NP-MRD: Showing NP-Card for 2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol (NP0160410)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 18:21:38 UTC

Updated at

2022-09-02 18:21:38 UTC

NP-MRD ID

NP0160410

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol

Description

2-{[1-({3-Ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol 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. 2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol is found in Carapichea ipecacuanha. 2-{[1-({3-Ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191519402D          

 45 50  0  0  0  0            999 V2000
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612    0.4623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    3.5632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0488    2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2363    2.2993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006    0.7488    0.0000 O   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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 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  2  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  0  0  0  0
 44 45  2  0  0  0  0
 22 45  1  0  0  0  0
 37 45  1  0  0  0  0
M  END

     RDKit          3D

 93 98  0  0  0  0  0  0  0  0999 V2000
    2.0734    3.6454    0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    3.3030    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    2.0727   -0.7257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2164    2.1766   -1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1053    1.0877   -1.5994 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2352    0.2790   -2.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -1.1630   -2.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5575   -1.3190   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5317   -2.2878   -1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4859   -2.4069   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4612   -3.3741   -0.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5880   -4.3235   -1.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581   -1.5195    0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4069   -1.6199    1.6181 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3141   -0.6701    2.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4772   -0.5598    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5227   -0.4352   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4943    0.6326   -0.3395 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3192    0.3130    0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9881    0.7590   -0.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0919    0.2470    0.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4807    0.0843    0.2536 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1830    1.3995    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093    1.8907   -1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660    3.0840   -1.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5089    3.6037   -2.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435    2.9898   -3.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5051    3.8086   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1745    5.0289   -0.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1713    3.3023    1.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195    2.1134    1.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424    1.6378    2.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764    0.1549    2.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2368   -0.4830    1.3556 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6373   -1.8111    1.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7265   -2.1227    0.3304 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3553   -1.7827   -0.9557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9846   -3.5099    0.2878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2875   -3.8043   -0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2532   -3.5253    1.0841 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5418   -3.5399    0.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651   -2.1912    1.6585 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2572   -2.2690    2.8893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0382   -1.4310    0.6426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8621   -0.1107    0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0233    3.8468    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    4.6464    1.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1757    2.9912    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088    4.1661   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154    3.3707    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1519    2.1192   -1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7701    3.1015   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9212    2.3122   -2.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584    0.6957   -3.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    0.3741   -3.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -1.7814   -2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -1.5738   -3.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5490   -2.9748   -2.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8927   -5.1502   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3666   -3.8781   -2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6297   -4.7239   -1.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -0.7928    3.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3159    0.3410    2.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1284   -0.7982    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4381    0.1516    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0339    1.4895    0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899    0.6313    1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -0.8200    0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599    0.0477   -1.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6959    1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.8283    0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5564   -0.5445   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2389    1.3179   -2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164    1.9059   -3.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653    3.4217   -4.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824    3.2979   -4.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    5.3610   -1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4533    3.8985    1.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    1.9661    3.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    2.1588    3.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.1283    3.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208   -0.2250    3.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199   -2.2275    2.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730   -2.5012    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1125   -1.6846   -1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6500   -3.3510   -0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3241   -4.9115   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1691   -4.3002    1.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0583   -4.3447    0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8080   -1.6068    1.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -1.3482    3.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6280   -1.4286   -0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5613    0.2606    1.5541 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 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  6
 36 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 30  2  0
 30 28  1  0
 28 29  1  0
 28 25  2  0
 25 26  1  0
 26 27  1  0
 25 24  1  0
 24 23  2  0
 20  3  1  0
 23 22  1  0
 18  5  1  0
 44 36  1  0
 23 31  1  0
 17  8  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  6
  4 52  1  0
  4 53  1  0
  6 54  1  0
  6 55  1  0
  7 56  1  0
  7 57  1  0
  9 58  1  0
 12 59  1  0
 12 60  1  0
 12 61  1  0
 15 62  1  0
 15 63  1  0
 15 64  1  0
 16 65  1  0
 18 66  1  1
 19 67  1  0
 19 68  1  0
 20 69  1  6
 21 70  1  0
 21 71  1  0
 22 72  1  6
 35 83  1  0
 35 84  1  0
 37 85  1  0
 39 86  1  0
 39 87  1  0
 40 88  1  1
 41 89  1  0
 42 90  1  1
 43 91  1  0
 44 92  1  6
 45 93  1  0
 33 81  1  0
 33 82  1  0
 32 79  1  0
 32 80  1  0
 30 78  1  0
 29 77  1  0
 27 74  1  0
 27 75  1  0
 27 76  1  0
 24 73  1  0
M  END


  Mrv1533004191519402D          

 45 50  0  0  0  0            999 V2000
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612    0.4623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    3.5632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0488    2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2363    2.2993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006    0.7488    0.0000 O   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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 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  2  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  0  0  0  0
 44 45  2  0  0  0  0
 22 45  1  0  0  0  0
 37 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1CN2CCC3=CC(OC)=C(OC)C=C3C2CC1CC1N(CC2(O)OCC(O)C(O)C2O)CCC2=CC(O)=C(OC)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C34H48N2O9/c1-5-19-16-35-8-6-21-13-30(43-3)31(44-4)15-24(21)25(35)10-22(19)11-26-23-14-29(42-2)27(37)12-20(23)7-9-36(26)18-34(41)33(40)32(39)28(38)17-45-34/h12-15,19,22,25-26,28,32-33,37-41H,5-11,16-18H2,1-4H3

> <INCHI_KEY>
PHANIVGAHBXZOI-UHFFFAOYSA-N

> <FORMULA>
C34H48N2O9

> <MOLECULAR_WEIGHT>
628.763

> <EXACT_MASS>
628.335981134

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
68.8929484813269

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[1-({3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
2.485988787

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
10.74873200540257

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.89947817837045

> <JCHEM_PKA_STRONGEST_BASIC>
7.971358070003235

> <JCHEM_POLAR_SURFACE_AREA>
144.55

> <JCHEM_REFRACTIVITY>
168.6626

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[1-({3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1H-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       6.668   2.310   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.474   0.863   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.991   3.490   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.464   4.937   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.948   5.204   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.421   6.651   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.958   4.025   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.441   4.292   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.484   2.577   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.495   1.398   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16    8   18                                                  
CONECT   18   17    5   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    3   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   45                                                  
CONECT   23   22   24   35                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27   33                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   25   34                                                  
CONECT   34   33                                                            
CONECT   35   23   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   45                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41   45                                                       
CONECT   45   44   22   37                                                  
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₈N₂O₉

Average Mass

628.7630 Da

Monoisotopic Mass

628.33598 Da

IUPAC Name

2-{[1-({3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol

Traditional Name

2-{[1-({3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1H-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol

CAS Registry Number

Not Available

SMILES

CCC1CN2CCC3=CC(OC)=C(OC)C=C3C2CC1CC1N(CC2(O)OCC(O)C(O)C2O)CCC2=CC(O)=C(OC)C=C12

InChI Identifier

InChI=1S/C34H48N2O9/c1-5-19-16-35-8-6-21-13-30(43-3)31(44-4)15-24(21)25(35)10-22(19)11-26-23-14-29(42-2)27(37)12-20(23)7-9-36(26)18-34(41)33(40)32(39)28(38)17-45-34/h12-15,19,22,25-26,28,32-33,37-41H,5-11,16-18H2,1-4H3

InChI Key

PHANIVGAHBXZOI-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
Cephaelis ipecacuanha	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
Quinolizidine
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monosaccharide
Oxane
Benzenoid
Piperidine
Hemiacetal
Tertiary aliphatic amine
Secondary alcohol
Tertiary amine
Polyol
Oxacycle
Organoheterocyclic compound
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen 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	2.29	ALOGPS
logP	2.49	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.9	ChemAxon
pKa (Strongest Basic)	7.97	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.55 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	168.66 m³·mol⁻¹	ChemAxon
Polarizability	68.89 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol (NP0160410)

MOL for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

3D MOL for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

3D SDF for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

3D-SDF for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

PDB for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

3D PDB for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

SMILES for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

INCHI for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

Structure for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)

3D Structure for NP0160410 (2-{[1-({3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl}methyl)-6-hydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]methyl}oxane-2,3,4,5-tetrol)