NP-MRD: Showing NP-Card for Alangimarckine (NP0050930)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:23:56 UTC

Updated at

2022-04-27 22:23:56 UTC

NP-MRD ID

NP0050930

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alangimarckine

Description

Alangimarckine belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Alangimarckine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Alangimarckine is found in Alangium lamarckii. Alangimarckine was first documented in 2002 (PMID: 12150812). Based on a literature review very few articles have been published on alangimarckine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200232D          

 35 40  0  0  1  0            999 V2000
    7.2188    0.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4119    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1569    1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7090    1.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5159    1.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7709    0.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5779    0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0680    2.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8130    3.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0061    3.1893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4540    2.5762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6471    2.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3921    3.5324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9442    4.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7511    3.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6892    4.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412    5.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5851    3.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302    4.4885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5232    4.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2683    5.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    5.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1884    4.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    4.1751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3814    4.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8294    5.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843    5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    6.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    6.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6273    5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8822    5.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -0.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529   -0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4738   -0.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2808   -0.7338    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
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 20 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 22 28  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 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

 72 77  0  0  0  0  0  0  0  0999 V2000
    0.2778   -2.0590   -3.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4438   -0.5963   -3.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -0.1283   -2.1636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6911   -0.4246   -2.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126   -1.6881   -1.5903 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165   -2.3451   -2.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3511   -1.5404   -1.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2546   -0.6803   -0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089   -0.6128    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1376    0.2238    1.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2357    0.9801    1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2717    1.8183    2.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    1.9416    3.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3693    0.9095    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5158    1.6444    1.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6290    2.9315    0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3500    0.0740   -0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4980    0.0068   -1.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178   -1.4231   -0.1781 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6335   -0.7090    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.7630   -0.9308 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6391   -0.0650   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015   -0.6274    0.7182 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7076   -2.0076    0.5606 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -2.1638   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1429   -1.6100    0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7739   -0.2522    1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4798    0.2052    1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234    1.4597    1.5746 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7868    1.8429    1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    3.0103    2.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7271    3.1503    2.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5242    2.0823    2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9527    0.9202    1.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5733    0.7794    1.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890   -2.2892   -4.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2645   -2.5326   -3.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -2.6280   -2.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322   -0.3515   -3.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108   -0.0386   -4.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    0.9670   -2.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2229    0.3764   -1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0464   -0.4318   -3.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1431   -3.3440   -1.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9542   -2.5492   -3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6320   -0.9433   -2.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969   -2.2772   -1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2732    0.3080    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4129    2.3826    4.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6930    0.9450    3.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3425    2.5593    3.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0191    3.6210    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6780    3.2680    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1589    2.9206   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5895   -0.5592   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0317   -2.3909    0.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058   -1.2647    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8747    0.3564    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388   -1.8300   -1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454   -0.0901   -1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4685    1.0334   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083   -0.5789    1.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8530   -2.4320    1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0632   -3.2468   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8508   -1.6080   -1.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9774   -1.5914   -0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -2.3026    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    2.1211    1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7566    3.8738    2.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1625    4.0890    2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5988    2.1176    2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5614    0.0567    1.3841 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  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 21  3  1  0
 28 23  1  0
 35 30  1  0
 19  5  1  0
 35 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  1
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 22 61  1  0
 23 62  1  1
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 29 68  1  0
 31 69  1  0
 32 70  1  0
 33 71  1  0
 34 72  1  0
M  END


  Mrv1652304282200232D          

 35 40  0  0  1  0            999 V2000
    7.2188    0.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4119    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1569    1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7090    1.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5159    1.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7709    0.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5779    0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0680    2.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8130    3.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0061    3.1893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4540    2.5762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6471    2.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3921    3.5324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9442    4.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7511    3.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6892    4.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412    5.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5851    3.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302    4.4885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5232    4.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2683    5.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    5.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1884    4.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    4.1751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3814    4.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8294    5.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843    5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    6.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    6.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6273    5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8822    5.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -0.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529   -0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4738   -0.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2808   -0.7338    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
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 20 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 22 28  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 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>
NP0050930

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1CN2CCC3=C(O)C(OC)=C(OC)C=C3[C@@H]2C[C@@H]1C[C@H]1NCCC2=C1NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C29H37N3O3/c1-4-17-16-32-12-10-21-22(15-26(34-2)29(35-3)28(21)33)25(32)14-18(17)13-24-27-20(9-11-30-24)19-7-5-6-8-23(19)31-27/h5-8,15,17-18,24-25,30-31,33H,4,9-14,16H2,1-3H3/t17-,18-,24+,25-/m0/s1

> <INCHI_KEY>
BZIKDLPHKDIUHH-PCYHDRSOSA-N

> <FORMULA>
C29H37N3O3

> <MOLECULAR_WEIGHT>
475.633

> <EXACT_MASS>
475.283492063

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
55.948168343689105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2-{[(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl]methyl}-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-8-ol

> <ALOGPS_LOGP>
4.46

> <JCHEM_LOGP>
4.1767364983886015

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
16.382681934288904

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.165197374499455

> <JCHEM_PKA_STRONGEST_BASIC>
9.277979845488417

> <JCHEM_POLAR_SURFACE_AREA>
69.75

> <JCHEM_REFRACTIVITY>
139.76919999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
alangimarckine

> <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      13.475   0.415   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.969   0.735   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.493   2.200   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.523   3.344   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.030   3.024   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.506   1.560   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      16.012   1.239   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.060   4.169   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.584   5.633   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      13.078   5.953   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      12.048   4.809   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.541   5.129   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.065   6.594   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.096   7.738   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.602   7.418   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.620   9.203   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.650  10.347   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.559   6.914   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.083   8.379   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.577   8.699   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.101  10.163   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.561  10.163   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.085   8.699   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.331   7.794   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       2.579   8.379   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.548   9.523   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.024  10.988   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.530  11.308   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.131  11.308   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.638  10.988   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       9.114   9.523   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0      10.938  -0.409   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.432  -0.089   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.951  -1.050   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      15.457  -1.370   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   31                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22   29                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   20                                                       
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   22                                                       
CONECT   29   21   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   19                                                       
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   80    0
END

View in JSmol

Synonyms

Value	Source
(-)-Alangimarckine	ChEBI

Chemical Formula

C₂₉H₃₇N₃O₃

Average Mass

475.6330 Da

Monoisotopic Mass

475.28349 Da

IUPAC Name

(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2-{[(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl]methyl}-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-8-ol

Traditional Name

alangimarckine

CAS Registry Number

Not Available

SMILES

CC[C@H]1CN2CCC3=C(O)C(OC)=C(OC)C=C3[C@@H]2C[C@@H]1C[C@H]1NCCC2=C1NC1=CC=CC=C21

InChI Identifier

InChI=1S/C29H37N3O3/c1-4-17-16-32-12-10-21-22(15-26(34-2)29(35-3)28(21)33)25(32)14-18(17)13-24-27-20(9-11-30-24)19-7-5-6-8-23(19)31-27/h5-8,15,17-18,24-25,30-31,33H,4,9-14,16H2,1-3H3/t17-,18-,24+,25-/m0/s1

InChI Key

BZIKDLPHKDIUHH-PCYHDRSOSA-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

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Quinolizidine
Tetrahydroisoquinoline
3-alkylindole
Indole
Indole or derivatives
Anisole
Aralkylamine
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Piperidine
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Secondary aliphatic amine
Ether
Organoheterocyclic compound
Secondary amine
Organopnictogen compound
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:2536 )
aromatic ether (CHEBI:2536 )
phenols (CHEBI:2536 )
secondary amino compound (CHEBI:2536 )
beta-carbolines (CHEBI:2536 )
isoquinoline alkaloid (CHEBI:2536 )
isoquinolines (CHEBI:2536 )
Isoquinoline alkaloids (C09328 )

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	4.46	ALOGPS
logP	4.18	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	10.17	ChemAxon
pKa (Strongest Basic)	9.28	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.75 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	139.77 m³·mol⁻¹	ChemAxon
Polarizability	55.95 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001796

Chemspider ID

390676

KEGG Compound ID

C09328

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442159

PDB ID

Not Available

ChEBI ID

2536

Good Scents ID

Not Available

References

General References

Jain S, Sinha A, Bhakuni DS: The biosynthesis of beta-carboline and quinolizidine alkaloids of Alangium lamarckii. Phytochemistry. 2002 Aug;60(8):853-9. doi: 10.1016/s0031-9422(02)00057-2. [PubMed:12150812 ]

Showing NP-Card for Alangimarckine (NP0050930)

MOL for NP0050930 (Alangimarckine)

3D MOL for NP0050930 (Alangimarckine)

3D SDF for NP0050930 (Alangimarckine)

3D-SDF for NP0050930 (Alangimarckine)

PDB for NP0050930 (Alangimarckine)

3D PDB for NP0050930 (Alangimarckine)

SMILES for NP0050930 (Alangimarckine)

INCHI for NP0050930 (Alangimarckine)

Structure for NP0050930 (Alangimarckine)

3D Structure for NP0050930 (Alangimarckine)