NP-MRD: Showing NP-Card for Methyl-11,12-dimethoxychanofruticosinate (NP0073622)

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Record Information

Version

2.0

Created at

2022-04-28 18:51:05 UTC

Updated at

2022-04-28 18:51:05 UTC

NP-MRD ID

NP0073622

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl-11,12-dimethoxychanofruticosinate

Description

Methyl 11,12-dimethoxychanofruticosinate belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond. Methyl-11,12-dimethoxychanofruticosinate is found in Kopsia arborea and Kopsia flavida. Methyl-11,12-dimethoxychanofruticosinate was first documented in 2003 (PMID: 12608641). Based on a literature review very few articles have been published on Methyl 11,12-dimethoxychanofruticosinate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220512D          

 34 39  0  0  1  0            999 V2000
    0.6961   -1.7191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9082   -0.6502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2803   -0.0146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1004   -0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -1.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4764    0.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765    0.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7825    0.3109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4879   -0.5560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3094   -0.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9222   -0.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916    0.4624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773    1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5385    1.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017    1.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1874    1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7069   -0.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788   -1.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660   -1.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4813   -1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6636   -1.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8355   -2.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3198    0.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -0.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -1.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4720   -1.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978   -1.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431   -1.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4802   -0.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0790    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2088    1.8956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5604    1.7225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    1.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
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  3  4  1  6  0  0  0
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  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
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 11 12  2  0  0  0  0
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  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
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 16 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
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 11 21  1  0  0  0  0
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  1 27  1  0  0  0  0
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  3 30  1  0  0  0  0
  9 31  1  1  0  0  0
 31 32  2  0  0  0  0
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 33 34  1  0  0  0  0
M  END

     RDKit          3D

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   -3.1336   -4.7223    2.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5231   -1.7257    0.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8724   -1.4532    0.4308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6290   -0.6402    1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465   -0.1788   -0.1666 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6138    0.2257    0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5155   -0.8767    0.9492 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8040   -0.6395    1.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299    0.6814    2.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563    1.7915    1.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156    1.5475    0.6689 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1361    2.5728    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570    2.0072    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2713    0.9119   -0.6006 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0053    1.4658   -1.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6087    2.5297   -2.1056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331    0.8140   -3.1194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1522    1.3845   -4.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798    1.5064   -0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    0.5174   -1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8945    0.6183   -2.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7282   -3.9970    2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -5.3323    2.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940   -4.4576    3.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3790   -0.8772    2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7043   -0.8916    1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0778    0.2787    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9728   -1.4315    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5527   -0.9205    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3498    0.6160    3.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139    1.0563    1.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    1.7972    2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6483    2.7673    1.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1179    3.0640    1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5935    1.6472    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17 46  1  1
M  END


  Mrv1652304282220512D          

 34 39  0  0  1  0            999 V2000
    0.6961   -1.7191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9082   -0.6502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2803   -0.0146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1004   -0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -1.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2765    0.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9773    1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8017    1.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1874    1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7069   -0.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2660   -1.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4813   -1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6636   -1.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8355   -2.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3198    0.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -0.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -1.1991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4720   -1.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978   -1.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431   -1.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4802   -0.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0790    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2088    1.8956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5604    1.7225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  1  0  0  0
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 28 30  1  0  0  0  0
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 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0073622

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1C2=C(C=CC(OC)=C2OC)[C@@]23[C@@H]4CN5CCC[C@@](CC[C@]12C(=O)OC)(CC4=O)[C@@H]35

> <INCHI_IDENTIFIER>
InChI=1S/C25H30N2O7/c1-31-17-7-6-14-18(19(17)32-2)27(22(30)34-4)24(21(29)33-3)10-9-23-8-5-11-26-13-15(16(28)12-23)25(14,24)20(23)26/h6-7,15,20H,5,8-13H2,1-4H3/t15-,20+,23-,24-,25+/m1/s1

> <INCHI_KEY>
SADNZWUIRNBYPP-COBYOQRRSA-N

> <FORMULA>
C25H30N2O7

> <MOLECULAR_WEIGHT>
470.522

> <EXACT_MASS>
470.205301314

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.133167152960894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,5-dimethyl (1R,4S,12R,13R,21S)-7,8-dimethoxy-20-oxo-5,15-diazahexacyclo[11.5.2.1^{1,12}.0^{4,12}.0^{6,11}.0^{15,21}]henicosa-6(11),7,9-triene-4,5-dicarboxylate

> <ALOGPS_LOGP>
1.72

> <JCHEM_LOGP>
1.7081598876666666

> <ALOGPS_LOGS>
-2.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.024682768588733

> <JCHEM_PKA_STRONGEST_BASIC>
7.930988870712992

> <JCHEM_POLAR_SURFACE_AREA>
94.61

> <JCHEM_REFRACTIVITY>
119.91079999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dimethyl (1R,4S,12R,13R,21S)-7,8-dimethoxy-20-oxo-5,15-diazahexacyclo[11.5.2.1^{1,12}.0^{4,12}.0^{6,11}.0^{15,21}]henicosa-6(11),7,9-triene-4,5-dicarboxylate

> <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  N   UNK     0       1.299  -3.209   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.695  -1.214   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.523  -0.027   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.187  -1.271   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.359  -3.181   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.645  -3.412   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.889   1.501   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.383   1.821   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.327   0.580   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.777  -1.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.311  -1.577   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.455  -0.546   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.838   0.863   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.558   2.225   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.739   3.529   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.097   2.282   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.816   3.643   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.920  -1.021   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.240  -2.528   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.097  -3.559   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.632  -3.083   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.705  -3.003   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.026  -4.509   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.064   0.010   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.528  -0.466   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.209  -2.238   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.748  -3.052   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.556  -2.092   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.574  -3.248   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.896  -0.487   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.881   2.018   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.123   3.538   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.913   3.215   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.391   2.976   0.000  0.00  0.00           C+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4    7   30                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13   31                                             
CONECT   10    9    2   11   26                                             
CONECT   11   10   12   21                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12    9   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   12   19   24                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   11                                                       
CONECT   22   19   23                                                       
CONECT   23   22                                                            
CONECT   24   18   25                                                       
CONECT   25   24                                                            
CONECT   26   10   27   28                                                  
CONECT   27   26    1                                                       
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    3                                                       
CONECT   31    9   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Value	Source
Methyl 11,12-dimethoxychanofruticosinic acid	Generator

Chemical Formula

C₂₅H₃₀N₂O₇

Average Mass

470.5220 Da

Monoisotopic Mass

470.20530 Da

IUPAC Name

4,5-dimethyl (1R,4S,12R,13R,21S)-7,8-dimethoxy-20-oxo-5,15-diazahexacyclo[11.5.2.1^{1,12}.0^{4,12}.0^{6,11}.0^{15,21}]henicosa-6(11),7,9-triene-4,5-dicarboxylate

Traditional Name

4,5-dimethyl (1R,4S,12R,13R,21S)-7,8-dimethoxy-20-oxo-5,15-diazahexacyclo[11.5.2.1^{1,12}.0^{4,12}.0^{6,11}.0^{15,21}]henicosa-6(11),7,9-triene-4,5-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1C2=C(C=CC(OC)=C2OC)[C@@]23[C@@H]4CN5CCC[C@@](CC[C@]12C(=O)OC)(CC4=O)[C@@H]35

InChI Identifier

InChI=1S/C25H30N2O7/c1-31-17-7-6-14-18(19(17)32-2)27(22(30)34-4)24(21(29)33-3)10-9-23-8-5-11-26-13-15(16(28)12-23)25(14,24)20(23)26/h6-7,15,20H,5,8-13H2,1-4H3/t15-,20+,23-,24-,25+/m1/s1

InChI Key

SADNZWUIRNBYPP-COBYOQRRSA-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
Kopsia arborea	Plant	KNApSAcK
Kopsia flavida	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidofractine alkaloids

Sub Class

Not Available

Direct Parent

Aspidofractine alkaloids

Alternative Parents

Substituents

Aspidofractine skeleton
Aspidosperma alkaloid
Alpha-amino acid ester
Carbazole
Indolecarboxylic acid derivative
Indolecarboxylic acid
Alpha-amino acid or derivatives
Quinolidine
Indolizidine
Indole or derivatives
Anisole
Azepane
Aralkylamine
Alkyl aryl ether
Benzenoid
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Carbamic acid ester
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Ketone
Carbonic acid derivative
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
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	1.72	ALOGPS
logP	1.71	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	16.02	ChemAxon
pKa (Strongest Basic)	7.93	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	94.61 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.91 m³·mol⁻¹	ChemAxon
Polarizability	48.13 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

Chemspider ID

552642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

636966

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Husain K, Jantan I, Said IM, Aimi N, Takayama H: Two new methyl chanofruticosinates from Kopsia flavida blume. J Asian Nat Prod Res. 2003 Mar;5(1):63-7. doi: 10.1080/1028602031000080487. [PubMed:12608641 ]

Showing NP-Card for Methyl-11,12-dimethoxychanofruticosinate (NP0073622)

MOL for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

3D MOL for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

3D SDF for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

3D-SDF for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

PDB for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

3D PDB for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

SMILES for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

INCHI for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

Structure for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)

3D Structure for NP0073622 (Methyl-11,12-dimethoxychanofruticosinate)