NP-MRD: Showing NP-Card for 19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione (NP0302948)

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Record Information

Version

2.0

Created at

2022-09-10 16:51:27 UTC

Updated at

2022-09-10 16:51:28 UTC

NP-MRD ID

NP0302948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione

Description

11-Methoxylettowianthine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. 19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione is found in Lettowianthus stellatus. 19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione was first documented in 2000 (PMID: 10820832). Based on a literature review very few articles have been published on 11-Methoxylettowianthine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102218512D          

 26 31  0  0  0  0            999 V2000
    4.9812    1.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4352    0.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266    1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3640    1.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    2.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0094    1.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9885   -0.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597   -1.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7051   -2.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -1.4009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856   -1.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248   -1.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7638   -0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1356    0.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683   -1.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4144   -1.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518   -0.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3432   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0806    0.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144    0.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866   -0.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2393   -1.2652    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 10 22  2  0  0  0  0
 22 23  1  0  0  0  0
  3 23  2  0  0  0  0
  7 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
M  END

     RDKit          3D

 37 42  0  0  0  0  0  0  0  0999 V2000
   -4.1925    0.5157   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8309    0.1009   -0.3240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510    1.0243   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328    2.3562   -0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3378    3.3877   -0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    3.1195   -0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951    1.8369   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7579    1.5850    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765    0.3103    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091   -0.7375    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -2.0048    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419   -2.1152    0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0878   -0.9995    0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5527    0.2438    0.3483 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922    1.5070    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991    1.8434    0.4049 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9025    2.3737    0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9492    3.6190    0.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -3.0458    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3677   -2.8709    0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288   -1.6189    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813   -0.5435    0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5189    0.7591   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -1.7842   -0.1235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032   -3.0554    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049   -3.8126    0.1231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2515    1.0446   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5171    1.1100    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8435   -0.3990   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2818    2.6060   -0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6176    4.4265   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    3.9548   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534   -3.1034    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1572   -1.0771    0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3923   -4.0424    0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586   -3.0610    1.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4655   -3.4537   -0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 23  2  0
 23  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  7  8  1  0
  8  9  2  0
  9 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 19  1  0
 19 20  2  0
 20 21  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 21 22  2  0
 22 10  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
  4  3  1  0
 17  8  1  0
 22 23  1  0
 10  9  1  0
 10 11  2  0
 26 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 32  1  0
  5 31  1  0
  4 30  1  0
 13 34  1  0
 12 33  1  0
 19 35  1  0
 25 36  1  0
 25 37  1  0
M  END


  Mrv1652309102218512D          

 26 31  0  0  0  0            999 V2000
    4.9812    1.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4352    0.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266    1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3640    1.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    2.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0094    1.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9885   -0.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597   -1.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7051   -2.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -1.4009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856   -1.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248   -1.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7638   -0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1356    0.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683   -1.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4144   -1.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518   -0.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3432   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0806    0.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144    0.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866   -0.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2393   -1.2652    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 10 22  2  0  0  0  0
 22 23  1  0  0  0  0
  3 23  2  0  0  0  0
  7 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0302948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(=CC=C1)C1=C3N(C=CC4=CC5=C(OCO5)C2=C34)C(=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H11NO5/c1-24-11-4-2-3-10-14(11)16-13-9(7-12-19(16)26-8-25-12)5-6-21-17(13)15(10)18(22)20(21)23/h2-7H,8H2,1H3

> <INCHI_KEY>
OQTKSRAEATWRGC-UHFFFAOYSA-N

> <FORMULA>
C20H11NO5

> <MOLECULAR_WEIGHT>
345.31

> <EXACT_MASS>
345.063722458

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
34.26713281537554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0^{2,6}.0^{8,21}.0^{14,22}.0^{15,20}]docosa-1(21),2(6),7,9,14(22),15,17,19-octaene-12,13-dione

> <JCHEM_LOGP>
2.5367928966666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.398443073638642

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
92.1241

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0^{2,6}.0^{8,21}.0^{14,22}.0^{15,20}]docosa-1(21),2(6),7,9,14(22),15,17,19-octaene-12,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.298   2.852   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.279   1.697   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.770   2.003   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.279   3.463   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.770   3.768   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.751   2.614   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.241   1.154   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.222  -0.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.712  -1.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.221  -1.766   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.712  -3.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.692  -4.380   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.183  -4.075   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.693  -2.615   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.280  -2.002   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.046  -2.785   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.426  -0.469   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.253   0.529   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.221  -3.531   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.240  -2.377   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.750  -0.917   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.241  -0.611   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.750   0.848   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.987   0.000   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.242  -0.893   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.780  -2.362   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8   18                                                  
CONECT   18   17                                                            
CONECT   19   11   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   10   23                                                  
CONECT   23   22    3    7                                                  
CONECT   24   21   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

View in JSmol

Synonyms

Value	Source
11-Methoxy-lettowianthine	MeSH

Chemical Formula

C₂₀H₁₁NO₅

Average Mass

345.3100 Da

Monoisotopic Mass

345.06372 Da

IUPAC Name

19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0^{2,6}.0^{8,21}.0^{14,22}.0^{15,20}]docosa-1(21),2(6),7,9,14(22),15,17,19-octaene-12,13-dione

Traditional Name

19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0^{2,6}.0^{8,21}.0^{14,22}.0^{15,20}]docosa-1(21),2(6),7,9,14(22),15,17,19-octaene-12,13-dione

CAS Registry Number

Not Available

SMILES

COC1=C2C(=CC=C1)C1=C3N(C=CC4=CC5=C(OCO5)C2=C34)C(=O)C1=O

InChI Identifier

InChI=1S/C20H11NO5/c1-24-11-4-2-3-10-14(11)16-13-9(7-12-19(16)26-8-25-12)5-6-21-17(13)15(10)18(22)20(21)23/h2-7H,8H2,1H3

InChI Key

OQTKSRAEATWRGC-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
Lettowianthus stellatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Isoquinoline
Naphthalene
Quinoline
Benzodioxole
Indole
Indole or derivatives
Indolizine
Pyrrolopyridine
Anisole
Alkyl aryl ether
Pyridine
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous amide
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Acetal
Ether
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen 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	2.54	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.12 m³·mol⁻¹	ChemAxon
Polarizability	34.27 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

C00027248

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

102369815

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nkunya MH, Jonker SA, Makangara JJ, Waibel R, Achenbach H: Aporphinoid alkaloids and other constituents from Lettowianthus stellatus. Phytochemistry. 2000 Apr;53(8):1067-73. doi: 10.1016/s0031-9422(00)00012-1. [PubMed:10820832 ]
LOTUS database [Link]

Showing NP-Card for 19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione (NP0302948)

MOL for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

3D MOL for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

3D SDF for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

3D-SDF for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

PDB for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

3D PDB for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

SMILES for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

INCHI for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

Structure for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)

3D Structure for NP0302948 (19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.0²,⁶.0⁸,²¹.0¹⁴,²².0¹⁵,²⁰]docosa-1,6,8(21),9,14(22),15(20),16,18-octaene-12,13-dione)