NP-MRD: Showing NP-Card for gemmacolide K (NP0036145)

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Record Information

Version

1.0

Created at

2021-06-20 19:23:48 UTC

Updated at

2021-06-30 00:07:39 UTC

NP-MRD ID

NP0036145

Secondary Accession Numbers

None

Natural Product Identification

Common Name

gemmacolide K

Provided By

JEOL Database JEOL Logo

Description

Gemmacolide K, (rel)- belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. gemmacolide K is found in Dichotella gemmacea. It was first documented in 2011 (Li, C., et al.). Gemmacolide K, (rel)- is a strongly basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121233D          

 92 95  0  0  0  0            999 V2000
    0.4555    3.6073   -1.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219    3.7982   -0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504    3.9548    0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849    3.0219    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694    1.5623    0.6840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8035    1.5156    0.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    1.4862   -0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697    1.3883   -1.8631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7227    1.5568   -0.9705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1935    1.7496   -2.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495    0.4924    1.8281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5690    1.0334    3.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866    0.0314    1.9161 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6591    1.0840    1.9815 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1780    2.2772    2.6280 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0168    2.8905    3.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004    3.9856    4.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    2.6032    3.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    1.3350    0.5889 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4260    1.0198   -0.4651 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    0.4350    0.3794 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3232   -1.0149    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    1.1713   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1436    0.7197   -1.4811 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    2.4462   -0.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026    2.7046    0.3465 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1093    3.9591    0.1934 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9896    5.3024   -0.6237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -1.0824    2.9884 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0411   -0.8007    4.4147 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9343   -1.3626    3.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922   -2.3447    2.6952 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3610   -2.9292    1.4971 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271   -4.2817    1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656   -5.0462    2.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871   -4.7221    0.1096 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1544   -5.6811    0.3718 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3248   -4.9643    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -6.3131   -0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.9681    2.5176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4552   -3.1119    2.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8568   -3.9335    3.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -5.1032    2.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555   -3.7296    4.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -0.8255    1.4902 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4765   -1.2926    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -1.7103   -0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321   -2.2191   -1.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517   -1.6640   -0.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641    3.5257   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477    3.5374   -2.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253    4.9618    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8987    3.3852    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282    1.2935   -0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1472    0.6263   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0750    2.3999   -0.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6281    1.1988   -2.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    0.3338    4.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    1.2450    3.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708    1.9567    3.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6762   -0.5269    0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    0.6820    2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9914    4.4686    4.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9424    4.7347    3.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4678    3.5675    4.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7713    1.3395   -1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2557    0.4793    1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.5425    0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7321   -1.1051   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675   -1.5413   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267    2.9294    1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797    4.3601    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2208    0.2174    4.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985   -1.4523    5.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0829   -3.0504    3.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -5.2020   -0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -3.8461   -0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -6.4871    1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7076   -4.1510    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488   -5.6612    1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0267   -4.5396    2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -5.5524   -1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400   -7.0163   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8023   -6.8665   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0683   -1.6078    3.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8045   -5.8203    3.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153   -5.6028    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -4.7653    2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9506   -0.5912    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -3.0769   -1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222   -2.5394   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574   -1.4222   -2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 31  1  6  0  0  0
 13 14  1  0  0  0  0
 30 31  1  0  0  0  0
  5  4  1  0  0  0  0
 14 19  1  0  0  0  0
 37 39  1  0  0  0  0
  4  3  2  0  0  0  0
 13 61  1  6  0  0  0
  3  2  1  0  0  0  0
  2 27  1  0  0  0  0
 45 46  1  0  0  0  0
  2  1  2  0  0  0  0
 27 26  1  0  0  0  0
 26 19  1  0  0  0  0
 37 38  1  0  0  0  0
 46 47  1  0  0  0  0
 40 45  1  0  0  0  0
 47 48  1  0  0  0  0
 32 29  1  0  0  0  0
 19 21  1  0  0  0  0
 21 23  1  0  0  0  0
 23 25  1  0  0  0  0
 26 25  1  0  0  0  0
 47 49  2  0  0  0  0
 21 22  1  0  0  0  0
 29 13  1  0  0  0  0
 27 28  1  0  0  0  0
 40 41  1  0  0  0  0
 19 20  1  6  0  0  0
 11 45  1  0  0  0  0
 23 24  2  0  0  0  0
 33 34  1  0  0  0  0
 34 36  1  0  0  0  0
 41 42  1  0  0  0  0
 11 12  1  1  0  0  0
 34 35  2  0  0  0  0
  5  6  1  0  0  0  0
 42 43  1  0  0  0  0
  6  7  1  0  0  0  0
 29 30  1  0  0  0  0
  7  9  1  0  0  0  0
 42 44  2  0  0  0  0
  9 10  1  0  0  0  0
 40 32  1  0  0  0  0
  7  8  2  0  0  0  0
 32 33  1  0  0  0  0
 14 15  1  0  0  0  0
 13 11  1  0  0  0  0
 15 16  1  0  0  0  0
 36 37  1  0  0  0  0
 16 18  2  0  0  0  0
 11  5  1  0  0  0  0
 16 17  1  0  0  0  0
 36 76  1  0  0  0  0
 36 77  1  0  0  0  0
 37 78  1  1  0  0  0
 38 79  1  0  0  0  0
 38 80  1  0  0  0  0
 38 81  1  0  0  0  0
 39 82  1  0  0  0  0
 39 83  1  0  0  0  0
 39 84  1  0  0  0  0
 40 85  1  1  0  0  0
 32 75  1  1  0  0  0
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 30 74  1  0  0  0  0
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 48 92  1  0  0  0  0
 43 86  1  0  0  0  0
 43 87  1  0  0  0  0
 43 88  1  0  0  0  0
  5 54  1  6  0  0  0
 14 62  1  1  0  0  0
  4 53  1  0  0  0  0
  3 52  1  0  0  0  0
 27 72  1  1  0  0  0
  1 50  1  0  0  0  0
  1 51  1  0  0  0  0
 26 71  1  1  0  0  0
 21 67  1  1  0  0  0
 22 68  1  0  0  0  0
 22 69  1  0  0  0  0
 22 70  1  0  0  0  0
 20 66  1  0  0  0  0
 12 58  1  0  0  0  0
 12 59  1  0  0  0  0
 12 60  1  0  0  0  0
  9 55  1  0  0  0  0
  9 56  1  0  0  0  0
 10 57  1  0  0  0  0
 17 63  1  0  0  0  0
 17 64  1  0  0  0  0
 17 65  1  0  0  0  0
M  END

     RDKit          3D

 92 95  0  0  0  0  0  0  0  0999 V2000
    0.4555    3.6073   -1.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219    3.7982   -0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504    3.9548    0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849    3.0219    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694    1.5623    0.6840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8035    1.5156    0.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    1.4862   -0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697    1.3883   -1.8631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7227    1.5568   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935    1.7496   -2.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495    0.4924    1.8281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5690    1.0334    3.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866    0.0314    1.9161 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6591    1.0840    1.9815 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1780    2.2772    2.6280 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0168    2.8905    3.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004    3.9856    4.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    2.6032    3.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    1.3350    0.5889 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4260    1.0198   -0.4651 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    0.4350    0.3794 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3232   -1.0149    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    1.1713   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1436    0.7197   -1.4811 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    2.4462   -0.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026    2.7046    0.3465 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1093    3.9591    0.1934 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9896    5.3024   -0.6237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -1.0824    2.9884 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0411   -0.8007    4.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343   -1.3626    3.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3610   -2.9292    1.4971 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271   -4.2817    1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9871   -4.7221    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544   -5.6811    0.3718 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3248   -4.9643    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -6.3131   -0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.9681    2.5176 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.8568   -3.9335    3.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -5.1032    2.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555   -3.7296    4.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -0.8255    1.4902 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4765   -1.2926    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -1.7103   -0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321   -2.2191   -1.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517   -1.6640   -0.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641    3.5257   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477    3.5374   -2.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253    4.9618    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8987    3.3852    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282    1.2935   -0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1472    0.6263   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0750    2.3999   -0.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202121233D          

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M  END
> <DATABASE_ID>
NP0036145

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C(=O)O[C@@]1([H])\C([H])=C([H])/C(=C([H])[H])[C@]([H])(Cl)[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]2(O[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@]3(OC3([H])[H])[C@]([H])(OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H43ClO15/c1-14(2)11-21(39)48-28-24(44-17(5)36)27(45-18(6)37)31(8)20(47-22(40)12-35)10-9-15(3)23(34)26-33(42,16(4)30(41)49-26)29(46-19(7)38)25(31)32(28)13-43-32/h9-10,14,16,20,23-29,35,42H,3,11-13H2,1-2,4-8H3/b10-9-/t16-,20-,23-,24+,25+,26-,27-,28+,29-,31+,32-,33-/m0/s1

> <INCHI_KEY>
JDAZPYNSXYPAGN-IGYAXIRDSA-N

> <FORMULA>
C33H43ClO15

> <MOLECULAR_WEIGHT>
715.14

> <EXACT_MASS>
714.2290484

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
68.791513073913

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'S,2R,2'S,3'R,4'R,7'R,8'S,10'Z,12'S,13'S,14'R,15'R,16'R)-2',14',15'-tris(acetyloxy)-8'-chloro-3'-hydroxy-12'-[(2-hydroxyacetyl)oxy]-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecan]-10'-en-16'-yl 3-methylbutanoate

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
0.8728849979999991

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19527859565203

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.297616478262094

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6187618436972864

> <JCHEM_POLAR_SURFACE_AREA>
210.78999999999996

> <JCHEM_REFRACTIVITY>
163.52539999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2R,2'S,3'R,4'R,7'R,8'S,10'Z,12'S,13'S,14'R,15'R,16'R)-2',14',15'-tris(acetyloxy)-8'-chloro-3'-hydroxy-12'-[(2-hydroxyacetyl)oxy]-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecan]-10'-en-16'-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 92 95  0  0  0  0  0  0  0  0999 V2000
    0.4555    3.6073   -1.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219    3.7982   -0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504    3.9548    0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849    3.0219    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694    1.5623    0.6840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8035    1.5156    0.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030    1.4862   -0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697    1.3883   -1.8631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7227    1.5568   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935    1.7496   -2.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495    0.4924    1.8281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5690    1.0334    3.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866    0.0314    1.9161 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6591    1.0840    1.9815 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1780    2.2772    2.6280 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0168    2.8905    3.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004    3.9856    4.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    2.6032    3.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    1.3350    0.5889 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4260    1.0198   -0.4651 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    0.4350    0.3794 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3232   -1.0149    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    1.1713   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1436    0.7197   -1.4811 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    2.4462   -0.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026    2.7046    0.3465 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1093    3.9591    0.1934 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9896    5.3024   -0.6237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -1.0824    2.9884 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0411   -0.8007    4.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343   -1.3626    3.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922   -2.3447    2.6952 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3610   -2.9292    1.4971 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271   -4.2817    1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656   -5.0462    2.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871   -4.7221    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544   -5.6811    0.3718 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3248   -4.9643    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -6.3131   -0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.9681    2.5176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4552   -3.1119    2.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8568   -3.9335    3.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -5.1032    2.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555   -3.7296    4.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -0.8255    1.4902 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4765   -1.2926    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -1.7103   -0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321   -2.2191   -1.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517   -1.6640   -0.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641    3.5257   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477    3.5374   -2.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253    4.9618    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8987    3.3852    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282    1.2935   -0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1472    0.6263   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0750    2.3999   -0.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6281    1.1988   -2.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    0.3338    4.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    1.2450    3.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708    1.9567    3.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6762   -0.5269    0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    0.6820    2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9914    4.4686    4.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9424    4.7347    3.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4678    3.5675    4.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7713    1.3395   -1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2557    0.4793    1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.5425    0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7321   -1.1051   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675   -1.5413   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267    2.9294    1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797    4.3601    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2208    0.2174    4.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985   -1.4523    5.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0829   -3.0504    3.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099   -5.2020   -0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -3.8461   -0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -6.4871    1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7076   -4.1510    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488   -5.6612    1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0267   -4.5396    2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -5.5524   -1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400   -7.0163   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8023   -6.8665   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0683   -1.6078    3.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8045   -5.8203    3.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153   -5.6028    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -4.7653    2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9506   -0.5912    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -3.0769   -1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222   -2.5394   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574   -1.4222   -2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 31  1  6
 13 14  1  0
 30 31  1  0
  5  4  1  0
 14 19  1  0
 37 39  1  0
  4  3  2  0
 13 61  1  6
  3  2  1  0
  2 27  1  0
 45 46  1  0
  2  1  2  0
 27 26  1  0
 26 19  1  0
 37 38  1  0
 46 47  1  0
 40 45  1  0
 47 48  1  0
 32 29  1  0
 19 21  1  0
 21 23  1  0
 23 25  1  0
 26 25  1  0
 47 49  2  0
 21 22  1  0
 29 13  1  0
 27 28  1  0
 40 41  1  0
 19 20  1  6
 11 45  1  0
 23 24  2  0
 33 34  1  0
 34 36  1  0
 41 42  1  0
 11 12  1  1
 34 35  2  0
  5  6  1  0
 42 43  1  0
  6  7  1  0
 29 30  1  0
  7  9  1  0
 42 44  2  0
  9 10  1  0
 40 32  1  0
  7  8  2  0
 32 33  1  0
 14 15  1  0
 13 11  1  0
 15 16  1  0
 36 37  1  0
 16 18  2  0
 11  5  1  0
 16 17  1  0
 36 76  1  0
 36 77  1  0
 37 78  1  1
 38 79  1  0
 38 80  1  0
 38 81  1  0
 39 82  1  0
 39 83  1  0
 39 84  1  0
 40 85  1  1
 32 75  1  1
 45 89  1  6
 30 73  1  0
 30 74  1  0
 48 90  1  0
 48 91  1  0
 48 92  1  0
 43 86  1  0
 43 87  1  0
 43 88  1  0
  5 54  1  6
 14 62  1  1
  4 53  1  0
  3 52  1  0
 27 72  1  1
  1 50  1  0
  1 51  1  0
 26 71  1  1
 21 67  1  1
 22 68  1  0
 22 69  1  0
 22 70  1  0
 20 66  1  0
 12 58  1  0
 12 59  1  0
 12 60  1  0
  9 55  1  0
  9 56  1  0
 10 57  1  0
 17 63  1  0
 17 64  1  0
 17 65  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.456   3.607  -1.708  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.722   3.798  -0.405  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.350   3.955   0.558  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.185   3.022   1.038  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.369   1.562   0.684  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.804   1.516   0.415  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.203   1.486  -0.887  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.470   1.388  -1.863  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.723   1.557  -0.971  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.194   1.750  -2.299  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.050   0.492   1.828  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.569   1.033   3.190  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.487   0.031   1.916  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.659   1.084   1.982  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.178   2.277   2.628  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.017   2.890   3.509  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.300   3.986   4.237  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.193   2.603   3.667  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.349   1.335   0.589  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.426   1.020  -0.465  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.589   0.435   0.379  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.323  -1.015   0.004  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.287   1.171  -0.741  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.144   0.720  -1.481  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.797   2.446  -0.830  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.003   2.705   0.347  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.109   3.959   0.193  0.00  0.00           C+0
HETATM   28 Cl   UNK     0       2.990   5.302  -0.624  0.00  0.00          Cl+0
HETATM   29  C   UNK     0       0.600  -1.082   2.988  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.041  -0.801   4.415  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.934  -1.363   3.445  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.192  -2.345   2.695  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.361  -2.929   1.497  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.327  -4.282   1.394  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.166  -5.046   2.211  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.987  -4.722   0.110  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.154  -5.681   0.372  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.325  -4.964   1.049  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.619  -6.313  -0.941  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.676  -1.968   2.518  0.00  0.00           C+0
HETATM   41  O   UNK     0      -2.455  -3.112   2.107  0.00  0.00           O+0
HETATM   42  C   UNK     0      -2.857  -3.934   3.116  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.611  -5.103   2.564  0.00  0.00           C+0
HETATM   44  O   UNK     0      -2.656  -3.730   4.306  0.00  0.00           O+0
HETATM   45  C   UNK     0      -1.879  -0.826   1.490  0.00  0.00           C+0
HETATM   46  O   UNK     0      -1.476  -1.293   0.177  0.00  0.00           O+0
HETATM   47  C   UNK     0      -2.449  -1.710  -0.675  0.00  0.00           C+0
HETATM   48  C   UNK     0      -1.832  -2.219  -1.941  0.00  0.00           C+0
HETATM   49  O   UNK     0      -3.652  -1.664  -0.460  0.00  0.00           O+0
HETATM   50  H   UNK     0      -0.564   3.526  -2.077  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.248   3.537  -2.447  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.425   4.962   0.973  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.899   3.385   1.780  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.828   1.294  -0.221  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.147   0.626  -0.585  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.075   2.400  -0.370  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.628   1.199  -2.873  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.427   0.334   4.016  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.643   1.245   3.138  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.071   1.957   3.493  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.676  -0.527   0.994  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.453   0.682   2.615  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.991   4.469   4.933  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.942   4.735   3.527  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.468   3.567   4.808  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.771   1.339  -1.321  0.00  0.00           H+0
HETATM   67  H   UNK     0       4.256   0.479   1.250  0.00  0.00           H+0
HETATM   68  H   UNK     0       2.803  -1.543   0.807  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.732  -1.105  -0.913  0.00  0.00           H+0
HETATM   70  H   UNK     0       4.268  -1.541  -0.175  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.727   2.929   1.142  0.00  0.00           H+0
HETATM   72  H   UNK     0       1.980   4.360   1.204  0.00  0.00           H+0
HETATM   73  H   UNK     0       1.221   0.217   4.734  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.699  -1.452   5.211  0.00  0.00           H+0
HETATM   75  H   UNK     0      -0.083  -3.050   3.528  0.00  0.00           H+0
HETATM   76  H   UNK     0       0.210  -5.202  -0.497  0.00  0.00           H+0
HETATM   77  H   UNK     0       1.330  -3.846  -0.455  0.00  0.00           H+0
HETATM   78  H   UNK     0       1.820  -6.487   1.037  0.00  0.00           H+0
HETATM   79  H   UNK     0       3.708  -4.151   0.424  0.00  0.00           H+0
HETATM   80  H   UNK     0       4.149  -5.661   1.236  0.00  0.00           H+0
HETATM   81  H   UNK     0       3.027  -4.540   2.013  0.00  0.00           H+0
HETATM   82  H   UNK     0       2.969  -5.552  -1.647  0.00  0.00           H+0
HETATM   83  H   UNK     0       3.440  -7.016  -0.765  0.00  0.00           H+0
HETATM   84  H   UNK     0       1.802  -6.867  -1.416  0.00  0.00           H+0
HETATM   85  H   UNK     0      -2.068  -1.608   3.476  0.00  0.00           H+0
HETATM   86  H   UNK     0      -3.805  -5.820   3.367  0.00  0.00           H+0
HETATM   87  H   UNK     0      -3.015  -5.603   1.796  0.00  0.00           H+0
HETATM   88  H   UNK     0      -4.564  -4.765   2.151  0.00  0.00           H+0
HETATM   89  H   UNK     0      -2.951  -0.591   1.490  0.00  0.00           H+0
HETATM   90  H   UNK     0      -1.192  -3.077  -1.722  0.00  0.00           H+0
HETATM   91  H   UNK     0      -2.622  -2.539  -2.626  0.00  0.00           H+0
HETATM   92  H   UNK     0      -1.257  -1.422  -2.420  0.00  0.00           H+0
CONECT    1    2   50   51                                                  
CONECT    2    3   27    1                                                  
CONECT    3    4    2   52                                                  
CONECT    4    5    3   53                                                  
CONECT    5    4    6   11   54                                             
CONECT    6    5    7                                                       
CONECT    7    6    9    8                                                  
CONECT    8    7                                                            
CONECT    9    7   10   55   56                                             
CONECT   10    9   57                                                       
CONECT   11   45   12   13    5                                             
CONECT   12   11   58   59   60                                             
CONECT   13   14   61   29   11                                             
CONECT   14   13   19   15   62                                             
CONECT   15   14   16                                                       
CONECT   16   15   18   17                                                  
CONECT   17   16   63   64   65                                             
CONECT   18   16                                                            
CONECT   19   14   26   21   20                                             
CONECT   20   19   66                                                       
CONECT   21   19   23   22   67                                             
CONECT   22   21   68   69   70                                             
CONECT   23   21   25   24                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   27   19   25   71                                             
CONECT   27    2   26   28   72                                             
CONECT   28   27                                                            
CONECT   29   31   32   13   30                                             
CONECT   30   31   29   73   74                                             
CONECT   31   29   30                                                       
CONECT   32   29   40   33   75                                             
CONECT   33   34   32                                                       
CONECT   34   33   36   35                                                  
CONECT   35   34                                                            
CONECT   36   34   37   76   77                                             
CONECT   37   39   38   36   78                                             
CONECT   38   37   79   80   81                                             
CONECT   39   37   82   83   84                                             
CONECT   40   45   41   32   85                                             
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42   86   87   88                                             
CONECT   44   42                                                            
CONECT   45   46   40   11   89                                             
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47   90   91   92                                             
CONECT   49   47                                                            
CONECT   50    1                                                            
CONECT   51    1                                                            
CONECT   52    3                                                            
CONECT   53    4                                                            
CONECT   54    5                                                            
CONECT   55    9                                                            
CONECT   56    9                                                            
CONECT   57   10                                                            
CONECT   58   12                                                            
CONECT   59   12                                                            
CONECT   60   12                                                            
CONECT   61   13                                                            
CONECT   62   14                                                            
CONECT   63   17                                                            
CONECT   64   17                                                            
CONECT   65   17                                                            
CONECT   66   20                                                            
CONECT   67   21                                                            
CONECT   68   22                                                            
CONECT   69   22                                                            
CONECT   70   22                                                            
CONECT   71   26                                                            
CONECT   72   27                                                            
CONECT   73   30                                                            
CONECT   74   30                                                            
CONECT   75   32                                                            
CONECT   76   36                                                            
CONECT   77   36                                                            
CONECT   78   37                                                            
CONECT   79   38                                                            
CONECT   80   38                                                            
CONECT   81   38                                                            
CONECT   82   39                                                            
CONECT   83   39                                                            
CONECT   84   39                                                            
CONECT   85   40                                                            
CONECT   86   43                                                            
CONECT   87   43                                                            
CONECT   88   43                                                            
CONECT   89   45                                                            
CONECT   90   48                                                            
CONECT   91   48                                                            
CONECT   92   48                                                            
MASTER        0    0    0    0    0    0    0    0   92    0  190    0
END

RDKit          3D

92 95  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₃ClO₁₅

Average Mass

715.1400 Da

Monoisotopic Mass

714.22905 Da

IUPAC Name

(1'S,2R,2'S,3'R,4'R,7'R,8'S,10'Z,12'S,13'S,14'R,15'R,16'R)-2',14',15'-tris(acetyloxy)-8'-chloro-3'-hydroxy-12'-[(2-hydroxyacetyl)oxy]-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecan]-10'-en-16'-yl 3-methylbutanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C(=O)O[C@@]1([H])\C([H])=C([H])/C(=C([H])[H])[C@]([H])(Cl)[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]2(O[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@]3(OC3([H])[H])[C@]([H])(OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C33H43ClO15/c1-14(2)11-21(39)48-28-24(44-17(5)36)27(45-18(6)37)31(8)20(47-22(40)12-35)10-9-15(3)23(34)26-33(42,16(4)30(41)49-26)29(46-19(7)38)25(31)32(28)13-43-32/h9-10,14,16,20,23-29,35,42H,3,11-13H2,1-2,4-8H3/b10-9-/t16-,20-,23-,24+,25+,26-,27-,28+,29-,31+,32-,33-/m0/s1

InChI Key

JDAZPYNSXYPAGN-IGYAXIRDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dichotella gemmacea	JEOL database	Li, C., et al, J. Nat. Prod. 74, 1658 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Hexacarboxylic acid or derivatives
Briarane diterpenoid
Fatty acid ester
Gamma butyrolactone
Fatty acyl
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Alkyl halide
Alkyl chloride
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organohalogen compound
Organochloride
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

carbonyl compound (CHEBI:68213 )

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	2.7	ALOGPS
logP	0.87	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.3	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	210.79 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	163.53 m³·mol⁻¹	ChemAxon
Polarizability	68.79 Å³	ChemAxon
Number of Rings	4	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

27022368

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53468882

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li, C., et al. (2011). Li, C., et al, J. Nat. Prod. 74, 1658 (2011). J. Nat. Prod..

Showing NP-Card for gemmacolide K (NP0036145)

MOL for NP0036145 (gemmacolide K)

3D MOL for NP0036145 (gemmacolide K)

3D SDF for NP0036145 (gemmacolide K)

3D-SDF for NP0036145 (gemmacolide K)

PDB for NP0036145 (gemmacolide K)

3D PDB for NP0036145 (gemmacolide K)

SMILES for NP0036145 (gemmacolide K)

INCHI for NP0036145 (gemmacolide K)

Structure for NP0036145 (gemmacolide K)

3D Structure for NP0036145 (gemmacolide K)