NP-MRD: Showing NP-Card for Isobonafousine (NP0068048)

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Record Information

Version

2.0

Created at

2022-04-28 12:56:43 UTC

Updated at

2022-04-28 12:56:43 UTC

NP-MRD ID

NP0068048

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isobonafousine

Description

Methyl (1R,15R,17S,18S)-5-[(5R,7R)-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]Hexadeca-9(16),10,12,14-tetraen-7-yl]-17-ethyl-6-hydroxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]Nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond. Isobonafousine is found in Bonafousia tetrastachya and Tabernaemontana siphilitica Leeuwenberg. Based on a literature review very few articles have been published on methyl (1R,15R,17S,18S)-5-[(5R,7R)-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]Hexadeca-9(16),10,12,14-tetraen-7-yl]-17-ethyl-6-hydroxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]Nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214562D          

 42 50  0  0  1  0            999 V2000
   -2.1483    3.9070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2894    4.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    5.2424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614    4.7707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4649    4.4296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1272    5.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342    4.9329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467    5.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537    5.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086    6.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8566    7.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496    7.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0410    5.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978    6.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4613    6.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    6.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7057    5.2058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5127    5.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0647    4.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8098    3.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028    3.8081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4508    4.4212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698    2.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6373    2.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910    2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4772    3.4947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1446    3.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897    4.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2487    5.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5036    4.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7640    3.2572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259    3.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660    3.8763    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5075    3.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065    3.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5011    2.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 10 17  1  0  0  0  0
 18  9  1  1  0  0  0
 18 19  1  0  0  0  0
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 22 23  1  0  0  0  0
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 25 26  1  0  0  0  0
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 21 27  1  0  0  0  0
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 28 29  1  0  0  0  0
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 29 30  2  0  0  0  0
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 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 28 33  2  0  0  0  0
  5 34  1  0  0  0  0
  1 34  1  6  0  0  0
  5 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  0  0  0  0
  1 40  1  0  0  0  0
 39 41  1  1  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 82 90  0  0  0  0  0  0  0  0999 V2000
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   -4.7195    2.2698   -0.1491 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.6475   -1.2428    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  1  0
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 42 82  1  6
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 40 78  1  0
 40 79  1  0
M  END


  Mrv1652304282214562D          

 42 50  0  0  1  0            999 V2000
   -2.1483    3.9070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2894    4.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    5.2424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614    4.7707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4649    4.4296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1272    5.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342    4.9329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467    5.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537    5.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086    6.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8566    7.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496    7.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0410    5.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978    6.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4613    6.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    6.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7057    5.2058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5127    5.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0647    4.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8098    3.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028    3.8081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4508    4.4212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698    2.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6373    2.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910    2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4772    3.4947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1446    3.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897    4.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417    5.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2487    5.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5036    4.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9516    3.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2739    3.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797    3.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424    2.6969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    3.2572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259    3.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660    3.8763    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5075    3.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065    3.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5011    2.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 10 17  1  0  0  0  0
 18  9  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  2  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
 28 33  2  0  0  0  0
  5 34  1  0  0  0  0
  1 34  1  6  0  0  0
  5 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  0  0  0  0
  1 40  1  0  0  0  0
 39 41  1  1  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068048

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1C[C@H]2CN3CCC4=C(NC5=C([C@H]6CC7=C8[C@@H](CCCN8C8=CC=CC=C78)N6)C(O)=CC=C45)[C@@](C2)([C@H]13)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C35H40N4O3/c1-3-20-15-19-17-35(34(41)42-2)32-23(12-14-38(18-19)33(20)35)22-10-11-28(40)29(30(22)37-32)26-16-24-21-7-4-5-9-27(21)39-13-6-8-25(36-26)31(24)39/h4-5,7,9-11,19-20,25-26,33,36-37,40H,3,6,8,12-18H2,1-2H3/t19-,20+,25-,26-,33+,35+/m1/s1

> <INCHI_KEY>
YZKISHBNBLHLTP-KFPKMPRHSA-N

> <FORMULA>
C35H40N4O3

> <MOLECULAR_WEIGHT>
564.73

> <EXACT_MASS>
564.310041164

$$$$

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      -4.010   7.293   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.274   8.821   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -3.093   9.786   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.795   8.905   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.868   8.269   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.237   9.528   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.744   9.208   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.514  10.542   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.020  10.862   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.496  12.327   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.466  13.471   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.959  13.151   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.483  11.686   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.077  11.060   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.303  11.935   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.728  11.315   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.004  12.938   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.051   9.718   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.557  10.038   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.587   8.893   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.112   7.429   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.605   7.108   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       4.575   8.253   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       5.544   5.271   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.790   4.366   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.196   4.992   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       8.357   6.523   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       9.603   7.429   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.127   8.893   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.158  10.038   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.664   9.718   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.140   8.253   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.110   7.108   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.378   7.289   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.149   6.760   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.639   5.034   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.426   6.080   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.662   7.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.430   7.236   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.814   6.337   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.012   5.894   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.935   4.402   0.000  0.00  0.00           C+0
CONECT    1    2   34   40                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5   39                                                  
CONECT    5    4    6   34   35                                             
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13    6   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15    3                                                       
CONECT   17   10                                                            
CONECT   18    9   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   20   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34    5    1                                                       
CONECT   35    5   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39    4   40   41                                                  
CONECT   40   39    1                                                       
CONECT   41   39   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0  100    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1R,15R,17S,18S)-5-[(5R,7R)-1,6-diazatetracyclo[7.6.1.0,.0,]hexadeca-9(16),10,12,14-tetraen-7-yl]-17-ethyl-6-hydroxy-3,13-diazapentacyclo[13.3.1.0,.0,.0,]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylic acid	Generator

Chemical Formula

C₃₅H₄₀N₄O₃

Average Mass

564.7300 Da

Monoisotopic Mass

564.31004 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@H]1C[C@H]2CN3CCC4=C(NC5=C([C@H]6CC7=C8[C@@H](CCCN8C8=CC=CC=C78)N6)C(O)=CC=C45)[C@@](C2)([C@H]13)C(=O)OC

InChI Identifier

InChI=1S/C35H40N4O3/c1-3-20-15-19-17-35(34(41)42-2)32-23(12-14-38(18-19)33(20)35)22-10-11-28(40)29(30(22)37-32)26-16-24-21-7-4-5-9-27(21)39-13-6-8-25(36-26)31(24)39/h4-5,7,9-11,19-20,25-26,33,36-37,40H,3,6,8,12-18H2,1-2H3/t19-,20+,25-,26-,33+,35+/m1/s1

InChI Key

YZKISHBNBLHLTP-KFPKMPRHSA-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
Bonafousia tetrastachya	Plant	KNApSAcK
Tabernaemontana siphilitica Leeuwenberg	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ibogan-type alkaloids

Sub Class

Not Available

Direct Parent

Ibogan-type alkaloids

Alternative Parents

Substituents

Ibogan skeleton
Catharanthine skeleton
Indolo[3,2-1de][1,5]naphthyridine
Pyridoindole
Beta-carboline
Diazanaphthalene
Hydroxyindole
3-alkylindole
Pyrroloazepine
Naphthyridine
Piperidinecarboxylic acid
Indole or derivatives
Indole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Azepine
Benzenoid
Piperidine
Heteroaromatic compound
Methyl ester
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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

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

162922491

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Isobonafousine (NP0068048)

MOL for NP0068048 (Isobonafousine)

3D MOL for NP0068048 (Isobonafousine)

3D SDF for NP0068048 (Isobonafousine)

3D-SDF for NP0068048 (Isobonafousine)

PDB for NP0068048 (Isobonafousine)

3D PDB for NP0068048 (Isobonafousine)

SMILES for NP0068048 (Isobonafousine)

INCHI for NP0068048 (Isobonafousine)

Structure for NP0068048 (Isobonafousine)

3D Structure for NP0068048 (Isobonafousine)