NP-MRD: Showing NP-Card for Tetrapetalone D (NP0005318)

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Record Information

Version

2.0

Created at

2020-12-09 02:35:28 UTC

Updated at

2021-07-15 16:51:39 UTC

NP-MRD ID

NP0005318

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetrapetalone D

Provided By

NPAtlas

Description

Tetrapetalone D is found in Streptomyces sp. Tetrapetalone D was first documented in 2007 (PMID: 17571192). Based on a literature review very few articles have been published on 1-[(4R,9S,10R,11S,16S)-4,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-3,5,14-trioxo-2-azatetracyclo[7.6.1.0²,⁶.0¹²,¹⁶]Hexadeca-1(15),7,12-trien-6-yl]ethyl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118183D          

 74 78  0  0  0  0            999 V2000
   -2.5244    3.6501    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    2.4960    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551    2.6401    1.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    1.2925   -0.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    0.2122    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9316   -0.0201   -1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   -1.0416    0.6093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6768   -1.7853   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6578   -0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1168   -2.6361   -2.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640   -0.6509   -0.5930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9064   -0.7879   -1.2227 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9750   -0.0408   -2.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.1322   -0.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1340   -0.6294   -0.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0080    0.4360   -0.4731 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0853    0.5364    0.5555 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0514    1.6080    0.1666 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4751    1.5507   -1.2779 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2267    0.3875   -1.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    1.4098   -2.1128 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5380    1.2837   -3.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983    0.2362   -1.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899   -0.6284    1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882   -1.0797    2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.5063    3.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758   -1.9529    4.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995   -1.4061    2.9833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -0.9235    1.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671   -0.9313    1.8027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4005   -0.8759    2.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0553   -0.3565    4.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.5273    2.5944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8862   -0.6397    2.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -2.6933    3.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.9099    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1067   -2.7859    0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2373   -0.3856    0.8242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3245    1.0615    1.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990    3.3222   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    4.2894    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623    4.1819   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    0.5724    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    0.6434   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881    0.2438   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562   -1.0950   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -2.5886   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344   -2.2018   -3.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8865   -3.4558   -2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537   -3.1530   -1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.3258   -1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -1.8015   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    0.2574   -2.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2709    0.8192   -2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7628    0.9640   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868    1.4152   -0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5970    0.8546    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937   -0.4251    0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9515    1.6012    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5507    2.5956    0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0109    2.4646   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8441    0.4670   -2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    2.2300   -1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6043    0.9278   -4.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7821    2.2537   -4.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2901    0.4989   -3.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7662   -1.1642    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619   -1.7390    3.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4639   -1.0705    3.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6172   -0.5733    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593    0.3667    3.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5412   -2.3766    4.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    1.2692    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
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 12 14  1  0  0  0  0
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 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  1  0  0  0
 33 36  1  0  0  0  0
 36 37  2  0  0  0  0
 29 38  1  0  0  0  0
 38 39  1  6  0  0  0
 30  7  1  0  0  0  0
 36  7  1  0  0  0  0
 38 11  1  0  0  0  0
 23 16  1  0  0  0  0
 38 24  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  5 43  1  1  0  0  0
  6 44  1  0  0  0  0
  6 45  1  0  0  0  0
  6 46  1  0  0  0  0
  8 47  1  0  0  0  0
 10 48  1  0  0  0  0
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 10 50  1  0  0  0  0
 11 51  1  6  0  0  0
 12 52  1  6  0  0  0
 13 53  1  0  0  0  0
 13 54  1  0  0  0  0
 13 55  1  0  0  0  0
 14 56  1  1  0  0  0
 16 57  1  6  0  0  0
 17 58  1  0  0  0  0
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 18 60  1  0  0  0  0
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 22 67  1  0  0  0  0
 25 68  1  0  0  0  0
 28 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
 34 72  1  0  0  0  0
 35 73  1  0  0  0  0
 39 74  1  0  0  0  0
M  END

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
   -2.5244    3.6501    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    2.4960    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551    2.6401    1.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    1.2925   -0.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    0.2122    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9316   -0.0201   -1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   -1.0416    0.6093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6768   -1.7853   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6578   -0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1168   -2.6361   -2.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640   -0.6509   -0.5930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9064   -0.7879   -1.2227 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9750   -0.0408   -2.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.1322   -0.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1340   -0.6294   -0.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0080    0.4360   -0.4731 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0853    0.5364    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0514    1.6080    0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    1.5507   -1.2779 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2267    0.3875   -1.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    1.4098   -2.1128 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5380    1.2837   -3.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983    0.2362   -1.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899   -0.6284    1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882   -1.0797    2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1124    1.2692    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 33 35  1  1
 33 36  1  0
 36 37  2  0
 29 38  1  0
 38 39  1  6
 30  7  1  0
 36  7  1  0
 38 11  1  0
 23 16  1  0
 38 24  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  1
  6 44  1  0
  6 45  1  0
  6 46  1  0
  8 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  6
 12 52  1  6
 13 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  1
 16 57  1  6
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  6
 20 63  1  0
 21 64  1  6
 22 65  1  0
 22 66  1  0
 22 67  1  0
 25 68  1  0
 28 69  1  0
 34 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 39 74  1  0
M  END


  Mrv1652306242118183D          

 74 78  0  0  0  0            999 V2000
   -2.5244    3.6501    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    2.4960    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551    2.6401    1.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    1.2925   -0.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    0.2122    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9316   -0.0201   -1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   -1.0416    0.6093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6768   -1.7853   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6578   -0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1168   -2.6361   -2.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640   -0.6509   -0.5930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9064   -0.7879   -1.2227 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9750   -0.0408   -2.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.1322   -0.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1340   -0.6294   -0.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0080    0.4360   -0.4731 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0853    0.5364    0.5555 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0514    1.6080    0.1666 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4751    1.5507   -1.2779 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2267    0.3875   -1.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    1.4098   -2.1128 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5380    1.2837   -3.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983    0.2362   -1.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899   -0.6284    1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882   -1.0797    2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.5063    3.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758   -1.9529    4.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995   -1.4061    2.9833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -0.9235    1.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671   -0.9313    1.8027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4005   -0.8759    2.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0553   -0.3565    4.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.5273    2.5944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8862   -0.6397    2.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -2.6933    3.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.9099    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1067   -2.7859    0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2373   -0.3856    0.8242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3245    1.0615    1.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990    3.3222   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    4.2894    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623    4.1819   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    0.5724    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    0.6434   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881    0.2438   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562   -1.0950   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -2.5886   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344   -2.2018   -3.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8865   -3.4558   -2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537   -3.1530   -1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.3258   -1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -1.8015   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    0.2574   -2.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -0.7359   -3.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.8192   -2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7628    0.9640   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868    1.4152   -0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5970    0.8546    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937   -0.4251    0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9515    1.6012    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5507    2.5956    0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0109    2.4646   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8441    0.4670   -2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    2.2300   -1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6043    0.9278   -4.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7821    2.2537   -4.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2901    0.4989   -3.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7662   -1.1642    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619   -1.7390    3.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4639   -1.0705    3.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6172   -0.5733    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593    0.3667    3.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5412   -2.3766    4.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    1.2692    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  1  0  0  0
 33 36  1  0  0  0  0
 36 37  2  0  0  0  0
 29 38  1  0  0  0  0
 38 39  1  6  0  0  0
 30  7  1  0  0  0  0
 36  7  1  0  0  0  0
 38 11  1  0  0  0  0
 23 16  1  0  0  0  0
 38 24  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  5 43  1  1  0  0  0
  6 44  1  0  0  0  0
  6 45  1  0  0  0  0
  6 46  1  0  0  0  0
  8 47  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
 11 51  1  6  0  0  0
 12 52  1  6  0  0  0
 13 53  1  0  0  0  0
 13 54  1  0  0  0  0
 13 55  1  0  0  0  0
 14 56  1  1  0  0  0
 16 57  1  6  0  0  0
 17 58  1  0  0  0  0
 17 59  1  0  0  0  0
 18 60  1  0  0  0  0
 18 61  1  0  0  0  0
 19 62  1  6  0  0  0
 20 63  1  0  0  0  0
 21 64  1  6  0  0  0
 22 65  1  0  0  0  0
 22 66  1  0  0  0  0
 22 67  1  0  0  0  0
 25 68  1  0  0  0  0
 28 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
 34 72  1  0  0  0  0
 35 73  1  0  0  0  0
 39 74  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005318

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])C([H])([H])[C@]([H])(O[C@]2([H])C3=C([H])C(=O)C([H])=C4N5C(=O)[C@](O[H])(C(=O)[C@@]5(C([H])=C(C([H])([H])[H])[C@]([H])([C@@]2([H])C([H])([H])[H])[C@]34O[H])[C@@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])O[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H35NO10/c1-12-11-27(15(4)38-16(5)30)24(33)26(6,35)25(34)29(27)20-10-17(31)9-18-23(13(2)22(12)28(18,20)36)39-21-8-7-19(32)14(3)37-21/h9-11,13-15,19,21-23,32,35-36H,7-8H2,1-6H3/t13-,14-,15+,19-,21+,22-,23+,26-,27-,28+/m1/s1

> <INCHI_KEY>
UYFGBRLWACYIFF-NWHUMWNPSA-N

> <FORMULA>
C28H35NO10

> <MOLECULAR_WEIGHT>
545.585

> <EXACT_MASS>
545.226096331

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
56.27405913029612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S)-1-[(4R,6R,9S,10R,11S,16S)-4,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-3,5,14-trioxo-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),7,12-trien-6-yl]ethyl acetate

> <ALOGPS_LOGP>
1.37

> <JCHEM_LOGP>
0.21535257833333493

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.918149120014146

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.204858722574132

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1508471092681747

> <JCHEM_POLAR_SURFACE_AREA>
159.9

> <JCHEM_REFRACTIVITY>
137.4257

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-1-[(4R,6R,9S,10R,11S,16S)-4,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-3,5,14-trioxo-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),7,12-trien-6-yl]ethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
   -2.5244    3.6501    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    2.4960    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551    2.6401    1.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    1.2925   -0.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    0.2122    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9316   -0.0201   -1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   -1.0416    0.6093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6768   -1.7853   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6578   -0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1168   -2.6361   -2.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640   -0.6509   -0.5930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9064   -0.7879   -1.2227 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9750   -0.0408   -2.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.1322   -0.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1340   -0.6294   -0.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0080    0.4360   -0.4731 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0853    0.5364    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0514    1.6080    0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    1.5507   -1.2779 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2267    0.3875   -1.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    1.4098   -2.1128 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5380    1.2837   -3.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983    0.2362   -1.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899   -0.6284    1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882   -1.0797    2.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.5063    3.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758   -1.9529    4.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995   -1.4061    2.9833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -0.9235    1.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671   -0.9313    1.8027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4005   -0.8759    2.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0553   -0.3565    4.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.5273    2.5944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8862   -0.6397    2.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -2.6933    3.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.9099    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1067   -2.7859    0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2373   -0.3856    0.8242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3245    1.0615    1.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990    3.3222   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    4.2894    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623    4.1819   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    0.5724    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    0.6434   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881    0.2438   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562   -1.0950   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -2.5886   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344   -2.2018   -3.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8865   -3.4558   -2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537   -3.1530   -1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.3258   -1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -1.8015   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    0.2574   -2.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -0.7359   -3.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.8192   -2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7628    0.9640   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868    1.4152   -0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5970    0.8546    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937   -0.4251    0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9515    1.6012    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5507    2.5956    0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0109    2.4646   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8441    0.4670   -2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    2.2300   -1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6043    0.9278   -4.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7821    2.2537   -4.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2901    0.4989   -3.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7662   -1.1642    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619   -1.7390    3.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4639   -1.0705    3.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6172   -0.5733    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593    0.3667    3.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5412   -2.3766    4.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    1.2692    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  6
  8  9  2  0
  9 10  1  0
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 19 21  1  0
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 14 24  1  0
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 31 32  2  0
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 33 34  1  0
 33 35  1  1
 33 36  1  0
 36 37  2  0
 29 38  1  0
 38 39  1  6
 30  7  1  0
 36  7  1  0
 38 11  1  0
 23 16  1  0
 38 24  1  0
  1 40  1  0
  1 41  1  0
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  8 47  1  0
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 39 74  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.524   3.650   0.266  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.409   2.496   0.547  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.355   2.640   1.392  0.00  0.00           O+0
HETATM    4  O   UNK     0      -3.204   1.293  -0.101  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.059   0.212   0.184  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.932  -0.020  -1.056  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.379  -1.042   0.609  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.677  -1.785  -0.457  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.441  -1.658  -0.985  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.117  -2.636  -2.069  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.464  -0.651  -0.593  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.906  -0.788  -1.223  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.975  -0.041  -2.531  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.847  -0.132  -0.192  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.134  -0.629  -0.273  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.008   0.436  -0.473  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.085   0.536   0.556  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.051   1.608   0.167  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.475   1.551  -1.278  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.227   0.388  -1.469  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.220   1.410  -2.113  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.538   1.284  -3.585  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.598   0.236  -1.720  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.190  -0.628   1.069  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.688  -1.080   2.164  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.731  -1.506   3.219  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.176  -1.953   4.313  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.700  -1.406   2.983  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.139  -0.924   1.837  0.00  0.00           C+0
HETATM   30  N   UNK     0      -2.567  -0.931   1.803  0.00  0.00           N+0
HETATM   31  C   UNK     0      -3.401  -0.876   2.934  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.055  -0.357   4.034  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.726  -1.527   2.594  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.886  -0.640   2.830  0.00  0.00           C+0
HETATM   35  O   UNK     0      -4.758  -2.693   3.394  0.00  0.00           O+0
HETATM   36  C   UNK     0      -4.489  -1.910   1.178  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.107  -2.786   0.600  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.237  -0.386   0.824  0.00  0.00           C+0
HETATM   39  O   UNK     0      -0.325   1.062   1.022  0.00  0.00           O+0
HETATM   40  H   UNK     0      -1.499   3.322  -0.012  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.510   4.289   1.167  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.962   4.182  -0.625  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.802   0.572   0.947  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.795   0.643  -1.090  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.288   0.244  -1.944  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.156  -1.095  -1.153  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.244  -2.589  -0.914  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.234  -2.202  -3.081  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.887  -3.456  -2.020  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.154  -3.153  -1.913  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.867   0.326  -1.051  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.258  -1.802  -1.363  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.009   0.257  -2.796  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.644  -0.736  -3.330  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.271   0.819  -2.545  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.763   0.964  -0.293  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.487   1.415  -0.521  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.597   0.855   1.517  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.594  -0.425   0.754  0.00  0.00           H+0
HETATM   60  H   UNK     0       6.952   1.601   0.846  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.551   2.596   0.324  0.00  0.00           H+0
HETATM   62  H   UNK     0       7.011   2.465  -1.536  0.00  0.00           H+0
HETATM   63  H   UNK     0       7.844   0.467  -2.233  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.505   2.230  -1.960  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.604   0.928  -4.100  0.00  0.00           H+0
HETATM   66  H   UNK     0       5.782   2.254  -4.046  0.00  0.00           H+0
HETATM   67  H   UNK     0       6.290   0.499  -3.770  0.00  0.00           H+0
HETATM   68  H   UNK     0       2.766  -1.164   2.354  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.362  -1.739   3.742  0.00  0.00           H+0
HETATM   70  H   UNK     0      -6.464  -1.071   3.701  0.00  0.00           H+0
HETATM   71  H   UNK     0      -6.617  -0.573   2.011  0.00  0.00           H+0
HETATM   72  H   UNK     0      -5.559   0.367   3.211  0.00  0.00           H+0
HETATM   73  H   UNK     0      -4.541  -2.377   4.317  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.112   1.269   1.882  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   43                                             
CONECT    6    5   44   45   46                                             
CONECT    7    5    8   30   36                                             
CONECT    8    7    9   47                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   48   49   50                                             
CONECT   11    9   12   38   51                                             
CONECT   12   11   13   14   52                                             
CONECT   13   12   53   54   55                                             
CONECT   14   12   15   24   56                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   23   57                                             
CONECT   17   16   18   58   59                                             
CONECT   18   17   19   60   61                                             
CONECT   19   18   20   21   62                                             
CONECT   20   19   63                                                       
CONECT   21   19   22   23   64                                             
CONECT   22   21   65   66   67                                             
CONECT   23   21   16                                                       
CONECT   24   14   25   38                                                  
CONECT   25   24   26   68                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   69                                                  
CONECT   29   28   30   38                                                  
CONECT   30   29   31    7                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35   36                                             
CONECT   34   33   70   71   72                                             
CONECT   35   33   73                                                       
CONECT   36   33   37    7                                                  
CONECT   37   36                                                            
CONECT   38   29   39   11   24                                             
CONECT   39   38   74                                                       
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45    6                                                            
CONECT   46    6                                                            
CONECT   47    8                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   10                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   13                                                            
CONECT   55   13                                                            
CONECT   56   14                                                            
CONECT   57   16                                                            
CONECT   58   17                                                            
CONECT   59   17                                                            
CONECT   60   18                                                            
CONECT   61   18                                                            
CONECT   62   19                                                            
CONECT   63   20                                                            
CONECT   64   21                                                            
CONECT   65   22                                                            
CONECT   66   22                                                            
CONECT   67   22                                                            
CONECT   68   25                                                            
CONECT   69   28                                                            
CONECT   70   34                                                            
CONECT   71   34                                                            
CONECT   72   34                                                            
CONECT   73   35                                                            
CONECT   74   39                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  156    0
END

RDKit          3D

74 78  0  0  0  0  0  0  0  0999 V2000
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   -3.4094    2.4960    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551    2.6401    1.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    1.2925   -0.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    0.2122    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9316   -0.0201   -1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   -1.0416    0.6093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6768   -1.7853   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6578   -0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1168   -2.6361   -2.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640   -0.6509   -0.5930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9064   -0.7879   -1.2227 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9750   -0.0408   -2.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.1322   -0.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.1758   -1.9529    4.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995   -1.4061    2.9833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -0.9235    1.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671   -0.9313    1.8027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4005   -0.8759    2.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0553   -0.3565    4.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.5273    2.5944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8862   -0.6397    2.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -2.6933    3.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.9099    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1067   -2.7859    0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3245    1.0615    1.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990    3.3222   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    4.2894    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623    4.1819   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    0.5724    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    0.6434   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881    0.2438   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562   -1.0950   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -2.5886   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344   -2.2018   -3.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8865   -3.4558   -2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537   -3.1530   -1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.3258   -1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -1.8015   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    0.2574   -2.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -0.7359   -3.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.8192   -2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7628    0.9640   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868    1.4152   -0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5970    0.8546    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937   -0.4251    0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9515    1.6012    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5507    2.5956    0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0109    2.4646   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8441    0.4670   -2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    2.2300   -1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6043    0.9278   -4.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7821    2.2537   -4.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2901    0.4989   -3.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7662   -1.1642    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619   -1.7390    3.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4639   -1.0705    3.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6172   -0.5733    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593    0.3667    3.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5412   -2.3766    4.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    1.2692    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  6
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 14 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 33 35  1  1
 33 36  1  0
 36 37  2  0
 29 38  1  0
 38 39  1  6
 30  7  1  0
 36  7  1  0
 38 11  1  0
 23 16  1  0
 38 24  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  1
  6 44  1  0
  6 45  1  0
  6 46  1  0
  8 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  6
 12 52  1  6
 13 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  1
 16 57  1  6
 17 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  6
 20 63  1  0
 21 64  1  6
 22 65  1  0
 22 66  1  0
 22 67  1  0
 25 68  1  0
 28 69  1  0
 34 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 39 74  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1-[(4R,9S,10R,11S,16S)-4,16-Dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-3,5,14-trioxo-2-azatetracyclo[7.6.1.0,.0,]hexadeca-1(15),7,12-trien-6-yl]ethyl acetic acid	Generator

Chemical Formula

C₂₈H₃₅NO₁₀

Average Mass

545.5850 Da

Monoisotopic Mass

545.22610 Da

IUPAC Name

(1S)-1-[(4R,6R,9S,10R,11S,16S)-4,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-3,5,14-trioxo-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),7,12-trien-6-yl]ethyl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(OC(C)=O)C12C=C(C)[C@@H]3[C@@H](C)[C@H](O[C@H]4CC[C@@H](O)[C@@H](C)O4)C4=CC(=O)C=C(N1C(=O)[C@](C)(O)C2=O)[C@]34O

InChI Identifier

InChI=1S/C28H35NO10/c1-12-11-27(15(4)38-16(5)30)24(33)26(6,35)25(34)29(27)20-10-17(31)9-18-23(13(2)22(12)28(18,20)36)39-21-8-7-19(32)14(3)37-21/h9-11,13-15,19,21-23,32,35-36H,7-8H2,1-6H3/t13-,14-,15?,19-,21+,22-,23+,26-,27?,28+/m1/s1

InChI Key

UYFGBRLWACYIFF-NWHUMWNPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces sp.	NPAtlas	15118321

Chemical Taxonomy

Classification

Not classified

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	1.37	ALOGPS
logP	0.22	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.2	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	159.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	137.43 m³·mol⁻¹	ChemAxon
Polarizability	56.27 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA015050

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78438074

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587300

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Komoda T, Sugiyama Y, Hirota A: Biosynthesis of tetrapetalones. Org Biomol Chem. 2007 May 21;5(10):1615-20. doi: 10.1039/b618425a. Epub 2007 Apr 17. [PubMed:17571192 ]

Showing NP-Card for Tetrapetalone D (NP0005318)

MOL for NP0005318 (Tetrapetalone D)

3D MOL for NP0005318 (Tetrapetalone D)

3D SDF for NP0005318 (Tetrapetalone D)

3D-SDF for NP0005318 (Tetrapetalone D)

PDB for NP0005318 (Tetrapetalone D)

3D PDB for NP0005318 (Tetrapetalone D)

SMILES for NP0005318 (Tetrapetalone D)

INCHI for NP0005318 (Tetrapetalone D)

Structure for NP0005318 (Tetrapetalone D)

3D Structure for NP0005318 (Tetrapetalone D)