NP-MRD: Showing NP-Card for methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate (NP0147342)

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Record Information

Version

2.0

Created at

2022-09-02 02:56:01 UTC

Updated at

2022-09-02 02:56:02 UTC

NP-MRD ID

NP0147342

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

Description

Methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]Nonadeca-3(8),4,6-triene-19-carboxylate belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate is found in Alstonia macrophylla and Alstonia muelleriana. Methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]Nonadeca-3(8),4,6-triene-19-carboxylate is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523392D          

 42 48  0  0  0  0            999 V2000
    0.4266   -1.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5149   -1.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9356   -1.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    0.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -0.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134   -1.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -1.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.7040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2691   -2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6558   -2.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8269   -3.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6114   -3.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7826   -4.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671   -4.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -3.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093   -3.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6226   -2.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8139    1.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911    1.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5653    2.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0322    2.2240    0.0000 O   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
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  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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  5 20  1  0  0  0  0
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 29 30  1  0  0  0  0
  5 30  1  0  0  0  0
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 31 32  2  0  0  0  0
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 33 36  2  0  0  0  0
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 31 38  1  0  0  0  0
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 39 41  1  0  0  0  0
 22 41  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 28 42  1  0  0  0  0
M  END

     RDKit          3D

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   -3.1979   -2.8187   -0.6252 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786   -2.0915    0.2692 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3036   -1.1568    1.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6136   -0.2880    0.1941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9738    1.1453    0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969    2.1090    1.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4140    1.0074   -0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2691    2.0240   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
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 42 41  1  0
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  8  7  1  1
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 10 52  1  0
 13 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
M  END


  Mrv1533004231523392D          

 42 48  0  0  0  0            999 V2000
    0.4266   -1.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5149   -1.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9356   -1.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    0.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3134   -1.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6558   -2.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0093   -3.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6226   -2.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0536   -2.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4584   -0.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    0.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5754    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    1.6148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7098    1.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9983   -0.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7671   -1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0343    1.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427    1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    0.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6310    0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938    0.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    0.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -0.5604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -0.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2768    0.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8139    1.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911    1.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960    2.1024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5653    2.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    1.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0322    2.2240    0.0000 O   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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 10 19  1  0  0  0  0
  5 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
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 23 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  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 31 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 22 41  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 28 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147342

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(COC(=O)C2=CC=C(OC)C(OC)=C2)C2CC3N(C\C2=C\C)C2CC11C4=CC(OC)=CC=C4N(C)C31O2

> <INCHI_IDENTIFIER>
InChI=1S/C32H36N2O8/c1-7-18-16-34-26-14-21(18)30(29(36)40-6,17-41-28(35)19-8-11-24(38-4)25(12-19)39-5)31-15-27(34)42-32(26,31)33(2)23-10-9-20(37-3)13-22(23)31/h7-13,21,26-27H,14-17H2,1-6H3/b18-7-

> <INCHI_KEY>
DTINADCHYFZWSG-WSVATBPTSA-N

> <FORMULA>
C32H36N2O8

> <MOLECULAR_WEIGHT>
576.646

> <EXACT_MASS>
576.247166127

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
60.16565045110519

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
4.285065926333334

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.87405215649988

> <JCHEM_POLAR_SURFACE_AREA>
96.0

> <JCHEM_REFRACTIVITY>
154.02059999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       0.796  -3.570   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.961  -2.039   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.370  -1.416   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.613  -2.324   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.534   0.115   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.999  -0.361   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.318  -1.868   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.783  -2.344   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.928  -1.314   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.102  -3.851   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.957  -4.881   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.277  -6.387   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.741  -6.864   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.061  -8.370   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.525  -8.847   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.886  -5.834   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.351  -6.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.496  -5.280   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.567  -4.327   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.856  -0.053   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.046   1.071   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.074   2.578   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.004   3.014   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -1.325   1.990   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.799   0.421   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.863  -0.692   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.432  -2.170   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.931   2.365   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.813   2.771   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.357   1.545   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.911   1.393   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.775   0.118   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.311   0.229   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.175  -1.046   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.711  -0.935   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.983   1.614   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.119   2.889   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.583   2.778   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       4.472   3.925   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       4.789   5.432   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.883   3.276   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.927   4.152   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   20   30                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   10                                                       
CONECT   20    5   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   41                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   23   29   42                                                  
CONECT   29   28   30                                                       
CONECT   30   29    5   31   41                                             
CONECT   31   30   32   38                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   31   39                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   22   30   42                                             
CONECT   42   41   28                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Value	Source
Methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1,.0,.0,.0,]nonadeca-3(8),4,6-triene-19-carboxylic acid	Generator
Methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3(8),4,6-triene-19-carboxylic acid	Generator

Chemical Formula

C₃₂H₃₆N₂O₈

Average Mass

576.6460 Da

Monoisotopic Mass

576.24717 Da

IUPAC Name

methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

Traditional Name

methyl (14E)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(COC(=O)C2=CC=C(OC)C(OC)=C2)C2CC3N(C\C2=C\C)C2CC11C4=CC(OC)=CC=C4N(C)C31O2

InChI Identifier

InChI=1S/C32H36N2O8/c1-7-18-16-34-26-14-21(18)30(29(36)40-6,17-41-28(35)19-8-11-24(38-4)25(12-19)39-5)31-15-27(34)42-32(26,31)33(2)23-10-9-20(37-3)13-22(23)31/h7-13,21,26-27H,14-17H2,1-6H3/b18-7-

InChI Key

DTINADCHYFZWSG-WSVATBPTSA-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 macrophylla	LOTUS Database	35616633
Alstonia muelleriana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Indole
Indole or derivatives
Aryl alkyl ketone
Aryl ketone
Pyridine
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous amide
Ketone
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

harmala alkaloid (CHEBI:69598 )

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	3.55	ALOGPS
logP	4.29	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	4.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	96 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	154.02 m³·mol⁻¹	ChemAxon
Polarizability	60.17 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

56671030

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate (NP0147342)

MOL for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D MOL for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D SDF for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D-SDF for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

PDB for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D PDB for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

SMILES for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

INCHI for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

Structure for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D Structure for NP0147342 (methyl (14e)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)