.467   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0       5.331  -8.977   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.690  -4.093   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       2.582  -7.307   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   48                                                  
CONECT    3    2    4   47                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17   47                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    6   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   17   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32   34                                                       
CONECT   34   33   32   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   47                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   41                                                       
CONECT   47   37    3    6                                                  
CONECT   48    2                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

View in JSmol

Synonyms

Value	Source
12-[(Benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0,]pentadec-9-en-2-yl pyridine-3-carboxylic acid	Generator
12-[(Benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylic acid	Generator

Chemical Formula

C₃₉H₄₂N₂O₇

Average Mass

650.7720 Da

Monoisotopic Mass

650.29920 Da

IUPAC Name

12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate

Traditional Name

12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

CC(C)=C1CCC2(COC(=O)C3=CC=CC=C3)C1C(CC1(C)OC1CCC(C)=CC2OC(=O)C1=CC=CN=C1)OC(=O)C1=CC=CN=C1

InChI Identifier

InChI=1S/C39H42N2O7/c1-25(2)30-16-17-39(24-45-35(42)27-10-6-5-7-11-27)33(47-37(44)29-13-9-19-41-23-29)20-26(3)14-15-32-38(4,48-32)21-31(34(30)39)46-36(43)28-12-8-18-40-22-28/h5-13,18-20,22-23,31-34H,14-17,21,24H2,1-4H3

InChI Key

BRPXPVJDVKIHQK-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
Nigella sativa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Dolabellane and neodolabellane diterpenoids

Alternative Parents

Substituents

Dolabellane diterpenoid
Benzoate ester
Benzoic acid or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tricarboxylic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Carboxylic acid ester
Azacycle
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.17	ALOGPS
logP	6.49	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	3.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	117.21 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	180.66 m³·mol⁻¹	ChemAxon
Polarizability	69.02 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72788699

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate (NP0249747)

MOL for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

3D MOL for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

3D SDF for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

3D-SDF for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

PDB for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

3D PDB for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

SMILES for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

INCHI for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

Structure for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)

3D Structure for NP0249747 (12-[(benzoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-2-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-11-yl pyridine-3-carboxylate)