NP-MRD: Showing NP-Card for bruceanic acid E (NP0036635)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-20 19:45:23 UTC

Updated at

2021-06-30 00:08:23 UTC

NP-MRD ID

NP0036635

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bruceanic acid E

Provided By

JEOL Database JEOL Logo

Description

Bruceanic Acid E, also known as bruceanate e, 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 is found in Brucea javanica. It 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.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121453D          

 69 72  0  0  0  0            999 V2000
   -0.6922   -5.3035   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777   -3.9189   -0.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030   -3.6697   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -4.5451    0.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625   -2.1655    0.1720 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5289   -1.9646    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -1.0892    1.2703 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5535   -0.4302    1.6751 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6890   -1.6938    1.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7555   -1.4857    1.9934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4019   -2.7623    1.9646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -2.7121    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398   -1.7076    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -4.1097    1.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -4.5406    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039   -3.6871    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137   -5.9862    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.9047    3.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.2927    4.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974    0.1582    3.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719    0.0551    3.1197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0963    1.4316    3.3338 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4970    2.4883    2.3885 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9205    3.9202    2.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592    4.1582    3.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496    4.8723    2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231    2.1278    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2358    2.2371    0.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    3.1708   -0.0768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4557    3.3077    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2485    2.5769   -0.5113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    4.2816    0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.6771    0.6374 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1025    0.1556   -0.8403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4110    0.1855   -1.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -1.2691   -0.9538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9233   -1.1796   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -5.7904    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -5.7982   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670   -5.3782   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6610   -0.4147    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.7169    2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871   -2.4471    2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870   -0.7660    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818   -4.8081    2.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -2.7302    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -4.2038   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2800   -3.4937    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732   -6.0677    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148   -6.4425    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -6.5728    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -0.6532    3.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1833    1.3651    3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074    1.7406    4.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    2.4872    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    3.6388    3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    3.8261    4.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    5.2290    3.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    3.2604    0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.5960    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    2.0196   -0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    2.9101   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4961    4.1647    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    4.7607    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293    0.8220    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8286   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -0.6739   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -1.6967   -1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -0.5705   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  2  0  0  0  0
 27 23  1  0  0  0  0
 18 19  2  0  0  0  0
 10 11  1  0  0  0  0
 21 20  1  0  0  0  0
 11 12  1  0  0  0  0
 20 18  1  0  0  0  0
 12 13  2  0  0  0  0
 18 10  1  0  0  0  0
 12 14  1  0  0  0  0
 10  9  1  0  0  0  0
 14 15  2  3  0  0  0
 33  8  1  0  0  0  0
 15 16  1  0  0  0  0
 30 29  1  0  0  0  0
 15 17  1  0  0  0  0
 26 24  2  0  0  0  0
  5  3  1  6  0  0  0
 27 33  1  0  0  0  0
  3  2  1  0  0  0  0
 23 22  1  0  0  0  0
  3  4  2  0  0  0  0
 22 21  1  0  0  0  0
  8 21  1  0  0  0  0
 27 28  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  8  9  1  0  0  0  0
  9 43  1  1  0  0  0
  9  5  1  0  0  0  0
 21 52  1  1  0  0  0
  5 36  1  0  0  0  0
 23 55  1  6  0  0  0
 36 34  1  0  0  0  0
 33 65  1  1  0  0  0
 24 23  1  0  0  0  0
 36 37  1  0  0  0  0
 24 25  1  0  0  0  0
  5  6  1  0  0  0  0
 30 32  1  0  0  0  0
  8  7  1  6  0  0  0
  7  6  1  0  0  0  0
 27 29  1  0  0  0  0
  2  1  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 10 44  1  6  0  0  0
 36 68  1  6  0  0  0
 34 66  1  6  0  0  0
 25 56  1  0  0  0  0
 25 57  1  0  0  0  0
 25 58  1  0  0  0  0
 14 45  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 16 48  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 32 64  1  0  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 28 61  1  0  0  0  0
 35 67  1  0  0  0  0
 37 69  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
   -0.6922   -5.3035   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777   -3.9189   -0.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030   -3.6697   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -4.5451    0.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625   -2.1655    0.1720 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5289   -1.9646    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -1.0892    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5535   -0.4302    1.6751 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6890   -1.6938    1.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7555   -1.4857    1.9934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4019   -2.7623    1.9646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -2.7121    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398   -1.7076    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -4.1097    1.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -4.5406    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039   -3.6871    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137   -5.9862    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.9047    3.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.2927    4.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974    0.1582    3.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719    0.0551    3.1197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0963    1.4316    3.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4970    2.4883    2.3885 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9205    3.9202    2.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592    4.1582    3.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496    4.8723    2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231    2.1278    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2358    2.2371    0.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    3.1708   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4557    3.3077    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2485    2.5769   -0.5113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    4.2816    0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.6771    0.6374 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1025    0.1556   -0.8403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4110    0.1855   -1.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -1.2691   -0.9538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9233   -1.1796   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -5.7904    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -5.7982   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670   -5.3782   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6610   -0.4147    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.7169    2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871   -2.4471    2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870   -0.7660    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818   -4.8081    2.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -2.7302    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -4.2038   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2800   -3.4937    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732   -6.0677    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148   -6.4425    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -6.5728    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -0.6532    3.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1833    1.3651    3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074    1.7406    4.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    2.4872    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    3.6388    3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    3.8261    4.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    5.2290    3.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    3.2604    0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.5960    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    2.0196   -0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    2.9101   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4961    4.1647    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    4.7607    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293    0.8220    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8286   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -0.6739   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -1.6967   -1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -0.5705   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  2  0
 27 23  1  0
 18 19  2  0
 10 11  1  0
 21 20  1  0
 11 12  1  0
 20 18  1  0
 12 13  2  0
 18 10  1  0
 12 14  1  0
 10  9  1  0
 14 15  2  3
 33  8  1  0
 15 16  1  0
 30 29  1  0
 15 17  1  0
 26 24  2  0
  5  3  1  6
 27 33  1  0
  3  2  1  0
 23 22  1  0
  3  4  2  0
 22 21  1  0
  8 21  1  0
 27 28  1  6
 33 34  1  0
 34 35  1  0
  8  9  1  0
  9 43  1  1
  9  5  1  0
 21 52  1  1
  5 36  1  0
 23 55  1  6
 36 34  1  0
 33 65  1  1
 24 23  1  0
 36 37  1  0
 24 25  1  0
  5  6  1  0
 30 32  1  0
  8  7  1  6
  7  6  1  0
 27 29  1  0
  2  1  1  0
 29 62  1  0
 29 63  1  0
 22 53  1  0
 22 54  1  0
 10 44  1  6
 36 68  1  6
 34 66  1  6
 25 56  1  0
 25 57  1  0
 25 58  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 32 64  1  0
 28 59  1  0
 28 60  1  0
 28 61  1  0
 35 67  1  0
 37 69  1  0
  7 41  1  0
  7 42  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
M  END


  Mrv1652306202121453D          

 69 72  0  0  0  0            999 V2000
   -0.6922   -5.3035   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777   -3.9189   -0.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030   -3.6697   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -4.5451    0.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625   -2.1655    0.1720 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5289   -1.9646    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -1.0892    1.2703 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5535   -0.4302    1.6751 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6890   -1.6938    1.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7555   -1.4857    1.9934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4019   -2.7623    1.9646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -2.7121    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398   -1.7076    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -4.1097    1.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -4.5406    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039   -3.6871    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137   -5.9862    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.9047    3.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.2927    4.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974    0.1582    3.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719    0.0551    3.1197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0963    1.4316    3.3338 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4970    2.4883    2.3885 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9205    3.9202    2.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592    4.1582    3.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496    4.8723    2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231    2.1278    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2358    2.2371    0.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    3.1708   -0.0768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4557    3.3077    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2485    2.5769   -0.5113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    4.2816    0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.6771    0.6374 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1025    0.1556   -0.8403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4110    0.1855   -1.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -1.2691   -0.9538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9233   -1.1796   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -5.7904    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -5.7982   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670   -5.3782   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6610   -0.4147    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.7169    2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871   -2.4471    2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870   -0.7660    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818   -4.8081    2.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -2.7302    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -4.2038   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2800   -3.4937    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732   -6.0677    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148   -6.4425    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -6.5728    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -0.6532    3.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1833    1.3651    3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074    1.7406    4.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    2.4872    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    3.6388    3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    3.8261    4.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    5.2290    3.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    3.2604    0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.5960    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    2.0196   -0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    2.9101   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4961    4.1647    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    4.7607    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293    0.8220    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8286   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -0.6739   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -1.6967   -1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -0.5705   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  2  0  0  0  0
 27 23  1  0  0  0  0
 18 19  2  0  0  0  0
 10 11  1  0  0  0  0
 21 20  1  0  0  0  0
 11 12  1  0  0  0  0
 20 18  1  0  0  0  0
 12 13  2  0  0  0  0
 18 10  1  0  0  0  0
 12 14  1  0  0  0  0
 10  9  1  0  0  0  0
 14 15  2  3  0  0  0
 33  8  1  0  0  0  0
 15 16  1  0  0  0  0
 30 29  1  0  0  0  0
 15 17  1  0  0  0  0
 26 24  2  0  0  0  0
  5  3  1  6  0  0  0
 27 33  1  0  0  0  0
  3  2  1  0  0  0  0
 23 22  1  0  0  0  0
  3  4  2  0  0  0  0
 22 21  1  0  0  0  0
  8 21  1  0  0  0  0
 27 28  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  8  9  1  0  0  0  0
  9 43  1  1  0  0  0
  9  5  1  0  0  0  0
 21 52  1  1  0  0  0
  5 36  1  0  0  0  0
 23 55  1  6  0  0  0
 36 34  1  0  0  0  0
 33 65  1  1  0  0  0
 24 23  1  0  0  0  0
 36 37  1  0  0  0  0
 24 25  1  0  0  0  0
  5  6  1  0  0  0  0
 30 32  1  0  0  0  0
  8  7  1  6  0  0  0
  7  6  1  0  0  0  0
 27 29  1  0  0  0  0
  2  1  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 10 44  1  6  0  0  0
 36 68  1  6  0  0  0
 34 66  1  6  0  0  0
 25 56  1  0  0  0  0
 25 57  1  0  0  0  0
 25 58  1  0  0  0  0
 14 45  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 16 48  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 32 64  1  0  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 28 61  1  0  0  0  0
 35 67  1  0  0  0  0
 37 69  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036635

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])[C@@]1(C([H])([H])[H])[C@]([H])(C(=O)C([H])([H])[H])C([H])([H])[C@@]2([H])OC(=O)[C@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]3([H])[C@@]4(OC([H])([H])[C@]23[C@]1([H])[C@@]([H])(O[H])[C@]4([H])O[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O12/c1-10(2)6-15(29)37-17-19-24-9-35-25(19,22(33)34-5)20(31)16(30)18(24)23(4,8-14(27)28)12(11(3)26)7-13(24)36-21(17)32/h6,12-13,16-20,30-31H,7-9H2,1-5H3,(H,27,28)/t12-,13+,16+,17+,18+,19+,20-,23-,24+,25-/m0/s1

> <INCHI_KEY>
USQBKJMZGOZWID-AYJGHYFRSA-N

> <FORMULA>
C25H32O12

> <MOLECULAR_WEIGHT>
524.519

> <EXACT_MASS>
524.18937647

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.782297793738735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.61

> <JCHEM_LOGP>
-0.34074459233333343

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.745532543439172

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7322896675562958

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3221243303663544

> <JCHEM_POLAR_SURFACE_AREA>
182.95999999999998

> <JCHEM_REFRACTIVITY>
121.0422

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.78e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
   -0.6922   -5.3035   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777   -3.9189   -0.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030   -3.6697   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -4.5451    0.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625   -2.1655    0.1720 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5289   -1.9646    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -1.0892    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5535   -0.4302    1.6751 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6890   -1.6938    1.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7555   -1.4857    1.9934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4019   -2.7623    1.9646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -2.7121    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398   -1.7076    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -4.1097    1.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -4.5406    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039   -3.6871    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137   -5.9862    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.9047    3.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.2927    4.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974    0.1582    3.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719    0.0551    3.1197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0963    1.4316    3.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4970    2.4883    2.3885 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9205    3.9202    2.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592    4.1582    3.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496    4.8723    2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231    2.1278    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2358    2.2371    0.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    3.1708   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4557    3.3077    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2485    2.5769   -0.5113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    4.2816    0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.6771    0.6374 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1025    0.1556   -0.8403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4110    0.1855   -1.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -1.2691   -0.9538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9233   -1.1796   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -5.7904    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -5.7982   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670   -5.3782   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6610   -0.4147    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.7169    2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871   -2.4471    2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870   -0.7660    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818   -4.8081    2.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -2.7302    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -4.2038   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2800   -3.4937    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732   -6.0677    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148   -6.4425    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -6.5728    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -0.6532    3.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1833    1.3651    3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074    1.7406    4.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    2.4872    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    3.6388    3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    3.8261    4.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    5.2290    3.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    3.2604    0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.5960    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    2.0196   -0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    2.9101   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4961    4.1647    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    4.7607    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293    0.8220    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8286   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -0.6739   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -1.6967   -1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -0.5705   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  2  0
 27 23  1  0
 18 19  2  0
 10 11  1  0
 21 20  1  0
 11 12  1  0
 20 18  1  0
 12 13  2  0
 18 10  1  0
 12 14  1  0
 10  9  1  0
 14 15  2  3
 33  8  1  0
 15 16  1  0
 30 29  1  0
 15 17  1  0
 26 24  2  0
  5  3  1  6
 27 33  1  0
  3  2  1  0
 23 22  1  0
  3  4  2  0
 22 21  1  0
  8 21  1  0
 27 28  1  6
 33 34  1  0
 34 35  1  0
  8  9  1  0
  9 43  1  1
  9  5  1  0
 21 52  1  1
  5 36  1  0
 23 55  1  6
 36 34  1  0
 33 65  1  1
 24 23  1  0
 36 37  1  0
 24 25  1  0
  5  6  1  0
 30 32  1  0
  8  7  1  6
  7  6  1  0
 27 29  1  0
  2  1  1  0
 29 62  1  0
 29 63  1  0
 22 53  1  0
 22 54  1  0
 10 44  1  6
 36 68  1  6
 34 66  1  6
 25 56  1  0
 25 57  1  0
 25 58  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 32 64  1  0
 28 59  1  0
 28 60  1  0
 28 61  1  0
 35 67  1  0
 37 69  1  0
  7 41  1  0
  7 42  1  0
  1 38  1  0
  1 39  1  0
  1 40  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      -0.692  -5.303  -0.785  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.378  -3.919  -0.635  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.803  -3.670  -0.010  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.559  -4.545   0.402  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.063  -2.166   0.172  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.529  -1.965   0.166  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.873  -1.089   1.270  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.554  -0.430   1.675  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.689  -1.694   1.573  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.756  -1.486   1.993  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.402  -2.762   1.965  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.757  -2.712   1.874  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.440  -1.708   1.797  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.248  -4.110   1.883  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.413  -4.541   1.362  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.404  -3.687   0.618  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.814  -5.986   1.491  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.743  -0.905   3.412  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.455  -1.293   4.330  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.097   0.158   3.573  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.472   0.055   3.120  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.096   1.432   3.334  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.497   2.488   2.389  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.921   3.920   2.747  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.159   4.158   3.571  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.250   4.872   2.330  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.723   2.128   0.875  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.236   2.237   0.557  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.043   3.171  -0.077  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.456   3.308   0.067  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.248   2.577  -0.511  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.846   4.282   0.911  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.094   0.677   0.637  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.103   0.156  -0.840  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.411   0.186  -1.402  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.497  -1.269  -0.954  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.923  -1.180  -0.882  0.00  0.00           O+0
HETATM   38  H   UNK     0      -0.759  -5.790   0.194  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.053  -5.798  -1.415  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.667  -5.378  -1.274  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.661  -0.415   0.945  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.288  -1.717   2.068  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.087  -2.447   2.278  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.287  -0.766   1.367  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.582  -4.808   2.381  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.994  -2.730   0.289  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.739  -4.204  -0.289  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.280  -3.494   1.245  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.773  -6.068   2.012  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.915  -6.442   0.500  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.080  -6.573   2.053  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.966  -0.653   3.797  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.183   1.365   3.224  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.907   1.741   4.370  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.414   2.487   2.579  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.014   3.639   3.132  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.995   3.826   4.598  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.383   5.229   3.585  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.595   3.260   0.721  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.857   1.596   1.180  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.462   2.020  -0.489  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.233   2.910  -1.126  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.496   4.165   0.016  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.106   4.761   1.362  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.029   0.822   0.859  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.498   0.829  -1.455  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.844  -0.674  -1.221  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.761  -1.697  -1.929  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.238  -0.571  -1.578  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    3    9   36    6                                             
CONECT    6    5    7                                                       
CONECT    7    8    6   41   42                                             
CONECT    8   33   21    9    7                                             
CONECT    9   10    8   43    5                                             
CONECT   10   11   18    9   44                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   45                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   46   47   48                                             
CONECT   17   15   49   50   51                                             
CONECT   18   19   20   10                                                  
CONECT   19   18                                                            
CONECT   20   21   18                                                       
CONECT   21   20   22    8   52                                             
CONECT   22   23   21   53   54                                             
CONECT   23   27   22   55   24                                             
CONECT   24   26   23   25                                                  
CONECT   25   24   56   57   58                                             
CONECT   26   24                                                            
CONECT   27   23   33   28   29                                             
CONECT   28   27   59   60   61                                             
CONECT   29   30   27   62   63                                             
CONECT   30   31   29   32                                                  
CONECT   31   30                                                            
CONECT   32   30   64                                                       
CONECT   33    8   27   34   65                                             
CONECT   34   33   35   36   66                                             
CONECT   35   34   67                                                       
CONECT   36    5   34   37   68                                             
CONECT   37   36   69                                                       
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   14                                                            
CONECT   46   16                                                            
CONECT   47   16                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   25                                                            
CONECT   57   25                                                            
CONECT   58   25                                                            
CONECT   59   28                                                            
CONECT   60   28                                                            
CONECT   61   28                                                            
CONECT   62   29                                                            
CONECT   63   29                                                            
CONECT   64   32                                                            
CONECT   65   33                                                            
CONECT   66   34                                                            
CONECT   67   35                                                            
CONECT   68   36                                                            
CONECT   69   37                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  144    0
END

RDKit          3D

69 72  0  0  0  0  0  0  0  0999 V2000
   -0.6922   -5.3035   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777   -3.9189   -0.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030   -3.6697   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -4.5451    0.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625   -2.1655    0.1720 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5289   -1.9646    0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -1.0892    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5535   -0.4302    1.6751 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6890   -1.6938    1.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7555   -1.4857    1.9934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4019   -2.7623    1.9646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -2.7121    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398   -1.7076    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -4.1097    1.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -4.5406    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039   -3.6871    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137   -5.9862    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.9047    3.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.2927    4.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974    0.1582    3.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719    0.0551    3.1197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0963    1.4316    3.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4970    2.4883    2.3885 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9205    3.9202    2.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592    4.1582    3.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496    4.8723    2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231    2.1278    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2358    2.2371    0.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    3.1708   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4557    3.3077    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2485    2.5769   -0.5113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    4.2816    0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.6771    0.6374 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1025    0.1556   -0.8403 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4110    0.1855   -1.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -1.2691   -0.9538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9233   -1.1796   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -5.7904    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -5.7982   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670   -5.3782   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6610   -0.4147    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.7169    2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871   -2.4471    2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870   -0.7660    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818   -4.8081    2.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -2.7302    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -4.2038   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2800   -3.4937    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732   -6.0677    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148   -6.4425    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -6.5728    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -0.6532    3.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1833    1.3651    3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074    1.7406    4.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    2.4872    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    3.6388    3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    3.8261    4.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    5.2290    3.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    3.2604    0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.5960    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    2.0196   -0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    2.9101   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4961    4.1647    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064    4.7607    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293    0.8220    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8286   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -0.6739   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -1.6967   -1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -0.5705   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  2  0
 27 23  1  0
 18 19  2  0
 10 11  1  0
 21 20  1  0
 11 12  1  0
 20 18  1  0
 12 13  2  0
 18 10  1  0
 12 14  1  0
 10  9  1  0
 14 15  2  3
 33  8  1  0
 15 16  1  0
 30 29  1  0
 15 17  1  0
 26 24  2  0
  5  3  1  6
 27 33  1  0
  3  2  1  0
 23 22  1  0
  3  4  2  0
 22 21  1  0
  8 21  1  0
 27 28  1  6
 33 34  1  0
 34 35  1  0
  8  9  1  0
  9 43  1  1
  9  5  1  0
 21 52  1  1
  5 36  1  0
 23 55  1  6
 36 34  1  0
 33 65  1  1
 24 23  1  0
 36 37  1  0
 24 25  1  0
  5  6  1  0
 30 32  1  0
  8  7  1  6
  7  6  1  0
 27 29  1  0
  2  1  1  0
 29 62  1  0
 29 63  1  0
 22 53  1  0
 22 54  1  0
 10 44  1  6
 36 68  1  6
 34 66  1  6
 25 56  1  0
 25 57  1  0
 25 58  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 32 64  1  0
 28 59  1  0
 28 60  1  0
 28 61  1  0
 35 67  1  0
 37 69  1  0
  7 41  1  0
  7 42  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
M  END

View in JSmol

Synonyms

Value	Source
Bruceanate e	Generator

Chemical Formula

C₂₅H₃₂O₁₂

Average Mass

524.5190 Da

Monoisotopic Mass

524.18938 Da

IUPAC Name

2-[(1R,2S,3R,6R,8R,9R,10R,11R,12S,13S)-8-acetyl-11,12-dihydroxy-13-(methoxycarbonyl)-9-methyl-3-[(3-methylbut-2-enoyl)oxy]-4-oxo-5,14-dioxatetracyclo[8.5.0.0^{1,6}.0^{2,13}]pentadecan-9-yl]acetic acid

Traditional Name

[(1R,2S,3R,6R,8R,9R,10R,11R,12S,13S)-8-acetyl-11,12-dihydroxy-13-(methoxycarbonyl)-9-methyl-3-[(3-methylbut-2-enoyl)oxy]-4-oxo-5,14-dioxatetracyclo[8.5.0.0^{1,6}.0^{2,13}]pentadecan-9-yl]acetic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])[C@@]1(C([H])([H])[H])[C@]([H])(C(=O)C([H])([H])[H])C([H])([H])[C@@]2([H])OC(=O)[C@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]3([H])[C@@]4(OC([H])([H])[C@]23[C@]1([H])[C@@]([H])(O[H])[C@]4([H])O[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C25H32O12/c1-10(2)6-15(29)37-17-19-24-9-35-25(19,22(33)34-5)20(31)16(30)18(24)23(4,8-14(27)28)12(11(3)26)7-13(24)36-21(17)32/h6,12-13,16-20,30-31H,7-9H2,1-5H3,(H,27,28)/t12-,13+,16+,17+,18+,19+,20-,23-,24+,25-/m0/s1

InChI Key

USQBKJMZGOZWID-AYJGHYFRSA-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
Fatty acid ester
Delta_valerolactone
Oxepane
Fatty acyl
Hydroxy acid
Oxane
Pyran
Cyclic alcohol
Furan
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Secondary alcohol
Ketone
Carboxylic acid ester
Lactone
1,2-diol
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Carboxylic acid
Alcohol
Organic oxide
Hydrocarbon derivative
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	0.61	ALOGPS
logP	-0.34	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	182.96 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	121.04 m³·mol⁻¹	ChemAxon
Polarizability	50.78 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

28521973

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70681802

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 (NP0036635)

MOL for NP0036635 (bruceanic acid E)

3D MOL for NP0036635 (bruceanic acid E)

3D SDF for NP0036635 (bruceanic acid E)

3D-SDF for NP0036635 (bruceanic acid E)

PDB for NP0036635 (bruceanic acid E)

3D PDB for NP0036635 (bruceanic acid E)

SMILES for NP0036635 (bruceanic acid E)

INCHI for NP0036635 (bruceanic acid E)

Structure for NP0036635 (bruceanic acid E)

3D Structure for NP0036635 (bruceanic acid E)