NP-MRD: Showing NP-Card for 14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol (NP0323932)

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Record Information

Version

2.0

Created at

2022-09-12 03:40:47 UTC

Updated at

2022-09-12 03:40:48 UTC

NP-MRD ID

NP0323932

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol

Description

Isoguattouregidine 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. 14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol is found in Guatteria foliosa. 14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol was first documented in 1994 (PMID: 7964785). Based on a literature review very few articles have been published on isoguattouregidine (PMID: 10229931).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122205402D          

 25 28  0  0  0  0            999 V2000
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
  9 25  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    4.9111   -0.4205    0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054    0.0842   -0.2896 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7410    0.3001   -0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325    1.4798    0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0434    2.5386    0.6172 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367    1.6615    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291    2.9077    0.8611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3631    3.9202   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0025    0.6470    0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481   -0.5705   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9044   -0.7624   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4839   -2.0079   -0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5323   -3.0822   -1.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715   -2.7680   -1.1105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431   -1.6485   -0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -1.5186   -0.5802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4331   -2.6959    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -1.5854   -1.9127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2849   -0.2634   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6636   -0.1624    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1886    0.9735    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5573    1.0288    0.9895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3468    2.0185    1.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858    1.9600    0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527    0.8016    0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3149   -0.6210    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3826   -1.4047    0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7676    0.2645    0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467    2.4483    0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0155    3.4573   -1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3497    4.6818    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3509    4.3923   -0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234   -1.7615   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2228   -2.3753   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -3.3839   -2.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -4.0249   -0.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8529   -3.5978   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5135   -2.4041    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4370   -2.8306   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -1.0557   -2.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -1.0222   -0.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8624    0.7054    1.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7995    2.9000    1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    2.7962    1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 25  1  0
 25 24  2  0
 24 23  1  0
 23 21  2  0
 21 22  1  0
 21 20  1  0
 20 19  2  0
 19 16  1  0
 16 17  1  0
 16 18  1  6
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 11  3  1  0
 10  9  1  0
 19 25  1  0
 10 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 24 44  1  0
 23 43  1  0
 22 42  1  0
 20 41  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 13 35  1  0
 13 36  1  0
 12 33  1  0
 12 34  1  0
M  END


  Mrv1652309122205402D          

 25 28  0  0  0  0            999 V2000
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
  9 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323932

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(OC)=C2C3=CC=C(O)C=C3C(C)(O)C3=NCCC1=C23

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO5/c1-19(23)12-8-9(21)4-5-10(12)13-14-11(6-7-20-18(14)19)16(24-2)15(22)17(13)25-3/h4-5,8,21-23H,6-7H2,1-3H3

> <INCHI_KEY>
KRKVLRWJLDJLGV-UHFFFAOYSA-N

> <FORMULA>
C19H19NO5

> <MOLECULAR_WEIGHT>
341.363

> <EXACT_MASS>
341.126322716

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.6021555053364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol

> <JCHEM_LOGP>
2.110573036333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.3475228248045

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.700179615941698

> <JCHEM_PKA_STRONGEST_BASIC>
4.959024260804979

> <JCHEM_POLAR_SURFACE_AREA>
91.51

> <JCHEM_REFRACTIVITY>
93.464

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.011   3.490   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.991   3.490   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   25                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10    3   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   19    9                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉NO₅

Average Mass

341.3630 Da

Monoisotopic Mass

341.12632 Da

IUPAC Name

14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol

Traditional Name

14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(OC)=C2C3=CC=C(O)C=C3C(C)(O)C3=NCCC1=C23

InChI Identifier

InChI=1S/C19H19NO5/c1-19(23)12-8-9(21)4-5-10(12)13-14-11(6-7-20-18(14)19)16(24-2)15(22)17(13)25-3/h4-5,8,21-23H,6-7H2,1-3H3

InChI Key

KRKVLRWJLDJLGV-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
Guatteria foliosa	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
2-naphthol
Dihydroisoquinoline
Naphthalene
Quinoline
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Tertiary alcohol
Ketimine
Ether
Organoheterocyclic compound
Azacycle
Polyol
Organooxygen compound
Organonitrogen compound
Alcohol
Imine
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organic anion
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	2.11	ChemAxon
pKa (Strongest Acidic)	8.7	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	91.51 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	93.46 m³·mol⁻¹	ChemAxon
Polarizability	35.6 Å³	ChemAxon
Number of Rings	4	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

23327243

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136099743

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mahiou V, Roblot F, Hocquemiller R, Cave A, Rojas de Arias A, Inchausti A, Yaluff G, Fournet A, Angelo A: New aporphine alkaloids from guatteria foliosa. J Nat Prod. 1994 Jul;57(7):890-5. doi: 10.1021/np50109a003. [PubMed:7964785 ]
Akendengue B, Ngou-Milama E, Laurens A, Hocquemiller R: Recent advances in the fight against leishmaniasis with natural products. Parasite. 1999 Mar;6(1):3-8. doi: 10.1051/parasite/1999061003. [PubMed:10229931 ]
LOTUS database [Link]

Showing NP-Card for 14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol (NP0323932)

MOL for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

3D MOL for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

3D SDF for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

3D-SDF for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

PDB for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

3D PDB for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

SMILES for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

INCHI for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

Structure for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)

3D Structure for NP0323932 (14,16-dimethoxy-8-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,9,13(17),14-heptaene-5,8,15-triol)