NP-MRD: Showing NP-Card for Ibogamine (NP0050880)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:20:04 UTC

Updated at

2022-04-27 22:20:05 UTC

NP-MRD ID

NP0050880

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ibogamine

Description

Ibogamine 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. Ibogamine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Ibogamine is found in Catharanthus roseus , Tabernaemontana divaricata, Ervatamia divaricata Gouyahua, Tabernaemontana calcarea, Tabernaemontana citrifolia, Tabernaemontana markgrafiana and Tabernanthe iboga . Ibogamine was first documented in 2018 (PMID: 30030374). Based on a literature review a small amount of articles have been published on ibogamine (PMID: 33321518) (PMID: 31095891) (PMID: 30618175) (PMID: 30599414).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
   -4.9127    0.3634   -1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4233    0.4479   -1.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6853    0.6901   -0.0323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0237   -0.4927    0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7935   -1.3290    1.1189 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8269   -0.4463    1.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    0.6376    0.9097 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0425    0.5602    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268    1.1640    1.5000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    0.9545    1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281    1.3401    1.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5927    0.9645    0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5066    0.1842   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2781   -0.2131   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368    0.1800   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7802   -0.0653   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745   -0.8727   -1.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324   -0.5447   -2.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324   -0.5868   -1.0837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801   -1.6887   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2179    0.6321   -0.3453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1663    0.9384   -0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2580   -0.6833   -0.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4296    0.7740   -2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0776   -0.5047   -1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1549    1.2451   -2.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0128    1.6522    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8836   -1.0698    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3164   -0.0541    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -2.2368    1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0608   -1.0680    2.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3149   -0.0386    2.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165    1.6131    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6960    1.7420    2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    1.9477    2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5756    1.2753    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4049   -0.1280   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1941   -0.8316   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180   -0.7005   -2.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650   -1.9800   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325   -1.1850   -2.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    0.5064   -2.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -2.5830   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636   -2.0509    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9538    1.5409   -0.9173 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 21  1  0
 21 19  1  0
 19 20  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 21  3  1  0
 15 16  1  0
 20  5  1  0
 15 10  1  0
  8  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  6 32  1  0
  7 33  1  1
 21 45  1  6
 20 43  1  0
 20 44  1  0
 18 41  1  0
 18 42  1  0
 17 39  1  0
 17 40  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
M  END


  Mrv1652304282200202D          

 21 25  0  0  1  0            999 V2000
    4.6324   -1.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7052   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0299    0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2818   -0.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8843   -1.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4050   -1.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5227    0.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -0.2350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4310   -1.1245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7271   -1.8624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -2.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734   -1.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4613   -1.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3956   -0.3913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7214   -0.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -0.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864   -0.6917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0057   -0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310   -1.5471    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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 10 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050880

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC1=C3NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2/c1-2-13-9-12-10-16-18-15(7-8-21(11-12)19(13)16)14-5-3-4-6-17(14)20-18/h3-6,12-13,16,19-20H,2,7-11H2,1H3/t12-,13+,16+,19+/m1/s1

> <INCHI_KEY>
LRLCVRYKAFDXKU-YGOSVGOTSA-N

> <FORMULA>
C19H24N2

> <MOLECULAR_WEIGHT>
280.415

> <EXACT_MASS>
280.193948781

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.53166010973966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
3.6889304560000005

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.809121956413694

> <JCHEM_PKA_STRONGEST_BASIC>
9.065794542073654

> <JCHEM_POLAR_SURFACE_AREA>
19.03

> <JCHEM_REFRACTIVITY>
87.10930000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene

> <JCHEM_VEBER_RULE>
1

$$$$

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       8.647  -1.947   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.783  -0.413   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.522   0.472   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.126  -0.177   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.990  -1.711   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.251  -2.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.489  -2.056   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.698  -0.735   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.709   0.426   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.934  -0.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.805  -2.099   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.357  -3.476   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.648  -4.307   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.057  -3.609   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.728  -2.755   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.605  -0.730   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.213  -1.692   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.685  -0.121   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.348  -1.291   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.877  -1.473   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.485  -2.888   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   17                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   10                                                       
CONECT   18   16   19                                                       
CONECT   19   18   11   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

View in JSmol

Synonyms

Value	Source
(-)-Ibogamine	ChEBI

Chemical Formula

C₁₉H₂₄N₂

Average Mass

280.4150 Da

Monoisotopic Mass

280.19395 Da

IUPAC Name

(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene

Traditional Name

(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene

CAS Registry Number

Not Available

SMILES

CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC1=C3NC2=CC=CC=C12

InChI Identifier

InChI=1S/C19H24N2/c1-2-13-9-12-10-16-18-15(7-8-21(11-12)19(13)16)14-5-3-4-6-17(14)20-18/h3-6,12-13,16,19-20H,2,7-11H2,1H3/t12-,13+,16+,19+/m1/s1

InChI Key

LRLCVRYKAFDXKU-YGOSVGOTSA-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
Catharanthus roseus	Plant	KNApSAcK
Ervatamia coronaria	LOTUS Database	35616633
Ervatamia divaricata Gouyahua	Plant	KNApSAcK
Tabernaemontana calcarea	Plant	KNApSAcK
Tabernaemontana citrifolia	LOTUS Database	35616633
Tabernaemontana markgrafiana	Plant	KNApSAcK
Tabernanthe iboga	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
Pyrroloazepine
3-alkylindole
Indole
Indole or derivatives
Azepine
Aralkylamine
Piperidine
Benzenoid
Pyrrole
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indole alkaloid (CHEBI:5853 )
indole alkaloid fundamental parent (CHEBI:5853 )

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	4.24	ALOGPS
logP	3.69	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	16.81	ChemAxon
pKa (Strongest Basic)	9.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	19.03 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.11 m³·mol⁻¹	ChemAxon
Polarizability	33.53 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00001742

Chemspider ID

90568

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ibogamine

METLIN ID

Not Available

PubChem Compound

100217

PDB ID

Not Available

ChEBI ID

5853

Good Scents ID

Not Available

References

General References

Farrow SC, Kamileen MO, Meades J, Ameyaw B, Xiao Y, O'Connor SE: Cytochrome P450 and O-methyltransferase catalyze the final steps in the biosynthesis of the anti-addictive alkaloid ibogaine from Tabernanthe iboga. J Biol Chem. 2018 Sep 7;293(36):13821-13833. doi: 10.1074/jbc.RA118.004060. Epub 2018 Jul 20. [PubMed:30030374 ]
Musquiari B, Crevelin EJ, Bertoni BW, Franca SC, Pereira AMS, Castello ACD, Castillo-Ordonez WO, Giuliatti S, Lopes AA: Precursor-directed Biosynthesis in Tabernaemontana catharinensis as a New Avenue for Alzheimer's Disease-modifying Agents. Planta Med. 2021 Feb;87(1-02):136-147. doi: 10.1055/a-1315-2282. Epub 2020 Dec 15. [PubMed:33321518 ]
Krengel F, Mijangos MV, Reyes-Lezama M, Reyes-Chilpa R: Extraction and Conversion Studies of the Antiaddictive Alkaloids Coronaridine, Ibogamine, Voacangine, and Ibogaine from Two Mexican Tabernaemontana Species (Apocynaceae). Chem Biodivers. 2019 Jul;16(7):e1900175. doi: 10.1002/cbdv.201900175. Epub 2019 Jun 13. [PubMed:31095891 ]
Krengel F, Chevalier Q, Dickinson J, Herrera Santoyo J, Reyes Chilpa R: Metabolite Profiling of Anti-Addictive Alkaloids from Four Mexican Tabernaemontana Species and the Entheogenic African Shrub Tabernanthe iboga (Apocynaceae). Chem Biodivers. 2019 Apr;16(4):e1800506. doi: 10.1002/cbdv.201800506. Epub 2019 Mar 12. [PubMed:30618175 ]
Rosales PF, Marinho FF, Gower A, Chiarello M, Canci B, Roesch-Ely M, Paula FR, Moura S: Bio-guided search of active indole alkaloids from Tabernaemontana catharinensis: Antitumour activity, toxicity in silico and molecular modelling studies. Bioorg Chem. 2019 Apr;85:66-74. doi: 10.1016/j.bioorg.2018.12.016. Epub 2018 Dec 15. [PubMed:30599414 ]

Showing NP-Card for Ibogamine (NP0050880)

MOL for NP0050880 (Ibogamine)

3D MOL for NP0050880 (Ibogamine)

3D SDF for NP0050880 (Ibogamine)

3D-SDF for NP0050880 (Ibogamine)

PDB for NP0050880 (Ibogamine)

3D PDB for NP0050880 (Ibogamine)

SMILES for NP0050880 (Ibogamine)

INCHI for NP0050880 (Ibogamine)

Structure for NP0050880 (Ibogamine)

3D Structure for NP0050880 (Ibogamine)