NP-MRD: Showing NP-Card for (1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate (NP0284676)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 12:30:06 UTC

Updated at

2022-09-09 12:30:07 UTC

NP-MRD ID

NP0284676

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate

Description

CHEMBL3913283 belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate is found in Euphorbia peplus. Based on a literature review very few articles have been published on CHEMBL3913283.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092214302D          

 47 51  0  0  1  0            999 V2000
    2.2346   -0.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -1.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -1.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805   -1.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5115   -2.7035    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1264   -3.2535    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3788   -2.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9466   -3.1647    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4294   -2.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2501   -2.5794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1900   -1.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0500   -2.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2749   -1.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0747   -1.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -0.9919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5881   -3.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053   -4.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432   -4.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845   -3.9173    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5420   -4.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9919   -5.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2493   -6.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1844   -5.1470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732   -4.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9574   -4.0611    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8738   -4.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736   -4.3185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0046   -5.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2208   -5.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060   -4.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518   -6.1909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5588   -3.7684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7386   -3.8572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3283   -4.5730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4967   -4.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114   -3.8624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -5.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921   -6.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9024   -6.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7274   -6.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421   -6.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319   -5.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -3.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4069   -2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0120   -2.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277   -2.9609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8114   -2.1401    0.0000 O   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  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 33 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 32 46  1  0  0  0  0
  5 46  1  0  0  0  0
 46 47  1  1  0  0  0
M  END

     RDKit          3D

 91 95  0  0  0  0  0  0  0  0999 V2000
   -2.0828    4.1863    3.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    3.3851    1.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299    3.6927    0.7639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    2.2791    1.7868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963    1.4894    0.6033 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2638    0.0676    0.8266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8182   -0.0427    2.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574   -0.2395   -0.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6003   -0.8845    0.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645   -0.9986   -0.2833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6876   -2.0611    0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4975    0.1791   -0.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1280    0.7200    0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9187    2.0026    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1114    0.2213    1.8709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3845   -1.5681   -1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967   -2.0938   -1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7562   -3.2779   -1.6393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -1.0781   -1.2079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7733   -0.2891   -2.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168   -0.8174   -3.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182   -0.0608   -4.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0452   -2.0663   -3.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6870   -1.7108   -0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2610   -0.9556    0.5242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2224   -2.0204    1.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1741   -0.5169    0.3558 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0710   -1.5374    0.7858 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -2.2306   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969   -3.2702    0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9067   -1.9854   -1.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874    0.8081    0.9726 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7278    1.4115    0.9058 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6976    0.7575    0.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111    0.3904    0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0653    0.6830    1.9386 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9743   -0.2813    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8506   -0.5864   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9145   -1.2457   -1.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0720   -1.5958   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1619   -1.2771    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1214   -0.6238    0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5252    2.8587    0.4180 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8498    2.9119   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0413    3.0837    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998    1.7531    0.1495 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6316    1.5301   -1.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1193    4.2426    3.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3581    5.2130    2.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093    3.7932    3.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563    1.9908   -0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -0.9945    2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507    0.8619    2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0121    0.0531    3.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744    0.6967   -0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666   -1.9176    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9051   -0.2076    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7333   -1.9018    0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815   -2.0625    1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4059   -3.0788   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5927    2.5641   -0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9929    1.8240    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    2.6597    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -2.3689   -1.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4500   -0.7461   -2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023   -0.5068   -5.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0170    1.0153   -4.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -0.2101   -5.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425   -2.7753   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -1.6253   -1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0934   -1.6073    2.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5636   -2.7828    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683   -2.5981    1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478   -0.4197   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8313   -4.1694   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4463   -3.6440    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8232   -2.8818    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9829    0.9023    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1121    1.5607    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -0.3461   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8310   -1.4918   -2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8941   -2.1045   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0419   -1.5285    0.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2732   -0.4073    1.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546    3.5700    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9379    1.9035   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0777    3.5438   -1.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172    3.4192   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8596    3.1719    1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6624    3.9305    0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620    1.8280   -1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
 44 43  1  0
 43 45  1  0
 45 46  1  0
 46 47  1  6
 46 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 32 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 27 25  1  0
 25 26  1  1
 25 24  1  0
 24 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  1  0
 21 23  2  0
 19  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 10 12  1  6
 12 13  1  0
 13 14  1  0
 13 15  2  0
  8  6  1  0
  6  7  1  1
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 33 43  1  0
 42 37  1  0
  6 25  1  0
  5 46  1  0
 17 19  1  0
 44 86  1  0
 44 87  1  0
 44 88  1  0
 43 85  1  1
 45 89  1  0
 45 90  1  0
 47 91  1  0
 32 78  1  1
 33 79  1  1
 38 80  1  0
 39 81  1  0
 40 82  1  0
 41 83  1  0
 42 84  1  0
 27 74  1  6
 30 75  1  0
 30 76  1  0
 30 77  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 24 69  1  0
 24 70  1  0
 22 66  1  0
 22 67  1  0
 22 68  1  0
  8 55  1  6
  9 56  1  0
  9 57  1  0
 11 58  1  0
 11 59  1  0
 11 60  1  0
 16 64  1  0
 16 65  1  0
 14 61  1  0
 14 62  1  0
 14 63  1  0
  7 52  1  0
  7 53  1  0
  7 54  1  0
  5 51  1  6
  1 48  1  0
  1 49  1  0
  1 50  1  0
M  END


  Mrv1652309092214302D          

 47 51  0  0  1  0            999 V2000
    2.2346   -0.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -1.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -1.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805   -1.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5115   -2.7035    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1264   -3.2535    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3788   -2.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9466   -3.1647    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4294   -2.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2501   -2.5794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1900   -1.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0500   -2.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2749   -1.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0747   -1.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -0.9919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5881   -3.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053   -4.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432   -4.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845   -3.9173    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5420   -4.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9919   -5.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2493   -6.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1844   -5.1470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732   -4.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9574   -4.0611    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8738   -4.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736   -4.3185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0046   -5.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2208   -5.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060   -4.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518   -6.1909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5588   -3.7684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7386   -3.8572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3283   -4.5730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4967   -4.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114   -3.8624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -5.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921   -6.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9024   -6.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7274   -6.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421   -6.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319   -5.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -3.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4069   -2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0120   -2.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277   -2.9609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8114   -2.1401    0.0000 O   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  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 33 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 32 46  1  0  0  0  0
  5 46  1  0  0  0  0
 46 47  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0284676

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C35H44O12/c1-18-14-34(42)26(27(18)45-29(41)23-12-10-9-11-13-23)28(43-19(2)36)32(7)17-35(47-22(5)39)24(33(32,8)30(34)44-20(3)37)15-31(6,16-25(35)40)46-21(4)38/h9-13,18,24,26-28,30,42H,14-17H2,1-8H3/t18-,24-,26+,27-,28+,30+,31+,32-,33+,34+,35-/m0/s1

> <INCHI_KEY>
OZQWSFKQTTZXSZ-KQIJLKBVSA-N

> <FORMULA>
C35H44O12

> <MOLECULAR_WEIGHT>
656.725

> <EXACT_MASS>
656.283276857

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
67.02395295392898

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3aR,4R,4aS,4bS,6R,8aS,9aR,10R,10aR)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-hexadecahydrocyclopenta[b]fluoren-1-yl benzoate

> <JCHEM_LOGP>
2.831484923333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.080028546167135

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.41018372034323

> <JCHEM_PKA_STRONGEST_BASIC>
-3.494144994606126

> <JCHEM_POLAR_SURFACE_AREA>
168.79999999999998

> <JCHEM_REFRACTIVITY>
161.58079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3aR,4R,4aS,4bS,6R,8aS,9aR,10R,10aR)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       4.171  -1.005   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.856  -2.512   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.393  -2.993   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.004  -3.539   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.688  -5.046   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.836  -6.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.307  -4.607   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.367  -5.907   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.268  -4.659   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.800  -4.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.688  -3.279   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.293  -4.438   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.713  -2.956   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.206  -2.579   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.640  -1.851   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.431  -6.220   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.530  -7.468   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.161  -8.873   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.998  -7.312   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.478  -8.775   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.451  -9.923   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.932 -11.386   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.944  -9.608   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.857  -8.346   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.521  -7.581   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.364  -9.113   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.057  -8.061   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.742  -9.569   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.279 -10.049   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.131  -9.022   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.963 -11.556   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.910  -7.034   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.379  -7.200   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.613  -8.536   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.927  -8.541   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.701  -7.210   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.693  -9.877   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.919 -11.208   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.684 -12.545   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -3.224 -12.549   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.999 -11.218   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -3.233  -9.882   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.748  -5.795   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.760  -5.480   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.889  -4.761   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.225  -5.527   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       3.381  -3.995   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   46                                                  
CONECT    6    5    7    8   25                                             
CONECT    7    6                                                            
CONECT    8    6    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   16                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   10   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    8   20   24                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25                                                       
CONECT   25   24    6   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33   46                                                  
CONECT   33   32   34   43                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   37                                                       
CONECT   43   33   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   32    5   47                                             
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₄O₁₂

Average Mass

656.7250 Da

Monoisotopic Mass

656.28328 Da

IUPAC Name

(1S,2S,3aR,4R,4aS,4bS,6R,8aS,9aR,10R,10aR)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-hexadecahydrocyclopenta[b]fluoren-1-yl benzoate

Traditional Name

(1S,2S,3aR,4R,4aS,4bS,6R,8aS,9aR,10R,10aR)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C35H44O12/c1-18-14-34(42)26(27(18)45-29(41)23-12-10-9-11-13-23)28(43-19(2)36)32(7)17-35(47-22(5)39)24(33(32,8)30(34)44-20(3)37)15-31(6,16-25(35)40)46-21(4)38/h9-13,18,24,26-28,30,42H,14-17H2,1-8H3/t18-,24-,26+,27-,28+,30+,31+,32-,33+,34+,35-/m0/s1

InChI Key

OZQWSFKQTTZXSZ-KQIJLKBVSA-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
Euphorbia Euphorbia peplus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Pentacarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Alpha-acyloxy ketone
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Cyclic alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.83	ChemAxon
pKa (Strongest Acidic)	13.41	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	168.8 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	161.58 m³·mol⁻¹	ChemAxon
Polarizability	67.02 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

9832299

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11657561

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate (NP0284676)

MOL for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

3D MOL for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

3D SDF for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

3D-SDF for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

PDB for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

3D PDB for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

SMILES for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

INCHI for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

Structure for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)

3D Structure for NP0284676 ((1s,2s,3ar,4r,4as,4bs,6r,8as,9ar,10r,10ar)-4,6,8a,10-tetrakis(acetyloxy)-3a-hydroxy-2,4a,6,9a-tetramethyl-8-oxo-decahydrocyclopenta[b]fluoren-1-yl benzoate)