NP-MRD: Showing NP-Card for Psychotrine (NP0051018)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:28:11 UTC

Updated at

2022-04-27 22:28:11 UTC

NP-MRD ID

NP0051018

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Psychotrine

Description

Psychotrine belongs to the class of organic compounds known as emetine alkaloids. These are alkaloids with a structure characterized by the presence of both an isoquinoline and a benzoquinolizidine nuclei. Psychotrine is found in Alangium lamarckii, Allangium lamarckii, Cephaelis acuminata, Cephaelis ipecacuanha , Pogonopus speciosus and Pogonopus tubulosus. Psychotrine was first documented in 2021 (PMID: 33432283). Based on a literature review very few articles have been published on Psychotrine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200282D          

 34 38  0  0  1  0            999 V2000
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 12 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 70 74  0  0  0  0  0  0  0  0999 V2000
   -0.6193   -2.2319    3.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.3580    2.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -1.9689    1.1787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3609   -2.7550    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319   -2.2129    0.1255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -3.0222    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7774   -2.6890   -0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021   -1.2165   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9924   -0.7372   -1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1417    0.6391   -1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2413    1.1074   -2.4908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1954    0.2412   -3.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2354    1.5464   -1.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230    2.9093   -1.4770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4438    3.7759   -0.9261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1485    1.0248   -0.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9815   -0.3299   -0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271   -0.8357    0.3085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5270   -0.1392   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3982   -0.4837    1.1098 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6632    0.3109    1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428    0.0349   -0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -0.8008   -1.0186 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1248   -1.1043   -2.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4083   -0.3664   -2.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661    0.5889   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8427    1.3055   -1.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1672    2.2214   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3575    2.9426   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2976    2.4402    0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042    3.3625    1.8235 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779    3.5364    2.8753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1296    1.7141    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7927    0.7853   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083   -1.1966    3.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4886   -2.8362    4.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -2.6679    2.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0073   -3.4225    2.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -1.7492    3.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264   -2.1591    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4977   -3.7892    0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -2.9740   -0.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2691   -2.7112    1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5965   -4.0905    0.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4365   -3.1751   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7346   -3.1681   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7439   -1.4064   -2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9067    0.8693   -3.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7480   -0.4815   -3.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7438   -0.3638   -2.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6546    4.8333   -1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270    3.5769    0.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284    3.5677   -1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4613    1.7709   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9972   -0.6203    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6135    0.9321   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148   -0.6810   -0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1584   -0.1694    2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319    0.0603    1.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4049    1.3736    1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3298   -2.2125   -2.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -0.8809   -3.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4984    0.2043   -3.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -1.0756   -2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581    1.1691   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5865    3.6046    0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6787    3.7643    2.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9631    4.3949    3.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5495    2.5958    3.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4494    1.8790    1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 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 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 34  2  0
 34 33  1  0
 33 30  2  0
 30 31  1  0
 31 32  1  0
 30 28  1  0
 28 29  1  0
 28 27  2  0
 20  3  1  0
 34 22  1  0
 18  5  1  0
 27 26  1  0
 17  8  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  6
  4 41  1  0
  4 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  9 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 18 55  1  1
 19 56  1  0
 19 57  1  0
 20 58  1  1
 21 59  1  0
 21 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 33 70  1  0
 32 67  1  0
 32 68  1  0
 32 69  1  0
 29 66  1  0
 27 65  1  0
M  END


  Mrv1652304282200282D          

 34 38  0  0  1  0            999 V2000
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 12 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 26 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051018

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1CN2CCC3=CC(OC)=C(OC)C=C3[C@@H]2C[C@@H]1CC1=NCCC2=C1C=C(OC)C(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C28H36N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,24,31H,5-11,16H2,1-4H3/t17-,20-,24-/m0/s1

> <INCHI_KEY>
NCALAYAMQHIWMN-REIDKSKDSA-N

> <FORMULA>
C28H36N2O4

> <MOLECULAR_WEIGHT>
464.606

> <EXACT_MASS>
464.267507647

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
53.05099254135379

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[(2R,3R,11bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]methyl}-7-methoxy-3,4-dihydroisoquinolin-6-ol

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.102592241905951

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.742325495472853

> <JCHEM_PKA_STRONGEST_BASIC>
8.614525210420021

> <JCHEM_POLAR_SURFACE_AREA>
63.52000000000001

> <JCHEM_REFRACTIVITY>
135.06109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
psychotrine

> <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       1.334  16.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000  15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.000  10.780   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.334  17.710   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.000  18.480   0.000  0.00  0.00           C+0
CONECT    1    2    6   33                                                  
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   18   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   22                                                       
CONECT   28   26                                                            
CONECT   29   25   30                                                       
CONECT   30   29                                                            
CONECT   31    2   32                                                       
CONECT   32   31                                                            
CONECT   33    1   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₆N₂O₄

Average Mass

464.6060 Da

Monoisotopic Mass

464.26751 Da

IUPAC Name

1-{[(2R,3R,11bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]methyl}-7-methoxy-3,4-dihydroisoquinolin-6-ol

Traditional Name

psychotrine

CAS Registry Number

Not Available

SMILES

CC[C@H]1CN2CCC3=CC(OC)=C(OC)C=C3[C@@H]2C[C@@H]1CC1=NCCC2=C1C=C(OC)C(O)=C2

InChI Identifier

InChI=1S/C28H36N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,24,31H,5-11,16H2,1-4H3/t17-,20-,24-/m0/s1

InChI Key

NCALAYAMQHIWMN-REIDKSKDSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Alangium lamarckii	Plant	KNApSAcK
Allangium lamarckii	-	KNApSAcK
Cephaelis acuminata	Plant	KNApSAcK
Cephaelis ipecacuanha	Plant	KNApSAcK
Pogonopus speciosus	Plant	KNApSAcK
Pogonopus tubulosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as emetine alkaloids. These are alkaloids with a structure characterized by the presence of both an isoquinoline and a benzoquinolizidine nuclei.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Emetine alkaloids

Sub Class

Not Available

Direct Parent

Emetine alkaloids

Alternative Parents

Substituents

Emetine alkaloid
Dihydroisoquinoline
Quinolizidine
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Piperidine
Benzenoid
Ketimine
Tertiary amine
Tertiary aliphatic amine
Ether
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Amine
Imine
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoquinolines (CHEBI:8622 )
Isoquinoline alkaloids (C09612 )

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	4.67	ALOGPS
logP	4.1	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	9.74	ChemAxon
pKa (Strongest Basic)	8.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	135.06 m³·mol⁻¹	ChemAxon
Polarizability	53.05 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001907

Chemspider ID

16735986

KEGG Compound ID

C09612

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65380

PDB ID

Not Available

ChEBI ID

8622

Good Scents ID

Not Available

References

General References

Alrasheid AA, Babiker MY, Awad TA: Evaluation of certain medicinal plants compounds as new potential inhibitors of novel corona virus (COVID-19) using molecular docking analysis. In Silico Pharmacol. 2021 Jan 6;9(1):10. doi: 10.1007/s40203-020-00073-8. eCollection 2021. [PubMed:33432283 ]

Showing NP-Card for Psychotrine (NP0051018)

MOL for NP0051018 (Psychotrine)

3D MOL for NP0051018 (Psychotrine)

3D SDF for NP0051018 (Psychotrine)

3D-SDF for NP0051018 (Psychotrine)

PDB for NP0051018 (Psychotrine)

3D PDB for NP0051018 (Psychotrine)

SMILES for NP0051018 (Psychotrine)

INCHI for NP0051018 (Psychotrine)

Structure for NP0051018 (Psychotrine)

3D Structure for NP0051018 (Psychotrine)