NP-MRD: Showing NP-Card for (-)-Mesembrine (NP0050887)

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Record Information

Version

2.0

Created at

2022-04-27 22:20:58 UTC

Updated at

2022-04-27 22:20:58 UTC

NP-MRD ID

NP0050887

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Mesembrine

Description

Mesembrine belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. (-)-Mesembrine is found in Mesembryanthemum anatomicum , Mesembryanthemum expansum, Mesembryanthemum ladismithiense, Mesembryanthemum tortuosum , Oscularia deltoides, Scaveola namaquense, Sceletium anatomicum, Sceletium namaquense and Sceletium stricum. (-)-Mesembrine was first documented in 2022 (PMID: 35425789). Based on a literature review a small amount of articles have been published on Mesembrine (PMID: 35134486) (PMID: 34758918) (PMID: 34750996) (PMID: 34454055).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    5.1916    2.2522   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5760    1.0539   -0.1826 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368    0.7536   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    1.6615   -0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    1.3214   -0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085    0.0769   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203   -0.2591   -0.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1743   -1.7521   -0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6776   -1.9997   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788   -1.4749    1.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787   -1.7607    1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515   -0.5936    1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7660    0.4527    0.7428 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9409    0.7989   -0.0230 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232    1.5584    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4764    1.2929   -1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262    0.2635   -1.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044   -0.8115    0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351   -0.5221    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8267   -1.3644    0.6297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8478   -2.6422    1.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4399    2.2813   -1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4908    3.0913   -0.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1227    2.4491    0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6103    2.6408   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2601    2.0717   -0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7827   -2.1357   -1.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869   -2.2620    0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978   -3.1194   -0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -1.6017   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4118   -1.1423    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7710   -0.0792    2.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    1.2817    1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034    1.3752    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    2.6617    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0779    1.1692    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3287    1.2880   -1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592    2.3144   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    0.7664   -2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750   -0.5407   -2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -1.7844    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0494   -3.3013    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8353   -3.0988    0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -2.6309    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 19  2  0
 19 20  1  0
 20 21  1  0
 19 18  1  0
 18  6  2  0
  6  5  1  0
  5  4  2  0
  7  6  1  0
  7 17  1  6
 17 16  1  0
 16 14  1  0
 14 15  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  1  0
  4  3  1  0
 13  7  1  0
  8  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 42  1  0
 21 43  1  0
 21 44  1  0
 18 41  1  0
  5 26  1  0
  4 25  1  0
 17 39  1  0
 17 40  1  0
 16 37  1  0
 16 38  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 13 33  1  1
 12 31  1  0
 12 32  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
M  END


  Mrv1652304282200202D          

 21 23  0  0  1  0            999 V2000
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245    1.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6383    2.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3057    3.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594    2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457    2.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    4.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8846    3.1371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984    3.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  6  0  0  0
 10 11  1  0  0  0  0
  7 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050887

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(C=C1)[C@]12CCN(C)[C@H]1CC(=O)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO3/c1-18-9-8-17(7-6-13(19)11-16(17)18)12-4-5-14(20-2)15(10-12)21-3/h4-5,10,16H,6-9,11H2,1-3H3/t16-,17-/m0/s1

> <INCHI_KEY>
DAHIQPJTGIHDGO-IRXDYDNUSA-N

> <FORMULA>
C17H23NO3

> <MOLECULAR_WEIGHT>
289.375

> <EXACT_MASS>
289.167793605

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.075470724579276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aS,7aS)-3a-(3,4-dimethoxyphenyl)-1-methyl-octahydro-1H-indol-6-one

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
2.0540319666666673

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.841992051916176

> <JCHEM_PKA_STRONGEST_BASIC>
8.209453972204983

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
81.64920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mesembrine

> <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       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.626   3.072   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.219   3.698   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.058   5.230   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.304   6.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.711   5.508   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.872   3.977   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.143   7.666   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.736   8.293   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.651   5.856   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.490   7.387   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    1    8   12                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10                                                            
CONECT   12    7   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18                                                            
CONECT   20   14   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₃NO₃

Average Mass

289.3750 Da

Monoisotopic Mass

289.16779 Da

IUPAC Name

(3aS,7aS)-3a-(3,4-dimethoxyphenyl)-1-methyl-octahydro-1H-indol-6-one

Traditional Name

mesembrine

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C(C=C1)[C@]12CCN(C)[C@H]1CC(=O)CC2

InChI Identifier

InChI=1S/C17H23NO3/c1-18-9-8-17(7-6-13(19)11-16(17)18)12-4-5-14(20-2)15(10-12)21-3/h4-5,10,16H,6-9,11H2,1-3H3/t16-,17-/m0/s1

InChI Key

DAHIQPJTGIHDGO-IRXDYDNUSA-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
Mesembryanthemum anatomicum	Plant	KNApSAcK
Mesembryanthemum expansum	Plant	KNApSAcK
Mesembryanthemum ladismithiense	LOTUS Database	35616633
Mesembryanthemum tortuosum	Plant	KNApSAcK
Oscularia deltoides	LOTUS Database	35616633
Scaveola namaquense	-	KNApSAcK
Sceletium anatomicum	Plant	KNApSAcK
Sceletium namaquense	Plant	KNApSAcK
Sceletium stricum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Phenylpyrrolidines

Direct Parent

Phenylpyrrolidines

Alternative Parents

Substituents

3-phenylpyrrolidine
Dimethoxybenzene
O-dimethoxybenzene
Indole or derivatives
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
Aralkylamine
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
N-alkylpyrrolidine
Pyrrole
Cyclic ketone
Tertiary aliphatic amine
Tertiary amine
Ketone
Azacycle
Ether
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pyrrolidines (CHEBI:6778 )
Isoquinoline alkaloids (C09224 )

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	1.79	ALOGPS
logP	2.05	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	17.84	ChemAxon
pKa (Strongest Basic)	8.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.65 m³·mol⁻¹	ChemAxon
Polarizability	32.08 Å³	ChemAxon
Number of Rings	3	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

C00001749

Chemspider ID

349381

KEGG Compound ID

C09224

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mesembrine

METLIN ID

Not Available

PubChem Compound

394162

PDB ID

Not Available

ChEBI ID

6778

Good Scents ID

Not Available

References

General References

Reddy K, Stander MA, Stafford GI, Makunga NP: Mass Spectrometry Metabolomics and Feature-Based Molecular Networking Reveals Population-Specific Chemistry in Some Species of the Sceletium Genus. Front Nutr. 2022 Mar 29;9:819753. doi: 10.3389/fnut.2022.819753. eCollection 2022. [PubMed:35425789 ]
Maphanga VB, Skalicka-Wozniak K, Budzynska B, Skiba A, Chen W, Agoni C, Enslin GM, Viljoen AM: Mesembryanthemum tortuosum L. alkaloids modify anxiety-like behaviour in a zebrafish model. J Ethnopharmacol. 2022 May 23;290:115068. doi: 10.1016/j.jep.2022.115068. Epub 2022 Feb 5. [PubMed:35134486 ]
Olatunji TL, Siebert F, Adetunji AE, Harvey BH, Gericke J, Hamman JH, Van der Kooy F: Sceletium tortuosum: A review on its phytochemistry, pharmacokinetics, biological, pre-clinical and clinical activities. J Ethnopharmacol. 2022 Apr 6;287:114711. doi: 10.1016/j.jep.2021.114711. Epub 2021 Nov 8. [PubMed:34758918 ]
Appley MG, Chambers MI, Musah RA: Quantification of hordenine in a complex plant matrix by direct analysis in real time-high-resolution mass spectrometry: Application to the "plant of concern" Sceletium tortuosum. Drug Test Anal. 2022 Apr;14(4):604-612. doi: 10.1002/dta.3193. Epub 2021 Nov 24. [PubMed:34750996 ]
Gericke J, Lekhooa M, Steyn SF, Viljoen AM, Harvey BH: An acute dose-ranging evaluation of the antidepressant properties of Sceletium tortuosum (Zembrin(R)) versus escitalopram in the Flinders Sensitive Line rat. J Ethnopharmacol. 2022 Feb 10;284:114550. doi: 10.1016/j.jep.2021.114550. Epub 2021 Aug 25. [PubMed:34454055 ]

Showing NP-Card for (-)-Mesembrine (NP0050887)

MOL for NP0050887 ((-)-Mesembrine)

3D MOL for NP0050887 ((-)-Mesembrine)

3D SDF for NP0050887 ((-)-Mesembrine)

3D-SDF for NP0050887 ((-)-Mesembrine)

PDB for NP0050887 ((-)-Mesembrine)

3D PDB for NP0050887 ((-)-Mesembrine)

SMILES for NP0050887 ((-)-Mesembrine)

INCHI for NP0050887 ((-)-Mesembrine)

Structure for NP0050887 ((-)-Mesembrine)

3D Structure for NP0050887 ((-)-Mesembrine)