NP-MRD: Showing NP-Card for 9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate (NP0327980)

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Record Information

Version

2.0

Created at

2022-09-12 11:02:24 UTC

Updated at

2022-09-12 11:02:24 UTC

NP-MRD ID

NP0327980

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate

Description

9,15-Dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]Nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate belongs to the class of organic compounds known as crinine- and haemanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds with a structure based on the crinine or haemanthamine backbone. Both backbones have a common 5,10b-ethano bridge moiety in their frameworks, which is a very significant taxonomic feature, and the configurations of the 5,10b-ethano bridge are opposite to each other. 9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate is found in Nerine bowdenii. 9,15-Dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]Nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261513312D          

 32 37  0  0  0  0            999 V2000
    3.2636    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3911    0.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    0.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836    0.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.9108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689    0.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6902   -0.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214   -1.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9475   -0.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7664   -0.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889    0.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925    1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736    1.0451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    0.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -0.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341   -0.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8763   -0.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -0.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -0.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3524   -0.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693   -0.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    0.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214    0.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    0.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9681    1.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746    2.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1941    0.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    1.0550    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
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  5  6  1  0  0  0  0
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 12 17  1  0  0  0  0
  8 18  1  0  0  0  0
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  3 20  1  0  0  0  0
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 28 31  2  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
  6 32  1  0  0  0  0
M  END

     RDKit          3D

 56 61  0  0  0  0  0  0  0  0999 V2000
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   -2.4041   -1.7843   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4053    3.1766   -0.9828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6803    3.4506   -0.2909 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4885    4.4947    0.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3191    5.5797    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065    2.2480    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    1.7843    1.2588 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.9903   -0.2206    1.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3159    0.1353    2.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1238    0.6828    1.1406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9900   -0.2542    0.5987 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8621    0.9557    0.9205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334   -1.1190   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0730    3.8920   -1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649    3.6399   -1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    5.2155    0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1602    6.3022    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733    6.0238   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018    2.6754    1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406    1.5224   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194    2.6686    1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0222   -1.1135    2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7935    0.3354    3.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217   -0.9566    2.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    1.6086    1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6758   -2.4943   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 33  1  0
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  1 35  1  0
 21 48  1  0
 21 49  1  0
M  END


  Mrv1533004261513312D          

 32 37  0  0  0  0            999 V2000
    3.2636    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3911    0.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    0.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836    0.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.9108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689    0.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6902   -0.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214   -1.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9475   -0.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7664   -0.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889    0.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925    1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736    1.0451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    0.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -0.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341   -0.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3524   -0.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693   -0.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    0.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214    0.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    0.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9681    1.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746    2.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1941    0.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    1.0550    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
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  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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
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  8 18  1  0  0  0  0
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 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
  6 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327980

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC2N3CC(OC(=O)C4=CC=CN=C4)C2(C=C1)C1=CC2=C(OCO2)C(OC)=C1C3

> <INCHI_IDENTIFIER>
InChI=1S/C24H24N2O6/c1-28-15-5-6-24-17-9-18-22(31-13-30-18)21(29-2)16(17)11-26(19(24)8-15)12-20(24)32-23(27)14-4-3-7-25-10-14/h3-7,9-10,15,19-20H,8,11-13H2,1-2H3

> <INCHI_KEY>
IITMLRSQGPFGSO-UHFFFAOYSA-N

> <FORMULA>
C24H24N2O6

> <MOLECULAR_WEIGHT>
436.464

> <EXACT_MASS>
436.163436501

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.128443834006006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
1.9457053153333332

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.192834654522508

> <JCHEM_POLAR_SURFACE_AREA>
79.35000000000001

> <JCHEM_REFRACTIVITY>
115.2324

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       6.092   3.175   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.330   1.654   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.131   0.687   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.516   1.367   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.496   0.275   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.424   1.700   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.689   0.347   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.288  -1.072   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.362  -2.302   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.167  -2.114   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.093  -3.344   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.769  -0.697   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.297  -0.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.899   0.908   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.973   2.138   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.444   1.951   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.842   0.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.734  -1.246   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.170  -1.801   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.369  -0.835   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.021  -0.587   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.315  -1.421   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.685  -0.717   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.125  -1.263   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.089  -0.063   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.246   1.225   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.760   0.822   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.465   1.656   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.540   3.194   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.246   4.028   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.096   0.952   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.940   1.969   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   32                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    8    5   19   21                                             
CONECT   19   18   20                                                       
CONECT   20   19    3                                                       
CONECT   21   18   22   31                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23   28                                                  
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   21   32                                                  
CONECT   32   31    6                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

View in JSmol

Synonyms

Value	Source
9,15-Dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0,.0,.0,]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylic acid	Generator
9,15-Dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylic acid	Generator

Chemical Formula

C₂₄H₂₄N₂O₆

Average Mass

436.4640 Da

Monoisotopic Mass

436.16344 Da

IUPAC Name

9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate

Traditional Name

9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC1CC2N3CC(OC(=O)C4=CC=CN=C4)C2(C=C1)C1=CC2=C(OCO2)C(OC)=C1C3

InChI Identifier

InChI=1S/C24H24N2O6/c1-28-15-5-6-24-17-9-18-22(31-13-30-18)21(29-2)16(17)11-26(19(24)8-15)12-20(24)32-23(27)14-4-3-7-25-10-14/h3-7,9-10,15,19-20H,8,11-13H2,1-2H3

InChI Key

IITMLRSQGPFGSO-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Nerine bowdenii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as crinine- and haemanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds with a structure based on the crinine or haemanthamine backbone. Both backbones have a common 5,10b-ethano bridge moiety in their frameworks, which is a very significant taxonomic feature, and the configurations of the 5,10b-ethano bridge are opposite to each other.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Crinine- and Haemanthamine-type amaryllidaceae alkaloids

Direct Parent

Crinine- and Haemanthamine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Hemanthamine/crinine alkaloid skeleton
Benzoquinoline
Phenanthridine
Benzazepine
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Indole or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Anisole
Alkyl aryl ether
Azepine
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Pyridine
Pyrrolidine
Heteroaromatic compound
Tertiary amine
Tertiary aliphatic amine
Amino acid or derivatives
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Oxacycle
Acetal
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
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	1.71	ALOGPS
logP	1.95	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	7.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	79.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	115.23 m³·mol⁻¹	ChemAxon
Polarizability	44.13 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72777669

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate (NP0327980)

MOL for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

3D MOL for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

3D SDF for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

3D-SDF for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

PDB for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

3D PDB for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

SMILES for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

INCHI for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

Structure for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)

3D Structure for NP0327980 (9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-18-yl pyridine-3-carboxylate)