NP-MRD: Showing NP-Card for bruceanic acid E methyl ester (NP0036637)

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Record Information

Version

2.0

Created at

2021-06-20 19:45:29 UTC

Updated at

2021-06-30 00:08:23 UTC

NP-MRD ID

NP0036637

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bruceanic acid E methyl ester

Provided By

JEOL Database JEOL Logo

Description

Bruceanic Acid E Methyl Ester, also known as bruceanate e methyl ester, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. bruceanic acid E methyl ester is found in Brucea javanica. bruceanic acid E methyl ester was first documented in 2012 (Liu, J. -H., et al.). Based on a literature review very few articles have been published on Bruceanic Acid E Methyl Ester.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121453D          

 72 75  0  0  0  0            999 V2000
   -4.0924   -0.8434   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -1.0562   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    0.0137   -2.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8783    1.0778   -1.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -0.2609   -3.2480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9714    0.3702   -3.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2715   -0.0303   -4.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598    1.9397   -3.0668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6869    2.6379   -4.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022    3.1394   -4.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    2.7883   -5.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165    2.5903   -2.8300 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9483    2.1220   -1.5283 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1158    2.6193   -0.4464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    2.2421    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    3.0552    1.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5856    0.7347    1.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1663    0.4418    2.3037 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.3662    3.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    0.4678    3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    0.1227    4.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.3612    5.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -0.8056    5.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -0.5021    6.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    0.2712   -0.0404 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9214   -1.1962   -0.2176 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7838   -1.7188    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3714   -2.4723    1.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466   -1.2104    0.8789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9038   -1.6484    1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6567   -1.1898   -1.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350    0.0441   -2.1853 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1075    0.6078   -1.4645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2265   -0.1607   -1.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0688   -1.7158   -1.7061 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5766   -2.2843   -2.8425 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -2.1167   -0.4178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1992   -2.0632    0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585   -0.0235    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0405   -1.7572    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415   -0.6406   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352   -1.3473   -3.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318    0.0968   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286    0.3914   -4.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049   -1.1115   -4.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8445    0.3127   -5.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812    2.2082   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    3.6537   -3.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039    2.3089   -4.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3038    3.8571   -4.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    3.6803   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    2.3962   -3.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9197    2.6218   -1.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971    0.2669    0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949    0.3930    4.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4227   -0.9818    5.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -1.7541    6.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3949   -0.0599    6.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -0.1510    6.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.0820    7.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -1.5514    7.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.8121    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0187   -2.7365    1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861   -1.1923    1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -1.3216    2.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    0.7013   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2002   -0.1773   -3.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9259    0.1048   -1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.1709   -1.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -2.2937   -2.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -3.1576   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -2.5316    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 13 14  1  0  0  0  0
 18 19  1  0  0  0  0
 14 15  1  0  0  0  0
 19 20  2  0  0  0  0
 15 17  1  0  0  0  0
 19 21  1  0  0  0  0
 17 25  1  0  0  0  0
 21 22  2  3  0  0  0
 34 33  1  0  0  0  0
 22 23  1  0  0  0  0
  3  5  1  0  0  0  0
 22 24  1  0  0  0  0
 11  9  2  0  0  0  0
 26 27  1  1  0  0  0
  6 34  1  0  0  0  0
 27 29  1  0  0  0  0
  8 12  1  0  0  0  0
 27 28  2  0  0  0  0
 12 13  1  0  0  0  0
 33 13  1  0  0  0  0
  6  7  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 33 25  1  0  0  0  0
 25 62  1  1  0  0  0
 25 26  1  0  0  0  0
 13 53  1  1  0  0  0
 26 37  1  0  0  0  0
  8 47  1  1  0  0  0
 37 35  1  0  0  0  0
 34 68  1  1  0  0  0
  9  8  1  0  0  0  0
 37 38  1  0  0  0  0
  9 10  1  0  0  0  0
 26 31  1  0  0  0  0
  3  2  1  0  0  0  0
 33 32  1  6  0  0  0
 32 31  1  0  0  0  0
  6  5  1  0  0  0  0
 29 30  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
 12 51  1  0  0  0  0
 12 52  1  0  0  0  0
 17 54  1  6  0  0  0
 37 71  1  6  0  0  0
 35 69  1  1  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
 21 55  1  0  0  0  0
 23 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
 24 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
  7 44  1  0  0  0  0
  7 45  1  0  0  0  0
  7 46  1  0  0  0  0
 36 70  1  0  0  0  0
 38 72  1  0  0  0  0
 32 66  1  0  0  0  0
 32 67  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
 30 65  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
M  END

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
   -4.0924   -0.8434   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -1.0562   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    0.0137   -2.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8783    1.0778   -1.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -0.2609   -3.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714    0.3702   -3.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2715   -0.0303   -4.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598    1.9397   -3.0668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6869    2.6379   -4.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022    3.1394   -4.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    2.7883   -5.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165    2.5903   -2.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    2.1220   -1.5283 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1158    2.6193   -0.4464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    2.2421    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    3.0552    1.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5856    0.7347    1.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1663    0.4418    2.3037 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.3662    3.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    0.4678    3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    0.1227    4.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.3612    5.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -0.8056    5.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -0.5021    6.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    0.2712   -0.0404 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.6812    2.2082   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    3.6537   -3.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0270   -3.1576   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -2.5316    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
 15 16  2  0
 17 18  1  0
 13 14  1  0
 18 19  1  0
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 17 25  1  0
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 22 23  1  0
  3  5  1  0
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 11  9  2  0
 26 27  1  1
  6 34  1  0
 27 29  1  0
  8 12  1  0
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 12 13  1  0
 33 13  1  0
  6  7  1  6
 34 35  1  0
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 33 25  1  0
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 25 26  1  0
 13 53  1  1
 26 37  1  0
  8 47  1  1
 37 35  1  0
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  9  8  1  0
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 29 30  1  0
  3  4  2  0
  2  1  1  0
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 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
  7 44  1  0
  7 45  1  0
  7 46  1  0
 36 70  1  0
 38 72  1  0
 32 66  1  0
 32 67  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END


  Mrv1652306202121453D          

 72 75  0  0  0  0            999 V2000
   -4.0924   -0.8434   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -1.0562   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    0.0137   -2.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8783    1.0778   -1.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -0.2609   -3.2480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9714    0.3702   -3.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2715   -0.0303   -4.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598    1.9397   -3.0668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6869    2.6379   -4.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022    3.1394   -4.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    2.7883   -5.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165    2.5903   -2.8300 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9483    2.1220   -1.5283 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1158    2.6193   -0.4464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    2.2421    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    3.0552    1.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5856    0.7347    1.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1663    0.4418    2.3037 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.3662    3.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    0.4678    3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    0.1227    4.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.3612    5.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -0.8056    5.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -0.5021    6.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    0.2712   -0.0404 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9214   -1.1962   -0.2176 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7838   -1.7188    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3714   -2.4723    1.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466   -1.2104    0.8789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9038   -1.6484    1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6567   -1.1898   -1.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350    0.0441   -2.1853 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1075    0.6078   -1.4645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2265   -0.1607   -1.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0688   -1.7158   -1.7061 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5766   -2.2843   -2.8425 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -2.1167   -0.4178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1992   -2.0632    0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585   -0.0235    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0405   -1.7572    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415   -0.6406   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352   -1.3473   -3.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318    0.0968   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286    0.3914   -4.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049   -1.1115   -4.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8445    0.3127   -5.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812    2.2082   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    3.6537   -3.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039    2.3089   -4.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3038    3.8571   -4.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    3.6803   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    2.3962   -3.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9197    2.6218   -1.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971    0.2669    0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949    0.3930    4.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4227   -0.9818    5.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -1.7541    6.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3949   -0.0599    6.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -0.1510    6.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.0820    7.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -1.5514    7.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.8121    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0187   -2.7365    1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861   -1.1923    1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -1.3216    2.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    0.7013   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2002   -0.1773   -3.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9259    0.1048   -1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.1709   -1.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -2.2937   -2.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -3.1576   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -2.5316    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 13 14  1  0  0  0  0
 18 19  1  0  0  0  0
 14 15  1  0  0  0  0
 19 20  2  0  0  0  0
 15 17  1  0  0  0  0
 19 21  1  0  0  0  0
 17 25  1  0  0  0  0
 21 22  2  3  0  0  0
 34 33  1  0  0  0  0
 22 23  1  0  0  0  0
  3  5  1  0  0  0  0
 22 24  1  0  0  0  0
 11  9  2  0  0  0  0
 26 27  1  1  0  0  0
  6 34  1  0  0  0  0
 27 29  1  0  0  0  0
  8 12  1  0  0  0  0
 27 28  2  0  0  0  0
 12 13  1  0  0  0  0
 33 13  1  0  0  0  0
  6  7  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 33 25  1  0  0  0  0
 25 62  1  1  0  0  0
 25 26  1  0  0  0  0
 13 53  1  1  0  0  0
 26 37  1  0  0  0  0
  8 47  1  1  0  0  0
 37 35  1  0  0  0  0
 34 68  1  1  0  0  0
  9  8  1  0  0  0  0
 37 38  1  0  0  0  0
  9 10  1  0  0  0  0
 26 31  1  0  0  0  0
  3  2  1  0  0  0  0
 33 32  1  6  0  0  0
 32 31  1  0  0  0  0
  6  5  1  0  0  0  0
 29 30  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
 12 51  1  0  0  0  0
 12 52  1  0  0  0  0
 17 54  1  6  0  0  0
 37 71  1  6  0  0  0
 35 69  1  1  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
 21 55  1  0  0  0  0
 23 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
 24 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
  7 44  1  0  0  0  0
  7 45  1  0  0  0  0
  7 46  1  0  0  0  0
 36 70  1  0  0  0  0
 38 72  1  0  0  0  0
 32 66  1  0  0  0  0
 32 67  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
 30 65  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036637

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@]([H])(O[H])[C@]2(OC([H])([H])[C@@]34[C@@]2([H])[C@@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])C(=O)O[C@]3([H])C([H])([H])[C@@]([H])(C(=O)C([H])([H])[H])[C@](C([H])([H])[H])(C([H])([H])C(=O)OC([H])([H])[H])[C@@]14[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O12/c1-11(2)7-15(28)38-18-20-25-10-36-26(20,23(33)35-6)21(31)17(30)19(25)24(4,9-16(29)34-5)13(12(3)27)8-14(25)37-22(18)32/h7,13-14,17-21,30-31H,8-10H2,1-6H3/t13-,14+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1

> <INCHI_KEY>
RJGMSKOOJDAQCS-RQSDTPCRSA-N

> <FORMULA>
C26H34O12

> <MOLECULAR_WEIGHT>
538.546

> <EXACT_MASS>
538.205026535

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
52.79957327774956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,2S,3R,6R,8R,9R,10R,11R,12S,13S)-8-acetyl-11,12-dihydroxy-9-(2-methoxy-2-oxoethyl)-9-methyl-3-[(3-methylbut-2-enoyl)oxy]-4-oxo-5,14-dioxatetracyclo[8.5.0.0^{1,6}.0^{2,13}]pentadecane-13-carboxylate

> <ALOGPS_LOGP>
0.81

> <JCHEM_LOGP>
-0.19485053633333335

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.665584382990993

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.745360803362438

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3221243882202804

> <JCHEM_POLAR_SURFACE_AREA>
171.96

> <JCHEM_REFRACTIVITY>
125.8113

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,3R,6R,8R,9R,10R,11R,12S,13S)-8-acetyl-11,12-dihydroxy-9-(2-methoxy-2-oxoethyl)-9-methyl-3-[(3-methylbut-2-enoyl)oxy]-4-oxo-5,14-dioxatetracyclo[8.5.0.0^{1,6}.0^{2,13}]pentadecane-13-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
   -4.0924   -0.8434   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -1.0562   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    0.0137   -2.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8783    1.0778   -1.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -0.2609   -3.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714    0.3702   -3.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2715   -0.0303   -4.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598    1.9397   -3.0668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6869    2.6379   -4.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022    3.1394   -4.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    2.7883   -5.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165    2.5903   -2.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    2.1220   -1.5283 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1158    2.6193   -0.4464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    2.2421    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    3.0552    1.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5856    0.7347    1.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1663    0.4418    2.3037 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.3662    3.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    0.4678    3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    0.1227    4.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.3612    5.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -0.8056    5.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -0.5021    6.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    0.2712   -0.0404 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9214   -1.1962   -0.2176 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7838   -1.7188    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3714   -2.4723    1.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466   -1.2104    0.8789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9038   -1.6484    1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6567   -1.1898   -1.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350    0.0441   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    0.6078   -1.4645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2265   -0.1607   -1.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0688   -1.7158   -1.7061 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5766   -2.2843   -2.8425 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -2.1167   -0.4178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1992   -2.0632    0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585   -0.0235    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0405   -1.7572    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415   -0.6406   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352   -1.3473   -3.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318    0.0968   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286    0.3914   -4.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049   -1.1115   -4.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8445    0.3127   -5.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812    2.2082   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    3.6537   -3.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039    2.3089   -4.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3038    3.8571   -4.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    3.6803   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    2.3962   -3.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9197    2.6218   -1.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971    0.2669    0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949    0.3930    4.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4227   -0.9818    5.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713   -1.7541    6.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3949   -0.0599    6.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -0.1510    6.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.0820    7.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -1.5514    7.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.8121    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0187   -2.7365    1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861   -1.1923    1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -1.3216    2.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    0.7013   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2002   -0.1773   -3.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9259    0.1048   -1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.1709   -1.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -2.2937   -2.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -3.1576   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -2.5316    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
 15 16  2  0
 17 18  1  0
 13 14  1  0
 18 19  1  0
 14 15  1  0
 19 20  2  0
 15 17  1  0
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 34 33  1  0
 22 23  1  0
  3  5  1  0
 22 24  1  0
 11  9  2  0
 26 27  1  1
  6 34  1  0
 27 29  1  0
  8 12  1  0
 27 28  2  0
 12 13  1  0
 33 13  1  0
  6  7  1  6
 34 35  1  0
 35 36  1  0
 33 25  1  0
 25 62  1  1
 25 26  1  0
 13 53  1  1
 26 37  1  0
  8 47  1  1
 37 35  1  0
 34 68  1  1
  9  8  1  0
 37 38  1  0
  9 10  1  0
 26 31  1  0
  3  2  1  0
 33 32  1  6
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  6  5  1  0
 29 30  1  0
  3  4  2  0
  2  1  1  0
  5 42  1  0
  5 43  1  0
 12 51  1  0
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  7 44  1  0
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 36 70  1  0
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 32 66  1  0
 32 67  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
  1 39  1  0
  1 40  1  0
  1 41  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      -4.092  -0.843  -0.031  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.343  -1.056  -1.229  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.305   0.014  -2.064  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.878   1.078  -1.878  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.401  -0.261  -3.248  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.971   0.370  -3.158  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.272  -0.030  -4.481  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.060   1.940  -3.067  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.687   2.638  -4.282  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.102   3.139  -4.156  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.060   2.788  -5.332  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.317   2.590  -2.830  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.948   2.122  -1.528  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.116   2.619  -0.446  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.372   2.242   0.839  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.359   3.055   1.755  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.586   0.735   1.028  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.166   0.442   2.304  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.274   0.366   3.328  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.936   0.468   3.233  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.045   0.123   4.569  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.557  -0.361   5.728  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.861  -0.806   5.964  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.455  -0.502   6.929  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.559   0.271  -0.040  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.921  -1.196  -0.218  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.784  -1.719   0.938  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.371  -2.472   1.813  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.047  -1.210   0.879  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.904  -1.648   1.934  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.657  -1.190  -1.484  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.335   0.044  -2.185  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.107   0.608  -1.464  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.227  -0.161  -1.843  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.069  -1.716  -1.706  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.577  -2.284  -2.842  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.695  -2.117  -0.418  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.199  -2.063   0.692  0.00  0.00           O+0
HETATM   39  H   UNK     0      -3.659  -0.024   0.550  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.040  -1.757   0.568  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.141  -0.641  -0.267  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.335  -1.347  -3.389  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.932   0.097  -4.139  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.729   0.391  -4.580  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.205  -1.111  -4.612  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.845   0.313  -5.349  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.681   2.208  -2.204  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.234   3.654  -3.201  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.804   2.309  -4.243  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.304   3.857  -4.957  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.185   3.680  -2.789  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.997   2.396  -3.667  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.920   2.622  -1.421  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.397   0.267   0.941  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.095   0.393   4.497  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.423  -0.982   5.045  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.871  -1.754   6.513  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.395  -0.060   6.562  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.473  -0.151   6.730  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.061   0.082   7.767  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.520  -1.551   7.234  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.500   0.812   0.166  0.00  0.00           H+0
HETATM   63  H   UNK     0       5.019  -2.736   1.908  0.00  0.00           H+0
HETATM   64  H   UNK     0       5.886  -1.192   1.784  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.514  -1.322   2.903  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.208   0.701  -2.096  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.200  -0.177  -3.242  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.926   0.105  -1.042  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.062  -2.171  -1.667  0.00  0.00           H+0
HETATM   70  H   UNK     0       1.542  -2.294  -2.687  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.027  -3.158  -0.528  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.237  -2.532   1.436  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    3    6   42   43                                             
CONECT    6    8   34    7    5                                             
CONECT    7    6   44   45   46                                             
CONECT    8    6   12   47    9                                             
CONECT    9   11    8   10                                                  
CONECT   10    9   48   49   50                                             
CONECT   11    9                                                            
CONECT   12    8   13   51   52                                             
CONECT   13   14   12   33   53                                             
CONECT   14   13   15                                                       
CONECT   15   16   14   17                                                  
CONECT   16   15                                                            
CONECT   17   18   15   25   54                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   55                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   56   57   58                                             
CONECT   24   22   59   60   61                                             
CONECT   25   17   33   62   26                                             
CONECT   26   27   25   37   31                                             
CONECT   27   26   29   28                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   63   64   65                                             
CONECT   31   26   32                                                       
CONECT   32   33   31   66   67                                             
CONECT   33   34   13   25   32                                             
CONECT   34   33    6   35   68                                             
CONECT   35   34   36   37   69                                             
CONECT   36   35   70                                                       
CONECT   37   26   35   38   71                                             
CONECT   38   37   72                                                       
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46    7                                                            
CONECT   47    8                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   10                                                            
CONECT   51   12                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   17                                                            
CONECT   55   21                                                            
CONECT   56   23                                                            
CONECT   57   23                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
CONECT   60   24                                                            
CONECT   61   24                                                            
CONECT   62   25                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   30                                                            
CONECT   66   32                                                            
CONECT   67   32                                                            
CONECT   68   34                                                            
CONECT   69   35                                                            
CONECT   70   36                                                            
CONECT   71   37                                                            
CONECT   72   38                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  150    0
END

RDKit          3D

72 75  0  0  0  0  0  0  0  0999 V2000
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   -3.3429   -1.0562   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9714    0.3702   -3.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2715   -0.0303   -4.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598    1.9397   -3.0668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6869    2.6379   -4.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022    3.1394   -4.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    2.7883   -5.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165    2.5903   -2.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    2.1220   -1.5283 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1158    2.6193   -0.4464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    2.2421    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    3.0552    1.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9356    0.4678    3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5567   -0.3612    5.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -0.8056    5.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9214   -1.1962   -0.2176 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.6567   -1.1898   -1.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350    0.0441   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    0.6078   -1.4645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2265   -0.1607   -1.8433 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.5766   -2.2843   -2.8425 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -2.1167   -0.4178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1992   -2.0632    0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585   -0.0235    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0405   -1.7572    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415   -0.6406   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352   -1.3473   -3.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7286    0.3914   -4.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6812    2.2082   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    3.6537   -3.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0606    0.0820    7.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -1.5514    7.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.8121    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0187   -2.7365    1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861   -1.1923    1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -1.3216    2.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    0.7013   -2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2002   -0.1773   -3.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9259    0.1048   -1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -2.1709   -1.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -2.2937   -2.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -3.1576   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -2.5316    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
 15 16  2  0
 17 18  1  0
 13 14  1  0
 18 19  1  0
 14 15  1  0
 19 20  2  0
 15 17  1  0
 19 21  1  0
 17 25  1  0
 21 22  2  3
 34 33  1  0
 22 23  1  0
  3  5  1  0
 22 24  1  0
 11  9  2  0
 26 27  1  1
  6 34  1  0
 27 29  1  0
  8 12  1  0
 27 28  2  0
 12 13  1  0
 33 13  1  0
  6  7  1  6
 34 35  1  0
 35 36  1  0
 33 25  1  0
 25 62  1  1
 25 26  1  0
 13 53  1  1
 26 37  1  0
  8 47  1  1
 37 35  1  0
 34 68  1  1
  9  8  1  0
 37 38  1  0
  9 10  1  0
 26 31  1  0
  3  2  1  0
 33 32  1  6
 32 31  1  0
  6  5  1  0
 29 30  1  0
  3  4  2  0
  2  1  1  0
  5 42  1  0
  5 43  1  0
 12 51  1  0
 12 52  1  0
 17 54  1  6
 37 71  1  6
 35 69  1  1
 10 48  1  0
 10 49  1  0
 10 50  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
  7 44  1  0
  7 45  1  0
  7 46  1  0
 36 70  1  0
 38 72  1  0
 32 66  1  0
 32 67  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END

View in JSmol

Synonyms

Value	Source
Bruceanate e methyl ester	Generator

Chemical Formula

C₂₆H₃₄O₁₂

Average Mass

538.5460 Da

Monoisotopic Mass

538.20503 Da

IUPAC Name

methyl (1R,2S,3R,6R,8R,9R,10R,11R,12S,13S)-8-acetyl-11,12-dihydroxy-9-(2-methoxy-2-oxoethyl)-9-methyl-3-[(3-methylbut-2-enoyl)oxy]-4-oxo-5,14-dioxatetracyclo[8.5.0.0^{1,6}.0^{2,13}]pentadecane-13-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@]([H])(O[H])[C@]2(OC([H])([H])[C@@]34[C@@]2([H])[C@@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])C(=O)O[C@]3([H])C([H])([H])[C@@]([H])(C(=O)C([H])([H])[H])[C@](C([H])([H])[H])(C([H])([H])C(=O)OC([H])([H])[H])[C@@]14[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C26H34O12/c1-11(2)7-15(28)38-18-20-25-10-36-26(20,23(33)35-6)21(31)17(30)19(25)24(4,9-16(29)34-5)13(12(3)27)8-14(25)37-22(18)32/h7,13-14,17-21,30-31H,8-10H2,1-6H3/t13-,14+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1

InChI Key

RJGMSKOOJDAQCS-RQSDTPCRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, 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
Brucea javanica	JEOL database	Liu, J. -H., et al, J. Nat. Prod. 75, 683 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Furopyran
Beta-hydroxy acid
Delta_valerolactone
Delta valerolactone
Fatty acid ester
Oxepane
Hydroxy acid
Oxane
Fatty acyl
Pyran
Furan
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Methyl ester
Enoate ester
1,2-diol
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.81	ALOGPS
logP	-0.19	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	12.75	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	171.96 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	125.81 m³·mol⁻¹	ChemAxon
Polarizability	52.8 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

28505958

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70688171

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu, J. -H., et al. (2012). Liu, J. -H., et al, J. Nat. Prod. 75, 683 (2012). J. Nat. Prod..

Showing NP-Card for bruceanic acid E methyl ester (NP0036637)

MOL for NP0036637 (bruceanic acid E methyl ester)

3D MOL for NP0036637 (bruceanic acid E methyl ester)

3D SDF for NP0036637 (bruceanic acid E methyl ester)

3D-SDF for NP0036637 (bruceanic acid E methyl ester)

PDB for NP0036637 (bruceanic acid E methyl ester)

3D PDB for NP0036637 (bruceanic acid E methyl ester)

SMILES for NP0036637 (bruceanic acid E methyl ester)

INCHI for NP0036637 (bruceanic acid E methyl ester)

Structure for NP0036637 (bruceanic acid E methyl ester)

3D Structure for NP0036637 (bruceanic acid E methyl ester)