NP-MRD: Showing NP-Card for GTRI-BB (NP0004243)

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Record Information

Version

2.0

Created at

2020-12-09 01:44:11 UTC

Updated at

2021-07-15 16:48:38 UTC

NP-MRD ID

NP0004243

Secondary Accession Numbers

None

Natural Product Identification

Common Name

GTRI-BB

Provided By

NPAtlas

Description

GTRI-BB is found in Micromonospora and Micromonospora sp. SA-246. GTRI-BB was first documented in 2002 (PMID: 12139021). Based on a literature review very few articles have been published on methyl 2-[(1S,3S,4S)-4,6-dihydroxy-8-[(15S,17S)-7-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]Heptadeca-1(10),3(8),4,6-tetraen-5-yl]-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118053D          

 72 78  0  0  0  0            999 V2000
    9.9535    0.6068    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -0.0061    0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   -0.0607   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0037    0.4444   -1.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9505   -0.6743   -1.6106 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7983   -1.2160   -0.8025 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8505   -1.7829   -1.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455   -0.8768   -2.1312 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1457   -1.4321   -3.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -0.4174   -0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -0.0688    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0988    0.4004    1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7121    0.7362    2.3419 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    0.5069    1.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.9493    2.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6660    1.3118    3.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5723    1.0334    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6681    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    0.7558    1.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.7201    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    1.8570    2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1573    2.8400    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151    0.9646    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.0374    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -0.1065    0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4963   -0.9697   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -1.8442   -0.9221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9460   -0.8839   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475    0.0451    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7849    0.9823    1.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3897    1.8706    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0140    0.0859    0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5919    1.3567    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7890    1.2557   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7402    2.0579   -0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.0518   -1.1585 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3290   -0.3186   -1.1018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0414   -1.6485   -1.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -1.8685   -1.1123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0988   -2.0259   -2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867    0.2294    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.1359    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.3301   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635   -0.6655   -2.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2553   -0.1517    0.1223 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7254    1.0948   -0.3429 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3361   -0.0664    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8216    0.8284    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6463    1.5521    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044    0.0926   -2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4174   -1.4828   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071   -2.0245   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5021    0.0024   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.6091   -3.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -1.8280   -4.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -2.2733   -3.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623    1.6366    4.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.3879    3.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    2.4230    2.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579    3.1329    2.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8334   -0.8836   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5005   -0.6451    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4069   -0.7600   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0137    0.3130   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6842    0.2841   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5555   -2.8580   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4295   -2.9105   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8885   -2.1825   -3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5495   -1.1104   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.0670   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878   -0.2672    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829    1.7400    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
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 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 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  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 18 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 11 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45  6  1  0  0  0  0
 43 10  1  0  0  0  0
 42 14  1  0  0  0  0
 25 19  1  0  0  0  0
 39 28  1  0  0  0  0
 30 23  1  0  0  0  0
 37 32  1  0  0  0  0
  1 47  1  0  0  0  0
  1 48  1  0  0  0  0
  1 49  1  0  0  0  0
  5 50  1  0  0  0  0
  5 51  1  0  0  0  0
  6 52  1  1  0  0  0
  8 53  1  6  0  0  0
  9 54  1  0  0  0  0
  9 55  1  0  0  0  0
  9 56  1  0  0  0  0
 16 57  1  0  0  0  0
 17 58  1  0  0  0  0
 20 59  1  0  0  0  0
 22 60  1  0  0  0  0
 25 61  1  0  0  0  0
 32 62  1  1  0  0  0
 36 63  1  0  0  0  0
 36 64  1  0  0  0  0
 37 65  1  6  0  0  0
 39 66  1  1  0  0  0
 40 67  1  0  0  0  0
 40 68  1  0  0  0  0
 40 69  1  0  0  0  0
 41 70  1  0  0  0  0
 45 71  1  1  0  0  0
 46 72  1  0  0  0  0
M  END

     RDKit          3D

 72 78  0  0  0  0  0  0  0  0999 V2000
    9.9535    0.6068    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -0.0061    0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   -0.0607   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0037    0.4444   -1.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9505   -0.6743   -1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -1.2160   -0.8025 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8505   -1.7829   -1.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455   -0.8768   -2.1312 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1457   -1.4321   -3.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -0.4174   -0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -0.0688    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0988    0.4004    1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7121    0.7362    2.3419 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    0.5069    1.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.9493    2.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6660    1.3118    3.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5723    1.0334    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6681    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    0.7558    1.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.7201    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    1.8570    2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1573    2.8400    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151    0.9646    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.0374    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -0.1065    0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4963   -0.9697   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -1.8442   -0.9221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9460   -0.8839   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7849    0.9823    1.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3897    1.8706    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0140    0.0859    0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5919    1.3567    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7890    1.2557   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7402    2.0579   -0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.0518   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3290   -0.3186   -1.1018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0414   -1.6485   -1.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -1.8685   -1.1123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0988   -2.0259   -2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867    0.2294    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.1359    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.3301   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635   -0.6655   -2.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2553   -0.1517    0.1223 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7254    1.0948   -0.3429 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3361   -0.0664    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8216    0.8284    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6463    1.5521    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044    0.0926   -2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4174   -1.4828   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071   -2.0245   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0662    1.3879    3.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    2.4230    2.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579    3.1329    2.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8334   -0.8836   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5005   -0.6451    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4069   -0.7600   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6842    0.2841   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5555   -2.8580   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8885   -2.1825   -3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5495   -1.1104   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5878   -0.2672    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829    1.7400    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
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 18 19  1  0
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 11 45  1  0
 45 46  1  0
 45  6  1  0
 43 10  1  0
 42 14  1  0
 25 19  1  0
 39 28  1  0
 30 23  1  0
 37 32  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  1
  8 53  1  6
  9 54  1  0
  9 55  1  0
  9 56  1  0
 16 57  1  0
 17 58  1  0
 20 59  1  0
 22 60  1  0
 25 61  1  0
 32 62  1  1
 36 63  1  0
 36 64  1  0
 37 65  1  6
 39 66  1  1
 40 67  1  0
 40 68  1  0
 40 69  1  0
 41 70  1  0
 45 71  1  1
 46 72  1  0
M  END


  Mrv1652306242118053D          

 72 78  0  0  0  0            999 V2000
    9.9535    0.6068    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -0.0061    0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   -0.0607   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0037    0.4444   -1.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9505   -0.6743   -1.6106 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7983   -1.2160   -0.8025 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8505   -1.7829   -1.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455   -0.8768   -2.1312 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1457   -1.4321   -3.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -0.4174   -0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -0.0688    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0988    0.4004    1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7121    0.7362    2.3419 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    0.5069    1.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.9493    2.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6660    1.3118    3.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5723    1.0334    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6681    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    0.7558    1.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.7201    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    1.8570    2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1573    2.8400    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151    0.9646    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.0374    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -0.1065    0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4963   -0.9697   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -1.8442   -0.9221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9460   -0.8839   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475    0.0451    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7849    0.9823    1.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3897    1.8706    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0140    0.0859    0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5919    1.3567    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7890    1.2557   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7402    2.0579   -0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.0518   -1.1585 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3290   -0.3186   -1.1018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0414   -1.6485   -1.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -1.8685   -1.1123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0988   -2.0259   -2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867    0.2294    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.1359    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.3301   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635   -0.6655   -2.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2553   -0.1517    0.1223 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7254    1.0948   -0.3429 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3361   -0.0664    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8216    0.8284    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6463    1.5521    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044    0.0926   -2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4174   -1.4828   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071   -2.0245   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5021    0.0024   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.6091   -3.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -1.8280   -4.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -2.2733   -3.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623    1.6366    4.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.3879    3.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    2.4230    2.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579    3.1329    2.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8334   -0.8836   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5005   -0.6451    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4069   -0.7600   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0137    0.3130   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6842    0.2841   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5555   -2.8580   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4295   -2.9105   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8885   -2.1825   -3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5495   -1.1104   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.0670   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878   -0.2672    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829    1.7400    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 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  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 18 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 11 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45  6  1  0  0  0  0
 43 10  1  0  0  0  0
 42 14  1  0  0  0  0
 25 19  1  0  0  0  0
 39 28  1  0  0  0  0
 30 23  1  0  0  0  0
 37 32  1  0  0  0  0
  1 47  1  0  0  0  0
  1 48  1  0  0  0  0
  1 49  1  0  0  0  0
  5 50  1  0  0  0  0
  5 51  1  0  0  0  0
  6 52  1  1  0  0  0
  8 53  1  6  0  0  0
  9 54  1  0  0  0  0
  9 55  1  0  0  0  0
  9 56  1  0  0  0  0
 16 57  1  0  0  0  0
 17 58  1  0  0  0  0
 20 59  1  0  0  0  0
 22 60  1  0  0  0  0
 25 61  1  0  0  0  0
 32 62  1  1  0  0  0
 36 63  1  0  0  0  0
 36 64  1  0  0  0  0
 37 65  1  6  0  0  0
 39 66  1  1  0  0  0
 40 67  1  0  0  0  0
 40 68  1  0  0  0  0
 40 69  1  0  0  0  0
 41 70  1  0  0  0  0
 45 71  1  1  0  0  0
 46 72  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004243

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C(=O)C2=C([H])C(=C1[H])C1=C([H])C(O[H])=C2C(=O)C4=C(C(=O)C2=C1[H])[C@@]([H])(O[C@@]([H])(C([H])([H])C(=O)OC([H])([H])[H])[C@@]4([H])O[H])C([H])([H])[H])[C@@]([H])(O[C@@]1([H])C([H])([H])C(=O)O[C@]31[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H26O13/c1-10-22-26(30(40)18(44-10)8-20(36)43-3)31(41)24-14(28(22)38)4-12(6-16(24)34)13-5-15-25(17(35)7-13)32(42)27-23(29(15)39)11(2)45-19-9-21(37)46-33(19)27/h4-7,10-11,18-19,30,33-35,40H,8-9H2,1-3H3/t10-,11-,18-,19-,30+,33-/m0/s1

> <INCHI_KEY>
HODQAOCEAGGJKA-VCIWARJVSA-N

> <FORMULA>
C33H26O13

> <MOLECULAR_WEIGHT>
630.558

> <EXACT_MASS>
630.137340897

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
64.33098560507469

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1S,3S,4S)-4,6-dihydroxy-8-[(11R,15S,17S)-7-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3,5,7-tetraen-5-yl]-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetate

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.070380854666666

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.9227842933009525

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.311438088782677

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5371020223796936

> <JCHEM_POLAR_SURFACE_AREA>
200.02999999999994

> <JCHEM_REFRACTIVITY>
155.86129999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1S,3S,4S)-4,6-dihydroxy-8-[(11R,15S,17S)-7-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3,5,7-tetraen-5-yl]-1-methyl-5,10-dioxo-1H,3H,4H-naphtho[2,3-c]pyran-3-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 78  0  0  0  0  0  0  0  0999 V2000
    9.9535    0.6068    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -0.0061    0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   -0.0607   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0037    0.4444   -1.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9505   -0.6743   -1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -1.2160   -0.8025 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8505   -1.7829   -1.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455   -0.8768   -2.1312 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1457   -1.4321   -3.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -0.4174   -0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -0.0688    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0988    0.4004    1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7121    0.7362    2.3419 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    0.5069    1.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.9493    2.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6660    1.3118    3.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5723    1.0334    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6681    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    0.7558    1.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.7201    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    1.8570    2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1573    2.8400    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151    0.9646    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.0374    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -0.1065    0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4963   -0.9697   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -1.8442   -0.9221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9460   -0.8839   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475    0.0451    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7849    0.9823    1.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3897    1.8706    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0140    0.0859    0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5919    1.3567    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7890    1.2557   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7402    2.0579   -0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.0518   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3290   -0.3186   -1.1018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0414   -1.6485   -1.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -1.8685   -1.1123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0988   -2.0259   -2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867    0.2294    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.1359    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.3301   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635   -0.6655   -2.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2553   -0.1517    0.1223 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7254    1.0948   -0.3429 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3361   -0.0664    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8216    0.8284    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6463    1.5521    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044    0.0926   -2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4174   -1.4828   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071   -2.0245   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5021    0.0024   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.6091   -3.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -1.8280   -4.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -2.2733   -3.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623    1.6366    4.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.3879    3.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    2.4230    2.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579    3.1329    2.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8334   -0.8836   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5005   -0.6451    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4069   -0.7600   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0137    0.3130   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6842    0.2841   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5555   -2.8580   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4295   -2.9105   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8885   -2.1825   -3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5495   -1.1104   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.0670   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878   -0.2672    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829    1.7400    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
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 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 18 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 11 45  1  0
 45 46  1  0
 45  6  1  0
 43 10  1  0
 42 14  1  0
 25 19  1  0
 39 28  1  0
 30 23  1  0
 37 32  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  1
  8 53  1  6
  9 54  1  0
  9 55  1  0
  9 56  1  0
 16 57  1  0
 17 58  1  0
 20 59  1  0
 22 60  1  0
 25 61  1  0
 32 62  1  1
 36 63  1  0
 36 64  1  0
 37 65  1  6
 39 66  1  1
 40 67  1  0
 40 68  1  0
 40 69  1  0
 41 70  1  0
 45 71  1  1
 46 72  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       9.954   0.607   1.358  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.902  -0.006   0.636  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.982  -0.061  -0.736  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.004   0.444  -1.302  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.950  -0.674  -1.611  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.798  -1.216  -0.803  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.851  -1.783  -1.617  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.946  -0.877  -2.131  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.146  -1.432  -3.261  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.105  -0.417  -0.995  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.786  -0.069   0.101  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.099   0.400   1.293  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.712   0.736   2.342  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.638   0.507   1.333  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.961   0.949   2.451  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.666   1.312   3.590  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.572   1.033   2.439  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.092   0.668   1.299  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.549   0.756   1.282  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.198   1.720   2.008  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.585   1.857   2.032  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.157   2.840   2.777  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.315   0.965   1.280  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.704  -0.037   0.522  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.326  -0.107   0.551  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.496  -0.970  -0.267  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.861  -1.844  -0.922  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.946  -0.884  -0.287  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.548   0.045   0.413  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.785   0.982   1.204  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.390   1.871   1.872  0.00  0.00           O+0
HETATM   32  C   UNK     0      -8.014   0.086   0.354  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.592   1.357   0.404  0.00  0.00           O+0
HETATM   34  C   UNK     0      -9.789   1.256  -0.287  0.00  0.00           C+0
HETATM   35  O   UNK     0     -10.740   2.058  -0.194  0.00  0.00           O+0
HETATM   36  C   UNK     0      -9.780   0.052  -1.159  0.00  0.00           C+0
HETATM   37  C   UNK     0      -8.329  -0.319  -1.102  0.00  0.00           C+0
HETATM   38  O   UNK     0      -8.041  -1.649  -1.198  0.00  0.00           O+0
HETATM   39  C   UNK     0      -6.696  -1.869  -1.112  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.099  -2.026  -2.479  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.587   0.229   0.192  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.979   0.136   0.178  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.674  -0.330  -1.004  0.00  0.00           C+0
HETATM   44  O   UNK     0       2.063  -0.666  -2.051  0.00  0.00           O+0
HETATM   45  C   UNK     0       6.255  -0.152   0.122  0.00  0.00           C+0
HETATM   46  O   UNK     0       6.725   1.095  -0.343  0.00  0.00           O+0
HETATM   47  H   UNK     0      10.336  -0.066   2.153  0.00  0.00           H+0
HETATM   48  H   UNK     0      10.822   0.828   0.681  0.00  0.00           H+0
HETATM   49  H   UNK     0       9.646   1.552   1.837  0.00  0.00           H+0
HETATM   50  H   UNK     0       7.604   0.093  -2.352  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.417  -1.483  -2.197  0.00  0.00           H+0
HETATM   52  H   UNK     0       7.207  -2.025  -0.153  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.502   0.002  -2.492  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.621  -0.609  -3.792  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.887  -1.828  -4.013  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.499  -2.273  -3.006  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.162   1.637   4.410  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.066   1.388   3.339  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.631   2.423   2.601  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.058   3.133   2.956  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.833  -0.884  -0.035  0.00  0.00           H+0
HETATM   62  H   UNK     0      -8.501  -0.645   1.030  0.00  0.00           H+0
HETATM   63  H   UNK     0     -10.407  -0.760  -0.789  0.00  0.00           H+0
HETATM   64  H   UNK     0     -10.014   0.313  -2.215  0.00  0.00           H+0
HETATM   65  H   UNK     0      -7.684   0.284  -1.769  0.00  0.00           H+0
HETATM   66  H   UNK     0      -6.556  -2.858  -0.586  0.00  0.00           H+0
HETATM   67  H   UNK     0      -5.430  -2.910  -2.544  0.00  0.00           H+0
HETATM   68  H   UNK     0      -6.888  -2.183  -3.241  0.00  0.00           H+0
HETATM   69  H   UNK     0      -5.550  -1.110  -2.775  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.086  -0.067  -0.726  0.00  0.00           H+0
HETATM   71  H   UNK     0       6.588  -0.267   1.165  0.00  0.00           H+0
HETATM   72  H   UNK     0       6.783   1.740   0.411  0.00  0.00           H+0
CONECT    1    2   47   48   49                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   50   51                                             
CONECT    6    5    7   45   52                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10   53                                             
CONECT    9    8   54   55   56                                             
CONECT   10    8   11   43                                                  
CONECT   11   10   12   45                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   42                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   57                                                       
CONECT   17   15   18   58                                                  
CONECT   18   17   19   41                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21   59                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   60                                                       
CONECT   23   21   24   30                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   19   61                                                  
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   39                                                  
CONECT   29   28   30   32                                                  
CONECT   30   29   31   23                                                  
CONECT   31   30                                                            
CONECT   32   29   33   37   62                                             
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   63   64                                             
CONECT   37   36   38   32   65                                             
CONECT   38   37   39                                                       
CONECT   39   38   40   28   66                                             
CONECT   40   39   67   68   69                                             
CONECT   41   18   42   70                                                  
CONECT   42   41   43   14                                                  
CONECT   43   42   44   10                                                  
CONECT   44   43                                                            
CONECT   45   11   46    6   71                                             
CONECT   46   45   72                                                       
CONECT   47    1                                                            
CONECT   48    1                                                            
CONECT   49    1                                                            
CONECT   50    5                                                            
CONECT   51    5                                                            
CONECT   52    6                                                            
CONECT   53    8                                                            
CONECT   54    9                                                            
CONECT   55    9                                                            
CONECT   56    9                                                            
CONECT   57   16                                                            
CONECT   58   17                                                            
CONECT   59   20                                                            
CONECT   60   22                                                            
CONECT   61   25                                                            
CONECT   62   32                                                            
CONECT   63   36                                                            
CONECT   64   36                                                            
CONECT   65   37                                                            
CONECT   66   39                                                            
CONECT   67   40                                                            
CONECT   68   40                                                            
CONECT   69   40                                                            
CONECT   70   41                                                            
CONECT   71   45                                                            
CONECT   72   46                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  156    0
END

RDKit          3D

72 78  0  0  0  0  0  0  0  0999 V2000
    9.9535    0.6068    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -0.0061    0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   -0.0607   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0037    0.4444   -1.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9505   -0.6743   -1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -1.2160   -0.8025 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8505   -1.7829   -1.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455   -0.8768   -2.1312 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1457   -1.4321   -3.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -0.4174   -0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7863   -0.0688    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0988    0.4004    1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7121    0.7362    2.3419 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    0.5069    1.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.9493    2.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6660    1.3118    3.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5723    1.0334    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6681    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5491    0.7558    1.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.7201    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    1.8570    2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1573    2.8400    2.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151    0.9646    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.0374    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -0.1065    0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4963   -0.9697   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -1.8442   -0.9221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9460   -0.8839   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475    0.0451    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7849    0.9823    1.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3897    1.8706    1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0140    0.0859    0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5919    1.3567    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7890    1.2557   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7402    2.0579   -0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.0518   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3290   -0.3186   -1.1018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0414   -1.6485   -1.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -1.8685   -1.1123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0988   -2.0259   -2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867    0.2294    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    0.1359    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.3301   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635   -0.6655   -2.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2553   -0.1517    0.1223 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7254    1.0948   -0.3429 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3361   -0.0664    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8216    0.8284    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6463    1.5521    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044    0.0926   -2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4174   -1.4828   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071   -2.0245   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5021    0.0024   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.6091   -3.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -1.8280   -4.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -2.2733   -3.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623    1.6366    4.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.3879    3.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    2.4230    2.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579    3.1329    2.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8334   -0.8836   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5005   -0.6451    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4069   -0.7600   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0137    0.3130   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6842    0.2841   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5555   -2.8580   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4295   -2.9105   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8885   -2.1825   -3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5495   -1.1104   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.0670   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878   -0.2672    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829    1.7400    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 18 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 11 45  1  0
 45 46  1  0
 45  6  1  0
 43 10  1  0
 42 14  1  0
 25 19  1  0
 39 28  1  0
 30 23  1  0
 37 32  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  1
  8 53  1  6
  9 54  1  0
  9 55  1  0
  9 56  1  0
 16 57  1  0
 17 58  1  0
 20 59  1  0
 22 60  1  0
 25 61  1  0
 32 62  1  1
 36 63  1  0
 36 64  1  0
 37 65  1  6
 39 66  1  1
 40 67  1  0
 40 68  1  0
 40 69  1  0
 41 70  1  0
 45 71  1  1
 46 72  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 2-[(1S,3S,4S)-4,6-dihydroxy-8-[(15S,17S)-7-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.0,.0,]heptadeca-1(10),3(8),4,6-tetraen-5-yl]-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetic acid	Generator

Chemical Formula

C₃₃H₂₆O₁₃

Average Mass

630.5580 Da

Monoisotopic Mass

630.13734 Da

IUPAC Name

methyl 2-[(1S,3S,4S)-4,6-dihydroxy-8-[(11R,15S,17S)-7-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3,5,7-tetraen-5-yl]-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetate

Traditional Name

methyl [(1S,3S,4S)-4,6-dihydroxy-8-[(11R,15S,17S)-7-hydroxy-17-methyl-2,9,13-trioxo-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3,5,7-tetraen-5-yl]-1-methyl-5,10-dioxo-1H,3H,4H-naphtho[2,3-c]pyran-3-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@@H]1O[C@@H](C)C2=C([C@@H]1O)C(=O)C1=C(C=C(C=C1O)C1=CC3=C(C(O)=C1)C(=O)C1=C([C@H](C)O[C@H]4CC(=O)OC14)C3=O)C2=O

InChI Identifier

InChI=1S/C33H26O13/c1-10-22-26(30(40)18(44-10)8-20(36)43-3)31(41)24-14(28(22)38)4-12(6-16(24)34)13-5-15-25(17(35)7-13)32(42)27-23(29(15)39)11(2)45-19-9-21(37)46-33(19)27/h4-7,10-11,18-19,30,33-35,40H,8-9H2,1-3H3/t10-,11-,18-,19-,30+,33?/m0/s1

InChI Key

HODQAOCEAGGJKA-VCIWARJVSA-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
Micromonospora	NPAtlas	12139021
Micromonospora sp. SA-246	Bacteria	KNApSAcK

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	2.97	ALOGPS
logP	2.07	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.31	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	200.03 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	155.86 m³·mol⁻¹	ChemAxon
Polarizability	64.33 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA007789

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78439689

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585269

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yeo WH, Yun BS, Kim YS, Yu SH, Kim HM, Yoo ID, Ki YH: GTRI-BB, a new cytotoxic isochromanquinone produced by Micromonospora sp. SA-246. J Antibiot (Tokyo). 2002 May;55(5):511-5. doi: 10.7164/antibiotics.55.511. [PubMed:12139021 ]

Showing NP-Card for GTRI-BB (NP0004243)

MOL for NP0004243 (GTRI-BB)

3D MOL for NP0004243 (GTRI-BB)

3D SDF for NP0004243 (GTRI-BB)

3D-SDF for NP0004243 (GTRI-BB)

PDB for NP0004243 (GTRI-BB)

3D PDB for NP0004243 (GTRI-BB)

SMILES for NP0004243 (GTRI-BB)

INCHI for NP0004243 (GTRI-BB)

Structure for NP0004243 (GTRI-BB)

3D Structure for NP0004243 (GTRI-BB)