NP-MRD: Showing NP-Card for 1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate (NP0247623)

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Record Information

Version

2.0

Created at

2022-09-07 09:32:31 UTC

Updated at

2022-09-07 09:32:32 UTC

NP-MRD ID

NP0247623

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate

Description

14-(3,4-Dihydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyl-8-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl dodecanoate belongs to the class of organic compounds known as ecdysteroids. These are polyhydroxylated oxosteroids possessing a cyclopentano-perhydro-phenantrene with beta side-chain at C-17, which is the product of terpene biosynthesis through mevalonic acid, cholesterol and related sterols. Ecdysteroids are found in certain plants and animals. 1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate is found in Lilium longiflorum. Based on a literature review very few articles have been published on 14-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyl-8-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl dodecanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072211322D          

 45 48  0  0  0  0            999 V2000
   -7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7550   -9.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6144  -10.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214  -10.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734  -11.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6763   -9.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1243   -9.2953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0353  -10.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7382   -8.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1862   -8.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452   -8.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8001   -7.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0972   -9.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788  -11.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584  -11.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 31 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 25 45  1  0  0  0  0
 29 45  1  0  0  0  0
M  END

     RDKit          3D

115118  0  0  0  0  0  0  0  0999 V2000
   12.6216    2.2669    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3451    1.6970    0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1017    2.2975    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0329    2.1148   -1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0637    0.6881   -1.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8447   -0.0278   -0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8589   -1.4650   -1.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7572   -2.3323   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5077   -2.5809    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1476   -1.4677    1.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175   -0.6858    1.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434   -1.5619    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045   -2.7608    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -1.0355    0.6388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3503   -1.8536    0.6324 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7091   -1.9254   -0.7365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627   -0.5620   -1.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028    0.3054   -0.3817 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7708    1.7249   -0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3521   -1.1590    1.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575    1.1543    1.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9471    1.6647    2.8690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598    1.4568    1.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6028    0.2829    0.8268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8186   -0.1841   -0.3652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5593    0.0560   -1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -0.6554   -1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7197   -0.2913   -0.4259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0128   -1.5947    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9186    0.4783   -0.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2664   -0.1279   -0.5833 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2907   -1.4677   -1.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3982    0.6661   -1.0573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5044    1.9754   -0.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7693    0.0823   -0.8785 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9125   -1.2451   -1.1936 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.6873   -0.2045    1.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.6067    1.1382   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7769    1.8780   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0099    0.6095    0.5677 C   0  0  2  0  0  0  0  0  0  0  0  0
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    9.8664   -1.9386   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7963   -1.9077   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301   -3.3388   -1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3930   -2.4424   -1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4377   -1.7705    1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.6434    1.2451   -0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4620    2.1045    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8454    2.6555   -1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7003    2.5168   -0.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4099    2.6696    1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    0.4431    1.5394 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 31  1  0
 31 43  1  0
 43 44  1  0
 44 45  1  0
 45 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  2  0
 22 20  1  0
 20 21  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 40 42  1  0
 21 15  1  0
 20 18  1  0
 25 26  1  0
 45 29  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 11 68  1  0
 15 69  1  1
 16 70  1  0
 16 71  1  0
 17 72  1  0
 17 73  1  0
 19 74  1  0
 19 75  1  0
 19 76  1  0
 26 83  1  1
 27 84  1  0
 27 85  1  0
 28 86  1  0
 28 87  1  0
 30 88  1  0
 30 89  1  0
 30 90  1  0
 31 91  1  6
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  1
 25 82  1  1
 24 80  1  0
 24 81  1  0
 20 77  1  6
 21 78  1  0
 21 79  1  0
 32 92  1  1
 33 93  1  0
 33 94  1  0
 33 95  1  0
 34 96  1  6
 35 97  1  0
 36 98  1  6
 37 99  1  0
 38100  1  1
 39101  1  0
 39102  1  0
 39103  1  0
 40104  1  0
 41105  1  0
 41106  1  0
 41107  1  0
 42108  1  0
 42109  1  0
 42110  1  0
M  END


  Mrv1652309072211322D          

 45 48  0  0  0  0            999 V2000
   -7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7550   -9.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6144  -10.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214  -10.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734  -11.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6763   -9.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1243   -9.2953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4833   -9.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0353  -10.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7382   -8.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1862   -8.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452   -8.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8001   -7.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0972   -9.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788  -11.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584  -11.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 31 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 25 45  1  0  0  0  0
 29 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0247623

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC(=O)C2C1)C(C)C(O)C(O)C(C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H70O5/c1-8-9-10-11-12-13-14-15-16-17-36(42)45-29-20-22-40(7)33-21-23-39(6)31(28(5)38(44)37(43)27(4)26(2)3)18-19-32(39)30(33)25-35(41)34(40)24-29/h26-34,37-38,43-44H,8-25H2,1-7H3

> <INCHI_KEY>
CJCFFXZLPKANKK-UHFFFAOYSA-N

> <FORMULA>
C40H70O5

> <MOLECULAR_WEIGHT>
630.995

> <EXACT_MASS>
630.522325354

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
115

> <JCHEM_AVERAGE_POLARIZABILITY>
79.90506429205955

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyl-8-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl dodecanoate

> <JCHEM_LOGP>
9.719301633333338

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.080791336751911

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.655674676585797

> <JCHEM_PKA_STRONGEST_BASIC>
-3.254723053919168

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
183.04680000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
14-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyl-8-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl dodecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0     -14.670 -14.630   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.337 -15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.003 -14.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.669 -15.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002 -15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335 -15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667 -15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000 -15.400   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000 -16.940   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667 -15.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335 -15.400   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001 -17.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001 -19.250   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667 -20.020   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.335 -20.020   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668 -17.710   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336 -17.710   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.743 -18.624   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.480 -20.280   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.987 -19.960   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.017 -21.105   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.462 -18.496   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.432 -17.351   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      13.969 -18.175   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      14.999 -19.320   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      14.445 -16.711   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.414 -15.566   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.951 -16.391   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.427 -14.926   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.981 -17.535   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.854 -21.687   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.322 -21.526   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       8.002 -20.020   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   26                                             
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20   15                                                       
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   45                                                  
CONECT   26   25   18   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   45                                             
CONECT   30   29                                                            
CONECT   31   29   32   43                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   31   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   25   29                                                  
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Value	Source
14-(3,4-Dihydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyl-8-oxotetracyclo[8.7.0.0,.0,]heptadecan-5-yl dodecanoic acid	Generator

Chemical Formula

C₄₀H₇₀O₅

Average Mass

630.9950 Da

Monoisotopic Mass

630.52233 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC(=O)C2C1)C(C)C(O)C(O)C(C)C(C)C

InChI Identifier

InChI=1S/C40H70O5/c1-8-9-10-11-12-13-14-15-16-17-36(42)45-29-20-22-40(7)33-21-23-39(6)31(28(5)38(44)37(43)27(4)26(2)3)18-19-32(39)30(33)25-35(41)34(40)24-29/h26-34,37-38,43-44H,8-25H2,1-7H3

InChI Key

CJCFFXZLPKANKK-UHFFFAOYSA-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
Lilium longiflorum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ecdysteroids. These are polyhydroxylated oxosteroids possessing a cyclopentano-perhydro-phenantrene with beta side-chain at C-17, which is the product of terpene biosynthesis through mevalonic acid, cholesterol and related sterols. Ecdysteroids are found in certain plants and animals.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ecdysteroids

Direct Parent

Ecdysteroids

Alternative Parents

Substituents

Ecdysteroid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
23-hydroxysteroid
Bile acid, alcohol, or derivatives
22-hydroxysteroid
Steroid ester
6-oxosteroid
Oxosteroid
Hydroxysteroid
1,2-diol
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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

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

162854605

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate (NP0247623)

MOL for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

3D MOL for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

3D SDF for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

3D-SDF for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

PDB for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

3D PDB for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

SMILES for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

INCHI for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

Structure for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)

3D Structure for NP0247623 (1-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-5-oxo-tetradecahydrocyclopenta[a]phenanthren-7-yl dodecanoate)