NP-MRD: Showing NP-Card for methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate (NP0289321)

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Record Information

Version

2.0

Created at

2022-09-09 19:26:56 UTC

Updated at

2022-09-09 19:26:56 UTC

NP-MRD ID

NP0289321

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate

Description

Romucosine B 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. Romucosine B is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, romucosine b has been detected, but not quantified in, alcoholic beverages and fruits. methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate is found in Annona mucosa. This could make romucosine b a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241209412D          

 25 28  0  0  0  0            999 V2000
    1.9202    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9202    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785    1.2711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    1.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241    1.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -0.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222   -0.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -0.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -1.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222   -1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -1.6140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -2.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785    2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844    2.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    2.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669    2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -2.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.5340    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 20  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  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  1  0  0  0  0
 12 13  2  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 25  1  0  0  0  0
 16 17  2  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 18 24  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
    5.5912   -1.0075    1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6100   -0.4244    0.2646 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2882   -0.8343    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0082   -1.7197    1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -0.2956   -0.5133 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7116    0.7326   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759    2.0277   -1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5470    1.7467   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    2.7912   -1.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    4.3683   -1.4474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746    2.6469   -0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129    3.7600   -0.9166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2125    1.3997   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583    1.3992   -0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1371    1.8050    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3485    0.3445   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300    0.5181   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8949   -0.6650   -0.5175 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5591   -1.6888    0.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9237   -1.9559    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3706   -3.2266    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112   -3.5165    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5994   -2.5099    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886   -1.1941    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445   -0.9463    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850   -1.5660    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1264   -1.6418    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2209   -0.1925    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7931    0.9460   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5053    0.3626   -2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    2.5389   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    2.6996   -2.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0846    4.6344   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2993    2.8823    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5414    1.3886    1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1315    1.3115    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7489   -1.1704   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685   -2.6389    0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8100   -1.3602    1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6670   -4.0350    0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769   -4.5003    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6604   -2.7217    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9396   -0.4925   -0.0318 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 25  2  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 18  5  1  0
 21 20  1  0
 17  8  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 18 37  1  6
 19 38  1  0
 19 39  1  0
 24 43  1  0
 23 42  1  0
 22 41  1  0
 21 40  1  0
M  END


  Mrv0541 02241209412D          

 25 28  0  0  0  0            999 V2000
    1.9202    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9202    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785    1.2711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    1.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241    1.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -0.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222   -0.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -0.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -1.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222   -1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -1.6140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -2.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785    2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844    2.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    2.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669    2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -2.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.5340    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 20  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  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  1  0  0  0  0
 12 13  2  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 25  1  0  0  0  0
 16 17  2  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 18 24  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289321

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1CCC2=C(Cl)C(O)=C(OC)C3=C2C1CC1=C3C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18ClNO4/c1-24-18-15-11-6-4-3-5-10(11)9-13-14(15)12(16(20)17(18)22)7-8-21(13)19(23)25-2/h3-6,13,22H,7-9H2,1-2H3

> <INCHI_KEY>
FFSNCZHOAOMPLR-UHFFFAOYSA-N

> <FORMULA>
C19H18ClNO4

> <MOLECULAR_WEIGHT>
359.804

> <EXACT_MASS>
359.092435776

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.23151688094644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-10-carboxylate

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.6904055903333326

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.298245083259227

> <JCHEM_PKA_STRONGEST_BASIC>
-4.922667637550812

> <JCHEM_POLAR_SURFACE_AREA>
59

> <JCHEM_REFRACTIVITY>
95.16999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.584   0.063   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.584   1.603   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.200   2.373   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.969   1.603   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.415   2.373   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.801   1.603   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.032   2.373   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.418   1.603   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.418   0.063   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.032  -0.705   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.801   0.063   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.415  -0.705   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.969   0.063   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.200  -0.705   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.200  -2.243   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.969  -3.013   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.415  -2.243   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.801  -3.013   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.969  -4.552   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.200   3.913   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.091   4.552   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.309   4.552   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.418   3.913   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.801  -4.292   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0       3.320  -2.863   0.000  0.00  0.00          Cl+0
CONECT    1    2   14                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    6   10   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13    4   12   14                                                  
CONECT   14    1   13   15                                                  
CONECT   15   14   16   25                                                  
CONECT   16   15   17   19                                                  
CONECT   17   12   16   18                                                  
CONECT   18   17   24                                                       
CONECT   19   16                                                            
CONECT   20    3   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   18                                                            
CONECT   25   15                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaene-10-carboxylic acid	Generator

Chemical Formula

C₁₉H₁₈ClNO₄

Average Mass

359.8040 Da

Monoisotopic Mass

359.09244 Da

IUPAC Name

methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-10-carboxylate

Traditional Name

methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-10-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1CCC2=C(Cl)C(O)=C(OC)C3=C2C1CC1=C3C=CC=C1

InChI Identifier

InChI=1S/C19H18ClNO4/c1-24-18-15-11-6-4-3-5-10(11)9-13-14(15)12(16(20)17(18)22)7-8-21(13)19(23)25-2/h3-6,13,22H,7-9H2,1-2H3

InChI Key

FFSNCZHOAOMPLR-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
Rollinia mucosa	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

Not Available

Substituents

Not Available

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	3.61	ALOGPS
logP	3.69	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.17 m³·mol⁻¹	ChemAxon
Polarizability	37.23 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

HMDB0036989

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015961

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

85152934

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate (NP0289321)

MOL for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D MOL for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D SDF for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D-SDF for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

PDB for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D PDB for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

SMILES for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

INCHI for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

Structure for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D Structure for NP0289321 (methyl 14-chloro-15-hydroxy-16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)