NP-MRD: Showing NP-Card for Xiamycin (NP0009485)

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Record Information

Version

1.0

Created at

2020-12-09 06:51:36 UTC

Updated at

2021-07-15 17:03:23 UTC

NP-MRD ID

NP0009485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Xiamycin

Provided By

NPAtlas

Description

(16R,17S,18S,21S)-18-hydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]Henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylic acid belongs to the class of organic compounds known as hydroxysteroids. Hydroxysteroids are compounds containing an steroid backbone, with at least one hydrogen substituted by a hydroxyl group. Xiamycin is found in Streptomyces and Streptomyces olivaceus. It was first documented in 2010 (PMID: 20880706). Based on a literature review very few articles have been published on (16R,17S,18S,21S)-18-hydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁹.0¹⁶,²¹]Henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106353D          

 52 56  0  0  0  0            999 V2000
   -0.7954    1.2131    2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.7032    0.7840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9797    1.8639   -0.1177 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5620    1.5230   -1.4637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8812    0.8157   -1.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9441    1.6222   -1.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1828    0.2397   -0.0046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8658    1.2558    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962   -0.9088   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.8925    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.0087   -1.0081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   -0.3202    0.5342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0391   -1.2577    1.6834 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6970   -1.7388    2.1138 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4405   -1.2780    1.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -2.0526    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -1.6716    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8830   -2.1968    0.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.3760   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481   -1.4233   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3033   -0.3947   -1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5290    0.7152   -2.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    0.7653   -1.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -0.2502   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -0.4672   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138    0.3511   -0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4594   -0.0677    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602    2.3112    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526    0.7055    2.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348    1.1745    2.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0999    2.5038   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    2.5620    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135    0.9477   -2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3084    1.3496   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0819    2.1873    0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3880    1.5336    1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    0.9098    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -2.2197   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -0.9679   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -0.8779    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -2.1539    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6515   -2.8697    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -1.4845    3.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -3.0154    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2409   -3.0999    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822   -2.2676   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3060   -0.4566   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8773    1.5247   -2.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740    1.6438   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4532    1.2869   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  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  0  0  0  0
  7  9  1  6  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 26 27  2  0  0  0  0
 12  2  1  0  0  0  0
 27 15  1  0  0  0  0
 27  2  1  0  0  0  0
 25 17  2  0  0  0  0
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  1 28  1  0  0  0  0
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  1 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  6  0  0  0
  6 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 41  1  6  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  0  0  0  0
 14 45  1  0  0  0  0
 16 46  1  0  0  0  0
 18 47  1  0  0  0  0
 20 48  1  0  0  0  0
 21 49  1  0  0  0  0
 22 50  1  0  0  0  0
 23 51  1  0  0  0  0
 26 52  1  0  0  0  0
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -0.7954    1.2131    2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.7032    0.7840 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.5620    1.5230   -1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    0.8157   -1.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9441    1.6222   -1.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1828    0.2397   -0.0046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8658    1.2558    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962   -0.9088   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.8925    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.0087   -1.0081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   -0.3202    0.5342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0391   -1.2577    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6970   -1.7388    2.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405   -1.2780    1.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -2.0526    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -1.6716    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8830   -2.1968    0.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.3760   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481   -1.4233   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3033   -0.3947   -1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5290    0.7152   -2.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    0.7653   -1.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -0.2502   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -0.4672   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138    0.3511   -0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4594   -0.0677    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602    2.3112    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2348    1.1745    2.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0999    2.5038   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9037    0.9098    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -2.2197   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -0.9679   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -0.8779    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -2.1539    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6515   -2.8697    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -1.4845    3.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -3.0154    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2409   -3.0999    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822   -2.2676   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3060   -0.4566   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8773    1.5247   -2.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740    1.6438   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4532    1.2869   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
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  5  6  1  0
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 23 51  1  0
 26 52  1  0
M  END


  Mrv1652306242106353D          

 52 56  0  0  0  0            999 V2000
   -0.7954    1.2131    2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.7032    0.7840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9797    1.8639   -0.1177 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5620    1.5230   -1.4637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8812    0.8157   -1.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9441    1.6222   -1.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1828    0.2397   -0.0046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8658    1.2558    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962   -0.9088   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.8925    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.0087   -1.0081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   -0.3202    0.5342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0391   -1.2577    1.6834 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.4405   -1.2780    1.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -2.0526    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8830   -2.1968    0.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.3760   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3033   -0.3947   -1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5290    0.7152   -2.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    0.7653   -1.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4594   -0.0677    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2348    1.1745    2.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0999    2.5038   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3880    1.5336    1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    0.9098    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -2.2197   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -0.9679   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -0.8779    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -2.1539    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6515   -2.8697    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -1.4845    3.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -3.0154    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2409   -3.0999    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822   -2.2676   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3060   -0.4566   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8773    1.5247   -2.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740    1.6438   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4532    1.2869   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  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  0  0  0  0
  7  9  1  6  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 12  2  1  0  0  0  0
 27 15  1  0  0  0  0
 27  2  1  0  0  0  0
 25 17  2  0  0  0  0
 24 19  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  6  0  0  0
  6 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 41  1  6  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  0  0  0  0
 14 45  1  0  0  0  0
 16 46  1  0  0  0  0
 18 47  1  0  0  0  0
 20 48  1  0  0  0  0
 21 49  1  0  0  0  0
 22 50  1  0  0  0  0
 23 51  1  0  0  0  0
 26 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])C([H])([H])[C@@]2(C3=C([H])C4=C(N([H])C5=C([H])C([H])=C([H])C([H])=C45)C([H])=C3C([H])([H])C([H])([H])[C@@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H25NO3/c1-22-10-9-20(25)23(2,21(26)27)19(22)8-7-13-11-18-15(12-16(13)22)14-5-3-4-6-17(14)24-18/h3-6,11-12,19-20,24-25H,7-10H2,1-2H3,(H,26,27)/t19-,20+,22-,23+/m1/s1

> <INCHI_KEY>
XUTJPVCJXVRRLB-SKWRMQMOSA-N

> <FORMULA>
C23H25NO3

> <MOLECULAR_WEIGHT>
363.457

> <EXACT_MASS>
363.183443669

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.9164260489964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4S,4aR,13bS)-3-hydroxy-4,13b-dimethyl-1H,2H,3H,4H,4aH,5H,6H,8H,13bH-naphtho[2,1-b]carbazole-4-carboxylic acid

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
4.390584383666666

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.557824401905595

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.564641918802281

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0380438725671777

> <JCHEM_POLAR_SURFACE_AREA>
73.32

> <JCHEM_REFRACTIVITY>
104.1829

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S,4aR,13bS)-3-hydroxy-4,13b-dimethyl-1H,2H,3H,4aH,5H,6H,8H-naphtho[2,1-b]carbazole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -0.7954    1.2131    2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.7032    0.7840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9797    1.8639   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5620    1.5230   -1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    0.8157   -1.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9441    1.6222   -1.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1828    0.2397   -0.0046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8658    1.2558    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962   -0.9088   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.8925    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.0087   -1.0081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   -0.3202    0.5342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0391   -1.2577    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6970   -1.7388    2.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405   -1.2780    1.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -2.0526    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -1.6716    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8830   -2.1968    0.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.3760   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481   -1.4233   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3033   -0.3947   -1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5290    0.7152   -2.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    0.7653   -1.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -0.2502   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -0.4672   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138    0.3511   -0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4594   -0.0677    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602    2.3112    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526    0.7055    2.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348    1.1745    2.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0999    2.5038   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    2.5620    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135    0.9477   -2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7182    2.4786   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.0353   -2.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3084    1.3496   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0819    2.1873    0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3880    1.5336    1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    0.9098    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -2.2197   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -0.9679   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -0.8779    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -2.1539    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6515   -2.8697    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -1.4845    3.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -3.0154    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2409   -3.0999    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822   -2.2676   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3060   -0.4566   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8773    1.5247   -2.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740    1.6438   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4532    1.2869   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  6
  9 10  2  0
  9 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 12  2  1  0
 27 15  1  0
 27  2  1  0
 25 17  2  0
 24 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
 11 40  1  0
 12 41  1  6
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 26 52  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      -0.795   1.213   2.204  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.826   0.703   0.784  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.980   1.864  -0.118  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.562   1.523  -1.464  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.881   0.816  -1.379  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.944   1.622  -1.803  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.183   0.240  -0.005  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.866   1.256   0.813  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.096  -0.909  -0.237  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.234  -0.893   0.290  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.763  -2.009  -1.008  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.908  -0.320   0.534  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.039  -1.258   1.683  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.697  -1.739   2.114  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.441  -1.278   1.312  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.576  -2.053   1.215  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.678  -1.672   0.475  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.883  -2.197   0.202  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.592  -1.376  -0.602  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.848  -1.423  -1.171  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.303  -0.395  -1.974  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.529   0.715  -2.239  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.272   0.765  -1.671  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.815  -0.250  -0.875  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.639  -0.467  -0.194  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.514   0.351  -0.126  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.459  -0.068   0.613  0.00  0.00           C+0
HETATM   28  H   UNK     0      -1.060   2.311   2.256  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.453   0.706   2.900  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.235   1.175   2.655  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.100   2.504  -0.274  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.720   2.562   0.382  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.814   0.948  -2.047  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.718   2.479  -2.008  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.844  -0.035  -2.095  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.308   1.350  -2.676  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.082   2.187   0.209  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.388   1.534   1.762  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.904   0.910   1.109  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.307  -2.220  -1.843  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.536  -0.968  -0.322  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.672  -0.878   2.515  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.612  -2.154   1.298  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.652  -2.870   2.119  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.542  -1.484   3.204  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.668  -3.015   1.720  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.241  -3.100   0.547  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.482  -2.268  -0.991  0.00  0.00           H+0
HETATM   49  H   UNK     0       7.306  -0.457  -2.414  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.877   1.525  -2.866  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.674   1.644  -1.888  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.453   1.287  -0.632  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3   12   27                                             
CONECT    3    2    4   31   32                                             
CONECT    4    3    5   33   34                                             
CONECT    5    4    6    7   35                                             
CONECT    6    5   36                                                       
CONECT    7    5    8    9   12                                             
CONECT    8    7   37   38   39                                             
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   40                                                       
CONECT   12    7   13    2   41                                             
CONECT   13   12   14   42   43                                             
CONECT   14   13   15   44   45                                             
CONECT   15   14   16   27                                                  
CONECT   16   15   17   46                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19   47                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   48                                                  
CONECT   21   20   22   49                                                  
CONECT   22   21   23   50                                                  
CONECT   23   22   24   51                                                  
CONECT   24   23   25   19                                                  
CONECT   25   24   26   17                                                  
CONECT   26   25   27   52                                                  
CONECT   27   26   15    2                                                  
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    6                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   13                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   14                                                            
CONECT   46   16                                                            
CONECT   47   18                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   26                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  112    0
END

RDKit          3D

52 56  0  0  0  0  0  0  0  0999 V2000
   -0.7954    1.2131    2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.7032    0.7840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9797    1.8639   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5620    1.5230   -1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    0.8157   -1.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9441    1.6222   -1.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1828    0.2397   -0.0046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8658    1.2558    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962   -0.9088   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.8925    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.0087   -1.0081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   -0.3202    0.5342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0391   -1.2577    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6970   -1.7388    2.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405   -1.2780    1.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -2.0526    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -1.6716    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8830   -2.1968    0.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.3760   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481   -1.4233   -1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3033   -0.3947   -1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5290    0.7152   -2.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    0.7653   -1.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -0.2502   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -0.4672   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138    0.3511   -0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4594   -0.0677    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602    2.3112    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526    0.7055    2.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348    1.1745    2.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0999    2.5038   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    2.5620    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135    0.9477   -2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7182    2.4786   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.0353   -2.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3084    1.3496   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0819    2.1873    0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3880    1.5336    1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    0.9098    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -2.2197   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -0.9679   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -0.8779    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -2.1539    1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6515   -2.8697    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -1.4845    3.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -3.0154    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2409   -3.0999    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822   -2.2676   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3060   -0.4566   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8773    1.5247   -2.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740    1.6438   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4532    1.2869   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  6
  9 10  2  0
  9 11  1  0
  7 12  1  0
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 13 14  1  0
 14 15  1  0
 15 16  2  0
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 17 18  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 12  2  1  0
 27 15  1  0
 27  2  1  0
 25 17  2  0
 24 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
 11 40  1  0
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 13 42  1  0
 13 43  1  0
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 18 47  1  0
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 21 49  1  0
 22 50  1  0
 23 51  1  0
 26 52  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(16R,17S,18S,21S)-18-Hydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.0,.0,.0,]henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylate	Generator
Xiamycin	MeSH

Chemical Formula

C₂₃H₂₅NO₃

Average Mass

363.4570 Da

Monoisotopic Mass

363.18344 Da

IUPAC Name

(3S,4S,4aR,13bS)-3-hydroxy-4,13b-dimethyl-1H,2H,3H,4H,4aH,5H,6H,8H,13bH-naphtho[2,1-b]carbazole-4-carboxylic acid

Traditional Name

(3S,4S,4aR,13bS)-3-hydroxy-4,13b-dimethyl-1H,2H,3H,4aH,5H,6H,8H-naphtho[2,1-b]carbazole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@H](O)[C@](C)([C@@H]1CCC1=C2C=C2C(NC3=CC=CC=C23)=C1)C(O)=O

InChI Identifier

InChI=1S/C23H25NO3/c1-22-10-9-20(25)23(2,21(26)27)19(22)8-7-13-11-18-15(12-16(13)22)14-5-3-4-6-17(14)24-18/h3-6,11-12,19-20,24-25H,7-10H2,1-2H3,(H,26,27)/t19-,20+,22-,23+/m1/s1

InChI Key

XUTJPVCJXVRRLB-SKWRMQMOSA-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	NPAtlas	20880706
Streptomyces olivaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxysteroids. Hydroxysteroids are compounds containing an steroid backbone, with at least one hydrogen substituted by a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

Hydroxysteroids

Alternative Parents

Substituents

Diterpenoid
15-hydroxysteroid
Hydroxysteroid
Phenanthrene
Carbazole
Tetralin
Indole
Indole or derivatives
Beta-hydroxy acid
Hydroxy acid
Benzenoid
Cyclic alcohol
Heteroaromatic compound
Pyrrole
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.23	ALOGPS
logP	4.39	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.32 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	104.18 m³·mol⁻¹	ChemAxon
Polarizability	40.92 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA012008

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26364073

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38358410

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ding L, Munch J, Goerls H, Maier A, Fiebig HH, Lin WH, Hertweck C: Xiamycin, a pentacyclic indolosesquiterpene with selective anti-HIV activity from a bacterial mangrove endophyte. Bioorg Med Chem Lett. 2010 Nov 15;20(22):6685-7. doi: 10.1016/j.bmcl.2010.09.010. Epub 2010 Sep 9. [PubMed:20880706 ]

Showing NP-Card for Xiamycin (NP0009485)

MOL for NP0009485 (Xiamycin)

3D MOL for NP0009485 (Xiamycin)

3D SDF for NP0009485 (Xiamycin)

3D-SDF for NP0009485 (Xiamycin)

PDB for NP0009485 (Xiamycin)

3D PDB for NP0009485 (Xiamycin)

SMILES for NP0009485 (Xiamycin)

INCHI for NP0009485 (Xiamycin)

Structure for NP0009485 (Xiamycin)

3D Structure for NP0009485 (Xiamycin)