NP-MRD: Showing NP-Card for aknadinine (NP0197097)

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Record Information

Version

2.0

Created at

2022-09-04 15:17:54 UTC

Updated at

2022-09-04 15:17:54 UTC

NP-MRD ID

NP0197097

Secondary Accession Numbers

None

Natural Product Identification

Common Name

aknadinine

Description

3-Hydroxy-4,11,12-trimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]Heptadeca-2(7),3,5,11-tetraen-13-one belongs to the class of organic compounds known as hasubanan alkaloids. These are alkaloids with a structure based on the hasubanan skeleton, a tetracyclic propellane. aknadinine is found in Stephania hernandifolia and Stephania japonica. 3-Hydroxy-4,11,12-trimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]Heptadeca-2(7),3,5,11-tetraen-13-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523462D          

 26 29  0  0  0  0            999 V2000
   -1.3401   -0.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    0.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2941    1.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1262    1.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    1.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    1.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4403    1.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    1.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    1.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939    1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0143    0.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6096   -0.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0300   -0.9801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8549   -0.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7847   -0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3801   -0.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5312    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445    0.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4217    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644    1.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    2.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -0.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3098   -0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -1.0254    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  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
 10 11  2  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
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
   -4.1658    2.1498    1.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541    1.4994    0.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4557    1.0243    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2127    0.0039   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542   -0.5802   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2306    0.0962   -1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561   -0.5235   -0.5270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4238   -0.1419   -1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4874    1.0663   -1.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6769    0.7405   -1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536    1.0973   -1.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0433    0.7767   -0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8830    0.1172    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039   -0.2172    1.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896    0.1309    0.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -0.2259    0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986   -0.8917    2.0174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050    0.0853    0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633   -0.2807    0.5403 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2410   -1.6151    1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0791   -2.2421    0.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -1.9848   -0.5491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945   -2.5362   -1.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    0.7489    1.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    1.6559    1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    2.9061    1.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0485    1.5491    2.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2390    2.4046    1.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211    3.1220    2.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    0.4534   -2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724   -0.6704   -2.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7277    0.9783   -1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3056    0.0987   -2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587   -0.9625   -2.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    1.9843   -1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181    1.2075   -2.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1050    1.6180   -2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.0461   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4832    1.2252    0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417   -0.1751   -0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0343   -0.4032    1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -1.1006    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0194   -2.2757    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753   -1.4656    2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -3.2983    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9346   -1.6362    1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8384   -2.8563   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4779   -3.4902   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770   -1.8876   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6678    1.3926    1.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034    0.2824    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  1  0
 19 20  1  1
 19 24  1  0
 24 25  1  0
 25 26  2  0
 25  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
 16 13  1  0
 18 10  1  0
 19  7  1  0
  7  4  1  1
 15 39  1  0
 15 40  1  0
 15 41  1  0
 12 38  1  0
 11 37  1  0
  9 35  1  0
  9 36  1  0
  8 33  1  0
  8 34  1  0
 23 47  1  0
 23 48  1  0
 23 49  1  0
 21 45  1  0
 21 46  1  0
 20 43  1  0
 20 44  1  0
 24 50  1  0
 24 51  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
 17 42  1  0
M  END


  Mrv1533004231523462D          

 26 29  0  0  0  0            999 V2000
   -1.3401   -0.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    0.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2941    1.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1262    1.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    1.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    1.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4403    1.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    1.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    1.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939    1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0143    0.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6096   -0.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0300   -0.9801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8549   -0.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7847   -0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3801   -0.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5312    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445    0.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4217    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644    1.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    2.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -0.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3098   -0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -1.0254    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  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
 10 11  2  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
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0197097

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2CCC34N(C)CCC3(CC(=O)C(OC)=C4OC)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO5/c1-21-10-9-19-11-13(22)17(25-3)18(26-4)20(19,21)8-7-12-5-6-14(24-2)16(23)15(12)19/h5-6,23H,7-11H2,1-4H3

> <INCHI_KEY>
XLWYWPDYNLZUJS-UHFFFAOYSA-N

> <FORMULA>
C20H25NO5

> <MOLECULAR_WEIGHT>
359.422

> <EXACT_MASS>
359.173272909

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.97113344092458

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-4,11,12-trimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,11-tetraen-13-one

> <ALOGPS_LOGP>
2.14

> <JCHEM_LOGP>
1.3503374836666666

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.173158619588165

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.814384784965794

> <JCHEM_PKA_STRONGEST_BASIC>
7.009784607871288

> <JCHEM_POLAR_SURFACE_AREA>
68.23

> <JCHEM_REFRACTIVITY>
99.42249999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-4,11,12-trimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,11-tetraen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      -2.501  -0.606   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.746   0.736   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.206   0.753   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.549   2.095   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.236   3.420   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.775   3.403   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.089   2.112   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.689   3.606   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.384   3.471   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.169   2.146   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.709   2.163   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.493   0.838   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.738  -0.504   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.523  -1.830   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.063  -1.813   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.198  -0.521   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.443  -1.863   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.725   0.499   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.874   0.787   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.376   1.124   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.520   2.657   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       3.107   3.268   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.770   4.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.118  -0.555   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.578  -0.572   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.177  -1.914   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8   19   22                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   10   19                                                  
CONECT   19   18    7   20   24                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    7   23                                                  
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
Aknadinine	MeSH

Chemical Formula

C₂₀H₂₅NO₅

Average Mass

359.4220 Da

Monoisotopic Mass

359.17327 Da

IUPAC Name

3-hydroxy-4,11,12-trimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,11-tetraen-13-one

Traditional Name

3-hydroxy-4,11,12-trimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,11-tetraen-13-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C2CCC34N(C)CCC3(CC(=O)C(OC)=C4OC)C2=C1O

InChI Identifier

InChI=1S/C20H25NO5/c1-21-10-9-19-11-13(22)17(25-3)18(26-4)20(19,21)8-7-12-5-6-14(24-2)16(23)15(12)19/h5-6,23H,7-11H2,1-4H3

InChI Key

XLWYWPDYNLZUJS-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
Stephania hernandifolia	LOTUS Database	35616633
Stephania japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hasubanan alkaloids. These are alkaloids with a structure based on the hasubanan skeleton, a tetracyclic propellane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Hasubanan alkaloids

Sub Class

Not Available

Direct Parent

Hasubanan alkaloids

Alternative Parents

Substituents

Hasubanan skeleton
Phenanthrene
Tetralin
Indole or derivatives
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Vinylogous ester
Ketone
Tertiary amine
Tertiary aliphatic amine
Cyclic ketone
Azacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen 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	2.14	ALOGPS
logP	1.35	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.81	ChemAxon
pKa (Strongest Basic)	7.01	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.42 m³·mol⁻¹	ChemAxon
Polarizability	37.97 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

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

281986

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for aknadinine (NP0197097)

MOL for NP0197097 (aknadinine)

3D MOL for NP0197097 (aknadinine)

3D SDF for NP0197097 (aknadinine)

3D-SDF for NP0197097 (aknadinine)

PDB for NP0197097 (aknadinine)

3D PDB for NP0197097 (aknadinine)

SMILES for NP0197097 (aknadinine)

INCHI for NP0197097 (aknadinine)

Structure for NP0197097 (aknadinine)

3D Structure for NP0197097 (aknadinine)