NP-MRD: Showing NP-Card for Rescinnamine (NP0050899)

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Record Information

Version

2.0

Created at

2022-04-27 22:22:14 UTC

Updated at

2022-04-27 22:22:15 UTC

NP-MRD ID

NP0050899

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rescinnamine

Description

Rescinnamine, also known as tsuruselpi S or moderil, belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor. Rescinnamine is found in Rauvolfia macrophylla, Rauvolfia mannii, Rauvolfia nitida, Rauvolfia serpentina , Rauvolfia sp., Rauvolfia volkensii, Rauvolfia vomitoria and Rauwolfia vomitoria . Rescinnamine was first documented in 2016 (PMID: 27771009). Based on a literature review a small amount of articles have been published on rescinnamine (PMID: 34055238) (PMID: 33836128) (PMID: 33131412) (PMID: 29956574).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200222D          

 46 51  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652304282200222D          

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    1.7913    1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2529    1.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5250    0.2588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3356    0.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -0.3663    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1761   -0.2126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0961    0.5662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4423    1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9066    0.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788    1.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404    2.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9893    1.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277    1.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    1.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8767    0.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6872    0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9594    1.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210    2.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6104    1.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931    2.8925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1547    3.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7699    1.6423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0421    2.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256    0.0847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0362    0.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623   -0.8377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1729   -0.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2588   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -1.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415   -2.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5936   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3397   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4079    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0177   -0.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7638   -0.1757    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  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  2  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  7 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
  6 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 15 35  1  1  0  0  0
 35 36  1  0  0  0  0
 14 37  1  6  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
  3 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
  2 44  2  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050899

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C(NC5=CC(OC)=CC=C45)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)\C=C\C1=CC(OC)=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1

> <INCHI_KEY>
SZLZWPPUNLXJEA-QEGASFHISA-N

> <FORMULA>
C35H42N2O9

> <MOLECULAR_WEIGHT>
634.726

> <EXACT_MASS>
634.28903094

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
69.92790721939468

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
4.070086811999998

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.290112706432037

> <JCHEM_PKA_STRONGEST_BASIC>
7.388997906586196

> <JCHEM_POLAR_SURFACE_AREA>
117.78000000000002

> <JCHEM_REFRACTIVITY>
171.1641999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

> <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       7.883   2.243   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.303   1.648   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.176   0.113   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       7.677  -0.240   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.878   1.076   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.365   1.363   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.857   2.817   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.862   3.984   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.375   3.697   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.344   3.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.339   1.937   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.847   0.483   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.360   0.196   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.842  -0.684   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.329  -0.397   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.179   1.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.826   2.224   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.692   1.344   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.200   2.798   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.195   3.965   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.713   3.085   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.718   1.918   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.231   2.205   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.236   1.038   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.750   1.325   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.258   2.779   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.252   3.946   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.739   3.659   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -8.760   5.399   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -7.755   6.566   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -10.771   3.066   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -11.279   4.519   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -9.755   0.158   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -11.268   0.445   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.676  -1.564   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.189  -1.277   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.350  -2.138   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.345  -3.304   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.863  -2.425   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       4.371  -3.878   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.441  -0.765   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.834  -0.108   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.961   1.427   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.696   2.305   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      13.100  -0.985   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      14.492  -0.328   0.000  0.00  0.00           C+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3   44                                                  
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    1                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    6                                                       
CONECT   14   12   15   37                                                  
CONECT   15   14   16   35                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   11                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27   30                                                       
CONECT   30   29                                                            
CONECT   31   26   32                                                       
CONECT   32   31                                                            
CONECT   33   25   34                                                       
CONECT   34   33                                                            
CONECT   35   15   36                                                       
CONECT   36   35                                                            
CONECT   37   14   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39                                                            
CONECT   41    3   42                                                       
CONECT   42   41   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43    2                                                       
CONECT   45   42   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

View in JSmol

Synonyms

Value	Source
3,4,5-Trimethoxycinnamoyl methyl reserpate	ChEBI
Trimethoxy cinnamoyl reserpate de methyl	ChEBI
Tsuruselpi S	ChEBI
3,4,5-Trimethoxycinnamoyl methyl reserpic acid	Generator
Trimethoxy cinnamoyl reserpic acid de methyl	Generator
Moderil	MeSH

Chemical Formula

C₃₅H₄₂N₂O₉

Average Mass

634.7260 Da

Monoisotopic Mass

634.28903 Da

IUPAC Name

methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C(NC5=CC(OC)=CC=C45)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)\C=C\C1=CC(OC)=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1

InChI Key

SZLZWPPUNLXJEA-QEGASFHISA-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
Rauvolfia macrophylla	Plant	KNApSAcK
Rauvolfia mannii	LOTUS Database	35616633
Rauvolfia nitida	Plant	KNApSAcK
Rauvolfia serpentina	Plant	KNApSAcK
Rauvolfia sp.	Plant	KNApSAcK
Rauvolfia volkensii	LOTUS Database	35616633
Rauvolfia vomitoria	Plant	KNApSAcK
Rauwolfia vomitoria	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Yohimbine alkaloids

Sub Class

Not Available

Direct Parent

Yohimbine alkaloids

Alternative Parents

Substituents

Yohimbine
Corynanthean skeleton
Yohimbine alkaloid
Pyridoindole
Beta-carboline
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
3-alkylindole
Indole or derivatives
Indole
Styrene
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
Fatty acid ester
Alkyl aryl ether
Aralkylamine
Dicarboxylic acid or derivatives
Benzenoid
Monocyclic benzene moiety
Piperidine
Fatty acyl
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Pyrrole
Tertiary amine
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Carboxylic acid derivative
Ether
Azacycle
Dialkyl ether
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indole alkaloid (CHEBI:28572 )
Indole alkaloids (C06540 )

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	4.48	ALOGPS
logP	4.07	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	16.29	ChemAxon
pKa (Strongest Basic)	7.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	117.78 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	171.16 m³·mol⁻¹	ChemAxon
Polarizability	69.93 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001762

Chemspider ID

4444446

KEGG Compound ID

C06540

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rescinnamine

METLIN ID

Not Available

PubChem Compound

5280954

PDB ID

Not Available

ChEBI ID

28572

Good Scents ID

Not Available

References

General References

Rajput A, Thakur A, Mukhopadhyay A, Kamboj S, Rastogi A, Gautam S, Jassal H, Kumar M: Prediction of repurposed drugs for Coronaviruses using artificial intelligence and machine learning. Comput Struct Biotechnol J. 2021;19:3133-3148. doi: 10.1016/j.csbj.2021.05.037. Epub 2021 May 24. [PubMed:34055238 ]
Nemoto S, Morita K, Mizuno T, Kusuhara H: Decomposition Profile Data Analysis for Deep Understanding of Multiple Effects of Natural Products. J Nat Prod. 2021 Apr 23;84(4):1283-1293. doi: 10.1021/acs.jnatprod.0c01381. Epub 2021 Apr 9. [PubMed:33836128 ]
Adeniyi JN, Adeniyi AA, Moodley R, Nlooto M, Ngcobo M, Gomo E, Conradie J: Unravelling the drugability of MSI2 RNA recognition motif (RRM) protein and the prediction of their effective antileukemia inhibitors from traditional herb concoctions. J Biomol Struct Dyn. 2022 Apr;40(6):2516-2529. doi: 10.1080/07391102.2020.1840442. Epub 2020 Nov 2. [PubMed:33131412 ]
Kidnapillai S, Bortolasci CC, Udawela M, Panizzutti B, Spolding B, Connor T, Sanigorski A, Dean OM, Crowley T, Jamain S, Gray L, Scarr E, Leboyer M, Dean B, Berk M, Walder K: The use of a gene expression signature and connectivity map to repurpose drugs for bipolar disorder. World J Biol Psychiatry. 2020 Dec;21(10):775-783. doi: 10.1080/15622975.2018.1492734. Epub 2018 Aug 3. [PubMed:29956574 ]
Wiens B, De Luca V: Molecular and biochemical characterization of a benzenoid/phenylpropanoid meta/para-O-methyltransferase from Rauwolfia serpentina roots. Phytochemistry. 2016 Dec;132:5-15. doi: 10.1016/j.phytochem.2016.10.004. Epub 2016 Oct 19. [PubMed:27771009 ]

Showing NP-Card for Rescinnamine (NP0050899)

MOL for NP0050899 (Rescinnamine)

3D MOL for NP0050899 (Rescinnamine)

3D SDF for NP0050899 (Rescinnamine)

3D-SDF for NP0050899 (Rescinnamine)

PDB for NP0050899 (Rescinnamine)

3D PDB for NP0050899 (Rescinnamine)

SMILES for NP0050899 (Rescinnamine)

INCHI for NP0050899 (Rescinnamine)

Structure for NP0050899 (Rescinnamine)

3D Structure for NP0050899 (Rescinnamine)