NP-MRD: Showing NP-Card for n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid (NP0141983)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-01 20:25:09 UTC

Updated at

2022-09-01 20:25:09 UTC

NP-MRD ID

NP0141983

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid

Description

N-[(1S,2R,6R,7S,10S,11S,14S,15S)-6-(acetyloxy)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-5-yl]benzenecarboximidic acid belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton. n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid is found in Pachysandra procumbens. Based on a literature review very few articles have been published on N-[(1S,2R,6R,7S,10S,11S,14S,15S)-6-(acetyloxy)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-5-yl]benzenecarboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012222252D          

 37 41  0  0  1  0            999 V2000
    0.4054   -5.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857   -4.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978   -4.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539   -3.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0976   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -2.3529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.9463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -2.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779   -2.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -1.9173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8069   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6190   -0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.4816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -1.5084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2939   -0.8571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9830   -0.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -0.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4220   -1.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5902   -3.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -2.6932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  6 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 25 34  1  0  0  0  0
 20 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 37 36  1  6  0  0  0
  5 37  1  0  0  0  0
 18 37  1  0  0  0  0
M  END

     RDKit          3D

 83 87  0  0  0  0  0  0  0  0999 V2000
    5.8716    0.8172   -3.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9681    0.0202   -3.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635   -1.2072   -2.9966 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080    0.5909   -2.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289   -0.1643   -1.5926 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2172    0.3324   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505   -0.3117    0.6126 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093    0.3278    1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0755    1.7086    1.3021 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273   -0.4125    2.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8661   -1.7909    2.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7501   -2.4948    3.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6680   -1.8048    3.7635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7285   -0.4307    3.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8536    0.2630    2.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5507    1.3721    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5960    2.0115   -0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949    0.9941   -1.4416 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0575    1.8133   -2.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489    0.3239   -0.6121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9207    1.2935    0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1042    0.7343    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.1079    0.0549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5906    1.0981   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2680   -1.0093   -0.6326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3523   -1.7037   -1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5718   -1.5554   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1615   -0.6866    0.6636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3661    0.0968    1.0483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1825    1.0192    2.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4070   -0.8685    1.4189 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6687   -0.1737    1.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0167   -1.6597    2.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940   -0.4071   -1.5037 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4438   -1.4767   -2.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -1.4372   -2.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6207   -0.0388   -2.1139 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4987    1.8816   -4.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9015    0.8171   -3.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046    0.4334   -5.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -1.2067   -1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9384    2.2146    1.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1335   -2.3223    1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6916   -3.5760    3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3502   -2.3833    4.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4367    0.1314    4.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8604    1.3501    2.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6970    1.7366    1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1704    2.6081   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023    2.7168   -0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625    2.5092   -2.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664    2.4677   -2.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908    1.1915   -3.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2638   -0.4359    0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536    1.5481    1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2005    2.2447   -0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7613   -0.0798    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5633    1.5490    1.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2254    1.8096   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1813    0.5226   -1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148    1.7080   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568   -1.6476    0.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750   -2.7970   -1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355   -1.2788   -2.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009   -2.5181   -0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3574   -1.0402   -1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460   -1.3024    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8088    0.6405    0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1266    1.0506    2.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3953    0.6891    2.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620    2.0622    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9883   -0.3570    2.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4509   -0.6466    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6123    0.8937    1.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6284   -2.6167    2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2215   -1.1678    3.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9049   -1.8089    3.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032    0.2170   -2.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -2.4575   -1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6628   -1.4614   -3.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -2.0775   -2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.8723   -1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972    0.2005   -3.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 23 28  1  0
 15 10  1  0
 23 25  1  0
 20 34  1  0
 18 37  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
 29 68  1  6
 28 67  1  1
 27 65  1  0
 27 66  1  0
 26 63  1  0
 26 64  1  0
 25 62  1  1
 34 78  1  6
 35 79  1  0
 35 80  1  0
 36 81  1  0
 36 82  1  0
 37 83  1  6
  5 41  1  1
  1 38  1  0
  1 39  1  0
  1 40  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 32 72  1  0
 32 73  1  0
 32 74  1  0
 33 75  1  0
 33 76  1  0
 33 77  1  0
M  END


  Mrv1652309012222252D          

 37 41  0  0  1  0            999 V2000
    0.4054   -5.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857   -4.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978   -4.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539   -3.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0976   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -2.3529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.9463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -2.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779   -2.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -1.9173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8069   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6190   -0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.4816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -1.5084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2939   -0.8571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9830   -0.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -0.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4220   -1.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5902   -3.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -2.6932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  6 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 25 34  1  0  0  0  0
 20 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 37 36  1  6  0  0  0
  5 37  1  0  0  0  0
 18 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0141983

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C32H46N2O3/c1-20(34(5)6)24-14-15-25-23-12-13-27-29(37-21(2)35)28(33-30(36)22-10-8-7-9-11-22)17-19-32(27,4)26(23)16-18-31(24,25)3/h7-11,17,20,23-27,29H,12-16,18-19H2,1-6H3,(H,33,36)/t20-,23-,24+,25-,26-,27+,29+,31+,32+/m0/s1

> <INCHI_KEY>
LANJPWZPYVPLQZ-SEPQECTCSA-N

> <FORMULA>
C32H46N2O3

> <MOLECULAR_WEIGHT>
506.731

> <EXACT_MASS>
506.350843349

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.92620505874474

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1S,2R,6R,7S,10S,11S,14S,15S)-6-(acetyloxy)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]benzenecarboximidic acid

> <ALOGPS_LOGP>
5.71

> <JCHEM_LOGP>
4.022405995797408

> <ALOGPS_LOGS>
-6.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.384824292970578

> <JCHEM_PKA_STRONGEST_BASIC>
10.305605363886546

> <JCHEM_POLAR_SURFACE_AREA>
62.13

> <JCHEM_REFRACTIVITY>
149.88449999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.94e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1S,2R,6R,7S,10S,11S,14S,15S)-6-(acetyloxy)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]benzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0       0.757  -9.372   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.280  -7.924   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.796  -7.653   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.287  -6.747   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.810  -5.298   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.182  -4.121   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.698  -4.392   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -2.691  -3.215   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.168  -1.766   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.207  -3.486   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.730  -4.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.246  -5.205   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.239  -4.028   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.716  -2.580   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.200  -2.309   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.341  -2.673   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.857  -2.402   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.850  -3.579   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.373  -2.131   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.366  -3.308   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.889  -1.859   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.405  -1.588   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.398  -2.766   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.069  -1.380   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.874  -4.214   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.090  -5.159   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.365  -4.295   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.937  -2.816   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.882  -1.600   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.302  -0.173   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      11.407  -1.811   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      12.353  -0.595   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.988  -3.237   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.358  -4.485   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.835  -5.934   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.319  -6.205   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.326  -5.027   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    6   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   37                                             
CONECT   19   18                                                            
CONECT   20   18   21   34                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   28                                             
CONECT   24   23                                                            
CONECT   25   23   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   25   20   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36    5   18                                                  
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Value	Source
N-[(1S,2R,6R,7S,10S,11S,14S,15S)-6-(Acetyloxy)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadec-4-en-5-yl]benzenecarboximidate	Generator

Chemical Formula

C₃₂H₄₆N₂O₃

Average Mass

506.7310 Da

Monoisotopic Mass

506.35084 Da

IUPAC Name

N-[(1S,2R,6R,7S,10S,11S,14S,15S)-6-(acetyloxy)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]benzenecarboximidic acid

Traditional Name

N-[(1S,2R,6R,7S,10S,11S,14S,15S)-6-(acetyloxy)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-4-en-5-yl]benzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C32H46N2O3/c1-20(34(5)6)24-14-15-25-23-12-13-27-29(37-21(2)35)28(33-30(36)22-10-8-7-9-11-22)17-19-32(27,4)26(23)16-18-31(24,25)3/h7-11,17,20,23-27,29H,12-16,18-19H2,1-6H3,(H,33,36)/t20-,23-,24+,25-,26-,27+,29+,31+,32+/m0/s1

InChI Key

LANJPWZPYVPLQZ-SEPQECTCSA-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
Pachysandra procumbens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

16-oxosteroids

Alternative Parents

Substituents

22-azasteroid
Pregnane-skeleton
Steroid ester
Pregnane-type alkaloid
Steroidal alkaloid
16-oxosteroid
Azasteroid
Alkaloid or derivatives
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Amine
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
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	5.71	ALOGPS
logP	4.02	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	8.38	ChemAxon
pKa (Strongest Basic)	10.31	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	62.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	149.88 m³·mol⁻¹	ChemAxon
Polarizability	59.93 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162911464

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,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid (NP0141983)

MOL for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

3D MOL for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

3D SDF for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

3D-SDF for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

PDB for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

3D PDB for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

SMILES for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

INCHI for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

Structure for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)

3D Structure for NP0141983 (n-[(1s,3as,3bs,5as,6r,9ar,9bs,11as)-6-(acetyloxy)-1-[(1s)-1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid)