NP-MRD: Showing NP-Card for n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide (NP0205135)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 00:58:20 UTC

Updated at

2022-09-05 00:58:20 UTC

NP-MRD ID

NP0205135

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide

Description

N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]-N-methylbenzamide belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide is found in Buxus sempervirens. Based on a literature review very few articles have been published on N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]-N-methylbenzamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052202582D          

 38 43  0  0  1  0            999 V2000
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327    0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352    0.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    0.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    2.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    1.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635    1.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    2.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    2.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3653    2.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  1  0  0  0
 31 30  1  1  0  0  0
  8 31  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  3 34  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  1  1  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
M  END

     RDKit          3D

 90 95  0  0  0  0  0  0  0  0999 V2000
   -7.2037   -1.3860   -0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1599   -0.9534    0.0933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8543   -0.8307   -0.5797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9020    0.2942   -1.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602    1.2128   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7612    0.1595   -0.7870 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3811   -0.4755   -2.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368    0.5636   -0.0651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8492    1.6505   -0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967    1.9608   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3641    0.7696   -0.4210 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7313    0.9490    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952    2.3751   -0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7261    0.8713    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6267   -0.0566   -0.4744 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9102   -0.2509    0.2417 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9228   -1.1093    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0421    0.3719   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7567    1.0340   -1.3893 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4164    0.4255    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9220   -0.2025    1.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2861   -0.0394    1.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1251    0.7188    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6039    1.3460   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2779    1.2102   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9511   -1.3017   -0.8723 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8537   -1.4448   -2.2739 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6419   -1.6259   -0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478   -0.4877    0.1019 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1759   -0.5075    1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838   -0.6303    0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3062   -1.9556   -0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -2.0957    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5692   -0.8030    0.0934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5205   -0.3786    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6918    0.3667    0.4750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5508    0.7067    1.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1435    0.4386    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876   -2.3911   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1696   -1.5861   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1356   -0.7634   -1.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3075   -1.6192    0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8023   -1.7672   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8620    0.8189   -1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6403   -0.0133   -2.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4765    1.8628   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832    1.8572   -0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2570   -0.4794   -2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8239   -1.4386   -2.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.1856   -2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925    1.0272    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546    2.5919   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    1.4573   -1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772    2.2890    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8877    2.8368   -0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    0.6397   -1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5047    3.1009    0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2458    2.5005   -1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    2.5581    0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314    1.6582    2.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4888   -0.0740    2.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7367    1.1979    2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886    0.5195   -1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1394   -0.6820    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9286   -1.7042    1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6265   -1.9765    1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3216   -0.7955    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6461   -0.5612    2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1756    0.8444    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2248    1.9599   -1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9151    1.7232   -1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6457   -2.1530   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -1.6335   -2.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253   -2.3305   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7569   -2.2757    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2644   -1.4478    2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300    0.3791    2.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9015   -2.4053   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759   -2.6601    0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1771   -2.6863   -0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0962   -2.6762    0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653   -0.8905    2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5455    0.6764    1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -0.7578    1.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5254   -0.1302    2.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4734    1.3014    2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7167    1.4266    2.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6296   -0.2786    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3952    1.5021    0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4051    0.3725   -0.8377 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  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 29  1  0
 29 30  1  1
 31 30  1  1
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  1
 29 28  1  0
 28 26  1  0
 26 27  1  0
 26 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 15 12  1  0
 12 13  1  0
 12 14  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 34  3  1  0
 25 20  1  0
 34  6  1  0
 31  8  1  0
 12 11  1  0
 31 29  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  1
  3 43  1  6
  4 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  7 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  1
  9 52  1  0
  9 53  1  0
 10 54  1  0
 10 55  1  0
 11 56  1  6
 30 76  1  0
 30 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
 35 82  1  0
 35 83  1  0
 35 84  1  0
 28 74  1  0
 28 75  1  0
 26 72  1  1
 27 73  1  0
 15 63  1  6
 17 64  1  0
 17 65  1  0
 17 66  1  0
 21 67  1  0
 22 68  1  0
 23 69  1  0
 24 70  1  0
 25 71  1  0
 13 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 14 62  1  0
 37 85  1  0
 37 86  1  0
 37 87  1  0
 38 88  1  0
 38 89  1  0
 38 90  1  0
M  END


  Mrv1652309052202582D          

 38 43  0  0  1  0            999 V2000
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327    0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352    0.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    0.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    2.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    1.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635    1.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    2.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    2.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3653    2.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  1  0  0  0
 31 30  1  1  0  0  0
  8 31  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  3 34  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  1  1  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0205135

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1CC[C@@]2(C)[C@@H]3CC[C@@H]4[C@]5(C[C@@]35CC[C@]12C)C[C@@H](O)[C@H](N(C)C(=O)C1=CC=CC=C1)C4(C)C)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C34H52N2O2/c1-22(35(6)7)24-16-17-32(5)27-15-14-26-30(2,3)28(36(8)29(38)23-12-10-9-11-13-23)25(37)20-34(26)21-33(27,34)19-18-31(24,32)4/h9-13,22,24-28,37H,14-21H2,1-8H3/t22-,24+,25+,26-,27-,28-,31+,32-,33-,34+/m0/s1

> <INCHI_KEY>
ZPTPAHYXDZSFJO-YYOBNSGMSA-N

> <FORMULA>
C34H52N2O2

> <MOLECULAR_WEIGHT>
520.802

> <EXACT_MASS>
520.402878922

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
63.569913214559676

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]-N-methylbenzamide

> <JCHEM_LOGP>
5.637868718666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.541553233322013

> <JCHEM_PKA_STRONGEST_BASIC>
10.299849288974148

> <JCHEM_POLAR_SURFACE_AREA>
43.78000000000001

> <JCHEM_REFRACTIVITY>
155.10829999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]-N-methylbenzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.216   5.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.839   1.221   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.674   0.186   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.812   0.858   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -0.365   2.538   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.888   1.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.357   3.715   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.834   5.164   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.873   3.444   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.396   1.996   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.912   1.725   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.905   2.902   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.382   4.350   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.866   4.621   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.682   5.435   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      12.741   5.119   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      13.686   6.335   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.321   3.693   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4   34                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   34                                             
CONECT    7    6                                                            
CONECT    8    6    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   26                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   15   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   11   30   31                                             
CONECT   30   29   31                                                       
CONECT   31   30    8   29   32                                             
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33    3    6   35                                             
CONECT   35   34                                                            
CONECT   36    2   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₅₂N₂O₂

Average Mass

520.8020 Da

Monoisotopic Mass

520.40288 Da

IUPAC Name

N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]-N-methylbenzamide

Traditional Name

N-[(1S,3S,5R,6R,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]-N-methylbenzamide

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1CC[C@@]2(C)[C@@H]3CC[C@@H]4[C@]5(C[C@@]35CC[C@]12C)C[C@@H](O)[C@H](N(C)C(=O)C1=CC=CC=C1)C4(C)C)N(C)C

InChI Identifier

InChI=1S/C34H52N2O2/c1-22(35(6)7)24-16-17-32(5)27-15-14-26-30(2,3)28(36(8)29(38)23-12-10-9-11-13-23)25(37)20-34(26)21-33(27,34)19-18-31(24,32)4/h9-13,22,24-28,37H,14-21H2,1-8H3/t22-,24+,25+,26-,27-,28-,31+,32-,33-,34+/m0/s1

InChI Key

ZPTPAHYXDZSFJO-YYOBNSGMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Buxus sempervirens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
22-azasteroid
9(beta),19-cyclo-4,4-14(alpha)-trimethyl-5(alpha)-pregnane-skeleton
Steroidal alkaloid
2-hydroxysteroid
Hydroxysteroid
Azasteroid
Steroid
Benzamide
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
Benzenoid
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Cyclic alcohol
Amino acid or derivatives
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Carboxamide group
Carboxylic acid derivative
Organooxygen compound
Organopnictogen compound
Amine
Organic oxide
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	5.64	ChemAxon
pKa (Strongest Acidic)	14.54	ChemAxon
pKa (Strongest Basic)	10.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.78 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	155.11 m³·mol⁻¹	ChemAxon
Polarizability	63.57 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

163083054

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide (NP0205135)

MOL for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

3D MOL for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

3D SDF for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

3D-SDF for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

PDB for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

3D PDB for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

SMILES for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

INCHI for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

Structure for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)

3D Structure for NP0205135 (n-[(1s,3s,5r,6r,8r,11s,12s,15s,16r)-15-[(1s)-1-(dimethylamino)ethyl]-5-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]-n-methylbenzamide)