NP-MRD: Showing NP-Card for (1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate (NP0306404)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 22:51:03 UTC

Updated at

2022-09-10 22:51:03 UTC

NP-MRD ID

NP0306404

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate

Description

(1S,2S,5S,7S,8R,10S,11S,14S,15S,16S,17S)-14-acetyl-8,16-bis(acetyloxy)-5-(dimethylamino)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-17-yl 2-phenylacetate belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. (1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate is found in Pachysandra axillaris. Based on a literature review very few articles have been published on (1S,2S,5S,7S,8R,10S,11S,14S,15S,16S,17S)-14-acetyl-8,16-bis(acetyloxy)-5-(dimethylamino)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-17-yl 2-phenylacetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112200512D          

 43 47  0  0  1  0            999 V2000
    4.3959   -5.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3274   -4.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1395   -4.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -4.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762   -4.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201   -5.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -5.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2716   -6.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913   -7.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -7.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6474   -6.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   -5.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064    1.5085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0458   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  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
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 17  6  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 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
 22 24  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 17 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  1  0  0  0
 18 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 38 42  1  0  0  0  0
 35 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END

     RDKit          3D

 92 96  0  0  0  0  0  0  0  0999 V2000
   -5.4548   -1.3166   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1571   -1.5116    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -1.5436    1.6200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9561   -1.6635   -0.3133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219   -1.8490    0.3010 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9030   -0.5733    0.0717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6222    0.3752    0.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326    1.3176    0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518    1.3453   -0.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1717    2.3087    1.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9767    3.2194    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054    4.3778   -0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1373    5.2414   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4465    4.9922   -1.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175    3.8217   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2787    2.9768   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -0.6338    0.4902 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1655   -1.9608    0.3004 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4940   -2.0590    1.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3827   -0.8857    0.7632 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2611   -1.0340   -0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6200   -1.0972   -0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4537   -1.2544   -1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455   -1.0165    0.8253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479    0.4293    0.7461 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6697    1.4701    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0287    2.8047    0.6421 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8598    3.9322    0.4142 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592    4.1676   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5001    5.1074    1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359    2.9488   -0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686    1.8009    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3937    0.4359   -0.0815 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6427    0.2991   -1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2483   -3.0121    0.9281 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7990   -4.3745    0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4002   -5.2624    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5913   -4.3465    0.4593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4001   -4.9950   -0.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7295   -4.5726   -1.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9455   -6.0059   -1.1634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9640   -3.0635   -0.0239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5497   -3.1768   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2518   -1.9694    0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7791   -0.2779   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4111   -1.5345   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9128   -1.8678    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242   -0.2830   -0.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4041    2.8640    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891    1.7484    1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3737    4.6360    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6623    6.1519   -1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9945    5.6803   -1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0410    3.5792   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7498    2.0813    0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5194   -0.4474    1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2673   -2.2638   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9877   -2.9883    0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605   -2.2373    2.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0705   -0.8348    1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8011   -0.3029   -1.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9343   -1.8795   -2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3757   -1.8178   -1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    0.7020    1.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    1.3519    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0978    1.3594   -0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873    2.7936    1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3743    4.5201   -1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9743    5.0345   -0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    3.3433   -1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1701    5.9438    0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439    5.3585    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675    4.9420    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678    3.0494   -1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2203    3.8535    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402    1.8804    1.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    1.9137   -0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838   -0.6952   -1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9350    0.9726   -2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500    0.6321   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859   -2.7464    1.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302   -4.5501   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4494   -4.6531    1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6073   -5.7534    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -6.0336   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308   -4.2083    1.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170   -4.2976   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338   -3.8087   -1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2636   -5.4316   -1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471   -3.8306   -1.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -3.6674   -2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   -2.1753   -1.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 30  1  0
 28 27  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 25  1  0
 25 26  1  0
 25 20  1  0
 20 19  1  0
 19 18  1  0
 18 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
 38 42  1  0
 42 43  1  6
 42  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6 17  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 26 27  1  0
 17 18  1  0
 17 33  1  0
 42 35  1  0
 16 11  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
 30 71  1  0
 30 72  1  0
 30 73  1  0
 27 67  1  1
 31 74  1  0
 31 75  1  0
 32 76  1  0
 32 77  1  0
 34 78  1  0
 34 79  1  0
 34 80  1  0
 25 64  1  1
 26 65  1  0
 26 66  1  0
 20 60  1  1
 19 58  1  0
 19 59  1  0
 18 57  1  6
 35 81  1  1
 36 82  1  0
 36 83  1  0
 37 84  1  0
 37 85  1  0
 38 86  1  1
 40 87  1  0
 40 88  1  0
 40 89  1  0
 43 90  1  0
 43 91  1  0
 43 92  1  0
  5 47  1  1
  1 44  1  0
  1 45  1  0
  1 46  1  0
  6 48  1  6
 10 49  1  0
 10 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  1
 23 61  1  0
 23 62  1  0
 23 63  1  0
M  END


  Mrv1652309112200512D          

 43 47  0  0  1  0            999 V2000
    4.3959   -5.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3274   -4.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1395   -4.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -4.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762   -4.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201   -5.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -5.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2716   -6.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913   -7.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -7.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6474   -6.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   -5.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064    1.5085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0458   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  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
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 17  6  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 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
 22 24  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 17 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  1  0  0  0
 18 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 38 42  1  0  0  0  0
 35 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0306404

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)[C@H]1CC[C@@]2(C)[C@H](C1)[C@@H](C[C@H]1[C@@H]3CC[C@H](C(C)=O)[C@@]3(C)[C@H](OC(C)=O)[C@@H](OC(=O)CC3=CC=CC=C3)[C@H]21)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H49NO7/c1-20(37)26-13-14-27-25-19-29(41-21(2)38)28-18-24(36(6)7)15-16-34(28,4)31(25)32(33(35(26,27)5)42-22(3)39)43-30(40)17-23-11-9-8-10-12-23/h8-12,24-29,31-33H,13-19H2,1-7H3/t24-,25-,26+,27-,28+,29+,31+,32-,33+,34-,35+/m0/s1

> <INCHI_KEY>
ATTDURQKMQHLPP-FBBCWWNVSA-N

> <FORMULA>
C35H49NO7

> <MOLECULAR_WEIGHT>
595.777

> <EXACT_MASS>
595.350902922

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
67.29161492146025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,7S,8R,10S,11S,14S,15S,16S,17S)-14-acetyl-8,16-bis(acetyloxy)-5-(dimethylamino)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl 2-phenylacetate

> <JCHEM_LOGP>
4.316874777999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.32482393814072

> <JCHEM_PKA_STRONGEST_BASIC>
10.196436733916938

> <JCHEM_POLAR_SURFACE_AREA>
99.21000000000001

> <JCHEM_REFRACTIVITY>
161.20239999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7S,8R,10S,11S,14S,15S,16S,17S)-14-acetyl-8,16-bis(acetyloxy)-5-(dimethylamino)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl phenylacetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       8.206  -9.949   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.078  -8.445   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.594  -8.174   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.736  -7.323   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.768  -6.781   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.245  -8.229   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.729  -8.500   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      11.238  -9.406   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.714 -10.855   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.707 -12.032   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.184 -13.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.668 -13.752   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.675 -12.574   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.198 -11.126   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.868   0.190   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.875   1.368   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.360   1.096   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.399   2.816   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      16.362  -3.071   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      17.355  -4.248   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.886  -1.622   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       3.257  -5.652   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.595  -6.083   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   42                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    6   18   33                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   31                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   17   25   34                                             
CONECT   34   33                                                            
CONECT   35   18   36   42                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   42                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   38   35    5   43                                             
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,5S,7S,8R,10S,11S,14S,15S,16S,17S)-14-Acetyl-8,16-bis(acetyloxy)-5-(dimethylamino)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-17-yl 2-phenylacetic acid	Generator

Chemical Formula

C₃₅H₄₉NO₇

Average Mass

595.7770 Da

Monoisotopic Mass

595.35090 Da

IUPAC Name

(1S,2S,5S,7S,8R,10S,11S,14S,15S,16S,17S)-14-acetyl-8,16-bis(acetyloxy)-5-(dimethylamino)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl 2-phenylacetate

Traditional Name

(1S,2S,5S,7S,8R,10S,11S,14S,15S,16S,17S)-14-acetyl-8,16-bis(acetyloxy)-5-(dimethylamino)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl phenylacetate

CAS Registry Number

Not Available

SMILES

CN(C)[C@H]1CC[C@@]2(C)[C@H](C1)[C@@H](C[C@H]1[C@@H]3CC[C@H](C(C)=O)[C@@]3(C)[C@H](OC(C)=O)[C@@H](OC(=O)CC3=CC=CC=C3)[C@H]21)OC(C)=O

InChI Identifier

InChI=1S/C35H49NO7/c1-20(37)26-13-14-27-25-19-29(41-21(2)38)28-18-24(36(6)7)15-16-34(28,4)31(25)32(33(35(26,27)5)42-22(3)39)43-30(40)17-23-11-9-8-10-12-23/h8-12,24-29,31-33H,13-19H2,1-7H3/t24-,25-,26+,27-,28+,29+,31+,32-,33+,34-,35+/m0/s1

InChI Key

ATTDURQKMQHLPP-FBBCWWNVSA-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 axillaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

20-oxosteroid
Steroid ester
Pregnane-skeleton
Pregnane-type alkaloid
Steroidal alkaloid
Oxosteroid
Azasteroid
Alkaloid or derivatives
Tricarboxylic acid or derivatives
Benzenoid
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
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	4.32	ChemAxon
pKa (Strongest Acidic)	19.32	ChemAxon
pKa (Strongest Basic)	10.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	99.21 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	161.2 m³·mol⁻¹	ChemAxon
Polarizability	67.29 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

46939344

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate (NP0306404)

MOL for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

3D MOL for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

3D SDF for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

3D-SDF for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

PDB for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

3D PDB for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

SMILES for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

INCHI for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

Structure for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)

3D Structure for NP0306404 ((1s,3as,3bs,5r,5as,7s,9as,9bs,10s,11s,11as)-1-acetyl-5,11-bis(acetyloxy)-7-(dimethylamino)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-10-yl 2-phenylacetate)