NP-MRD: Showing NP-Card for codonopyrrolidium A (NP0037589)

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Record Information

Version

2.0

Created at

2021-06-20 20:28:45 UTC

Updated at

2021-06-30 00:09:52 UTC

NP-MRD ID

NP0037589

Secondary Accession Numbers

None

Natural Product Identification

Common Name

codonopyrrolidium A

Provided By

JEOL Database JEOL Logo

Description

(2R)-1,1-Dimethyl-2alpha-(hydroxymethyl)-3beta-(3-methyl-2-butenoyloxy)-4alpha-hydroxy-5beta-(4-methoxyphenyl)pyrrolidine-1-ium belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. codonopyrrolidium A is found in Codonopsis pilosula and Codonopsis tangshen. codonopyrrolidium A was first documented in 2008 (Tsai, T.-H., et al.). Based on a literature review very few articles have been published on (2R)-1,1-Dimethyl-2alpha-(hydroxymethyl)-3beta-(3-methyl-2-butenoyloxy)-4alpha-hydroxy-5beta-(4-methoxyphenyl)pyrrolidine-1-ium.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122283D          

 53 54  0  0  0  0            999 V2000
    0.3361    3.3993    5.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605    3.3460    4.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    2.4811    3.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622    2.4223    2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    1.5811    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.7777    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947   -0.1393    1.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1661   -0.9239    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5384   -2.3079    0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -0.3390   -0.7670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9115    0.0449   -1.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -1.0124   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4405   -2.1743   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790   -0.4895   -3.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -1.2165   -4.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -2.7045   -4.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940   -0.5402   -5.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380    0.8862   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8414    1.2124   -1.1826 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5490    2.3432   -0.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.5730    1.1989 N   0  3  2  0  0  4  0  0  0  0  0  0
   -5.3257    1.8360    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735   -0.3900    1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    0.8441    3.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.6867    4.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.7616    5.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412    2.4254    5.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    4.1123    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    3.0389    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    1.5763    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201   -0.8504    2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730   -0.9019    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1137   -2.7700   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -1.0619   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    0.5868   -3.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -2.9308   -5.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.1567   -4.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -3.1978   -4.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.5374   -5.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.9646   -5.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629   -0.6814   -6.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897    1.7706   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5367    0.3713   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846    1.4505   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2080    2.5991   -1.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5822    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    2.6077    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3196    2.1868    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745   -0.6501    2.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895   -1.2860    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0831    0.1118    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    0.2339    4.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008    1.6970    5.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  7  6  1  0  0  0  0
  2  1  1  0  0  0  0
 21 22  1  1  0  0  0
  6  5  2  0  0  0  0
 10 11  1  0  0  0  0
 18 21  1  0  0  0  0
  8  9  1  0  0  0  0
  5  4  1  0  0  0  0
 18 19  1  0  0  0  0
 21  7  1  0  0  0  0
 21 23  1  0  0  0  0
  4  3  2  0  0  0  0
 11 12  1  0  0  0  0
  7  8  1  0  0  0  0
 12 14  1  0  0  0  0
  3 25  1  0  0  0  0
 12 13  2  0  0  0  0
  8 10  1  0  0  0  0
 14 15  2  3  0  0  0
 25 24  2  0  0  0  0
 15 16  1  0  0  0  0
 24  6  1  0  0  0  0
 15 17  1  0  0  0  0
 10 18  1  0  0  0  0
 19 20  1  0  0  0  0
 10 34  1  6  0  0  0
 18 42  1  1  0  0  0
  7 31  1  1  0  0  0
  8 32  1  6  0  0  0
  5 30  1  0  0  0  0
  4 29  1  0  0  0  0
 25 53  1  0  0  0  0
 24 52  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 22 48  1  0  0  0  0
  9 33  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
 14 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 17 41  1  0  0  0  0
 20 45  1  0  0  0  0
M  CHG  1  21   1
M  END

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
    0.3361    3.3993    5.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605    3.3460    4.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    2.4811    3.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622    2.4223    2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    1.5811    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.7777    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947   -0.1393    1.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1661   -0.9239    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5384   -2.3079    0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -0.3390   -0.7670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9115    0.0449   -1.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -1.0124   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4405   -2.1743   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790   -0.4895   -3.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -1.2165   -4.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -2.7045   -4.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940   -0.5402   -5.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380    0.8862   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8414    1.2124   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5490    2.3432   -0.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.5730    1.1989 N   0  0  2  0  0  4  0  0  0  0  0  0
   -5.3257    1.8360    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735   -0.3900    1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    0.8441    3.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.6867    4.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.7616    5.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412    2.4254    5.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    4.1123    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    3.0389    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    1.5763    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201   -0.8504    2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730   -0.9019    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1137   -2.7700   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -1.0619   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    0.5868   -3.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -2.9308   -5.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.1567   -4.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -3.1978   -4.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.5374   -5.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1629   -0.6814   -6.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897    1.7706   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5367    0.3713   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846    1.4505   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2080    2.5991   -1.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5822    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    2.6077    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3196    2.1868    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745   -0.6501    2.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895   -1.2860    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0831    0.1118    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    0.2339    4.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008    1.6970    5.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  7  6  1  0
  2  1  1  0
 21 22  1  1
  6  5  2  0
 10 11  1  0
 18 21  1  0
  8  9  1  0
  5  4  1  0
 18 19  1  0
 21  7  1  0
 21 23  1  0
  4  3  2  0
 11 12  1  0
  7  8  1  0
 12 14  1  0
  3 25  1  0
 12 13  2  0
  8 10  1  0
 14 15  2  3
 25 24  2  0
 15 16  1  0
 24  6  1  0
 15 17  1  0
 10 18  1  0
 19 20  1  0
 10 34  1  6
 18 42  1  1
  7 31  1  1
  8 32  1  6
  5 30  1  0
  4 29  1  0
 25 53  1  0
 24 52  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 22 46  1  0
 22 47  1  0
 22 48  1  0
  9 33  1  0
 19 43  1  0
 19 44  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 45  1  0
M  CHG  1  21   1
M  END


  Mrv1652306202122283D          

 53 54  0  0  0  0            999 V2000
    0.3361    3.3993    5.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605    3.3460    4.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    2.4811    3.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622    2.4223    2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    1.5811    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.7777    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947   -0.1393    1.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1661   -0.9239    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5384   -2.3079    0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -0.3390   -0.7670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9115    0.0449   -1.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -1.0124   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4405   -2.1743   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790   -0.4895   -3.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -1.2165   -4.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -2.7045   -4.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940   -0.5402   -5.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380    0.8862   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8414    1.2124   -1.1826 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5490    2.3432   -0.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.5730    1.1989 N   0  3  2  0  0  4  0  0  0  0  0  0
   -5.3257    1.8360    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735   -0.3900    1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    0.8441    3.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.6867    4.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.7616    5.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412    2.4254    5.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    4.1123    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    3.0389    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    1.5763    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201   -0.8504    2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730   -0.9019    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1137   -2.7700   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -1.0619   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    0.5868   -3.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -2.9308   -5.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.1567   -4.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -3.1978   -4.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.5374   -5.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.9646   -5.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629   -0.6814   -6.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897    1.7706   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5367    0.3713   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846    1.4505   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2080    2.5991   -1.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5822    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    2.6077    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3196    2.1868    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745   -0.6501    2.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895   -1.2860    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0831    0.1118    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    0.2339    4.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008    1.6970    5.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  7  6  1  0  0  0  0
  2  1  1  0  0  0  0
 21 22  1  1  0  0  0
  6  5  2  0  0  0  0
 10 11  1  0  0  0  0
 18 21  1  0  0  0  0
  8  9  1  0  0  0  0
  5  4  1  0  0  0  0
 18 19  1  0  0  0  0
 21  7  1  0  0  0  0
 21 23  1  0  0  0  0
  4  3  2  0  0  0  0
 11 12  1  0  0  0  0
  7  8  1  0  0  0  0
 12 14  1  0  0  0  0
  3 25  1  0  0  0  0
 12 13  2  0  0  0  0
  8 10  1  0  0  0  0
 14 15  2  3  0  0  0
 25 24  2  0  0  0  0
 15 16  1  0  0  0  0
 24  6  1  0  0  0  0
 15 17  1  0  0  0  0
 10 18  1  0  0  0  0
 19 20  1  0  0  0  0
 10 34  1  6  0  0  0
 18 42  1  1  0  0  0
  7 31  1  1  0  0  0
  8 32  1  6  0  0  0
  5 30  1  0  0  0  0
  4 29  1  0  0  0  0
 25 53  1  0  0  0  0
 24 52  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 22 48  1  0  0  0  0
  9 33  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
 14 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 17 41  1  0  0  0  0
 20 45  1  0  0  0  0
M  CHG  1  21   1
M  END
> <DATABASE_ID>
NP0037589

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]1([H])[C@@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(C2=C([H])C([H])=C(OC([H])([H])[H])C([H])=C2[H])[N+]1(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H28NO5/c1-12(2)10-16(22)25-19-15(11-21)20(3,4)17(18(19)23)13-6-8-14(24-5)9-7-13/h6-10,15,17-19,21,23H,11H2,1-5H3/q+1/t15-,17-,18-,19-/m1/s1

> <INCHI_KEY>
JQGUPZMVAIXFHM-NXWXRZEISA-N

> <FORMULA>
C19H28NO5

> <MOLECULAR_WEIGHT>
350.434

> <EXACT_MASS>
350.196199426

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
39.00556976494704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-2-(4-methoxyphenyl)-1,1-dimethyl-4-[(3-methylbut-2-enoyl)oxy]pyrrolidin-1-ium

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
-2.3473799814717453

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.554131338040623

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.981611522098184

> <JCHEM_PKA_STRONGEST_BASIC>
-3.439546141370861

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
106.32090000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-2-(4-methoxyphenyl)-1,1-dimethyl-4-[(3-methylbut-2-enoyl)oxy]pyrrolidin-1-ium

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
    0.3361    3.3993    5.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605    3.3460    4.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    2.4811    3.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622    2.4223    2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    1.5811    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.7777    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947   -0.1393    1.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1661   -0.9239    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5384   -2.3079    0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -0.3390   -0.7670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9115    0.0449   -1.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -1.0124   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4405   -2.1743   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790   -0.4895   -3.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -1.2165   -4.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -2.7045   -4.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940   -0.5402   -5.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380    0.8862   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8414    1.2124   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5490    2.3432   -0.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.5730    1.1989 N   0  0  2  0  0  4  0  0  0  0  0  0
   -5.3257    1.8360    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735   -0.3900    1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    0.8441    3.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.6867    4.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.7616    5.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412    2.4254    5.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    4.1123    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    3.0389    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    1.5763    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201   -0.8504    2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730   -0.9019    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1137   -2.7700   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -1.0619   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    0.5868   -3.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -2.9308   -5.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.1567   -4.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -3.1978   -4.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.5374   -5.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.9646   -5.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629   -0.6814   -6.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897    1.7706   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5367    0.3713   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846    1.4505   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2080    2.5991   -1.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5822    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    2.6077    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3196    2.1868    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745   -0.6501    2.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895   -1.2860    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0831    0.1118    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    0.2339    4.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008    1.6970    5.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  7  6  1  0
  2  1  1  0
 21 22  1  1
  6  5  2  0
 10 11  1  0
 18 21  1  0
  8  9  1  0
  5  4  1  0
 18 19  1  0
 21  7  1  0
 21 23  1  0
  4  3  2  0
 11 12  1  0
  7  8  1  0
 12 14  1  0
  3 25  1  0
 12 13  2  0
  8 10  1  0
 14 15  2  3
 25 24  2  0
 15 16  1  0
 24  6  1  0
 15 17  1  0
 10 18  1  0
 19 20  1  0
 10 34  1  6
 18 42  1  1
  7 31  1  1
  8 32  1  6
  5 30  1  0
  4 29  1  0
 25 53  1  0
 24 52  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 22 46  1  0
 22 47  1  0
 22 48  1  0
  9 33  1  0
 19 43  1  0
 19 44  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 45  1  0
M  CHG  1  21   1
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.336   3.399   5.494  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.161   3.346   4.083  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.781   2.481   3.604  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.862   2.422   2.212  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.782   1.581   1.580  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.652   0.778   2.333  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.695  -0.139   1.705  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.166  -0.924   0.474  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.538  -2.308   0.579  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.861  -0.339  -0.767  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.912   0.045  -1.779  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.280  -1.012  -2.368  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.441  -2.174  -2.038  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.379  -0.490  -3.417  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.737  -1.216  -4.352  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.846  -2.704  -4.553  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.194  -0.540  -5.328  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.638   0.886  -0.276  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.841   1.212  -1.183  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.549   2.343  -0.689  0.00  0.00           O+0
HETATM   21  N   UNK     0      -4.995   0.573   1.199  0.00  0.00           N+1
HETATM   22  C   UNK     0      -5.326   1.836   1.986  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.173  -0.390   1.343  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.558   0.844   3.736  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.633   1.687   4.364  0.00  0.00           C+0
HETATM   26  H   UNK     0      -0.571   3.762   5.989  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.641   2.425   5.891  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.139   4.112   5.705  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.192   3.039   1.615  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.785   1.576   0.493  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.020  -0.850   2.476  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.073  -0.902   0.411  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.114  -2.770  -0.181  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.561  -1.062  -1.209  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.232   0.587  -3.389  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.983  -2.931  -5.616  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.693  -3.157  -4.034  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.070  -3.198  -4.214  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.273   0.537  -5.150  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.200  -0.965  -5.247  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.163  -0.681  -6.354  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.990   1.771  -0.252  0.00  0.00           H+0
HETATM   43  H   UNK     0      -6.537   0.371  -1.263  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.485   1.450  -2.191  0.00  0.00           H+0
HETATM   45  H   UNK     0      -7.208   2.599  -1.363  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.335   1.582   3.050  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.582   2.608   1.772  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.320   2.187   1.700  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.274  -0.650   2.402  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.989  -1.286   0.747  0.00  0.00           H+0
HETATM   51  H   UNK     0      -7.083   0.112   1.002  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.203   0.234   4.368  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.601   1.697   5.450  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   25                                                  
CONECT    4    5    3   29                                                  
CONECT    5    6    4   30                                                  
CONECT    6    7    5   24                                                  
CONECT    7    6   21    8   31                                             
CONECT    8    9    7   10   32                                             
CONECT    9    8   33                                                       
CONECT   10   11    8   18   34                                             
CONECT   11   10   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   15   35                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   36   37   38                                             
CONECT   17   15   39   40   41                                             
CONECT   18   21   19   10   42                                             
CONECT   19   18   20   43   44                                             
CONECT   20   19   45                                                       
CONECT   21   22   18    7   23                                             
CONECT   22   21   46   47   48                                             
CONECT   23   21   49   50   51                                             
CONECT   24   25    6   52                                                  
CONECT   25    3   24   53                                                  
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34   10                                                            
CONECT   35   14                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   17                                                            
CONECT   41   17                                                            
CONECT   42   18                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   22                                                            
CONECT   47   22                                                            
CONECT   48   22                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  108    0
END

RDKit          3D

53 54  0  0  0  0  0  0  0  0999 V2000
    0.3361    3.3993    5.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605    3.3460    4.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    2.4811    3.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622    2.4223    2.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    1.5811    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.7777    2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947   -0.1393    1.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1661   -0.9239    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5384   -2.3079    0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -0.3390   -0.7670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9115    0.0449   -1.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -1.0124   -2.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4405   -2.1743   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790   -0.4895   -3.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365   -1.2165   -4.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -2.7045   -4.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940   -0.5402   -5.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380    0.8862   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8414    1.2124   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5490    2.3432   -0.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.5730    1.1989 N   0  0  2  0  0  4  0  0  0  0  0  0
   -5.3257    1.8360    1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735   -0.3900    1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    0.8441    3.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    1.6867    4.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.7616    5.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412    2.4254    5.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    4.1123    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    3.0389    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    1.5763    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201   -0.8504    2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730   -0.9019    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1137   -2.7700   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -1.0619   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    0.5868   -3.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -2.9308   -5.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.1567   -4.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -3.1978   -4.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.5374   -5.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.9646   -5.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629   -0.6814   -6.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897    1.7706   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5367    0.3713   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846    1.4505   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2080    2.5991   -1.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3354    1.5822    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    2.6077    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3196    2.1868    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745   -0.6501    2.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895   -1.2860    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0831    0.1118    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    0.2339    4.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008    1.6970    5.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  7  6  1  0
  2  1  1  0
 21 22  1  1
  6  5  2  0
 10 11  1  0
 18 21  1  0
  8  9  1  0
  5  4  1  0
 18 19  1  0
 21  7  1  0
 21 23  1  0
  4  3  2  0
 11 12  1  0
  7  8  1  0
 12 14  1  0
  3 25  1  0
 12 13  2  0
  8 10  1  0
 14 15  2  3
 25 24  2  0
 15 16  1  0
 24  6  1  0
 15 17  1  0
 10 18  1  0
 19 20  1  0
 10 34  1  6
 18 42  1  1
  7 31  1  1
  8 32  1  6
  5 30  1  0
  4 29  1  0
 25 53  1  0
 24 52  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 22 46  1  0
 22 47  1  0
 22 48  1  0
  9 33  1  0
 19 43  1  0
 19 44  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 45  1  0
M  CHG  1  21   1
M  END

View in JSmol

Synonyms

Value	Source
(2R)-1,1-Dimethyl-2a-(hydroxymethyl)-3b-(3-methyl-2-butenoyloxy)-4a-hydroxy-5b-(4-methoxyphenyl)pyrrolidine-1-ium	Generator
(2R)-1,1-Dimethyl-2α-(hydroxymethyl)-3β-(3-methyl-2-butenoyloxy)-4α-hydroxy-5β-(4-methoxyphenyl)pyrrolidine-1-ium	Generator

Chemical Formula

C₁₉H₂₈NO₅

Average Mass

350.4340 Da

Monoisotopic Mass

350.19620 Da

IUPAC Name

(2R,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-2-(4-methoxyphenyl)-1,1-dimethyl-4-[(3-methylbut-2-enoyl)oxy]pyrrolidin-1-ium

Traditional Name

(2R,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-2-(4-methoxyphenyl)-1,1-dimethyl-4-[(3-methylbut-2-enoyl)oxy]pyrrolidin-1-ium

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@]1([H])[C@@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(C2=C([H])C([H])=C(OC([H])([H])[H])C([H])=C2[H])[N+]1(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H28NO5/c1-12(2)10-16(22)25-19-15(11-21)20(3,4)17(18(19)23)13-6-8-14(24-5)9-7-13/h6-10,15,17-19,21,23H,11H2,1-5H3/q+1/t15-,17-,18-,19-/m1/s1

InChI Key

JQGUPZMVAIXFHM-NXWXRZEISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Codonopsis pilosula	LOTUS Database	35616633
Codonopsis pilosula subsp. tangshen	JEOL database	Tsai, T.-H., et al, Chem. Pharm. Bull. 56, 1546 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Phenylpyrrolidines

Direct Parent

Phenylpyrrolidines

Alternative Parents

Substituents

2-phenylpyrrolidine
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Fatty acid ester
Aralkylamine
Monocyclic benzene moiety
Fatty acyl
Benzenoid
N-alkylpyrrolidine
Tetraalkylammonium salt
Pyrrole
Quaternary ammonium salt
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
1,2-aminoalcohol
Carboxylic acid derivative
Azacycle
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Organic oxide
Organic nitrogen compound
Alcohol
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.7	ALOGPS
logP	-2.3	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.98	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106.32 m³·mol⁻¹	ChemAxon
Polarizability	39.01 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

28285704

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25130788

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tsai, T.-H., et al. (2008). Tsai, T.-H., et al, Chem. Pharm. Bull. 56, 1546 (2008). Chem. Pharm. Bull..

Showing NP-Card for codonopyrrolidium A (NP0037589)

MOL for NP0037589 (codonopyrrolidium A)

3D MOL for NP0037589 (codonopyrrolidium A)

3D SDF for NP0037589 (codonopyrrolidium A)

3D-SDF for NP0037589 (codonopyrrolidium A)

PDB for NP0037589 (codonopyrrolidium A)

3D PDB for NP0037589 (codonopyrrolidium A)

SMILES for NP0037589 (codonopyrrolidium A)

INCHI for NP0037589 (codonopyrrolidium A)

Structure for NP0037589 (codonopyrrolidium A)

3D Structure for NP0037589 (codonopyrrolidium A)