NP-MRD: Showing NP-Card for methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate (NP0154598)

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Record Information

Version

2.0

Created at

2022-09-02 11:32:33 UTC

Updated at

2022-09-02 11:32:33 UTC

NP-MRD ID

NP0154598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate

Description

Methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]Nonadeca-2,4,6-triene-17-carboxylate belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group. methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate is found in Alstonia constricta. Methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]Nonadeca-2,4,6-triene-17-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261516312D          

 43 49  0  0  0  0            999 V2000
    0.1269    1.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361    1.1132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2531    0.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    1.6489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624    0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0365   -0.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -0.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4323    0.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    1.2877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    1.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0611    0.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330    2.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3117    2.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6049    3.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836    4.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3768    5.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    5.6512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1486    6.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1912    5.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4843    5.9147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0481    3.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193    3.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8365   -0.4937    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
  3  4  2  0  0  0  0
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  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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  9 10  1  0  0  0  0
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 32 33  1  4  0  0  0
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 34 35  1  0  0  0  0
  6 35  1  0  0  0  0
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 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
  8 43  1  0  0  0  0
 38 43  1  0  0  0  0
M  END

     RDKit          3D

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    4.6842    1.1945    0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004261516312D          

 43 49  0  0  0  0            999 V2000
    0.1269    1.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361    1.1132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7609    1.6489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624    0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0365   -0.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -0.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4323    0.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    1.2877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    1.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0611    0.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330    2.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3117    2.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6049    3.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836    4.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3768    5.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    5.6512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1486    6.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1912    5.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4843    5.9147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2987    6.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125    4.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269    4.6358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0481    3.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193    3.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7979   -1.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9087   -1.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0370   -1.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7672   -0.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4058   -0.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083   -1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996   -1.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0132   -1.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942   -1.1114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920   -1.7984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5515   -2.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322   -1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470   -1.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4662   -0.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1706    0.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558    0.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365   -0.4937    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
  3  4  2  0  0  0  0
  3  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
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  4  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  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 15 26  1  0  0  0  0
  8 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 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
 31 32  2  0  0  0  0
 32 33  1  4  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
  6 35  1  0  0  0  0
 28 35  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  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
  8 43  1  0  0  0  0
 38 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154598

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12C3CC4(C1OC(=O)C=CC1=CC(OC)=C(OC)C(OC)=C1)C(C1CC2C(CN31)=CC)N(C)C1=CC=CC=C41

> <INCHI_IDENTIFIER>
InChI=1S/C34H38N2O7/c1-7-20-18-36-24-16-22(20)34(32(38)42-6)27(36)17-33(21-10-8-9-11-23(21)35(2)30(24)33)31(34)43-28(37)13-12-19-14-25(39-3)29(41-5)26(15-19)40-4/h7-15,22,24,27,30-31H,16-18H2,1-6H3

> <INCHI_KEY>
MMWULTFKKMQANL-UHFFFAOYSA-N

> <FORMULA>
C34H38N2O7

> <MOLECULAR_WEIGHT>
586.685

> <EXACT_MASS>
586.267901572

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
63.162925678616524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
4.3925718693333335

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.344970398637148

> <JCHEM_POLAR_SURFACE_AREA>
86.77

> <JCHEM_REFRACTIVITY>
162.0401999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-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       0.237   3.506   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.814   2.078   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.339   1.864   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.287   3.078   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.916   0.436   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.801  -0.491   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.373   0.287   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.600  -0.844   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.540   0.964   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.088   2.404   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.608   2.650   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.581   1.456   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.155   4.089   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.182   5.283   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.729   6.722   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.756   7.916   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.303   9.355   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.330  10.549   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.877  11.988   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.824   9.601   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.371  11.041   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.891  11.287   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.797   8.408   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.317   8.653   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.290   7.460   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.249   6.968   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.223  -2.561   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.563  -2.942   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.936  -1.917   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.432  -0.288   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.758  -1.697   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.762  -1.946   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.306  -3.387   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.891  -2.861   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       3.349  -2.075   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       6.518  -3.357   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       6.630  -4.893   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.713  -2.359   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.234  -2.600   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.204  -1.403   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.652   0.034   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.131   0.275   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.162  -0.922   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    9   30                                             
CONECT    6    5    7   35                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   27   43                                             
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   15                                                       
CONECT   27    8   28   36                                                  
CONECT   28   27   29   35                                                  
CONECT   29   28   30                                                       
CONECT   30   29    5   31                                                  
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35                                                       
CONECT   35   34    6   28                                                  
CONECT   36   27   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    8   38                                                  
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Value	Source
Methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0,.0,.0,.0,]nonadeca-2,4,6-triene-17-carboxylic acid	Generator
Methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylic acid	Generator

Chemical Formula

C₃₄H₃₈N₂O₇

Average Mass

586.6850 Da

Monoisotopic Mass

586.26790 Da

IUPAC Name

methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate

Traditional Name

methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C12C3CC4(C1OC(=O)C=CC1=CC(OC)=C(OC)C(OC)=C1)C(C1CC2C(CN31)=CC)N(C)C1=CC=CC=C41

InChI Identifier

InChI=1S/C34H38N2O7/c1-7-20-18-36-24-16-22(20)34(32(38)42-6)27(36)17-33(21-10-8-9-11-23(21)35(2)30(24)33)31(34)43-28(37)13-12-19-14-25(39-3)29(41-5)26(15-19)40-4/h7-15,22,24,27,30-31H,16-18H2,1-6H3

InChI Key

MMWULTFKKMQANL-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
Alstonia constricta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Corynanthean-type alkaloids

Sub Class

Not Available

Direct Parent

Corynanthean-type alkaloids

Alternative Parents

Substituents

Corynanthean skeleton
Beta-carboline
Pyridoindole
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Quinolizidine
Piperidinecarboxylic acid
Indole or derivatives
Anisole
Phenol ether
Methoxybenzene
Quinuclidine
Styrene
Tertiary aliphatic/aromatic amine
Phenoxy compound
Dialkylarylamine
Fatty acid ester
Alkyl aryl ether
Azepane
Aralkylamine
Dicarboxylic acid or derivatives
Piperidine
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary amine
Tertiary aliphatic amine
Amino acid or derivatives
Carboxylic acid ester
Ether
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Amine
Hydrocarbon derivative
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	4.93	ALOGPS
logP	4.39	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	7.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	86.77 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	162.04 m³·mol⁻¹	ChemAxon
Polarizability	63.16 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

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 methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate (NP0154598)

MOL for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

3D MOL for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

3D SDF for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

3D-SDF for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

PDB for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

3D PDB for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

SMILES for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

INCHI for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

Structure for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)

3D Structure for NP0154598 (methyl 13-ethylidene-8-methyl-18-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-triene-17-carboxylate)