NP-MRD: Showing NP-Card for Alangicine (NP0050929)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:23:44 UTC

Updated at

2022-04-27 22:23:44 UTC

NP-MRD ID

NP0050929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alangicine

Description

Alangicine 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. Alangicine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Alangicine is found in Alangium lamarckii and Apis cerana. Based on a literature review very few articles have been published on alangicine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200232D          

 35 39  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    8.6625    0.0000 O   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
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
  4 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
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
  1 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
   -0.0862   -4.7891    0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7319   -3.6397    0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799   -2.3379    0.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3175   -2.3569    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5377   -1.9124   -0.9754 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158   -2.4177   -1.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8745   -2.1243   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8949   -0.6568   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7699    0.0885   -0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8611    1.4613   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180    2.0274    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253    3.4042    0.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842    4.3137    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1501    1.2834    0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3236    1.8386    1.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3000    2.3057    0.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725   -0.0671    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1704   -0.8880    0.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968   -0.4760   -0.9688 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3331   -0.0750   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184   -1.1742   -0.2153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0772   -0.7646    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5764    0.3379   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9766    0.8559   -1.6072 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142    1.9096   -2.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205    2.5364   -2.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4409    1.9179   -1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7269    2.4020   -0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3835    1.8295    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6580    2.2925    0.6816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8674    0.7998    1.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6053    0.2572    2.1629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9879   -0.7947    2.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6205    0.3459    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9136    0.9020   -0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462   -4.4081    1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8127   -5.1652    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -5.5763    0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -3.7518   -0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8412   -3.6820    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4404   -2.2189    1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276   -1.6696    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465   -3.3662    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6807   -3.4985   -1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0537   -1.8793   -2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6721   -2.6926    0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8556   -2.4599   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890    2.0791   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3031    5.2125    0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9823    4.6015   -0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1036    3.8668    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8895    3.2829   -0.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2719    2.4749    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3341    1.6461   -0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0108   -0.4599    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3260   -0.0848   -2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288    0.8980   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6569   -0.0069    0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7351   -1.5010   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7386   -1.6556    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0406   -0.4600    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932    1.4692   -3.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406    2.7361   -2.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3457    2.5699   -3.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5314    3.6107   -1.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1301    3.2086   -1.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1929    1.9068    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7239   -1.6583    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7140   -1.1504    3.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219   -0.3922    3.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.4603    1.3217 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 17  2  0
 17 18  1  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 11  2  0
 11 12  1  0
 12 13  1  0
 11 10  1  0
 10  9  2  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 35  2  0
 35 34  1  0
 34 31  2  0
 31 32  1  0
 32 33  1  0
 31 29  1  0
 29 30  1  0
 29 28  2  0
 21  3  1  0
 35 23  1  0
 19  5  1  0
 28 27  1  0
  9  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  1
  4 42  1  0
  4 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
 18 55  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 10 48  1  0
 19 56  1  6
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 22 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
 26 65  1  0
 34 71  1  0
 33 68  1  0
 33 69  1  0
 33 70  1  0
 30 67  1  0
 28 66  1  0
M  END


  Mrv1652304282200232D          

 35 39  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    8.6625    0.0000 O   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
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
  4 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
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
  1 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050929

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H36N2O5/c1-5-16-15-30-9-7-19-21(14-26(34-3)28(35-4)27(19)32)23(30)11-18(16)10-22-20-13-25(33-2)24(31)12-17(20)6-8-29-22/h12-14,16,18,23,31-32H,5-11,15H2,1-4H3/t16-,18-,23-/m0/s1

> <INCHI_KEY>
RVJBPTBCDSPZDC-CEXJFXJFSA-N

> <FORMULA>
C28H36N2O5

> <MOLECULAR_WEIGHT>
480.605

> <EXACT_MASS>
480.262422267

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
53.96605164536213

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[(2R,3R,11bS)-3-ethyl-8-hydroxy-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>
4.35

> <JCHEM_LOGP>
3.8680259877901793

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.245390205398627

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.568480580753686

> <JCHEM_PKA_STRONGEST_BASIC>
8.09354876448714

> <JCHEM_POLAR_SURFACE_AREA>
83.75000000000001

> <JCHEM_REFRACTIVITY>
137.04199999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
alangicine

> <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  O   UNK     0      -1.334  16.170   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.000  10.780   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.334  17.710   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.000  18.480   0.000  0.00  0.00           C+0
CONECT    1    2    6   34                                                  
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27                                                            
CONECT   30   26   31                                                       
CONECT   31   30                                                            
CONECT   32    2   33                                                       
CONECT   33   32                                                            
CONECT   34    1   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₆N₂O₅

Average Mass

480.6050 Da

Monoisotopic Mass

480.26242 Da

IUPAC Name

1-{[(2R,3R,11bS)-3-ethyl-8-hydroxy-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

alangicine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C28H36N2O5/c1-5-16-15-30-9-7-19-21(14-26(34-3)28(35-4)27(19)32)23(30)11-18(16)10-22-20-13-25(33-2)24(31)12-17(20)6-8-29-22/h12-14,16,18,23,31-32H,5-11,15H2,1-4H3/t16-,18-,23-/m0/s1

InChI Key

RVJBPTBCDSPZDC-CEXJFXJFSA-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
Apis cerana	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-4-unsubstituted benzenoid
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

aromatic ether (CHEBI:2535 )
polyphenol (CHEBI:2535 )
isoquinoline alkaloid (CHEBI:2535 )
isoquinolines (CHEBI:2535 )
pyridoisoquinoline (CHEBI:2535 )
Isoquinoline alkaloids (C09327 )

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	4.35	ALOGPS
logP	3.87	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.57	ChemAxon
pKa (Strongest Basic)	8.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	137.04 m³·mol⁻¹	ChemAxon
Polarizability	53.97 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

C00001795

Chemspider ID

20126707

KEGG Compound ID

C09327

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442158

PDB ID

Not Available

ChEBI ID

2535

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Alangicine (NP0050929)

MOL for NP0050929 (Alangicine)

3D MOL for NP0050929 (Alangicine)

3D SDF for NP0050929 (Alangicine)

3D-SDF for NP0050929 (Alangicine)

PDB for NP0050929 (Alangicine)

3D PDB for NP0050929 (Alangicine)

SMILES for NP0050929 (Alangicine)

INCHI for NP0050929 (Alangicine)

Structure for NP0050929 (Alangicine)

3D Structure for NP0050929 (Alangicine)