NP-MRD: Showing NP-Card for (-)-3,23,24-Diketomelianin B (NP0082827)

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Record Information

Version

2.0

Created at

2022-04-29 03:54:37 UTC

Updated at

2022-04-29 03:54:38 UTC

NP-MRD ID

NP0082827

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-3,23,24-Diketomelianin B

Description

(1R,2S,3S,5R,7S,9R,10R,14S,15S)-3,9-bis(acetyloxy)-14-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-11-en-5-yl benzoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (-)-3,23,24-Diketomelianin B is found in Melia volkensii . Based on a literature review very few articles have been published on (1R,2S,3S,5R,7S,9R,10R,14S,15S)-3,9-bis(acetyloxy)-14-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-11-en-5-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205542D          

 50 55  0  0  1  0            999 V2000
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9267   -1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2755   -2.2794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774   -2.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7288   -1.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676   -2.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7390   -1.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4867   -0.7929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1004   -0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8660   -3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5983   -3.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776    1.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    2.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976   -0.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    0.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    1.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -1.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235   -2.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689   -1.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3736    3.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4023    1.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  1  0  0  0
  7 11  1  1  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 11 19  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 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
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 28 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 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
 35 40  1  0  0  0  0
 26 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 25 45  1  6  0  0  0
 22 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
  3 50  1  6  0  0  0
M  END

     RDKit          3D

104109  0  0  0  0  0  0  0  0999 V2000
    1.6219   -3.9485   -0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -2.9402    0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947   -3.2646    1.6793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -1.6947    0.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -0.6728    1.4884 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5475   -0.4590    1.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1981    0.7114    1.2207 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6037    0.4023    1.0889 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6011    1.0633    1.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2746    2.0015    2.5221 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233    0.7507    1.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9829    1.4543    2.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3327    1.1747    2.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7777    0.1651    1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8243   -0.5448    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4749   -0.2570    0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527    1.1198   -0.1542 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6464    0.3835   -1.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744    2.5746   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3589    0.7267   -0.4285 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7352    1.4069   -1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435    0.8855   -1.8784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3919   -0.5080   -2.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0477   -1.0753   -3.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -2.5609   -3.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5251   -0.3555   -4.2240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4889    1.0726   -0.6163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4558    2.5451   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8856    0.6967   -0.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6341    0.8541   -2.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9982    0.2927   -1.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0436    0.5802   -0.2936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3383    0.2131    0.2153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9302   -1.1156   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1901   -1.0328   -0.6515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2269   -0.6338    0.0920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1324    0.2256   -0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0999   -1.8817    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7605   -0.0077    0.0443 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6214   -1.4804   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2433    0.2154    1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -0.1332    1.5763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0752    0.1795    0.4026 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5090    0.5678    0.8051 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5165    1.6720    1.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7158   -4.5603   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4751   -4.6216   -0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123   -1.0323    2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5807   -0.3530    2.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6255    2.2573    2.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0743    1.7372    2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2826   -0.7985   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9125    1.3577    2.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  7 17  1  0
 17 18  1  6
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  1  1
 27 48  1  0
 48 47  1  0
 47 46  1  0
 46 44  1  0
 44 45  1  6
 44 32  1  0
 32 31  1  0
 31 30  1  0
 30 29  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  6
 36 38  1  0
 36 39  1  0
 39 40  2  0
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 41 42  2  0
 41 43  1  0
 48 49  1  0
 49 50  1  1
 49  5  1  0
 16 11  1  0
 49 20  1  0
 29 27  1  0
 43 33  1  0
 29 44  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  5 54  1  1
  6 55  1  0
  6 56  1  0
  7 57  1  1
 12 58  1  0
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 14 60  1  0
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 16 62  1  0
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 18 65  1  0
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 19 67  1  0
 19 68  1  0
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 21 71  1  0
 22 72  1  6
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 25 74  1  0
 25 75  1  0
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 28 77  1  0
 28 78  1  0
 48101  1  6
 47 99  1  0
 47100  1  0
 46 97  1  0
 46 98  1  0
 45 94  1  0
 45 95  1  0
 45 96  1  0
 32 82  1  6
 31 80  1  0
 31 81  1  0
 30 79  1  0
 33 83  1  6
 34 84  1  0
 34 85  1  0
 37 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
 38 91  1  0
 43 92  1  0
 43 93  1  0
 50102  1  0
 50103  1  0
 50104  1  0
M  END


  Mrv1652304292205542D          

 50 55  0  0  1  0            999 V2000
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    2.3387    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9267   -1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2755   -2.2794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774   -2.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7288   -1.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676   -2.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7390   -1.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4867   -0.7929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1004   -0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8660   -3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5983   -3.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776    1.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    2.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976   -0.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    0.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    1.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -1.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235   -2.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689   -1.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3736    3.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4023    1.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  1  0  0  0
  7 11  1  1  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 11 19  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 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
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 28 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 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
 35 40  1  0  0  0  0
 26 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 25 45  1  6  0  0  0
 22 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
  3 50  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0082827

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C[C@@H](OC(=O)C2=CC=CC=C2)C(C)(C)[C@@H]2C[C@@H](OC(C)=O)[C@]3(C)[C@H](CC[C@@]4(C)[C@@H](CC=C34)[C@H]3COC(C)(C)C(=O)C(=O)C3)[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C41H54O9/c1-23(42)48-33-20-31-37(3,4)32(50-36(46)25-13-11-10-12-14-25)21-34(49-24(2)43)41(31,9)30-17-18-39(7)27(15-16-29(39)40(30,33)8)26-19-28(44)35(45)38(5,6)47-22-26/h10-14,16,26-27,30-34H,15,17-22H2,1-9H3/t26-,27+,30+,31+,32-,33-,34+,39+,40+,41-/m1/s1

> <INCHI_KEY>
QKZZJFYISQNFGX-KSZWFQNTSA-N

> <FORMULA>
C41H54O9

> <MOLECULAR_WEIGHT>
690.874

> <EXACT_MASS>
690.376783319

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
76.1910121137237

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3S,5R,7S,9R,10R,14S,15S)-3,9-bis(acetyloxy)-14-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-11-en-5-yl benzoate

> <ALOGPS_LOGP>
5.62

> <JCHEM_LOGP>
6.664183458333331

> <ALOGPS_LOGS>
-6.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.676432736176118

> <JCHEM_PKA_STRONGEST_BASIC>
-4.217932195847151

> <JCHEM_POLAR_SURFACE_AREA>
122.27000000000004

> <JCHEM_REFRACTIVITY>
186.53559999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.73e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,5R,7S,9R,10R,14S,15S)-3,9-bis(acetyloxy)-14-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-11-en-5-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.197  -2.859   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.848  -4.255   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.345  -4.616   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.560  -3.671   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.939  -4.356   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      12.579  -2.131   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.975  -1.480   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.387  -1.156   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.950  -6.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.317  -5.810   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.332   3.252   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.028   3.743   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -2.691   0.135   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.168  -1.314   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.207   0.406   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.200  -0.771   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.716  -0.500   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -7.239   0.948   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -6.246   2.125   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.730   1.854   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       2.380  -2.127   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.387  -3.304   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.911  -4.752   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -0.129  -3.033   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       5.828   4.031   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       5.305   5.479   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       3.789   5.750   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       6.297   6.657   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.351   2.583   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3   25                                                  
CONECT    3    2    4   22   50                                             
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    4    9   10                                             
CONECT    9    8    1                                                       
CONECT   10    8                                                            
CONECT   11    7   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20   21                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   11                                                       
CONECT   20   14                                                            
CONECT   21   14                                                            
CONECT   22    3   23   46                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24    2   26   45                                             
CONECT   26   25   27   41                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   32                                                  
CONECT   29   28   24   30   31                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   28   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   35                                                       
CONECT   41   26   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   25                                                            
CONECT   46   22   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50    3                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  110    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,3S,5R,7S,9R,10R,14S,15S)-3,9-Bis(acetyloxy)-14-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadec-11-en-5-yl benzoic acid	Generator

Chemical Formula

C₄₁H₅₄O₉

Average Mass

690.8740 Da

Monoisotopic Mass

690.37678 Da

IUPAC Name

(1R,2S,3S,5R,7S,9R,10R,14S,15S)-3,9-bis(acetyloxy)-14-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-11-en-5-yl benzoate

Traditional Name

(1R,2S,3S,5R,7S,9R,10R,14S,15S)-3,9-bis(acetyloxy)-14-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-11-en-5-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C[C@@H](OC(=O)C2=CC=CC=C2)C(C)(C)[C@@H]2C[C@@H](OC(C)=O)[C@]3(C)[C@H](CC[C@@]4(C)[C@@H](CC=C34)[C@H]3COC(C)(C)C(=O)C(=O)C3)[C@@]12C

InChI Identifier

InChI=1S/C41H54O9/c1-23(42)48-33-20-31-37(3,4)32(50-36(46)25-13-11-10-12-14-25)21-34(49-24(2)43)41(31,9)30-17-18-39(7)27(15-16-29(39)40(30,33)8)26-19-28(44)35(45)38(5,6)47-22-26/h10-14,16,26-27,30-34H,15,17-22H2,1-9H3/t26-,27+,30+,31+,32-,33-,34+,39+,40+,41-/m1/s1

InChI Key

QKZZJFYISQNFGX-KSZWFQNTSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Melia volkensii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid ester
Steroid
Benzoate ester
Tricarboxylic acid or derivatives
Benzoic acid or derivatives
Benzoyl
Oxepane
Benzenoid
Monocyclic benzene moiety
Cyclic ketone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.62	ALOGPS
logP	6.66	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	15.68	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	122.27 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	186.54 m³·mol⁻¹	ChemAxon
Polarizability	76.19 Å³	ChemAxon
Number of Rings	6	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

10229266

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21600036

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-3,23,24-Diketomelianin B (NP0082827)

MOL for NP0082827 ((-)-3,23,24-Diketomelianin B)

3D MOL for NP0082827 ((-)-3,23,24-Diketomelianin B)

3D SDF for NP0082827 ((-)-3,23,24-Diketomelianin B)

3D-SDF for NP0082827 ((-)-3,23,24-Diketomelianin B)

PDB for NP0082827 ((-)-3,23,24-Diketomelianin B)

3D PDB for NP0082827 ((-)-3,23,24-Diketomelianin B)

SMILES for NP0082827 ((-)-3,23,24-Diketomelianin B)

INCHI for NP0082827 ((-)-3,23,24-Diketomelianin B)

Structure for NP0082827 ((-)-3,23,24-Diketomelianin B)

3D Structure for NP0082827 ((-)-3,23,24-Diketomelianin B)