NP-MRD: Showing NP-Card for trigolute D (NP0042238)

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Record Information

Version

2.0

Created at

2021-06-20 23:56:57 UTC

Updated at

2021-06-30 00:17:13 UTC

NP-MRD ID

NP0042238

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trigolute D

Provided By

JEOL Database JEOL Logo

Description

Trigolute D belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. trigolute D is found in Trigonostemon lutescens. trigolute D was first documented in 2013 (Ma, S.-S., et al.). Based on a literature review very few articles have been published on Trigolute D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101563D          

 51 55  0  0  0  0            999 V2000
    2.5851   -3.6518    3.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380   -2.2318    3.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886   -1.7476    3.0566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3516   -0.2363    3.2611 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2205    0.4244    2.4593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1234    0.1463    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.9426    3.3810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    1.3604    3.6202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4145    3.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    3.7520    3.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290    4.6337    3.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.9623    3.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    4.1825    2.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    2.8175    2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    1.9380    2.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -0.0691    0.9873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9603    0.4479    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2709    0.0081    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0073    0.7353   -0.6793 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.6401   -1.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256    2.5752   -2.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    3.3756   -2.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929    3.2427   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    2.3024   -1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    1.4831   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -1.6072    0.9212 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5707   -2.1098   -0.5152 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7955   -3.5226   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5087   -2.0312    1.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -3.9548    4.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011   -4.0582    4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6651   -4.0573    2.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -2.2324    3.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.0142    4.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1799    2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    1.4433    4.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    4.1127    4.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198    6.4607    2.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702    4.8831    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.4665    1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1235    0.3306    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -0.7603    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.6222   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    2.6791   -2.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    4.1111   -3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    3.8734   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298    2.2119   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244   -2.1263    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582   -1.6492   -0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -1.9169   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568   -3.6615    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0  0  0  0
 25 20  2  0  0  0  0
  9 10  2  0  0  0  0
 13 14  1  0  0  0  0
 10 11  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  2  0  0  0  0
 17 25  1  0  0  0  0
 16 17  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  5 16  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 11 13  2  0  0  0  0
 14 15  2  0  0  0  0
 22 21  2  0  0  0  0
 21 20  1  0  0  0  0
  5  4  1  0  0  0  0
 16 26  1  0  0  0  0
 26 29  1  0  0  0  0
 29  3  1  0  0  0  0
  3  4  1  0  0  0  0
 11 12  1  0  0  0  0
 25 24  1  0  0  0  0
 27 28  1  0  0  0  0
 26 27  1  0  0  0  0
  9 15  1  0  0  0  0
  3  2  1  0  0  0  0
 24 23  2  0  0  0  0
  2  1  1  0  0  0  0
  5 15  1  0  0  0  0
 13 39  1  0  0  0  0
 14 40  1  0  0  0  0
 10 37  1  0  0  0  0
 12 38  1  0  0  0  0
  8 36  1  0  0  0  0
 22 45  1  0  0  0  0
 21 44  1  0  0  0  0
 24 47  1  0  0  0  0
 23 46  1  0  0  0  0
 19 43  1  0  0  0  0
 18 42  1  0  0  0  0
 16 41  1  6  0  0  0
 26 48  1  1  0  0  0
  3 33  1  1  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
 27 49  1  0  0  0  0
 27 50  1  0  0  0  0
 28 51  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    2.5851   -3.6518    3.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380   -2.2318    3.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886   -1.7476    3.0566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3516   -0.2363    3.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    0.4244    2.4593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1234    0.1463    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.9426    3.3810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    1.3604    3.6202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4145    3.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    3.7520    3.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290    4.6337    3.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.9623    3.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    4.1825    2.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    2.8175    2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    1.9380    2.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -0.0691    0.9873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9603    0.4479    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2709    0.0081    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0073    0.7353   -0.6793 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.6401   -1.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256    2.5752   -2.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    3.3756   -2.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929    3.2427   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    2.3024   -1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    1.4831   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -1.6072    0.9212 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5707   -2.1098   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955   -3.5226   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5087   -2.0312    1.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -3.9548    4.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011   -4.0582    4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6651   -4.0573    2.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -2.2324    3.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.0142    4.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1799    2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    1.4433    4.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    4.1127    4.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198    6.4607    2.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702    4.8831    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.4665    1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1235    0.3306    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -0.7603    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.6222   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    2.6791   -2.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    4.1111   -3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    3.8734   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298    2.2119   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244   -2.1263    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582   -1.6492   -0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -1.9169   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568   -3.6615    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 25 20  2  0
  9 10  2  0
 13 14  1  0
 10 11  1  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 25  1  0
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 27 50  1  0
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  1 30  1  0
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  1 32  1  0
M  END


  Mrv1652306212101563D          

 51 55  0  0  0  0            999 V2000
    2.5851   -3.6518    3.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380   -2.2318    3.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886   -1.7476    3.0566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3516   -0.2363    3.2611 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2205    0.4244    2.4593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1234    0.1463    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.9426    3.3810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    1.3604    3.6202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4145    3.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    3.7520    3.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290    4.6337    3.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.9623    3.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    4.1825    2.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    2.8175    2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    1.9380    2.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -0.0691    0.9873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9603    0.4479    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0073    0.7353   -0.6793 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.6401   -1.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256    2.5752   -2.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    3.3756   -2.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929    3.2427   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5707   -2.1098   -0.5152 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7955   -3.5226   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7011   -4.0582    4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6651   -4.0573    2.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -2.2324    3.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.0142    4.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1799    2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    1.4433    4.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    4.1127    4.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198    6.4607    2.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702    4.8831    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.4665    1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1235    0.3306    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9974    0.6222   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    2.6791   -2.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    4.1111   -3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    3.8734   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298    2.2119   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244   -2.1263    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582   -1.6492   -0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -1.9169   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568   -3.6615    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0  0  0  0
 25 20  2  0  0  0  0
  9 10  2  0  0  0  0
 13 14  1  0  0  0  0
 10 11  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  2  0  0  0  0
 17 25  1  0  0  0  0
 16 17  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  5 16  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 11 13  2  0  0  0  0
 14 15  2  0  0  0  0
 22 21  2  0  0  0  0
 21 20  1  0  0  0  0
  5  4  1  0  0  0  0
 16 26  1  0  0  0  0
 26 29  1  0  0  0  0
 29  3  1  0  0  0  0
  3  4  1  0  0  0  0
 11 12  1  0  0  0  0
 25 24  1  0  0  0  0
 27 28  1  0  0  0  0
 26 27  1  0  0  0  0
  9 15  1  0  0  0  0
  3  2  1  0  0  0  0
 24 23  2  0  0  0  0
  2  1  1  0  0  0  0
  5 15  1  0  0  0  0
 13 39  1  0  0  0  0
 14 40  1  0  0  0  0
 10 37  1  0  0  0  0
 12 38  1  0  0  0  0
  8 36  1  0  0  0  0
 22 45  1  0  0  0  0
 21 44  1  0  0  0  0
 24 47  1  0  0  0  0
 23 46  1  0  0  0  0
 19 43  1  0  0  0  0
 18 42  1  0  0  0  0
 16 41  1  6  0  0  0
 26 48  1  1  0  0  0
  3 33  1  1  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
 27 49  1  0  0  0  0
 27 50  1  0  0  0  0
 28 51  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042238

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C(N([H])C(=O)[C@]22C([H])([H])[C@]([H])(OC([H])([H])[H])O[C@]([H])(C([H])([H])O[H])[C@@]2([H])C2=C([H])N([H])C3=C2C([H])=C([H])C([H])=C3[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H22N2O5/c1-28-19-9-22(15-7-6-12(26)8-17(15)24-21(22)27)20(18(11-25)29-19)14-10-23-16-5-3-2-4-13(14)16/h2-8,10,18-20,23,25-26H,9,11H2,1H3,(H,24,27)/t18-,19-,20-,22-/m1/s1

> <INCHI_KEY>
PACWVIDGUPOUPQ-NXLVEIQXSA-N

> <FORMULA>
C22H22N2O5

> <MOLECULAR_WEIGHT>
394.427

> <EXACT_MASS>
394.152871816

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
40.73697628857867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2'S,3S,3'S,6'R)-6-hydroxy-2'-(hydroxymethyl)-3'-(1H-indol-3-yl)-6'-methoxy-1,2-dihydrospiro[indole-3,4'-oxane]-2-one

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.0623740606666665

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.374544367850742

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.192044803902334

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9524546566971246

> <JCHEM_POLAR_SURFACE_AREA>
103.81

> <JCHEM_REFRACTIVITY>
107.69770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2'S,3S,3'S,6'R)-6-hydroxy-2'-(hydroxymethyl)-3'-(1H-indol-3-yl)-6'-methoxy-1H-spiro[indole-3,4'-oxane]-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    2.5851   -3.6518    3.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380   -2.2318    3.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886   -1.7476    3.0566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3516   -0.2363    3.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    0.4244    2.4593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1234    0.1463    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.9426    3.3810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    1.3604    3.6202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4145    3.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    3.7520    3.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290    4.6337    3.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.9623    3.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    4.1825    2.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    2.8175    2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    1.9380    2.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -0.0691    0.9873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9603    0.4479    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2709    0.0081    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0073    0.7353   -0.6793 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.6401   -1.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256    2.5752   -2.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    3.3756   -2.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929    3.2427   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    2.3024   -1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    1.4831   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -1.6072    0.9212 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5707   -2.1098   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955   -3.5226   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5087   -2.0312    1.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -3.9548    4.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011   -4.0582    4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6651   -4.0573    2.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -2.2324    3.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.0142    4.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1799    2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    1.4433    4.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    4.1127    4.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198    6.4607    2.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702    4.8831    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.4665    1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1235    0.3306    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -0.7603    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.6222   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    2.6791   -2.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    4.1111   -3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    3.8734   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298    2.2119   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244   -2.1263    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582   -1.6492   -0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -1.9169   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568   -3.6615    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 25 20  2  0
  9 10  2  0
 13 14  1  0
 10 11  1  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 25  1  0
 16 17  1  0
  5  6  1  1
  6  7  2  0
  5 16  1  0
  6  8  1  0
  8  9  1  0
 11 13  2  0
 14 15  2  0
 22 21  2  0
 21 20  1  0
  5  4  1  0
 16 26  1  0
 26 29  1  0
 29  3  1  0
  3  4  1  0
 11 12  1  0
 25 24  1  0
 27 28  1  0
 26 27  1  0
  9 15  1  0
  3  2  1  0
 24 23  2  0
  2  1  1  0
  5 15  1  0
 13 39  1  0
 14 40  1  0
 10 37  1  0
 12 38  1  0
  8 36  1  0
 22 45  1  0
 21 44  1  0
 24 47  1  0
 23 46  1  0
 19 43  1  0
 18 42  1  0
 16 41  1  6
 26 48  1  1
  3 33  1  1
  4 34  1  0
  4 35  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.585  -3.652   3.777  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.538  -2.232   3.752  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.389  -1.748   3.057  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.352  -0.236   3.261  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.221   0.424   2.459  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.123   0.146   3.189  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.641  -0.943   3.381  0.00  0.00           O+0
HETATM    8  N   UNK     0      -1.636   1.360   3.620  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.810   2.414   3.269  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.009   3.752   3.532  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.029   4.634   3.086  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.216   5.962   3.339  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.113   4.183   2.405  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.290   2.817   2.154  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.311   1.938   2.588  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.206  -0.069   0.987  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.960   0.448   0.169  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.271   0.008   0.215  0.00  0.00           C+0
HETATM   19  N   UNK     0      -3.007   0.735  -0.679  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.205   1.640  -1.330  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.526   2.575  -2.322  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.493   3.376  -2.817  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.193   3.243  -2.340  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.110   2.302  -1.348  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.914   1.483  -0.826  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.349  -1.607   0.921  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.571  -2.110  -0.515  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.796  -3.523  -0.495  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.509  -2.031   1.667  0.00  0.00           O+0
HETATM   30  H   UNK     0       3.472  -3.955   4.340  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.701  -4.058   4.278  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.665  -4.057   2.764  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.497  -2.232   3.470  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.271  -0.014   4.334  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.319   0.180   2.945  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.508   1.443   4.120  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.883   4.113   4.058  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.520   6.461   2.947  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.870   4.883   2.065  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.173   2.466   1.629  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.123   0.331   0.528  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.748  -0.760   0.812  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.997   0.622  -0.848  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.538   2.679  -2.698  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.710   4.111  -3.589  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.597   3.873  -2.740  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.130   2.212  -0.989  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.524  -2.126   1.334  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.458  -1.649  -0.962  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.291  -1.917  -1.159  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.457  -3.662   0.211  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3    1                                                       
CONECT    3   29    4    2   33                                             
CONECT    4    5    3   34   35                                             
CONECT    5    6   16    4   15                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   36                                                  
CONECT    9   10    8   15                                                  
CONECT   10    9   11   37                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11   38                                                       
CONECT   13   14   11   39                                                  
CONECT   14   13   15   40                                                  
CONECT   15   14    9    5                                                  
CONECT   16   17    5   26   41                                             
CONECT   17   18   25   16                                                  
CONECT   18   19   17   42                                                  
CONECT   19   20   18   43                                                  
CONECT   20   25   19   21                                                  
CONECT   21   22   20   44                                                  
CONECT   22   23   21   45                                                  
CONECT   23   22   24   46                                                  
CONECT   24   25   23   47                                                  
CONECT   25   20   17   24                                                  
CONECT   26   16   29   27   48                                             
CONECT   27   28   26   49   50                                             
CONECT   28   27   51                                                       
CONECT   29   26    3                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    8                                                            
CONECT   37   10                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   16                                                            
CONECT   42   18                                                            
CONECT   43   19                                                            
CONECT   44   21                                                            
CONECT   45   22                                                            
CONECT   46   23                                                            
CONECT   47   24                                                            
CONECT   48   26                                                            
CONECT   49   27                                                            
CONECT   50   27                                                            
CONECT   51   28                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  110    0
END

RDKit          3D

51 55  0  0  0  0  0  0  0  0999 V2000
    2.5851   -3.6518    3.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380   -2.2318    3.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886   -1.7476    3.0566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3516   -0.2363    3.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    0.4244    2.4593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1234    0.1463    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.9426    3.3810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    1.3604    3.6202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4145    3.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    3.7520    3.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290    4.6337    3.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    5.9623    3.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    4.1825    2.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    2.8175    2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    1.9380    2.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -0.0691    0.9873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9603    0.4479    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2709    0.0081    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0073    0.7353   -0.6793 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.6401   -1.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256    2.5752   -2.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    3.3756   -2.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929    3.2427   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    2.3024   -1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    1.4831   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -1.6072    0.9212 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5707   -2.1098   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955   -3.5226   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5087   -2.0312    1.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -3.9548    4.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011   -4.0582    4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6651   -4.0573    2.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -2.2324    3.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.0142    4.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188    0.1799    2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    1.4433    4.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    4.1127    4.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198    6.4607    2.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702    4.8831    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.4665    1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1235    0.3306    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -0.7603    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.6222   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    2.6791   -2.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    4.1111   -3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    3.8734   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298    2.2119   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244   -2.1263    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4582   -1.6492   -0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -1.9169   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568   -3.6615    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 25 20  2  0
  9 10  2  0
 13 14  1  0
 10 11  1  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 25  1  0
 16 17  1  0
  5  6  1  1
  6  7  2  0
  5 16  1  0
  6  8  1  0
  8  9  1  0
 11 13  2  0
 14 15  2  0
 22 21  2  0
 21 20  1  0
  5  4  1  0
 16 26  1  0
 26 29  1  0
 29  3  1  0
  3  4  1  0
 11 12  1  0
 25 24  1  0
 27 28  1  0
 26 27  1  0
  9 15  1  0
  3  2  1  0
 24 23  2  0
  2  1  1  0
  5 15  1  0
 13 39  1  0
 14 40  1  0
 10 37  1  0
 12 38  1  0
  8 36  1  0
 22 45  1  0
 21 44  1  0
 24 47  1  0
 23 46  1  0
 19 43  1  0
 18 42  1  0
 16 41  1  6
 26 48  1  1
  3 33  1  1
  4 34  1  0
  4 35  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂N₂O₅

Average Mass

394.4270 Da

Monoisotopic Mass

394.15287 Da

IUPAC Name

(2'S,3S,3'S,6'R)-6-hydroxy-2'-(hydroxymethyl)-3'-(1H-indol-3-yl)-6'-methoxy-1,2-dihydrospiro[indole-3,4'-oxane]-2-one

Traditional Name

(2'S,3S,3'S,6'R)-6-hydroxy-2'-(hydroxymethyl)-3'-(1H-indol-3-yl)-6'-methoxy-1H-spiro[indole-3,4'-oxane]-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C2C(N([H])C(=O)[C@]22C([H])([H])[C@]([H])(OC([H])([H])[H])O[C@]([H])(C([H])([H])O[H])[C@@]2([H])C2=C([H])N([H])C3=C2C([H])=C([H])C([H])=C3[H])=C1[H]

InChI Identifier

InChI=1S/C22H22N2O5/c1-28-19-9-22(15-7-6-12(26)8-17(15)24-21(22)27)20(18(11-25)29-19)14-10-23-16-5-3-2-4-13(14)16/h2-8,10,18-20,23,25-26H,9,11H2,1H3,(H,24,27)/t18-,19-,20-,22-/m1/s1

InChI Key

PACWVIDGUPOUPQ-NXLVEIQXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Trigonostemon lutescens	JEOL database	Ma, S.-S., et al, Org. Lett. 15, 1492 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Dihydroindole
1-hydroxy-2-unsubstituted benzenoid
Oxane
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Carboxamide group
Lactam
Secondary carboxylic acid amide
Acetal
Oxacycle
Carboxylic acid derivative
Azacycle
Organopnictogen compound
Primary alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	2.27	ALOGPS
logP	2.06	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	103.81 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.7 m³·mol⁻¹	ChemAxon
Polarizability	40.74 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

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

71665173

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ma, S.-S., et al. (2013). Ma, S.-S., et al, Org. Lett. 15, 1492 (2013). Org. Lett..

Showing NP-Card for trigolute D (NP0042238)

MOL for NP0042238 (trigolute D)

3D MOL for NP0042238 (trigolute D)

3D SDF for NP0042238 (trigolute D)

3D-SDF for NP0042238 (trigolute D)

PDB for NP0042238 (trigolute D)

3D PDB for NP0042238 (trigolute D)

SMILES for NP0042238 (trigolute D)

INCHI for NP0042238 (trigolute D)

Structure for NP0042238 (trigolute D)

3D Structure for NP0042238 (trigolute D)