NP-MRD: Showing NP-Card for Fusarisetin A (NP0009944)

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Record Information

Version

2.0

Created at

2021-01-05 19:37:49 UTC

Updated at

2021-07-15 17:04:41 UTC

NP-MRD ID

NP0009944

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fusarisetin A

Provided By

NPAtlas

Description

(1R,2R,3R,5S,6R,9S,11R,12S,15S,17R)-5-hydroxy-6-(hydroxymethyl)-3,7,11,15-tetramethyl-4-oxa-7-azapentacyclo[9.8.0.0²,⁹.0⁵,⁹.0¹²,¹⁷]Nonadec-18-ene-8,10-dione belongs to the class of organic compounds known as furopyrroles. These are organic polycyclic compounds containing a furan ring fused to a pyrrole ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Fusarisetin A is found in Fusarium sp. FN080326. Fusarisetin A was first documented in 2011 (PMID: 21500849). Based on a literature review very few articles have been published on (1R,2R,3R,5S,6R,9S,11R,12S,15S,17R)-5-hydroxy-6-(hydroxymethyl)-3,7,11,15-tetramethyl-4-oxa-7-azapentacyclo[9.8.0.0²,⁹.0⁵,⁹.0¹²,¹⁷]Nonadec-18-ene-8,10-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106533D          

 59 63  0  0  0  0            999 V2000
    5.6890    1.7974    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.8451    0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7072    0.6798    1.5761 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4926   -0.1654    1.3426 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7822    0.1660    0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7275    0.2829   -1.1150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9143    0.7177   -2.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032    0.2130   -2.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.7699   -1.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3453   -0.3556   -1.3092 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3601   -1.3211   -1.7744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8021   -2.5975   -2.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -1.6625   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.9847    0.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7902   -1.8843    1.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    0.0131    0.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3302   -0.0349    2.1582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1741    1.0185    2.4161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761    1.2894    0.4880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864    2.5445    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    1.1231    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172    2.0345    1.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5808   -0.2442    0.1618 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3799   -0.8363    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -1.2590    1.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -0.8862   -0.2147 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4542   -2.2405   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177    1.3949   -0.7599 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6940    2.6934    0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922    2.1691    1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6501    1.2740    0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9299   -0.1611    0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2990    0.1701    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    1.6535    2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7254   -1.2251    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641    0.0884    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489    1.1883    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777   -0.6272   -1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640    1.4326   -3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279    0.5415   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1581   -1.7623   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5543    0.6655   -1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763   -0.8527   -2.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5064   -2.2059   -0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9846   -3.0063   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1068    2.2317   -0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032    1.7222   -1.6198 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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 21  1  1  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  1  6  0  0  0
  6 28  1  0  0  0  0
 28  2  1  0  0  0  0
 26  5  1  0  0  0  0
 26  9  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
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  3 33  1  0  0  0  0
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  4 35  1  0  0  0  0
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 28 59  1  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
    5.6890    1.7974    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.8451    0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7072    0.6798    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926   -0.1654    1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822    0.1660    0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7275    0.2829   -1.1150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9143    0.7177   -2.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032    0.2130   -2.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.7699   -1.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3453   -0.3556   -1.3092 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3601   -1.3211   -1.7744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8021   -2.5975   -2.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -1.6625   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.9847    0.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7902   -1.8843    1.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1741    1.0185    2.4161 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1172    2.0345    1.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6922    2.1691    1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2990    0.1701    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    1.6535    2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7641    0.0884    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2640    1.4326   -3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279    0.5415   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1581   -1.7623   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5543    0.6655   -1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5064   -2.2059   -0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3032    1.7222   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 23 21  1  1
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  6
  6 28  1  0
 28  2  1  0
 26  5  1  0
 26  9  1  0
 23 10  1  0
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  1 29  1  0
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  2 32  1  6
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  4 35  1  0
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  6 38  1  6
  7 39  1  0
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 27 55  1  0
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 28 59  1  0
M  END


  Mrv1652306242106533D          

 59 63  0  0  0  0            999 V2000
    5.6890    1.7974    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.8451    0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7072    0.6798    1.5761 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4926   -0.1654    1.3426 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7822    0.1660    0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7275    0.2829   -1.1150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9143    0.7177   -2.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032    0.2130   -2.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.7699   -1.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3453   -0.3556   -1.3092 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3601   -1.3211   -1.7744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8021   -2.5975   -2.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -1.6625   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.9847    0.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7902   -1.8843    1.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    0.0131    0.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3302   -0.0349    2.1582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1741    1.0185    2.4161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761    1.2894    0.4880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864    2.5445    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    1.1231    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172    2.0345    1.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5808   -0.2442    0.1618 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3799   -0.8363    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -1.2590    1.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -0.8862   -0.2147 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4542   -2.2405   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177    1.3949   -0.7599 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6940    2.6934    0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922    2.1691    1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6501    1.2740    0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9299   -0.1611    0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2990    0.1701    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    1.6535    2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7254   -1.2251    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641    0.0884    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489    1.1883    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777   -0.6272   -1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640    1.4326   -3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279    0.5415   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1581   -1.7623   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5543    0.6655   -1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763   -0.8527   -2.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2781   -2.4550   -3.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -3.1745   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7032   -3.2338   -2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -2.3799    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944   -0.0605    0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7921   -0.9987    2.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.0949    2.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1092    1.3614    3.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9778    2.5408    0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    2.7119   -0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305    3.3610    0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3362   -2.6351    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5064   -2.2059   -0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9846   -3.0063   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1068    2.2317   -0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032    1.7222   -1.6198 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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 21  1  1  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  1  6  0  0  0
  6 28  1  0  0  0  0
 28  2  1  0  0  0  0
 26  5  1  0  0  0  0
 26  9  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  6  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  5 37  1  1  0  0  0
  6 38  1  6  0  0  0
  7 39  1  0  0  0  0
  8 40  1  0  0  0  0
  9 41  1  6  0  0  0
 10 42  1  6  0  0  0
 11 43  1  6  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
 12 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  6  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 18 51  1  0  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
 28 58  1  0  0  0  0
 28 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009944

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])N(C(=O)[C@]23C(=O)[C@@]4(C([H])([H])[H])[C@]([H])(C([H])=C([H])[C@@]5([H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]45[H])[C@@]2([H])[C@]([H])(O[C@]13O[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO5/c1-11-5-7-14-13(9-11)6-8-15-17-12(2)28-22(27)16(10-24)23(4)19(26)21(17,22)18(25)20(14,15)3/h6,8,11-17,24,27H,5,7,9-10H2,1-4H3/t11-,12+,13-,14-,15+,16+,17+,20+,21+,22+/m0/s1

> <INCHI_KEY>
IIZSEOKGOHTBLK-BYAYHNKYSA-N

> <FORMULA>
C22H31NO5

> <MOLECULAR_WEIGHT>
389.492

> <EXACT_MASS>
389.220223102

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.419279084630126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,3R,5S,6R,9S,11R,12S,15S,17R)-5-hydroxy-6-(hydroxymethyl)-3,7,11,15-tetramethyl-4-oxa-7-azapentacyclo[9.8.0.0^{2,9}.0^{5,9}.0^{12,17}]nonadec-18-ene-8,10-dione

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
2.004731253333333

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.02702507541768

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.649186123899744

> <JCHEM_PKA_STRONGEST_BASIC>
-2.83339667700423

> <JCHEM_POLAR_SURFACE_AREA>
87.07000000000001

> <JCHEM_REFRACTIVITY>
103.45549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,5S,6R,9S,11R,12S,15S,17R)-5-hydroxy-6-(hydroxymethyl)-3,7,11,15-tetramethyl-4-oxa-7-azapentacyclo[9.8.0.0^{2,9}.0^{5,9}.0^{12,17}]nonadec-18-ene-8,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
    5.6890    1.7974    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.8451    0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7072    0.6798    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926   -0.1654    1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822    0.1660    0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7275    0.2829   -1.1150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9143    0.7177   -2.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032    0.2130   -2.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.7699   -1.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3453   -0.3556   -1.3092 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3601   -1.3211   -1.7744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8021   -2.5975   -2.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -1.6625   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.9847    0.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7902   -1.8843    1.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    0.0131    0.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3302   -0.0349    2.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1741    1.0185    2.4161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761    1.2894    0.4880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864    2.5445    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    1.1231    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172    2.0345    1.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5808   -0.2442    0.1618 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3799   -0.8363    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -1.2590    1.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -0.8862   -0.2147 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4542   -2.2405   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177    1.3949   -0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6940    2.6934    0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922    2.1691    1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6501    1.2740    0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9299   -0.1611    0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2990    0.1701    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    1.6535    2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7254   -1.2251    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641    0.0884    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489    1.1883    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777   -0.6272   -1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640    1.4326   -3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279    0.5415   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1581   -1.7623   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5543    0.6655   -1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763   -0.8527   -2.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2781   -2.4550   -3.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -3.1745   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7032   -3.2338   -2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -2.3799    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944   -0.0605    0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7921   -0.9987    2.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.0949    2.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1092    1.3614    3.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9778    2.5408    0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    2.7119   -0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305    3.3610    0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3362   -2.6351    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5064   -2.2059   -0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9846   -3.0063   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1068    2.2317   -0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032    1.7222   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 23 21  1  1
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  6
  6 28  1  0
 28  2  1  0
 26  5  1  0
 26  9  1  0
 23 10  1  0
 23 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  1
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  6
 10 42  1  6
 11 43  1  6
 12 44  1  0
 12 45  1  0
 12 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  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       5.689   1.797   0.670  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.574   0.845   0.366  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.707   0.680   1.576  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.493  -0.165   1.343  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.782   0.166   0.053  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.728   0.283  -1.115  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.914   0.718  -2.284  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.703   0.213  -2.447  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.077  -0.770  -1.542  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.345  -0.356  -1.309  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.360  -1.321  -1.774  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.802  -2.598  -2.355  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.197  -1.663  -0.748  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.844  -0.985   0.382  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.790  -1.884   1.442  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.940   0.013   0.693  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.330  -0.035   2.158  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.174   1.018   2.416  0.00  0.00           O+0
HETATM   19  N   UNK     0      -3.276   1.289   0.488  0.00  0.00           N+0
HETATM   20  C   UNK     0      -3.986   2.545   0.190  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.869   1.123   0.621  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.117   2.034   1.057  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.581  -0.244   0.162  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.380  -0.836   0.751  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.272  -1.259   1.907  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.754  -0.886  -0.215  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.454  -2.240  -0.056  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.718   1.395  -0.760  0.00  0.00           C+0
HETATM   29  H   UNK     0       5.694   2.693   0.012  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.692   2.169   1.709  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.650   1.274   0.476  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.930  -0.161   0.069  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.299   0.170   2.391  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.392   1.654   2.017  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.725  -1.225   1.466  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.764   0.088   2.167  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.349   1.188   0.189  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.278  -0.627  -1.345  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.264   1.433  -3.017  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.128   0.542  -3.303  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.158  -1.762  -2.042  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.554   0.666  -1.743  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.976  -0.853  -2.594  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.278  -2.455  -3.312  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.246  -3.175  -1.604  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.703  -3.234  -2.607  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.658  -2.380   1.427  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.794  -0.061   0.022  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.792  -0.999   2.434  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.410   0.095   2.764  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.109   1.361   3.343  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.978   2.541   0.657  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.058   2.712  -0.904  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.330   3.361   0.580  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.336  -2.635   0.973  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.506  -2.206  -0.309  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.985  -3.006  -0.736  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.107   2.232  -0.345  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.303   1.722  -1.620  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3   28   32                                             
CONECT    3    2    4   33   34                                             
CONECT    4    3    5   35   36                                             
CONECT    5    4    6   26   37                                             
CONECT    6    5    7   28   38                                             
CONECT    7    6    8   39                                                  
CONECT    8    7    9   40                                                  
CONECT    9    8   10   26   41                                             
CONECT   10    9   11   23   42                                             
CONECT   11   10   12   13   43                                             
CONECT   12   11   44   45   46                                             
CONECT   13   11   14                                                       
CONECT   14   13   15   16   23                                             
CONECT   15   14   47                                                       
CONECT   16   14   17   19   48                                             
CONECT   17   16   18   49   50                                             
CONECT   18   17   51                                                       
CONECT   19   16   20   21                                                  
CONECT   20   19   52   53   54                                             
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   10   14                                             
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27    5    9                                             
CONECT   27   26   55   56   57                                             
CONECT   28    6    2   58   59                                             
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   12                                                            
CONECT   46   12                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   18                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   27                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
CONECT   58   28                                                            
CONECT   59   28                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  126    0
END

RDKit          3D

59 63  0  0  0  0  0  0  0  0999 V2000
    5.6890    1.7974    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735    0.8451    0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7072    0.6798    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926   -0.1654    1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822    0.1660    0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7275    0.2829   -1.1150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9143    0.7177   -2.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032    0.2130   -2.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.7699   -1.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3453   -0.3556   -1.3092 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3601   -1.3211   -1.7744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8021   -2.5975   -2.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -1.6625   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.9847    0.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7902   -1.8843    1.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    0.0131    0.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3302   -0.0349    2.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1741    1.0185    2.4161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761    1.2894    0.4880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864    2.5445    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    1.1231    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172    2.0345    1.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5808   -0.2442    0.1618 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3799   -0.8363    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -1.2590    1.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -0.8862   -0.2147 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4542   -2.2405   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177    1.3949   -0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6940    2.6934    0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922    2.1691    1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6501    1.2740    0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9299   -0.1611    0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2990    0.1701    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    1.6535    2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7254   -1.2251    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641    0.0884    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489    1.1883    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777   -0.6272   -1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640    1.4326   -3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279    0.5415   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1581   -1.7623   -2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5543    0.6655   -1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763   -0.8527   -2.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2781   -2.4550   -3.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -3.1745   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7032   -3.2338   -2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -2.3799    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944   -0.0605    0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7921   -0.9987    2.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.0949    2.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1092    1.3614    3.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9778    2.5408    0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    2.7119   -0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305    3.3610    0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3362   -2.6351    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5064   -2.2059   -0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9846   -3.0063   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1068    2.2317   -0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032    1.7222   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 23 21  1  1
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  6
  6 28  1  0
 28  2  1  0
 26  5  1  0
 26  9  1  0
 23 10  1  0
 23 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  1
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  6
 10 42  1  6
 11 43  1  6
 12 44  1  0
 12 45  1  0
 12 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₂H₃₁NO₅

Average Mass

389.4920 Da

Monoisotopic Mass

389.22022 Da

IUPAC Name

(1R,2R,3R,5S,6R,9S,11R,12S,15S,17R)-5-hydroxy-6-(hydroxymethyl)-3,7,11,15-tetramethyl-4-oxa-7-azapentacyclo[9.8.0.0^{2,9}.0^{5,9}.0^{12,17}]nonadec-18-ene-8,10-dione

Traditional Name

(1R,2R,3R,5S,6R,9S,11R,12S,15S,17R)-5-hydroxy-6-(hydroxymethyl)-3,7,11,15-tetramethyl-4-oxa-7-azapentacyclo[9.8.0.0^{2,9}.0^{5,9}.0^{12,17}]nonadec-18-ene-8,10-dione

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@]2(O)[C@@H](CO)N(C)C(=O)[C@]22[C@H]1[C@H]1C=C[C@H]3C[C@@H](C)CC[C@@H]3[C@@]1(C)C2=O

InChI Identifier

InChI=1S/C22H31NO5/c1-11-5-7-14-13(9-11)6-8-15-17-12(2)28-22(27)16(10-24)23(4)19(26)21(17,22)18(25)20(14,15)3/h6,8,11-17,24,27H,5,7,9-10H2,1-4H3/t11-,12+,13-,14-,15+,16+,17+,20+,21+,22+/m0/s1

InChI Key

IIZSEOKGOHTBLK-BYAYHNKYSA-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
Fusarium sp. FN080326	NPAtlas	21500849

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furopyrroles. These are organic polycyclic compounds containing a furan ring fused to a pyrrole ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyrroles

Sub Class

Not Available

Direct Parent

Furopyrroles

Alternative Parents

Substituents

Furopyrrole
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Tertiary carboxylic acid amide
Furan
Pyrrolidine
Pyrrole
Oxolane
Carboxamide group
Hemiacetal
Ketone
Lactam
Oxacycle
Azacycle
Carboxylic acid derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.14	ALOGPS
logP	2	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.65	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	103.46 m³·mol⁻¹	ChemAxon
Polarizability	42.42 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

NPA016301

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26325103

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53240379

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jang JH, Asami Y, Jang JP, Kim SO, Moon DO, Shin KS, Hashizume D, Muroi M, Saito T, Oh H, Kim BY, Osada H, Ahn JS: Fusarisetin A, an acinar morphogenesis inhibitor from a soil fungus, Fusarium sp. FN080326. J Am Chem Soc. 2011 May 11;133(18):6865-7. doi: 10.1021/ja1110688. Epub 2011 Apr 18. [PubMed:21500849 ]

Showing NP-Card for Fusarisetin A (NP0009944)

MOL for NP0009944 (Fusarisetin A)

3D MOL for NP0009944 (Fusarisetin A)

3D SDF for NP0009944 (Fusarisetin A)

3D-SDF for NP0009944 (Fusarisetin A)

PDB for NP0009944 (Fusarisetin A)

3D PDB for NP0009944 (Fusarisetin A)

SMILES for NP0009944 (Fusarisetin A)

INCHI for NP0009944 (Fusarisetin A)

Structure for NP0009944 (Fusarisetin A)

3D Structure for NP0009944 (Fusarisetin A)