NP-MRD: Showing NP-Card for 2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline (NP0069081)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 14:25:03 UTC

Updated at

2022-04-28 14:25:03 UTC

NP-MRD ID

NP0069081

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline

Description

2'-(1-Deoxy-beta-D-fructopyranose-1-yl)-7',10,11-trimethoxyemetan-6'-ol 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'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline is found in Cephaelis acuminata and Carapichea ipecacuanha. Based on a literature review very few articles have been published on 2'-(1-Deoxy-beta-D-fructopyranose-1-yl)-7',10,11-trimethoxyemetan-6'-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216252D          

 45 50  0  0  1  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   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
    0.7145    2.0625    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
    1.4289    2.4750    0.0000 C   0  0  1  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
    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    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  2  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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   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
    5.0013    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
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    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
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6165    0.6817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3343   -0.0935    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8646   -0.7255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6771   -0.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.1930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824   -1.5007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782   -0.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    1.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    1.6002    0.0000 O   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
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   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
    0.0000   -0.0000    0.0000 O   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
  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  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 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
  7 14  1  0  0  0  0
 13 15  1  1  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 33 36  1  1  0  0  0
 32 37  1  1  0  0  0
 31 38  1  6  0  0  0
 30 39  1  6  0  0  0
 12 40  1  6  0  0  0
 40 41  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
  1 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END

     RDKit          3D

 93 98  0  0  0  0  0  0  0  0999 V2000
    0.1006    1.8263    4.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.5363    3.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859    0.9066    2.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6018    1.7924    2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8324    1.1430    1.9100 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295    0.9708    3.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0769    0.8731    2.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382    0.3426    1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5155    0.3506    0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7908   -0.1083   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0931   -0.1004   -1.0489 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1784    0.3883   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7320   -0.6031   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9446   -1.0480   -2.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0315   -1.5178   -3.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403   -0.5955   -0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1706   -0.1411    0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.1000    1.1786 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6718   -0.2815    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575   -0.3162    1.2346 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7663   -0.7794    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    0.0036   -0.4138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0733    1.2931   -0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5977    2.5022   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1983    3.6881   -0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6895    4.9238   -0.4805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5213    5.0756   -1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    3.6723    0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896    4.8720    1.0382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600    2.4523    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2473    1.2812    0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -0.0050    1.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5127   -1.1559    0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505   -0.8046   -0.8015 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176   -1.6991   -1.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5697   -2.5486   -2.3012 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0744   -3.3507   -3.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8610   -3.4615   -1.2908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250   -4.3833   -1.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1382   -3.6459   -1.6886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3820   -3.4296   -0.3090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0763   -2.3935   -2.4667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7910   -1.4221   -1.7186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7572   -1.8181   -2.7987 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6725   -1.7305   -4.2122 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602    2.1069    4.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793    1.7283    5.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773    2.6490    3.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -0.0211    3.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0749   -0.1038    3.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021    1.5442    1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4530    2.4344    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    2.4885    2.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323   -0.0062    3.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386    1.7815    3.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6757    0.2703    3.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4948    1.9108    2.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3495    0.7337    1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2902   -0.1979    0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0689    1.4358    0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1026    0.1999   -0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -2.5304   -3.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5810   -0.9185   -4.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0513   -1.7734   -4.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5960   -0.9787   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8464   -0.9671    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115    0.5533   -0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7409   -1.2717   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7530   -1.1591    1.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754   -1.7497    0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327   -1.1784    1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697    0.0573   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793    2.5131   -1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809    4.2796   -2.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516    5.0796   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5425    6.0308   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    5.7225    0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7757    2.4866    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797   -0.2087    2.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9398    0.1440    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2068   -2.0202    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4864   -1.4843   -0.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1289   -1.0887   -2.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -2.2910   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1073   -3.4628   -3.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5615   -4.6422   -2.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7537   -5.2516   -1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9619   -4.2997   -2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7294   -3.8873    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7230   -2.5164   -3.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6255   -1.8185   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6707   -0.7451   -2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -1.0323   -4.4669 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 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  2  0
 20  3  1  0
 23 22  1  0
 18  5  1  0
 44 36  1  0
 30 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  1
 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  6
 41 89  1  0
 42 90  1  6
 43 91  1  0
 44 92  1  1
 45 93  1  0
 33 81  1  0
 33 82  1  0
 32 79  1  0
 32 80  1  0
 24 73  1  0
 27 74  1  0
 27 75  1  0
 27 76  1  0
 29 77  1  0
 30 78  1  0
M  END


  Mrv1652304282216252D          

 45 50  0  0  1  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   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
    0.7145    2.0625    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
    1.4289    2.4750    0.0000 C   0  0  1  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
    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    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  2  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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   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
    5.0013    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
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    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
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6165    0.6817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3343   -0.0935    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8646   -0.7255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6771   -0.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.1930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824   -1.5007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782   -0.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    1.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    1.6002    0.0000 O   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
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   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
    0.0000   -0.0000    0.0000 O   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
  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  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 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
  7 14  1  0  0  0  0
 13 15  1  1  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 33 36  1  1  0  0  0
 32 37  1  1  0  0  0
 31 38  1  6  0  0  0
 30 39  1  6  0  0  0
 12 40  1  6  0  0  0
 40 41  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
  1 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069081

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1CN2CCC3=CC(OC)=C(OC)C=C3[C@@H]2C[C@@H]1C[C@H]1N(C[C@@]2(O)OC[C@@H](O)[C@@H](O)[C@@H]2O)CCC2=C1C=C(OC)C(O)=C2

> <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/t19-,22+,25-,26+,28+,32+,33-,34+/m0/s1

> <INCHI_KEY>
PHANIVGAHBXZOI-FIGOSFHVSA-N

> <FORMULA>
C34H48N2O9

> <MOLECULAR_WEIGHT>
628.763

> <EXACT_MASS>
628.335981134

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
68.83077537225668

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-2-{[(1R)-1-{[(2R,3R,11bS)-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>
2.2472940729453557

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
10.754304908524198

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.918201340410633

> <JCHEM_PKA_STRONGEST_BASIC>
8.678815572538019

> <JCHEM_POLAR_SURFACE_AREA>
144.55

> <JCHEM_REFRACTIVITY>
168.66260000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R)-2-{[(1R)-1-{[(2R,3R,11bS)-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                                 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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.151   1.273   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.624  -0.175   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.614  -1.354   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.131  -1.087   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.657   0.360   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.087  -2.801   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -0.893  -0.442   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.161   2.452   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.141   2.987   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    6   44                                                  
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   40                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    7                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   29                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20                                                       
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27                                                            
CONECT   29   17   30                                                       
CONECT   30   29   31   35   39                                             
CONECT   31   30   32   38                                                  
CONECT   32   31   33   37                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
CONECT   36   33                                                            
CONECT   37   32                                                            
CONECT   38   31                                                            
CONECT   39   30                                                            
CONECT   40   12   41                                                       
CONECT   41   40                                                            
CONECT   42    2   43                                                       
CONECT   43   42                                                            
CONECT   44    1   45                                                       
CONECT   45   44                                                            
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Value	Source
2'-(1-Deoxy-b-D-fructopyranose-1-yl)-7',10,11-trimethoxyemetan-6'-ol	Generator
2'-(1-Deoxy-β-D-fructopyranose-1-yl)-7',10,11-trimethoxyemetan-6'-ol	Generator

Chemical Formula

C₃₄H₄₈N₂O₉

Average Mass

628.7630 Da

Monoisotopic Mass

628.33598 Da

IUPAC Name

(2R,3S,4R,5R)-2-{[(1R)-1-{[(2R,3R,11bS)-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

(2R,3S,4R,5R)-2-{[(1R)-1-{[(2R,3R,11bS)-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

CC[C@H]1CN2CCC3=CC(OC)=C(OC)C=C3[C@@H]2C[C@@H]1C[C@H]1N(C[C@@]2(O)OC[C@@H](O)[C@@H](O)[C@@H]2O)CCC2=C1C=C(OC)C(O)=C2

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/t19-,22+,25-,26+,28+,32+,33-,34+/m0/s1

InChI Key

PHANIVGAHBXZOI-FIGOSFHVSA-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
Cephaelis acuminata	Plant	KNApSAcK
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
Tetrahydroisoquinoline
Quinolizidine
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monosaccharide
Oxane
Benzenoid
Piperidine
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Hemiacetal
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Amine
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.29	ALOGPS
logP	2.25	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.92	ChemAxon
pKa (Strongest Basic)	8.68	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	68.83 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

101014462

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline (NP0069081)

MOL for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

3D MOL for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

3D SDF for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

3D-SDF for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

PDB for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

3D PDB for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

SMILES for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

INCHI for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

Structure for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)

3D Structure for NP0069081 (2'-N-(1''-Deoxy-1''-beta-D-fructopyranosyl)cephaeline)