NP-MRD: Showing NP-Card for 16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate (NP0306966)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 23:46:36 UTC

Updated at

2022-09-10 23:46:36 UTC

NP-MRD ID

NP0306966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate

Description

16-Methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]Henicosa-1(13),2,4(8),9,13,15,18,20-octaen-17-one belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton. 16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate is found in Arcangelisia flava, Fibraurea chloroleuca, Nandina domestica, Papaver dubium, Thalictrum alpinum, Thalictrum cultratum, Thalictrum fendleri, Thalictrum foliolosum, Thalictrum javanicum, Thalictrum lankesteri and Thalictrum minus. Based on a literature review very few articles have been published on 16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]Henicosa-1(13),2,4(8),9,13,15,18,20-octaen-17-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112201462D          

 24 28  0  0  0  0            999 V2000
    6.5249    0.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984    0.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7218    1.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5467    1.4978    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3202    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4953    2.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0720    1.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470    1.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8237    0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253    0.1193    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.0502    0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4735    0.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -0.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771   -0.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5755    0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506    0.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7723    1.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972    1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9988    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297    2.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290    1.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    1.0613    0.0000 O   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
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  3 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 10 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
M  CHG  2   5  -1  11   1
M  END

     RDKit          3D

 39 43  0  0  0  0  0  0  0  0999 V2000
    5.2039   -0.8407    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6350   -0.1157   -0.7055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457    0.9194   -0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133    2.1962   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758    2.4953   -0.3235 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.3454    3.2227    0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048    2.9152    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356    1.6380   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1709    1.3192    0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3001    0.0599   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5789   -0.9104   -0.3765 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.9210   -0.6842   -0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866    0.5976   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651   -2.2528   -0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2150   -2.6445   -0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351   -1.5310   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5137   -1.7882    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4077   -0.7831    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0006    0.5192    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    0.7684    0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -0.2362    0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118    1.3126    0.6821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815    0.5659    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8072   -0.7573    0.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442   -1.9133    0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3007   -0.7669    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8001   -0.4863    1.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078    4.2516    0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3178    3.7182    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4964    2.1227    0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6294   -1.4581   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888   -2.4374   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052   -2.9902   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2725   -3.3808    0.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5981   -3.2293   -1.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8796   -2.8128   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3493    1.7895    0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6710    0.8277   -0.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0527    0.7800    1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 13  2  0
 13 12  1  0
 12 11  2  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 19 20  1  0
 20 21  2  0
 21 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  4  2  0
  4  5  1  0
  4  3  1  0
  8 13  1  0
 10 11  1  0
 21 16  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 23 38  1  0
 23 39  1  0
 20 37  1  0
  9 30  1  0
  7 29  1  0
  6 28  1  0
M  CHG  2   5  -1  11   1
M  END


  Mrv1652309112201462D          

 24 28  0  0  0  0            999 V2000
    6.5249    0.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984    0.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7218    1.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5467    1.4978    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3202    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4953    2.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0720    1.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470    1.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8237    0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253    0.1193    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.0502    0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4735    0.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -0.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771   -0.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5755    0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506    0.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7723    1.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972    1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9988    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297    2.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290    1.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    1.0613    0.0000 O   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
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  3 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 10 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
M  CHG  2   5  -1  11   1
M  END
> <DATABASE_ID>
NP0306966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=[N+]3CCC4=CC5=C(OCO5)C=C4C3=CC2=CC=C1[O-]

> <INCHI_IDENTIFIER>
InChI=1S/C19H15NO4/c1-22-19-14-9-20-5-4-12-7-17-18(24-10-23-17)8-13(12)15(20)6-11(14)2-3-16(19)21/h2-3,6-9H,4-5,10H2,1H3

> <INCHI_KEY>
OEGWOBMNQDATKP-UHFFFAOYSA-N

> <FORMULA>
C19H15NO4

> <MOLECULAR_WEIGHT>
321.332

> <EXACT_MASS>
321.100107967

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3483579452462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-methoxy-5,7-dioxa-13lambda5-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium-17-olate

> <JCHEM_LOGP>
-1.4292063418050789

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.861908091208543

> <JCHEM_PKA_STRONGEST_BASIC>
-4.534734662990408

> <JCHEM_POLAR_SURFACE_AREA>
54.63000000000001

> <JCHEM_REFRACTIVITY>
99.59129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
16-methoxy-5,7-dioxa-13lambda5-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium-17-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      12.180   0.129   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.640   0.152   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.890   1.498   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.681   2.819   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.220   2.796   0.000  0.00  0.00           O-1
HETATM    6  C   UNK     0       9.931   4.165   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.391   4.188   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.601   2.866   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.061   2.890   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.271   1.568   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.021   0.223   0.000  0.00  0.00           N+1
HETATM   12  C   UNK     0       7.560   0.199   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.351   1.521   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.230  -1.099   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.691  -1.076   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.941   0.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.401   0.293   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.651   1.638   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.442   2.960   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.982   2.937   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.731   1.591   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.429   4.120   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.987   3.515   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.850   1.981   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    3    8                                                  
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16   10                                                  
CONECT   22   19   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₅NO₄

Average Mass

321.3320 Da

Monoisotopic Mass

321.10011 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=C2C=[N+]3CCC4=CC5=C(OCO5)C=C4C3=CC2=CC=C1[O-]

InChI Identifier

InChI=1S/C19H15NO4/c1-22-19-14-9-20-5-4-12-7-17-18(24-10-23-17)8-13(12)15(20)6-11(14)2-3-16(19)21/h2-3,6-9H,4-5,10H2,1H3

InChI Key

OEGWOBMNQDATKP-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
Arcangelisia flava	LOTUS Database	35616633
Fibraurea chloroleuca	LOTUS Database	35616633
Nandina domestica	LOTUS Database	35616633
Papaver dubium	LOTUS Database	35616633
Thalictrum alpinum	LOTUS Database	35616633
Thalictrum cultratum	LOTUS Database	35616633
Thalictrum fendleri	LOTUS Database	35616633
Thalictrum foliolosum	LOTUS Database	35616633
Thalictrum javanicum Blume	LOTUS Database	35616633
Thalictrum lankesteri	LOTUS Database	35616633
Thalictrum minus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Protoberberine alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Protoberberine alkaloids and derivatives

Alternative Parents

Substituents

Protoberberine skeleton
Isoquinoline
Benzodioxole
Anisole
Alkyl aryl ether
Phenoxide
Pyridine
Pyridinium
Benzenoid
Heteroaromatic compound
Acetal
Ether
Organoheterocyclic compound
Azacycle
Oxacycle
Organic salt
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic cation
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

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

8601627

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10426199

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate (NP0306966)

MOL for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

3D MOL for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

3D SDF for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

3D-SDF for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

PDB for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

3D PDB for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

SMILES for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

INCHI for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

Structure for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)

3D Structure for NP0306966 (16-methoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium-17-olate)