NP-MRD: Showing NP-Card for (-)-Mitragynaline (NP0072239)

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Record Information

Version

2.0

Created at

2022-04-28 17:36:15 UTC

Updated at

2022-04-28 17:36:15 UTC

NP-MRD ID

NP0072239

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Mitragynaline

Description

Methyl 2-[(4E,5S)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-1(10),2,11(16),12,14-pentaen-4-ylidene]-3-oxopropanoate belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. (-)-Mitragynaline is found in Mitragyna speciosa. Based on a literature review very few articles have been published on methyl 2-[(4E,5S)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-1(10),2,11(16),12,14-pentaen-4-ylidene]-3-oxopropanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219362D          

 28 31  0  0  1  0            999 V2000
    2.2436   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2489    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0725    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435    1.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5252    2.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488    2.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8779    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7145   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -0.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3618   -0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801    1.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929   -1.2356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262   -1.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  0  0  0  0
 13 18  1  6  0  0  0
 18 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 21 26  2  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.8651   -2.4644    0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960   -2.0099   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3950   -1.0260   -0.9587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2437   -1.8504   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698   -1.1674    0.0237 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871   -1.8963    0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090   -1.5109    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893   -0.0852   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188    0.7773   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8664    2.0044   -0.5919 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272    1.9548   -0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2006    2.9257   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5365    2.6005   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9434    1.3088   -0.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9870    0.3376   -0.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3576   -0.9625    0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7280   -1.2886    0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410    0.6738   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0944    0.1967   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050    0.9444   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3570    0.2841   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970    1.0898    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9477    2.4492    0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8530    3.2097    0.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7002    0.8242   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3424   -0.1023   -0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5469    1.8092    0.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9567    1.6114    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3246   -3.3718    0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421   -2.7397    0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6600   -1.6932    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9666   -2.9970   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2931   -1.9670   -1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730   -1.0267   -2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -2.8076   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7339   -2.1192    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8362   -2.9903    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875   -1.6544    1.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4944   -2.1058   -0.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -1.8456    0.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    2.8441   -0.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    3.9539   -0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2890    3.3751   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0027    1.0831   -0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2743   -0.8953   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1612   -0.7653    1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9182   -2.3596    0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615    1.9785   -0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9478    2.7621    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4444    2.3330   -0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2242    0.5768    0.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3168    1.7944    1.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 21  3  1  0
 19  5  1  0
 18  8  1  0
 18 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 10 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
 23 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
M  END


  Mrv1652304282219362D          

 28 31  0  0  1  0            999 V2000
    2.2436   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2489    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0725    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435    1.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5252    2.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488    2.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8779    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7145   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -0.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3618   -0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801    1.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929   -1.2356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262   -1.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  0  0  0  0
 13 18  1  6  0  0  0
 18 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 21 26  2  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H]1CN2CCC3=C(NC4=CC=CC(OC)=C34)C2=C\C1=C(/C=O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O4/c1-4-13-11-24-9-8-14-20-17(6-5-7-19(20)27-2)23-21(14)18(24)10-15(13)16(12-25)22(26)28-3/h5-7,10,12-13,23H,4,8-9,11H2,1-3H3/b16-15-/t13-/m1/s1

> <INCHI_KEY>
GECMIUBZTNLYLS-JFVSRZABSA-N

> <FORMULA>
C22H24N2O4

> <MOLECULAR_WEIGHT>
380.444

> <EXACT_MASS>
380.173607261

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.45981102641624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(2E,3S)-3-ethyl-8-methoxy-2H,3H,4H,6H,7H,12H-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoate

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
2.3764069170000015

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.00000645963502

> <JCHEM_PKA_STRONGEST_BASIC>
5.089707870442584

> <JCHEM_POLAR_SURFACE_AREA>
71.63000000000001

> <JCHEM_REFRACTIVITY>
109.27540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(2E,3S)-3-ethyl-8-methoxy-3H,4H,6H,7H,12H-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.188  -0.341   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.033   0.946   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.570   0.858   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.415   2.146   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.953   2.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.798   3.345   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.335   3.257   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.028   1.881   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      12.180   4.544   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.718   4.456   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.105   4.720   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.950   6.008   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.645   0.682   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.800  -0.606   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       7.263  -0.517   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.418  -1.805   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.881  -1.717   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.183   0.594   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.875  -0.782   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.070   2.147   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       2.629   1.603   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.702   0.064   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.407  -0.768   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.038  -0.063   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.035   1.476   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.260   2.308   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.480  -2.307   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.849  -3.012   0.000  0.00  0.00           C+0
CONECT    1    2   17   22                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14    3   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16    1                                                       
CONECT   18   13   19                                                       
CONECT   19   18                                                            
CONECT   20    2   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21    1   23                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   23   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(4E,5S)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0,.0,]heptadeca-1(10),2,11(16),12,14-pentaen-4-ylidene]-3-oxopropanoic acid	Generator

Chemical Formula

C₂₂H₂₄N₂O₄

Average Mass

380.4440 Da

Monoisotopic Mass

380.17361 Da

IUPAC Name

methyl 2-[(2E,3S)-3-ethyl-8-methoxy-2H,3H,4H,6H,7H,12H-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoate

Traditional Name

methyl 2-[(2E,3S)-3-ethyl-8-methoxy-3H,4H,6H,7H,12H-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoate

CAS Registry Number

Not Available

SMILES

CC[C@@H]1CN2CCC3=C(NC4=CC=CC(OC)=C34)C2=C\C1=C(/C=O)C(=O)OC

InChI Identifier

InChI=1S/C22H24N2O4/c1-4-13-11-24-9-8-14-20-17(6-5-7-19(20)27-2)23-21(14)18(24)10-15(13)16(12-25)22(26)28-3/h5-7,10,12-13,23H,4,8-9,11H2,1-3H3/b16-15-/t13-/m1/s1

InChI Key

GECMIUBZTNLYLS-JFVSRZABSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Mitragyna speciosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Quinolizine
3-alkylindole
Indole
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Tetrahydropyridine
Benzenoid
Alpha,beta-unsaturated aldehyde
Enal
Heteroaromatic compound
Pyrrole
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Enoate ester
Tertiary aliphatic amine
Amino acid or derivatives
Tertiary amine
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Enamine
Ether
Organic oxygen compound
Carbonyl group
Organic oxide
Amine
Aldehyde
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
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	3.14	ALOGPS
logP	2.38	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	16	ChemAxon
pKa (Strongest Basic)	5.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.63 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.28 m³·mol⁻¹	ChemAxon
Polarizability	42.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

101091694

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Mitragynaline (NP0072239)

MOL for NP0072239 ((-)-Mitragynaline)

3D MOL for NP0072239 ((-)-Mitragynaline)

3D SDF for NP0072239 ((-)-Mitragynaline)

3D-SDF for NP0072239 ((-)-Mitragynaline)

PDB for NP0072239 ((-)-Mitragynaline)

3D PDB for NP0072239 ((-)-Mitragynaline)

SMILES for NP0072239 ((-)-Mitragynaline)

INCHI for NP0072239 ((-)-Mitragynaline)

Structure for NP0072239 ((-)-Mitragynaline)

3D Structure for NP0072239 ((-)-Mitragynaline)