NP-MRD: Showing NP-Card for (1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one (NP0302854)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 16:41:44 UTC

Updated at

2022-09-10 16:41:44 UTC

NP-MRD ID

NP0302854

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one

Description

(1R,1'S,2'S,7'R,10'R,11'S,14'S,15'S)-14'-[(1S)-1-(dimethylamino)ethyl]-2,2',15'-trimethyl-2,3-dihydrospiro[isoindole-1,5'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-3-one belongs to the class of organic compounds known as azasteroids and derivatives. These are steroid derivatives in which one carbon atom in the steroidal skeleton has been substituted with a nitrogen atom. (1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one is found in Pachysandra procumbens. Based on a literature review very few articles have been published on (1R,1'S,2'S,7'R,10'R,11'S,14'S,15'S)-14'-[(1S)-1-(dimethylamino)ethyl]-2,2',15'-trimethyl-2,3-dihydrospiro[isoindole-1,5'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-3-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102218412D          

 34 39  0  0  1  0            999 V2000
    7.4020    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4883    1.3101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8209    0.8251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8210    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0364   -0.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5514    0.4124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7309    0.4986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2461   -0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900    0.6709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2695    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338    1.5106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4187    2.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2392    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5748    1.3384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0597    2.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    1.2522    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8801    1.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7006    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0363    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5882    1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    0.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4682    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0471   -0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6281    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    2.6054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212    2.2251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567    2.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2420    0.9746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9094    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3283    0.1541    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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  1  0  0  0
 12 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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 12 30  1  6  0  0  0
 30 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 80 85  0  0  0  0  0  0  0  0999 V2000
   -6.0653    0.5988   -1.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1717   -0.1884   -0.8868 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9150    0.5059   -0.6754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9706    1.8943   -0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216    2.1945    0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7989    0.9935   -0.0685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5559    0.5953    0.5864 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4634    1.6892    0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836    1.0565    1.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576   -0.2241    1.2024 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5392   -0.2154    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2633    0.3330    0.0279 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3630    0.5908   -1.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -0.3280   -1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -0.7287   -0.0690 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6463   -2.2693   -0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0462   -0.4858   -0.2939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8461   -1.6869   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741   -1.3877   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311   -0.1281    0.1244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1136   -0.2940    1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3406   -0.5706   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3673   -1.8678   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5500   -2.5253   -1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7501   -1.9083   -1.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7677   -0.6487   -0.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5561    0.0049   -0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3171    1.3507    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2021    2.2139    0.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267    1.5688    0.3544 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3242    2.8664    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9266   -0.6993    0.1887 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6179    0.2652    1.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9074   -1.6881   -0.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4893    0.6305   -2.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2902    1.5972   -1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9867    0.0180   -2.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -1.1119   -1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4095    0.7014   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5568    1.9685    0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533    2.6530   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4436    2.4876    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    3.0722   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225    1.0694   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6855    0.1132    1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110    2.5147    1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    2.0700   -0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873    1.7648    2.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8207    0.7837    2.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7814   -1.0506    1.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9703   -1.2333    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8458    0.4007    2.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0076    0.5039   -2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0168    1.6637   -1.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042    0.1996   -2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5404   -1.2123   -1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433   -2.7114    0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6476   -2.7101   -1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6707   -2.4888    0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382   -0.1705   -1.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8792   -1.9171    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -2.5812   -0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4174   -1.4252   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8788   -2.2339   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1768    0.6354    2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3126   -0.9321    2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0722   -0.8461    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -2.3589   -1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5498   -3.5253   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6998   -2.3883   -1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6866   -0.1157   -0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2725    2.9159    0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4223    3.0840    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895    3.6307    0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5887   -0.1405    1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7816    1.2466    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0224    0.4636    1.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7211   -2.5805    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6812   -2.0124   -1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9462   -1.3195   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 12 30  1  1
 30 31  1  0
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 23 22  2  0
  2 32  1  0
 32 33  1  0
 32 34  1  0
 20  3  1  0
 22 27  1  0
 20  6  1  0
 17  7  1  0
 15 10  1  0
 22 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  6
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  6
  7 45  1  1
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  1
 11 51  1  0
 11 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 16 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  6
 18 61  1  0
 18 62  1  0
 19 63  1  0
 19 64  1  0
 21 65  1  0
 21 66  1  0
 21 67  1  0
 31 72  1  0
 31 73  1  0
 31 74  1  0
 26 71  1  0
 25 70  1  0
 24 69  1  0
 23 68  1  0
 33 75  1  0
 33 76  1  0
 33 77  1  0
 34 78  1  0
 34 79  1  0
 34 80  1  0
M  END


  Mrv1652309102218412D          

 34 39  0  0  1  0            999 V2000
    7.4020    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4883    1.3101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8209    0.8251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8210    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0364   -0.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5514    0.4124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7309    0.4986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2461   -0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900    0.6709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2695    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338    1.5106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4187    2.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2392    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5748    1.3384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0597    2.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    1.2522    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8801    1.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7006    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0363    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5882    1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    0.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4682    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0471   -0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6281    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    2.6054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212    2.2251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567    2.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2420    0.9746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9094    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3283    0.1541    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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  1  0  0  0
 12 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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 12 30  1  6  0  0  0
 30 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0302854

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@]5(CC[C@]4(C)[C@H]3CC[C@]12C)N(C)C(=O)C1=CC=CC=C51)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C31H46N2O/c1-20(32(4)5)24-13-14-25-22-12-11-21-19-31(27-10-8-7-9-23(27)28(34)33(31)6)18-17-29(21,2)26(22)15-16-30(24,25)3/h7-10,20-22,24-26H,11-19H2,1-6H3/t20-,21+,22-,24+,25-,26-,29-,30+,31+/m0/s1

> <INCHI_KEY>
SLGWGPQWJRVPAD-XANVTQNNSA-N

> <FORMULA>
C31H46N2O

> <MOLECULAR_WEIGHT>
462.722

> <EXACT_MASS>
462.361014109

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
57.12994963298841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,1'S,2'S,7'R,10'R,11'S,14'S,15'S)-14'-[(1S)-1-(dimethylamino)ethyl]-2,2',15'-trimethyl-2,3-dihydrospiro[isoindole-1,5'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-3-one

> <JCHEM_LOGP>
5.9529949920000025

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.300296987954846

> <JCHEM_POLAR_SURFACE_AREA>
23.550000000000004

> <JCHEM_REFRACTIVITY>
140.77429999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,1'S,2'S,7'R,10'R,11'S,14'S,15'S)-14'-[(1S)-1-(dimethylamino)ethyl]-2,2',15'-trimethylspiro[isoindole-1,5'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      13.817   3.977   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.978   2.445   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.732   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.733   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.268  -0.476   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.363   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.831   0.931   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.926  -0.315   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.394  -0.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.768   1.252   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.236   1.413   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.610   2.820   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.515   4.066   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.046   3.905   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.673   2.498   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.578   3.744   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.205   2.337   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.110   3.583   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.641   3.423   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.268   2.016   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.298   3.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.579   1.675   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.741   0.144   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.495  -0.762   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.088  -0.135   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.073   1.396   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.173   2.302   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.333   3.833   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.189   4.863   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0       2.840   4.153   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       3.466   5.560   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      15.385   1.819   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      16.631   2.725   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.546   0.288   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   22   30                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16   17                                             
CONECT   16   15                                                            
CONECT   17   15    7   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    3    6   21                                             
CONECT   21   20                                                            
CONECT   22   12   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   12   31                                                  
CONECT   31   30                                                            
CONECT   32    2   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₆N₂O

Average Mass

462.7220 Da

Monoisotopic Mass

462.36101 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@]5(CC[C@]4(C)[C@H]3CC[C@]12C)N(C)C(=O)C1=CC=CC=C51)N(C)C

InChI Identifier

InChI=1S/C31H46N2O/c1-20(32(4)5)24-13-14-25-22-12-11-21-19-31(27-10-8-7-9-23(27)28(34)33(31)6)18-17-29(21,2)26(22)15-16-30(24,25)3/h7-10,20-22,24-26H,11-19H2,1-6H3/t20-,21+,22-,24+,25-,26-,29-,30+,31+/m0/s1

InChI Key

SLGWGPQWJRVPAD-XANVTQNNSA-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 azasteroids and derivatives. These are steroid derivatives in which one carbon atom in the steroidal skeleton has been substituted with a nitrogen atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Azasteroids and derivatives

Direct Parent

Azasteroids and derivatives

Alternative Parents

Substituents

22-azasteroid
Pregnane-skeleton
Steroidal alkaloid
Azasteroid
Isoindolone
Isoindoline
Isoindole
Isoindole or derivatives
Alkaloid or derivatives
Aralkylamine
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Lactam
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

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

162990673

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,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one (NP0302854)

MOL for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

3D MOL for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

3D SDF for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

3D-SDF for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

PDB for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

3D PDB for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

SMILES for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

INCHI for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

Structure for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)

3D Structure for NP0302854 ((1s,3as,3br,5ar,7r,9as,9bs,11as)-1-[(1s)-1-(dimethylamino)ethyl]-2',9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,9,9b,10,11-tetradecahydrospiro[cyclopenta[a]phenanthrene-7,1'-isoindol]-3'-one)