NP-MRD: Showing NP-Card for providencin (NP0038974)

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Record Information

Version

2.0

Created at

2021-06-20 21:31:36 UTC

Updated at

2021-06-30 00:12:03 UTC

NP-MRD ID

NP0038974

Secondary Accession Numbers

None

Natural Product Identification

Common Name

providencin

Provided By

JEOL Database JEOL Logo

Description

(1R,3R,4S,5S,6S,8R,9S,14R,15R)-3-Acetoxy-8-methyl-12-(methoxycarbonyl)-6,15-dihydroxy-16-methylene-4,5:8,9:10,13-Triepoxybicyclo[12.2.0]Hexadecane-10,12-diene-4-carboxylic acid 4,6-lactone belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. providencin is found in Pseudopterogorgia kallos. providencin was first documented in 2003 (Marrero, J., et al.). Based on a literature review very few articles have been published on (1R,3R,4S,5S,6S,8R,9S,14R,15R)-3-Acetoxy-8-methyl-12-(methoxycarbonyl)-6,15-dihydroxy-16-methylene-4,5:8,9:10,13-Triepoxybicyclo[12.2.0]Hexadecane-10,12-diene-4-carboxylic acid 4,6-lactone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123313D          

 57 62  0  0  0  0            999 V2000
    1.6555   -1.2539   -5.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -1.4022   -4.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -1.9417   -4.1029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3787   -0.9586   -4.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -2.1547   -2.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5079   -1.7458   -1.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -0.8560   -0.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -0.7050    0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0098   -1.4800    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -2.1906   -1.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5768   -3.1809   -1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -3.8647   -2.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141   -3.2811   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6642   -4.2433   -1.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.1815    1.6525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7253   -0.1043    3.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3860    2.5057 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8626   -1.8632    2.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.5574    2.9028 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6963    0.8711    1.7876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0543    1.5708    0.7003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    1.0551   -0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.5908   -1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -0.1964   -0.3070 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5079    0.0023    0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977   -0.2985    1.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0664   -1.4683   -1.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2853   -2.2644   -1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3033   -3.2788   -0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -3.9866   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -3.5752    0.6392 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -1.2897   -2.6380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4053   -1.0595   -3.0536 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1790   -1.5651   -6.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452   -0.8118   -5.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -2.8744   -4.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -0.7060   -5.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -3.1645   -2.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -1.5694    0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.9847   -2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270   -4.2306   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -5.2470   -1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5502    1.2368    1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -2.0966    3.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512   -2.4496    2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -2.2093    1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    0.1402    3.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388    1.5043    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429    1.5585    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -1.2177    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -2.0459   -0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4230   -3.2978    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6143   -4.8208    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7895   -4.3850   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925   -0.4710   -3.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.1949   -3.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839   -0.0465   -2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0  0  0  0
  9  8  2  0  0  0  0
  8  7  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 26 25  1  0  0  0  0
  7  6  1  0  0  0  0
 24 25  1  6  0  0  0
  6 10  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
 33  2  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  2  3  0  0  0
  5 33  1  0  0  0  0
 10 11  1  0  0  0  0
 24 26  1  0  0  0  0
 11 13  1  0  0  0  0
 33 32  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 32 27  1  0  0  0  0
  3  4  1  0  0  0  0
  8 15  1  0  0  0  0
 33 57  1  1  0  0  0
 26 20  1  0  0  0  0
 27 28  1  0  0  0  0
 15 43  1  6  0  0  0
 17 18  1  6  0  0  0
 20 21  1  0  0  0  0
 20 49  1  1  0  0  0
 17 19  1  0  0  0  0
  5 38  1  1  0  0  0
 27 24  1  0  0  0  0
 28 29  1  0  0  0  0
 20 19  1  0  0  0  0
 29 30  1  0  0  0  0
 17 15  1  0  0  0  0
 29 31  2  0  0  0  0
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  9 39  1  0  0  0  0
 32 55  1  0  0  0  0
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 27 51  1  1  0  0  0
 19 47  1  0  0  0  0
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  3 36  1  6  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
 14 40  1  0  0  0  0
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  4 37  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 30 52  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
M  END

     RDKit          3D

 57 62  0  0  0  0  0  0  0  0999 V2000
    1.6555   -1.2539   -5.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -1.4022   -4.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -1.9417   -4.1029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3787   -0.9586   -4.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -2.1547   -2.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5079   -1.7458   -1.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -0.8560   -0.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -0.7050    0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0098   -1.4800    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -2.1906   -1.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5768   -3.1809   -1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -3.8647   -2.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141   -3.2811   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6642   -4.2433   -1.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.1815    1.6525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7253   -0.1043    3.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3860    2.5057 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8626   -1.8632    2.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.5574    2.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963    0.8711    1.7876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0543    1.5708    0.7003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    1.0551   -0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.5908   -1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -0.1964   -0.3070 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5079    0.0023    0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977   -0.2985    1.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.8800   -1.5694    0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.9847   -2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5357   -2.0966    3.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2153    0.1402    3.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388    1.5043    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429    1.5585    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
  9  8  2  0
  8  7  1  0
 15 16  1  0
 17 16  1  0
 26 25  1  0
  7  6  1  0
 24 25  1  6
  6 10  2  0
 22 23  2  0
 22 24  1  0
  5  3  1  0
  6  5  1  0
 33  2  1  0
  3  2  1  0
 10  9  1  0
  2  1  2  3
  5 33  1  0
 10 11  1  0
 24 26  1  0
 11 13  1  0
 33 32  1  0
 11 12  2  0
 13 14  1  0
 32 27  1  0
  3  4  1  0
  8 15  1  0
 33 57  1  1
 26 20  1  0
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 15 43  1  6
 17 18  1  6
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  5 38  1  1
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 20 19  1  0
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 17 15  1  0
 29 31  2  0
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  4 37  1  0
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 30 52  1  0
 30 53  1  0
 30 54  1  0
M  END


  Mrv1652306202123313D          

 57 62  0  0  0  0            999 V2000
    1.6555   -1.2539   -5.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -1.4022   -4.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -1.9417   -4.1029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3787   -0.9586   -4.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -2.1547   -2.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5079   -1.7458   -1.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -0.8560   -0.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -0.7050    0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0098   -1.4800    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -2.1906   -1.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5768   -3.1809   -1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -3.8647   -2.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141   -3.2811   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6642   -4.2433   -1.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.1815    1.6525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7253   -0.1043    3.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3860    2.5057 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8626   -1.8632    2.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.5574    2.9028 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6963    0.8711    1.7876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0543    1.5708    0.7003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    1.0551   -0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.5908   -1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -0.1964   -0.3070 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5079    0.0023    0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977   -0.2985    1.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0664   -1.4683   -1.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2853   -2.2644   -1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3033   -3.2788   -0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -3.9866   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -3.5752    0.6392 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -1.2897   -2.6380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4053   -1.0595   -3.0536 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1790   -1.5651   -6.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452   -0.8118   -5.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -2.8744   -4.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -0.7060   -5.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -3.1645   -2.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -1.5694    0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.9847   -2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270   -4.2306   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0512   -2.4496    2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -2.2093    1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    0.1402    3.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388    1.5043    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429    1.5585    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -1.2177    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -2.0459   -0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4230   -3.2978    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6143   -4.8208    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7895   -4.3850   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925   -0.4710   -3.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.1949   -3.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839   -0.0465   -2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0  0  0  0
  9  8  2  0  0  0  0
  8  7  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 26 25  1  0  0  0  0
  7  6  1  0  0  0  0
 24 25  1  6  0  0  0
  6 10  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
 33  2  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  2  3  0  0  0
  5 33  1  0  0  0  0
 10 11  1  0  0  0  0
 24 26  1  0  0  0  0
 11 13  1  0  0  0  0
 33 32  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 32 27  1  0  0  0  0
  3  4  1  0  0  0  0
  8 15  1  0  0  0  0
 33 57  1  1  0  0  0
 26 20  1  0  0  0  0
 27 28  1  0  0  0  0
 15 43  1  6  0  0  0
 17 18  1  6  0  0  0
 20 21  1  0  0  0  0
 20 49  1  1  0  0  0
 17 19  1  0  0  0  0
  5 38  1  1  0  0  0
 27 24  1  0  0  0  0
 28 29  1  0  0  0  0
 20 19  1  0  0  0  0
 29 30  1  0  0  0  0
 17 15  1  0  0  0  0
 29 31  2  0  0  0  0
 26 50  1  1  0  0  0
  9 39  1  0  0  0  0
 32 55  1  0  0  0  0
 32 56  1  0  0  0  0
 27 51  1  1  0  0  0
 19 47  1  0  0  0  0
 19 48  1  0  0  0  0
  3 36  1  6  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
 14 40  1  0  0  0  0
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 14 42  1  0  0  0  0
  4 37  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 30 52  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C(=C([H])[H])[C@]2([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]34O[C@@]3([H])[C@@]([H])(OC4=O)C([H])([H])[C@]3(O[C@]3([H])C3=C([H])C(C(=O)OC([H])([H])[H])=C(O3)[C@@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O10/c1-8-10-6-14(29-9(2)24)23-19(33-23)13(31-21(23)27)7-22(3)18(32-22)12-5-11(20(26)28-4)17(30-12)15(10)16(8)25/h5,10,13-16,18-19,25H,1,6-7H2,2-4H3/t10-,13-,14+,15+,16-,18+,19-,22+,23-/m0/s1

> <INCHI_KEY>
FYPLDEMBVLXUKH-GJNCKQSHSA-N

> <FORMULA>
C23H24O10

> <MOLECULAR_WEIGHT>
460.435

> <EXACT_MASS>
460.136946973

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.00944305290187

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,2R,4R,6R,7R,12S,14R,16S,17S)-2-(acetyloxy)-6-hydroxy-14-methyl-5-methylidene-19-oxo-13,18,20,21-tetraoxahexacyclo[14.2.2.1^{8,11}.0^{1,17}.0^{4,7}.0^{12,14}]henicosa-8,10-diene-9-carboxylate

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
0.2848870263333336

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.042780611219992

> <JCHEM_PKA_STRONGEST_BASIC>
-3.053059564506811

> <JCHEM_POLAR_SURFACE_AREA>
137.33

> <JCHEM_REFRACTIVITY>
106.54379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2R,4R,6R,7R,12S,14R,16S,17S)-2-(acetyloxy)-6-hydroxy-14-methyl-5-methylidene-19-oxo-13,18,20,21-tetraoxahexacyclo[14.2.2.1^{8,11}.0^{1,17}.0^{4,7}.0^{12,14}]henicosa-8,10-diene-9-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 62  0  0  0  0  0  0  0  0999 V2000
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   -2.0098   -1.4800    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -2.1906   -1.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5687    0.1815    1.6525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7253   -0.1043    3.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3860    2.5057 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8626   -1.8632    2.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.5574    2.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963    0.8711    1.7876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0543    1.5708    0.7003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    1.0551   -0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.5908   -1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -0.1964   -0.3070 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5079    0.0023    0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977   -0.2985    1.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0664   -1.4683   -1.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2853   -2.2644   -1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3033   -3.2788   -0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -3.9866   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -3.5752    0.6392 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -1.2897   -2.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4053   -1.0595   -3.0536 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1790   -1.5651   -6.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452   -0.8118   -5.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -2.8744   -4.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -0.7060   -5.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -3.1645   -2.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -1.5694    0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.9847   -2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270   -4.2306   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -5.2470   -1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5502    1.2368    1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -2.0966    3.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512   -2.4496    2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -2.2093    1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    0.1402    3.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388    1.5043    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429    1.5585    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -1.2177    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -2.0459   -0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4230   -3.2978    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6143   -4.8208    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7895   -4.3850   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925   -0.4710   -3.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.1949   -3.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839   -0.0465   -2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0
  9  8  2  0
  8  7  1  0
 15 16  1  0
 17 16  1  0
 26 25  1  0
  7  6  1  0
 24 25  1  6
  6 10  2  0
 22 23  2  0
 22 24  1  0
  5  3  1  0
  6  5  1  0
 33  2  1  0
  3  2  1  0
 10  9  1  0
  2  1  2  3
  5 33  1  0
 10 11  1  0
 24 26  1  0
 11 13  1  0
 33 32  1  0
 11 12  2  0
 13 14  1  0
 32 27  1  0
  3  4  1  0
  8 15  1  0
 33 57  1  1
 26 20  1  0
 27 28  1  0
 15 43  1  6
 17 18  1  6
 20 21  1  0
 20 49  1  1
 17 19  1  0
  5 38  1  1
 27 24  1  0
 28 29  1  0
 20 19  1  0
 29 30  1  0
 17 15  1  0
 29 31  2  0
 26 50  1  1
  9 39  1  0
 32 55  1  0
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 27 51  1  1
 19 47  1  0
 19 48  1  0
  3 36  1  6
  1 34  1  0
  1 35  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
  4 37  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.656  -1.254  -5.669  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.034  -1.402  -4.495  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.334  -1.942  -4.103  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.379  -0.959  -4.212  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.325  -2.155  -2.713  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.508  -1.746  -1.453  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.004  -0.856  -0.561  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.903  -0.705   0.434  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.010  -1.480   0.193  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.750  -2.191  -1.031  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.577  -3.181  -1.695  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.196  -3.865  -2.639  0.00  0.00           O+0
HETATM   13  O   UNK     0      -3.814  -3.281  -1.126  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.664  -4.243  -1.749  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.569   0.182   1.653  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.725  -0.104   3.045  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.575  -0.386   2.506  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.863  -1.863   2.569  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.683   0.557   2.903  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.696   0.871   1.788  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.054   1.571   0.700  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.458   1.055  -0.507  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.266   1.591  -1.585  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.226  -0.196  -0.307  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.508   0.002   0.331  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.398  -0.299   1.184  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.066  -1.468  -1.119  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.285  -2.264  -1.019  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.303  -3.279  -0.118  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.622  -3.987  -0.171  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.391  -3.575   0.639  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.862  -1.290  -2.638  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.405  -1.060  -3.054  0.00  0.00           C+0
HETATM   34  H   UNK     0       1.179  -1.565  -6.592  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.645  -0.812  -5.716  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.634  -2.874  -4.592  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.371  -0.706  -5.150  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.743  -3.164  -2.590  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.880  -1.569   0.829  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.834  -3.985  -2.799  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.627  -4.231  -1.231  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.237  -5.247  -1.660  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.550   1.237   1.399  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.536  -2.097   3.400  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.051  -2.450   2.718  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.325  -2.209   1.642  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.215   0.140   3.766  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.239   1.504   3.236  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.443   1.559   2.204  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.420  -1.218   1.739  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.232  -2.046  -0.714  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.423  -3.298   0.109  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.614  -4.821   0.536  0.00  0.00           H+0
HETATM   54  H   UNK     0       5.790  -4.385  -1.175  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.493  -0.471  -3.007  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.230  -2.195  -3.142  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.084  -0.047  -2.786  0.00  0.00           H+0
CONECT    1    2   34   35                                                  
CONECT    2   33    3    1                                                  
CONECT    3    5    2    4   36                                             
CONECT    4    3   37                                                       
CONECT    5    3    6   33   38                                             
CONECT    6    7   10    5                                                  
CONECT    7    8    6                                                       
CONECT    8    9    7   15                                                  
CONECT    9    8   10   39                                                  
CONECT   10    6    9   11                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   40   41   42                                             
CONECT   15   16    8   43   17                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19   15                                             
CONECT   18   17   44   45   46                                             
CONECT   19   17   20   47   48                                             
CONECT   20   26   21   49   19                                             
CONECT   21   22   20                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   25   22   26   27                                             
CONECT   25   26   24                                                       
CONECT   26   25   24   20   50                                             
CONECT   27   32   28   24   51                                             
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   52   53   54                                             
CONECT   31   29                                                            
CONECT   32   33   27   55   56                                             
CONECT   33    2    5   32   57                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    9                                                            
CONECT   40   14                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   18                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   19                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   30                                                            
CONECT   53   30                                                            
CONECT   54   30                                                            
CONECT   55   32                                                            
CONECT   56   32                                                            
CONECT   57   33                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  124    0
END

RDKit          3D

57 62  0  0  0  0  0  0  0  0999 V2000
    1.6555   -1.2539   -5.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -1.4022   -4.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -1.9417   -4.1029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3787   -0.9586   -4.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -2.1547   -2.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5079   -1.7458   -1.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -0.8560   -0.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -0.7050    0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0098   -1.4800    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -2.1906   -1.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5768   -3.1809   -1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -3.8647   -2.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8141   -3.2811   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6642   -4.2433   -1.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.1815    1.6525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7253   -0.1043    3.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3860    2.5057 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8626   -1.8632    2.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.5574    2.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963    0.8711    1.7876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0543    1.5708    0.7003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    1.0551   -0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.5908   -1.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -0.1964   -0.3070 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5079    0.0023    0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977   -0.2985    1.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0664   -1.4683   -1.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2853   -2.2644   -1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3033   -3.2788   -0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -3.9866   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -3.5752    0.6392 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -1.2897   -2.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4053   -1.0595   -3.0536 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1790   -1.5651   -6.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452   -0.8118   -5.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -2.8744   -4.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -0.7060   -5.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -3.1645   -2.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -1.5694    0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.9847   -2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270   -4.2306   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -5.2470   -1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5502    1.2368    1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -2.0966    3.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512   -2.4496    2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -2.2093    1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    0.1402    3.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388    1.5043    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429    1.5585    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -1.2177    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -2.0459   -0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4230   -3.2978    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6143   -4.8208    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7895   -4.3850   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925   -0.4710   -3.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.1949   -3.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839   -0.0465   -2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0
  9  8  2  0
  8  7  1  0
 15 16  1  0
 17 16  1  0
 26 25  1  0
  7  6  1  0
 24 25  1  6
  6 10  2  0
 22 23  2  0
 22 24  1  0
  5  3  1  0
  6  5  1  0
 33  2  1  0
  3  2  1  0
 10  9  1  0
  2  1  2  3
  5 33  1  0
 10 11  1  0
 24 26  1  0
 11 13  1  0
 33 32  1  0
 11 12  2  0
 13 14  1  0
 32 27  1  0
  3  4  1  0
  8 15  1  0
 33 57  1  1
 26 20  1  0
 27 28  1  0
 15 43  1  6
 17 18  1  6
 20 21  1  0
 20 49  1  1
 17 19  1  0
  5 38  1  1
 27 24  1  0
 28 29  1  0
 20 19  1  0
 29 30  1  0
 17 15  1  0
 29 31  2  0
 26 50  1  1
  9 39  1  0
 32 55  1  0
 32 56  1  0
 27 51  1  1
 19 47  1  0
 19 48  1  0
  3 36  1  6
  1 34  1  0
  1 35  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
  4 37  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(1R,3R,4S,5S,6S,8R,9S,14R,15R)-3-Acetoxy-8-methyl-12-(methoxycarbonyl)-6,15-dihydroxy-16-methylene-4,5:8,9:10,13-triepoxybicyclo[12.2.0]hexadecane-10,12-diene-4-carboxylate 4,6-lactone	Generator

Chemical Formula

C₂₃H₂₄O₁₀

Average Mass

460.4350 Da

Monoisotopic Mass

460.13695 Da

IUPAC Name

methyl (1S,2R,4R,6R,7R,12S,14R,16S,17S)-2-(acetyloxy)-6-hydroxy-14-methyl-5-methylidene-19-oxo-13,18,20,21-tetraoxahexacyclo[14.2.2.1^{8,11}.0^{1,17}.0^{4,7}.0^{12,14}]henicosa-8,10-diene-9-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C(=C([H])[H])[C@]2([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]34O[C@@]3([H])[C@@]([H])(OC4=O)C([H])([H])[C@]3(O[C@]3([H])C3=C([H])C(C(=O)OC([H])([H])[H])=C(O3)[C@@]12[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H24O10/c1-8-10-6-14(29-9(2)24)23-19(33-23)13(31-21(23)27)7-22(3)18(32-22)12-5-11(20(26)28-4)17(30-12)15(10)16(8)25/h5,10,13-16,18-19,25H,1,6-7H2,2-4H3/t10-,13-,14+,15+,16-,18+,19-,22+,23-/m0/s1

InChI Key

FYPLDEMBVLXUKH-GJNCKQSHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Pseudopterogorgia kallos	JEOL database	Marrero, J., et al, Org. Lett. 5, 2551 (2003)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Furoic acid ester
Tricarboxylic acid or derivatives
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Gamma butyrolactone
Para-dioxane
Heteroaromatic compound
Methyl ester
Tetrahydrofuran
Furan
Secondary alcohol
Lactone
Cyclobutanol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	1.47	ALOGPS
logP	0.28	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	14.04	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	137.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.54 m³·mol⁻¹	ChemAxon
Polarizability	45.01 Å³	ChemAxon
Number of Rings	6	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9907941

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11733228

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Marrero, J., et al. (2003). Marrero, J., et al, Org. Lett. 5, 2551 (2003). Org. Lett..

Showing NP-Card for providencin (NP0038974)

MOL for NP0038974 (providencin)

3D MOL for NP0038974 (providencin)

3D SDF for NP0038974 (providencin)

3D-SDF for NP0038974 (providencin)

PDB for NP0038974 (providencin)

3D PDB for NP0038974 (providencin)

SMILES for NP0038974 (providencin)

INCHI for NP0038974 (providencin)

Structure for NP0038974 (providencin)

3D Structure for NP0038974 (providencin)