NP-MRD: Showing NP-Card for 19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate (NP0218778)

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Record Information

Version

2.0

Created at

2022-09-05 19:33:23 UTC

Updated at

2022-09-05 19:33:23 UTC

NP-MRD ID

NP0218778

Secondary Accession Numbers

None

Natural Product Identification

Common Name

19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate

Description

19-(Acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]Nonadecan-10-yl 3-phenylprop-2-enoate belongs to the class of organic compounds known as hetisine-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hetisine skeleton, which is a heptacyclic compound with an additional N-C-6 bond as compared with the hetidine-type, and thus, is one of most complex entries in the atisane-class. 19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate is found in Aconitum palmatum. 19-(Acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]Nonadecan-10-yl 3-phenylprop-2-enoate is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241514532D          

 37 44  0  0  0  0            999 V2000
    3.4999   -2.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896   -1.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7595   -1.3442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -1.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2408   -0.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682   -0.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758    0.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897    1.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198    0.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667    2.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    2.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    3.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    3.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155    4.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    5.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350    4.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2400    3.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7092   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586   -1.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3358   -0.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1056   -1.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165   -2.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5586   -2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6437   -2.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967   -3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110   -4.2474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2175   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -2.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -1.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1442   -0.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9944   -1.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423   -1.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8608   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345   -1.7323    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
  2  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
 11  9  1  4  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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 34  1  0  0  0  0
 29 34  1  0  0  0  0
 31 35  1  0  0  0  0
 35 36  1  0  0  0  0
  6 36  1  0  0  0  0
 36 37  2  0  0  0  0
M  END


  Mrv1533004241514532D          

 37 44  0  0  0  0            999 V2000
    3.4999   -2.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896   -1.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7595   -1.3442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -1.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2408   -0.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682   -0.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758    0.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897    1.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198    0.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667    2.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    2.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    3.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    3.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155    4.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    5.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350    4.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2400    3.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7092   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586   -1.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3358   -0.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1056   -1.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165   -2.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5586   -2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6437   -2.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967   -3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110   -4.2474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2175   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -2.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -1.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1442   -0.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9944   -1.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423   -1.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8608   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345   -1.7323    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
  2  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
 11  9  1  4  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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 34  1  0  0  0  0
 29 34  1  0  0  0  0
 31 35  1  0  0  0  0
 35 36  1  0  0  0  0
  6 36  1  0  0  0  0
 36 37  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0218778

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C2C34CC5C6C7(C)CN5C(C3C(OC(=O)C=CC3=CC=CC=C3)C1C(=C)C4)C26CC(O)C7

> <INCHI_IDENTIFIER>
InChI=1S/C31H35NO5/c1-16-11-30-14-20-26-29(3)12-19(34)13-31(26)27(30)25(36-17(2)33)22(16)24(23(30)28(31)32(20)15-29)37-21(35)10-9-18-7-5-4-6-8-18/h4-10,19-20,22-28,34H,1,11-15H2,2-3H3

> <INCHI_KEY>
XFQIPZJKFRXZAD-UHFFFAOYSA-N

> <FORMULA>
C31H35NO5

> <MOLECULAR_WEIGHT>
501.623

> <EXACT_MASS>
501.251523231

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
54.36338643507736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.5522515363333325

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.219422226945827

> <JCHEM_PKA_STRONGEST_BASIC>
9.34382986994053

> <JCHEM_POLAR_SURFACE_AREA>
76.07000000000001

> <JCHEM_REFRACTIVITY>
137.1778

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       6.533  -4.577   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.074  -2.876   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.884  -2.509   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.646  -1.585   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.295  -2.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.183  -1.140   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.541  -0.179   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.995   1.401   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.714   2.376   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.277   1.694   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.858   3.977   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.590   4.919   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.768   6.449   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.532   7.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.709   8.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.123   9.508   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.359   8.590   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.181   7.060   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.924  -0.976   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.136  -2.351   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       9.960  -1.762   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      11.397  -2.555   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.671  -3.967   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.243  -4.475   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.535  -5.579   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.141  -6.321   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.167  -7.929   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.873  -5.410   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.847  -3.750   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.120  -3.323   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.476  -2.030   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.736  -0.373   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.171  -1.311   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.323  -3.289   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.119  -3.624   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.473  -2.803   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.931  -3.234   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7   36                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    7   20   31                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   33                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25   34                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   20   30   34                                             
CONECT   30   29    5   31                                                  
CONECT   31   30   19   32   35                                             
CONECT   32   31   33                                                       
CONECT   33   32   21   34                                                  
CONECT   34   33   23   29                                                  
CONECT   35   31   36                                                       
CONECT   36   35    6   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   88    0
END

View in JSmol

Synonyms

Value	Source
19-(Acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0,.0,.0,.0,.0,]nonadecan-10-yl 3-phenylprop-2-enoic acid	Generator
19-(Acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₃₁H₃₅NO₅

Average Mass

501.6230 Da

Monoisotopic Mass

501.25152 Da

IUPAC Name

19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate

Traditional Name

19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C2C34CC5C6C7(C)CN5C(C3C(OC(=O)C=CC3=CC=CC=C3)C1C(=C)C4)C26CC(O)C7

InChI Identifier

InChI=1S/C31H35NO5/c1-16-11-30-14-20-26-29(3)12-19(34)13-31(26)27(30)25(36-17(2)33)22(16)24(23(30)28(31)32(20)15-29)37-21(35)10-9-18-7-5-4-6-8-18/h4-10,19-20,22-28,34H,1,11-15H2,2-3H3

InChI Key

XFQIPZJKFRXZAD-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
Aconitum palmatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hetisine-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hetisine skeleton, which is a heptacyclic compound with an additional N-C-6 bond as compared with the hetidine-type, and thus, is one of most complex entries in the atisane-class.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Hetisine-type diterpenoid alkaloids

Alternative Parents

Substituents

Hetisine-type diterpenoid alkaloid
Cinnamic acid or derivatives
Cinnamic acid ester
Azaspirodecane
Quinolizidine
Indole or derivatives
Indolizidine
Alkaloid or derivatives
Isoindoline
Isoindole or derivatives
Styrene
Azepane
Fatty acid ester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Piperidine
Benzenoid
N-alkylpyrrolidine
Enoate ester
Pyrrolidine
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic oxide
Amine
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen 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	2.31	ALOGPS
logP	2.55	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	15.22	ChemAxon
pKa (Strongest Basic)	9.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.07 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	137.18 m³·mol⁻¹	ChemAxon
Polarizability	54.36 Å³	ChemAxon
Number of Rings	8	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate (NP0218778)

MOL for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

3D MOL for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

3D SDF for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

3D-SDF for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

PDB for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

3D PDB for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

SMILES for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

INCHI for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

Structure for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)

3D Structure for NP0218778 (19-(acetyloxy)-3-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecan-10-yl 3-phenylprop-2-enoate)