NP-MRD: Showing NP-Card for (+)-Meloscine (NP0066919)

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Record Information

Version

2.0

Created at

2022-04-28 11:08:34 UTC

Updated at

2022-04-28 11:08:35 UTC

NP-MRD ID

NP0066919

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Meloscine

Description

Meloscine belongs to the class of organic compounds known as melodinus alkaloids. These are alkaloids with a structure that is based on the melodinus skeleton. This backbone is a pentacyclic structure that contains a tetrahydroquinoline and an indolizine joined to each other through a cyclopentane. (+)-Meloscine is found in Melodinus hemsleyanus and Melodinus scandens . (+)-Meloscine was first documented in 2012 (PMID: 22423277). Based on a literature review a small amount of articles have been published on Meloscine (PMID: 24428198) (PMID: 24313360) (PMID: 23316092) (PMID: 22242696).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -2.6394   -2.6533    1.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0108   -1.5055    1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146   -0.7295    0.3273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8386   -0.1201   -0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885    1.0940    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    1.7955    1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189    1.6158    0.7576 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6754    2.3688   -0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    1.5305   -1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3786    0.2563   -0.5946 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7650    0.2302   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    1.2166    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921    1.3004    1.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3522    0.3968    0.9248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0398   -0.5785    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7421   -0.6489   -0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183   -1.6610   -1.4313 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0960   -1.7148   -1.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760   -2.5354   -2.8693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0132   -0.8911   -1.4662 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9975   -1.7232   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5425    0.2650    0.5991 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8975   -3.0871    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9457   -3.2505    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7811   -1.1241    2.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4732   -0.6362   -0.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869    1.5958   -0.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5151    2.8806    1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812    1.5068    2.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0927    3.2940   -0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6456    2.6768   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    2.0090   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4320    1.3612   -2.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093    1.9556    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750    2.0670    2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3662    0.4543    1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7516   -1.3112   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1680   -2.3431   -1.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943   -0.5622   -2.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -2.2502   -1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4090   -2.4657   -0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0237   -0.0796    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  0
  3 21  1  6
 21 20  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  1  0
 16 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 10  1  0
 10  9  1  6
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  7 22  1  0
  4  3  1  0
 22  3  1  0
 10 20  1  0
 22 10  1  0
 15 16  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
 21 40  1  0
 21 41  1  0
 20 39  1  6
 17 38  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
  9 32  1  0
  9 33  1  0
  8 30  1  0
  8 31  1  0
  6 28  1  0
  6 29  1  0
  5 27  1  0
  4 26  1  0
 22 42  1  1
M  END


  Mrv1652304282213082D          

 22 26  0  0  1  0            999 V2000
   -0.0412   -0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6251   -0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842   -1.6041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9682   -1.0213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7555   -0.2242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9131   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869   -0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7029   -1.3967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5730   -2.2114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7580   -2.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -2.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836   -3.5459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9841   -2.4364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1140   -1.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -1.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6033   -0.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3738    0.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144   -0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8845   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1357   -2.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1592   -3.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
  4 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
  4 21  1  1  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0066919

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=C[C@@]12C[C@@H]3C(=O)NC4=C(C=CC=C4)[C@@]33CCN(CC=C1)[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C19H20N2O/c1-2-18-8-5-10-21-11-9-19(17(18)21)13-6-3-4-7-15(13)20-16(22)14(19)12-18/h2-8,14,17H,1,9-12H2,(H,20,22)/t14-,17+,18+,19+/m1/s1

> <INCHI_KEY>
BEMFQIDPZLYEBJ-FCLVOEFKSA-N

> <FORMULA>
C19H20N2O

> <MOLECULAR_WEIGHT>
292.382

> <EXACT_MASS>
292.157563272

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
31.913158425415283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,10S,12S,19S)-12-ethenyl-8,16-diazapentacyclo[10.6.1.0^{1,10}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraen-9-one

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
2.280492633666666

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.602833790437522

> <JCHEM_PKA_STRONGEST_BASIC>
9.142528314137376

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
89.44040000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,10S,12S,19S)-12-ethenyl-8,16-diazapentacyclo[10.6.1.0^{1,10}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraen-9-one

> <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      -0.077  -0.018   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.167  -1.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770  -2.594   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.717  -2.994   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.807  -1.906   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.410  -0.419   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.571  -0.146   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.269  -1.519   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.179  -2.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.936  -4.128   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.415  -4.367   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.132  -5.098   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.889  -6.619   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       5.570  -4.548   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       5.813  -3.027   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.617  -2.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.860  -0.536   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.298   0.014   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.494  -0.956   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.251  -2.477   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.253  -4.190   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.297  -5.628   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11   21                                             
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   10   16                                             
CONECT   10    9   11   12                                                  
CONECT   11   10    4                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21    4   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

View in JSmol

Synonyms

Value	Source
Epimeloscine	MeSH

Chemical Formula

C₁₉H₂₀N₂O

Average Mass

292.3820 Da

Monoisotopic Mass

292.15756 Da

IUPAC Name

(1R,10S,12S,19S)-12-ethenyl-8,16-diazapentacyclo[10.6.1.0^{1,10}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraen-9-one

Traditional Name

(1R,10S,12S,19S)-12-ethenyl-8,16-diazapentacyclo[10.6.1.0^{1,10}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraen-9-one

CAS Registry Number

Not Available

SMILES

C=C[C@@]12C[C@@H]3C(=O)NC4=C(C=CC=C4)[C@@]33CCN(CC=C1)[C@@H]23

InChI Identifier

InChI=1S/C19H20N2O/c1-2-18-8-5-10-21-11-9-19(17(18)21)13-6-3-4-7-15(13)20-16(22)14(19)12-18/h2-8,14,17H,1,9-12H2,(H,20,22)/t14-,17+,18+,19+/m1/s1

InChI Key

BEMFQIDPZLYEBJ-FCLVOEFKSA-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
Melodinus hemsleyanus	Plant	KNApSAcK
Melodinus scandens	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melodinus alkaloids. These are alkaloids with a structure that is based on the melodinus skeleton. This backbone is a pentacyclic structure that contains a tetrahydroquinoline and an indolizine joined to each other through a cyclopentane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Melodinus alkaloids

Sub Class

Not Available

Direct Parent

Melodinus alkaloids

Alternative Parents

Substituents

Melodinus skeleton
Tetrahydroquinolone
Quinolone
Tetrahydroquinoline
Aralkylamine
N-alkylpyrrolidine
Benzenoid
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Lactam
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Amine
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	2.64	ALOGPS
logP	2.28	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.6	ChemAxon
pKa (Strongest Basic)	9.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	89.44 m³·mol⁻¹	ChemAxon
Polarizability	31.91 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

C00024577

Chemspider ID

553817

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

638266

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Low YY, Hong FJ, Lim KH, Thomas NF, Kam TS: Transformations of the 2,7-Seco Aspidosperma alkaloid leuconolam, structure revision of epi-leuconolam, and partial syntheses of leuconoxine and leuconodines A and F. J Nat Prod. 2014 Feb 28;77(2):327-38. doi: 10.1021/np400922x. Epub 2014 Jan 15. [PubMed:24428198 ]
Zhang H, Jeon KO, Hay EB, Geib SJ, Curran DP, LaPorte MG: Radical [3 + 2]-annulation of divinylcyclopropanes: rapid synthesis of complex meloscine analogs. Org Lett. 2014 Jan 3;16(1):94-7. doi: 10.1021/ol403078e. Epub 2013 Dec 6. [PubMed:24313360 ]
Feldman KS, Antoline JF: Synthesis studies on the Melodinus alkaloid meloscine. Tetrahedron. 2013 Feb 4;69(5):1434-1445. doi: 10.1016/j.tet.2012.12.032. [PubMed:23316092 ]
Coldham I, Burrell AJ, Guerrand HD, Watson L, Martin NG, Oram N: Synthesis of fused tricyclic amines unsubstituted at the ring-junction positions by a cascade condensation, cyclization, cycloaddition then decarbonylation strategy. Beilstein J Org Chem. 2012;8:107-11. doi: 10.3762/bjoc.8.11. Epub 2012 Jan 18. [PubMed:22423277 ]
Feldman KS, Antoline JF: Allenyl azide cycloaddition chemistry: application to the total synthesis of (+/-)-meloscine. Org Lett. 2012 Feb 3;14(3):934-7. doi: 10.1021/ol203463n. Epub 2012 Jan 13. [PubMed:22242696 ]

Showing NP-Card for (+)-Meloscine (NP0066919)

MOL for NP0066919 ((+)-Meloscine)

3D MOL for NP0066919 ((+)-Meloscine)

3D SDF for NP0066919 ((+)-Meloscine)

3D-SDF for NP0066919 ((+)-Meloscine)

PDB for NP0066919 ((+)-Meloscine)

3D PDB for NP0066919 ((+)-Meloscine)

SMILES for NP0066919 ((+)-Meloscine)

INCHI for NP0066919 ((+)-Meloscine)

Structure for NP0066919 ((+)-Meloscine)

3D Structure for NP0066919 ((+)-Meloscine)