NP-MRD: Showing NP-Card for (1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate (NP0176963)

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Record Information

Version

2.0

Created at

2022-09-03 14:43:06 UTC

Updated at

2022-09-03 14:43:07 UTC

NP-MRD ID

NP0176963

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate

Description

Hokbusine A belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom. (1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate is found in Aconitum carmichaelii, Aconitum japonicum and Aconitum napellus. Based on a literature review very few articles have been published on Hokbusine A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032216432D          

 43 49  0  0  1  0            999 V2000
   -0.2685   -3.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5524   -3.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9045   -2.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924   -1.6519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8114   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.1357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698    1.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1671   -0.2772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8126   -0.2766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8678   -0.6751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9666   -0.1528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603   -0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -1.6440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2504   -1.2684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3719   -0.8139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2051    0.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    0.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4771   -0.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 43  1  0  0  0  0
M  END

     RDKit          3D

 88 94  0  0  0  0  0  0  0  0999 V2000
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   -2.0188    2.4361   -0.5046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7417    3.7898   -0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309032216432D          

 43 49  0  0  1  0            999 V2000
   -0.2685   -3.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6544    0.1357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698    1.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1671   -0.2772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8126   -0.2766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8678   -0.6751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9666   -0.1528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603   -0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -1.6440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2504   -1.2684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3719   -0.8139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2051    0.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    0.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852   -1.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.8478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4771   -0.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451   -1.8221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7458   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.9394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4337   -2.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987   -1.1497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9952   -1.0304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5552   -0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5669   -0.4739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1296    0.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045   -0.5533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8717    0.3516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709    1.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385   -1.3694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1909   -2.1596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1218   -3.0284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5950   -3.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -3.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2293   -4.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869   -5.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -5.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979   -5.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403   -5.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4060   -4.5308    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  6  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 13 10  1  6  0  0  0
  4 13  1  0  0  0  0
 14 13  1  6  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  1  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
  9 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 21  1  1  0  0  0
 33 34  1  0  0  0  0
 23 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0176963

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@]12CN(C)[C@@H]3[C@@H]4[C@H](OC)[C@H]1[C@]3([C@@H]1C[C@@]3(O)[C@H](OC(=O)C5=CC=CC=C5)[C@@H]1[C@]4(OC)[C@@H](O)[C@@H]3OC)[C@H](C[C@H]2O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C32H45NO10/c1-33-14-29(15-38-2)18(34)12-19(39-3)31-17-13-30(37)26(43-28(36)16-10-8-7-9-11-16)20(17)32(42-6,25(35)27(30)41-5)21(24(31)33)22(40-4)23(29)31/h7-11,17-27,34-35,37H,12-15H2,1-6H3/t17-,18-,19+,20-,21+,22+,23-,24-,25+,26-,27+,29+,30-,31+,32-/m1/s1

> <INCHI_KEY>
GPKLKIFNFCDMHE-BMTFSNIDSA-N

> <FORMULA>
C32H45NO10

> <MOLECULAR_WEIGHT>
603.709

> <EXACT_MASS>
603.304346653

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
64.0245281037231

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13R,14R,16S,17S,18R)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl benzoate

> <JCHEM_LOGP>
-0.6980272483333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.244545424622967

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.544148625295563

> <JCHEM_PKA_STRONGEST_BASIC>
9.666569624214024

> <JCHEM_POLAR_SURFACE_AREA>
136.38000000000002

> <JCHEM_REFRACTIVITY>
152.6557999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13R,14R,16S,17S,18R)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.501  -6.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.031  -6.237   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.688  -4.781   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.666  -3.084   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.515  -1.300   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.088   0.253   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.930   2.047   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.045  -0.517   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.250  -0.516   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.487  -1.260   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.804  -0.285   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.113  -0.379   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.304  -3.069   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.201  -2.368   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.561  -1.519   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.250   0.508   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.903   1.304   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.906  -2.649   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.558  -1.582   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.891  -0.280   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.684  -3.401   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.992  -4.611   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.755  -3.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.143  -4.435   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.518  -2.146   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.191  -1.923   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.236  -0.720   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.525  -0.885   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.575   0.382   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.915  -1.033   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.227   0.656   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.852   2.205   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.792  -2.556   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.823  -4.031   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       7.694  -5.653   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.577  -6.978   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      10.114  -6.879   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.895  -8.358   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.749  -9.640   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.066 -11.020   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.529 -11.119   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.675  -9.838   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.358  -8.457   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13   19                                             
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10    4   14                                                  
CONECT   14   13    8   15   21                                             
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18    4   20                                                  
CONECT   20   19                                                            
CONECT   21   14   22   33                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25   34                                             
CONECT   24   23                                                            
CONECT   25   23   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    9   31   33                                             
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   21   34                                                  
CONECT   34   33   23   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   38                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₅NO₁₀

Average Mass

603.7090 Da

Monoisotopic Mass

603.30435 Da

IUPAC Name

(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13R,14R,16S,17S,18R)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC[C@]12CN(C)[C@@H]3[C@@H]4[C@H](OC)[C@H]1[C@]3([C@@H]1C[C@@]3(O)[C@H](OC(=O)C5=CC=CC=C5)[C@@H]1[C@]4(OC)[C@@H](O)[C@@H]3OC)[C@H](C[C@H]2O)OC

InChI Identifier

InChI=1S/C32H45NO10/c1-33-14-29(15-38-2)18(34)12-19(39-3)31-17-13-30(37)26(43-28(36)16-10-8-7-9-11-16)20(17)32(42-6,25(35)27(30)41-5)21(24(31)33)22(40-4)23(29)31/h7-11,17-27,34-35,37H,12-15H2,1-6H3/t17-,18-,19+,20-,21+,22+,23-,24-,25+,26-,27+,29+,30-,31+,32-/m1/s1

InChI Key

GPKLKIFNFCDMHE-BMTFSNIDSA-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
Aconitum carmichaelii	LOTUS Database	35616633
Aconitum japonicum	LOTUS Database	35616633
Aconitum napellus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Aconitane-type diterpenoid alkaloids

Alternative Parents

Substituents

Aconitane-type diterpenoid alkaloid
Benzoate ester
Quinolidine
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
Azepane
Monocyclic benzene moiety
Benzenoid
Piperidine
Tertiary alcohol
Cyclic alcohol
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organopnictogen compound
Amine
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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	-0.7	ChemAxon
pKa (Strongest Acidic)	12.54	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	136.38 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	152.66 m³·mol⁻¹	ChemAxon
Polarizability	64.02 Å³	ChemAxon
Number of Rings	7	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

C00039377

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

102375480

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate (NP0176963)

MOL for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

3D MOL for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

3D SDF for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

3D-SDF for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

PDB for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

3D PDB for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

SMILES for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

INCHI for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

Structure for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)

3D Structure for NP0176963 ((1s,2r,3r,4r,5r,6s,7s,8r,9r,10r,13r,14r,16s,17s,18r)-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-4-yl benzoate)