NP-MRD: Showing NP-Card for Hanamisine (NP0067197)

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Record Information

Version

2.0

Created at

2022-04-28 11:32:37 UTC

Updated at

2022-04-28 11:32:37 UTC

NP-MRD ID

NP0067197

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hanamisine

Description

Hanamisine is found in Aconitum sanyoense var.tonense.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282213332D          

 35 42  0  0  1  0            999 V2000
    5.5936    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1956    1.0998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1303    1.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3824    2.3429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7177    1.8333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935    0.9482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4814    0.7044    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3495   -0.2707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6805   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9829   -0.2769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0350    0.7845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3357    1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368    0.8273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4234   -0.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6491   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1580   -0.5190    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0232   -1.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663    0.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8503    0.1712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8228    0.0511    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9061   -0.1728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9629    2.1665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740    2.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    3.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193    3.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3045    3.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9769    3.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8990    4.4636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7271    3.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3994    3.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2275    2.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5552    2.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    2.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9873    1.3320    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  2  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  6  0  0  0
 13 18  1  0  0  0  0
 19 18  1  6  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  6  0  0  0
  1 21  1  0  0  0  0
  8 21  1  0  0  0  0
  5 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  4 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
  2 35  1  1  0  0  0
M  END


  Mrv1652304282213332D          

 35 42  0  0  1  0            999 V2000
    5.5936    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1956    1.0998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1303    1.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3824    2.3429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7177    1.8333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935    0.9482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4814    0.7044    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3495   -0.2707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6805   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9829   -0.2769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0350    0.7845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3357    1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368    0.8273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4234   -0.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6491   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1580   -0.5190    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0232   -1.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663    0.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8503    0.1712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8228    0.0511    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9061   -0.1728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9629    2.1665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740    2.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    3.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193    3.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3045    3.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9769    3.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8990    4.4636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7271    3.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3994    3.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2275    2.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5552    2.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    2.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9873    1.3320    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  2  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  6  0  0  0
 13 18  1  0  0  0  0
 19 18  1  6  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  6  0  0  0
  1 21  1  0  0  0  0
  8 21  1  0  0  0  0
  5 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  4 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
  2 35  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0067197

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1[C@H](C[C@]2(C)CN3[C@H]4C[C@@]56[C@@H]7C[C@@H](C[C@H]5[C@]1([C@H]37)[C@@H]24)C(=C)[C@H]6O)OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H33NO5/c1-14-17-9-18-23-29-21(10-17)28(18,24(14)32)11-19-22(29)27(3,13-30(19)23)12-20(25(29)34-15(2)31)35-26(33)16-7-5-4-6-8-16/h4-8,17-25,32H,1,9-13H2,2-3H3/t17-,18+,19-,20-,21+,22+,23+,24+,25+,27+,28-,29+/m0/s1

> <INCHI_KEY>
GHPZLWCPFKQCPQ-BOHUSSBWSA-N

> <FORMULA>
C29H33NO5

> <MOLECULAR_WEIGHT>
475.585

> <EXACT_MASS>
475.235873167

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
39.56377315599504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,3S,5S,8R,9S,11R,13R,14S,16S,17R,18R)-2-(acetyloxy)-13-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecan-3-yl benzoate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.5541770530000014

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.13002948038389

> <JCHEM_PKA_STRONGEST_BASIC>
9.307259932361484

> <JCHEM_POLAR_SURFACE_AREA>
76.07

> <JCHEM_REFRACTIVITY>
127.01370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,5S,8R,9S,11R,13R,14S,16S,17R,18R)-2-(acetyloxy)-13-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecan-3-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      10.441   0.678   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.699   2.053   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.576   3.673   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.180   4.373   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.940   3.422   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081   1.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.365   1.315   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.119  -0.505   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.870  -1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.568  -0.517   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.665   1.464   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.360   2.342   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.055   1.544   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.657  -0.003   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.212  -0.535   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.028  -0.969   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.777  -2.488   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.670   0.158   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.321   0.319   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.136   0.095   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       9.158  -0.323   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       5.531   4.044   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.365   5.575   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.608   6.484   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.956   6.197   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.035   5.907   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.290   6.799   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.145   8.332   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.691   6.158   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.946   7.051   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.346   6.410   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.491   4.877   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.236   3.985   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.836   4.625   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.176   2.486   0.000  0.00  0.00           C+0
CONECT    1    2   21                                                       
CONECT    2    1    3    7   35                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7   11   20                                             
CONECT    7    6    2    8                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16   19                                             
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   18   10   20                                                  
CONECT   20   19    6   21                                                  
CONECT   21   20    1    8                                                  
CONECT   22    5   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    4   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35    2                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₃NO₅

Average Mass

475.5850 Da

Monoisotopic Mass

475.23587 Da

IUPAC Name

(1R,2S,3S,5S,8R,9S,11R,13R,14S,16S,17R,18R)-2-(acetyloxy)-13-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecan-3-yl benzoate

Traditional Name

(1R,2S,3S,5S,8R,9S,11R,13R,14S,16S,17R,18R)-2-(acetyloxy)-13-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecan-3-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1[C@H](C[C@]2(C)CN3[C@H]4C[C@@]56[C@@H]7C[C@@H](C[C@H]5[C@]1([C@H]37)[C@@H]24)C(=C)[C@H]6O)OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C29H33NO5/c1-14-17-9-18-23-29-21(10-17)28(18,24(14)32)11-19-22(29)27(3,13-30(19)23)12-20(25(29)34-15(2)31)35-26(33)16-7-5-4-6-8-16/h4-8,17-25,32H,1,9-13H2,2-3H3/t17-,18+,19-,20-,21+,22+,23+,24+,25+,27+,28-,29+/m0/s1

InChI Key

GHPZLWCPFKQCPQ-BOHUSSBWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aconitum sanyoense var.tonense	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	2.62	ALOGPS
logP	2.55	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	14.13	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	127.01 m³·mol⁻¹	ChemAxon
Polarizability	39.56 Å³	ChemAxon
Number of Rings	8	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

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References

General References

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Showing NP-Card for Hanamisine (NP0067197)

MOL for NP0067197 (Hanamisine)

3D MOL for NP0067197 (Hanamisine)

3D SDF for NP0067197 (Hanamisine)

3D-SDF for NP0067197 (Hanamisine)

PDB for NP0067197 (Hanamisine)

3D PDB for NP0067197 (Hanamisine)

SMILES for NP0067197 (Hanamisine)

INCHI for NP0067197 (Hanamisine)

Structure for NP0067197 (Hanamisine)

3D Structure for NP0067197 (Hanamisine)