NP-MRD: Showing NP-Card for toonaciliatin H (NP0034312)

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Record Information

Version

2.0

Created at

2021-06-20 18:04:39 UTC

Updated at

2021-06-30 00:04:37 UTC

NP-MRD ID

NP0034312

Secondary Accession Numbers

None

Natural Product Identification

Common Name

toonaciliatin H

Provided By

JEOL Database JEOL Logo

Description

(1S,2R,3R,4R,7S,10S,12S,13R,14R,15R,17R,19S,20R)-15-(furan-3-yl)-3,10,13,20-tetrahydroxy-2,7,14,20-tetramethyl-5-oxo-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]Icos-8-en-4-yl acetate belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. toonaciliatin H is found in Toona ciliata. toonaciliatin H was first documented in 2009 (Chen, H. -D., et al.). Based on a literature review very few articles have been published on (1S,2R,3R,4R,7S,10S,12S,13R,14R,15R,17R,19S,20R)-15-(furan-3-yl)-3,10,13,20-tetrahydroxy-2,7,14,20-tetramethyl-5-oxo-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]Icos-8-en-4-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120043D          

 70 76  0  0  0  0            999 V2000
   -1.9836    6.5911   -3.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391    6.4542   -1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    7.3242   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    5.2169   -1.1928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    4.9809    0.2126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3983    5.1603    0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    6.2258    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0156    3.9570    0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030    2.8771    0.6116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3802    1.8734    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    2.2693   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642    2.0520   -1.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967    2.3684   -1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9498    3.3177   -2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.1665   -2.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.6927   -1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1911    1.3955    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7411    1.0999    1.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8195    2.1389    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221    1.0743    2.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.2925    1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7451   -0.2239    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -0.9603    2.0012 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3555   -2.4429    1.7755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5784   -2.5859    0.4328 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0082   -3.9487    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -4.3819   -1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -5.6972   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4088   -6.1163    0.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -5.0605    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516   -1.3790    0.4653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6920   -1.7743    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993   -0.8536   -0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1308   -1.2464   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103    2.8002   -0.3294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6115    3.7325   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.5159    0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1409    3.5822    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191    6.0423   -3.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    6.2175   -3.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    7.6484   -3.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    5.6721    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5669    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808    0.9657    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2189    2.3264    2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544    1.9961   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.6057   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4004    2.9887   -3.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3394    0.9723   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406    0.9090    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    3.0780    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458    1.8005    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    2.3298    0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    0.7905    3.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7399   -0.6177    2.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -2.8854    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -2.9111    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069   -2.3980   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -3.8010   -1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085   -6.4344   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -5.2578    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -0.9545    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139   -2.0644    2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.6114    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -1.2850   -1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -0.6864   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.2118   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794    4.5776   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563    4.1866    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    2.6741    2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
  8  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5 37  1  0  0  0  0
 25 26  1  0  0  0  0
 16 33  1  0  0  0  0
 31 32  1  1  0  0  0
 16 15  1  0  0  0  0
  9 10  1  1  0  0  0
 15 13  1  0  0  0  0
 37 38  1  1  0  0  0
 35 17  1  0  0  0  0
 17 50  1  1  0  0  0
 35 13  1  0  0  0  0
 21 22  1  6  0  0  0
 23 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
  5  4  1  0  0  0  0
 31 33  1  0  0  0  0
 35 36  1  6  0  0  0
 21 23  1  0  0  0  0
 13 14  1  6  0  0  0
 35 37  1  0  0  0  0
  6  7  2  0  0  0  0
 13 12  1  0  0  0  0
 33 34  1  0  0  0  0
 26 30  2  0  0  0  0
 12 11  2  0  0  0  0
 11  9  1  0  0  0  0
 37  9  1  0  0  0  0
 23 24  1  0  0  0  0
 30 29  1  0  0  0  0
 29 28  1  0  0  0  0
 28 27  2  0  0  0  0
 27 26  1  0  0  0  0
 24 25  1  0  0  0  0
 18 20  1  1  0  0  0
 25 31  1  0  0  0  0
  4  2  1  0  0  0  0
 17 16  1  0  0  0  0
  2  1  1  0  0  0  0
 31 21  1  0  0  0  0
  2  3  2  0  0  0  0
 33 65  1  6  0  0  0
 23 55  1  1  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 25 58  1  6  0  0  0
 16 49  1  6  0  0  0
 12 47  1  0  0  0  0
 11 46  1  0  0  0  0
  5 42  1  1  0  0  0
 32 62  1  0  0  0  0
 32 63  1  0  0  0  0
 32 64  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 38 70  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 36 67  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 14 48  1  0  0  0  0
 34 66  1  0  0  0  0
 30 61  1  0  0  0  0
 28 60  1  0  0  0  0
 27 59  1  0  0  0  0
 20 54  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
M  END

     RDKit          3D

 70 76  0  0  0  0  0  0  0  0999 V2000
   -1.9836    6.5911   -3.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391    6.4542   -1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    7.3242   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    5.2169   -1.1928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    4.9809    0.2126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3983    5.1603    0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    6.2258    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0156    3.9570    0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030    2.8771    0.6116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3802    1.8734    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    2.2693   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642    2.0520   -1.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967    2.3684   -1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9498    3.3177   -2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.1665   -2.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.6927   -1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1911    1.3955    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7411    1.0999    1.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8195    2.1389    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221    1.0743    2.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.2925    1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7451   -0.2239    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -0.9603    2.0012 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3555   -2.4429    1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5784   -2.5859    0.4328 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0082   -3.9487    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -4.3819   -1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -5.6972   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4088   -6.1163    0.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -5.0605    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516   -1.3790    0.4653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6920   -1.7743    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993   -0.8536   -0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1308   -1.2464   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103    2.8002   -0.3294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6115    3.7325   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.5159    0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1409    3.5822    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191    6.0423   -3.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    6.2175   -3.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    7.6484   -3.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    5.6721    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5669    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808    0.9657    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2189    2.3264    2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544    1.9961   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.6057   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4004    2.9887   -3.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3394    0.9723   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406    0.9090    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    3.0780    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458    1.8005    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    2.3298    0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    0.7905    3.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7399   -0.6177    2.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -2.8854    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -2.9111    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069   -2.3980   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -3.8010   -1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085   -6.4344   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -5.2578    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -0.9545    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139   -2.0644    2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.6114    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -1.2850   -1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -0.6864   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.2118   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794    4.5776   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563    4.1866    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    2.6741    2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  6  1  0
  6  5  1  0
  5 37  1  0
 25 26  1  0
 16 33  1  0
 31 32  1  1
 16 15  1  0
  9 10  1  1
 15 13  1  0
 37 38  1  1
 35 17  1  0
 17 50  1  1
 35 13  1  0
 21 22  1  6
 23 22  1  0
 17 18  1  0
 18 19  1  0
 18 21  1  0
  5  4  1  0
 31 33  1  0
 35 36  1  6
 21 23  1  0
 13 14  1  6
 35 37  1  0
  6  7  2  0
 13 12  1  0
 33 34  1  0
 26 30  2  0
 12 11  2  0
 11  9  1  0
 37  9  1  0
 23 24  1  0
 30 29  1  0
 29 28  1  0
 28 27  2  0
 27 26  1  0
 24 25  1  0
 18 20  1  1
 25 31  1  0
  4  2  1  0
 17 16  1  0
  2  1  1  0
 31 21  1  0
  2  3  2  0
 33 65  1  6
 23 55  1  1
 24 56  1  0
 24 57  1  0
 25 58  1  6
 16 49  1  6
 12 47  1  0
 11 46  1  0
  5 42  1  1
 32 62  1  0
 32 63  1  0
 32 64  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 38 70  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 36 67  1  0
 36 68  1  0
 36 69  1  0
 14 48  1  0
 34 66  1  0
 30 61  1  0
 28 60  1  0
 27 59  1  0
 20 54  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END


  Mrv1652306202120043D          

 70 76  0  0  0  0            999 V2000
   -1.9836    6.5911   -3.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391    6.4542   -1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    7.3242   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    5.2169   -1.1928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    4.9809    0.2126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3983    5.1603    0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    6.2258    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0156    3.9570    0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030    2.8771    0.6116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3802    1.8734    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    2.2693   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642    2.0520   -1.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967    2.3684   -1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9498    3.3177   -2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.1665   -2.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.6927   -1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1911    1.3955    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7411    1.0999    1.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8195    2.1389    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221    1.0743    2.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.2925    1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7451   -0.2239    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -0.9603    2.0012 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3555   -2.4429    1.7755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5784   -2.5859    0.4328 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0082   -3.9487    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -4.3819   -1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -5.6972   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4088   -6.1163    0.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -5.0605    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516   -1.3790    0.4653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6920   -1.7743    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993   -0.8536   -0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1308   -1.2464   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103    2.8002   -0.3294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6115    3.7325   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.5159    0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1409    3.5822    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191    6.0423   -3.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    6.2175   -3.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    7.6484   -3.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    5.6721    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5669    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808    0.9657    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2189    2.3264    2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544    1.9961   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.6057   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4004    2.9887   -3.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3394    0.9723   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406    0.9090    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    3.0780    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458    1.8005    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    2.3298    0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    0.7905    3.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7399   -0.6177    2.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -2.8854    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -2.9111    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069   -2.3980   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -3.8010   -1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085   -6.4344   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -5.2578    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -0.9545    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139   -2.0644    2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.6114    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -1.2850   -1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -0.6864   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.2118   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794    4.5776   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563    4.1866    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    2.6741    2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
  8  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5 37  1  0  0  0  0
 25 26  1  0  0  0  0
 16 33  1  0  0  0  0
 31 32  1  1  0  0  0
 16 15  1  0  0  0  0
  9 10  1  1  0  0  0
 15 13  1  0  0  0  0
 37 38  1  1  0  0  0
 35 17  1  0  0  0  0
 17 50  1  1  0  0  0
 35 13  1  0  0  0  0
 21 22  1  6  0  0  0
 23 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
  5  4  1  0  0  0  0
 31 33  1  0  0  0  0
 35 36  1  6  0  0  0
 21 23  1  0  0  0  0
 13 14  1  6  0  0  0
 35 37  1  0  0  0  0
  6  7  2  0  0  0  0
 13 12  1  0  0  0  0
 33 34  1  0  0  0  0
 26 30  2  0  0  0  0
 12 11  2  0  0  0  0
 11  9  1  0  0  0  0
 37  9  1  0  0  0  0
 23 24  1  0  0  0  0
 30 29  1  0  0  0  0
 29 28  1  0  0  0  0
 28 27  2  0  0  0  0
 27 26  1  0  0  0  0
 24 25  1  0  0  0  0
 18 20  1  1  0  0  0
 25 31  1  0  0  0  0
  4  2  1  0  0  0  0
 17 16  1  0  0  0  0
  2  1  1  0  0  0  0
 31 21  1  0  0  0  0
  2  3  2  0  0  0  0
 33 65  1  6  0  0  0
 23 55  1  1  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 25 58  1  6  0  0  0
 16 49  1  6  0  0  0
 12 47  1  0  0  0  0
 11 46  1  0  0  0  0
  5 42  1  1  0  0  0
 32 62  1  0  0  0  0
 32 63  1  0  0  0  0
 32 64  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 38 70  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 36 67  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 14 48  1  0  0  0  0
 34 66  1  0  0  0  0
 30 61  1  0  0  0  0
 28 60  1  0  0  0  0
 27 59  1  0  0  0  0
 20 54  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034312

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@@]2([H])O[C@@]3(O[H])C([H])=C([H])[C@@]4(OC(=O)[C@]([H])(OC(=O)C([H])([H])[H])[C@]4(O[H])[C@@]3(C([H])([H])[H])[C@]2([H])[C@](O[H])(C([H])([H])[H])[C@@]23O[C@]2([H])C([H])([H])[C@@]([H])(C2=C([H])OC([H])=C2[H])[C@]13C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H32O11/c1-12(28)35-19-20(30)38-21(2)7-8-25(32)23(4,26(19,21)33)17-16(37-25)18(29)22(3)14(13-6-9-34-11-13)10-15-27(22,36-15)24(17,5)31/h6-9,11,14-19,29,31-33H,10H2,1-5H3/t14-,15+,16-,17+,18-,19-,21-,22+,23-,24+,25-,26+,27+/m0/s1

> <INCHI_KEY>
AQQVQSFDLYVCMJ-KJDUMSPISA-N

> <FORMULA>
C27H32O11

> <MOLECULAR_WEIGHT>
532.542

> <EXACT_MASS>
532.19446185

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
52.14488680650345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3R,4R,7S,10S,12S,13R,14R,15R,17R,19S,20R)-15-(furan-3-yl)-3,10,13,20-tetrahydroxy-2,7,14,20-tetramethyl-5-oxo-6,11,18-trioxahexacyclo[10.8.0.0^{2,10}.0^{3,7}.0^{14,19}.0^{17,19}]icos-8-en-4-yl acetate

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
-0.08582167700000014

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.080110218079907

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.090572945782935

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7796781403903306

> <JCHEM_POLAR_SURFACE_AREA>
168.42000000000002

> <JCHEM_REFRACTIVITY>
124.8562

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,4R,7S,10S,12S,13R,14R,15R,17R,19S,20R)-15-(furan-3-yl)-3,10,13,20-tetrahydroxy-2,7,14,20-tetramethyl-5-oxo-6,11,18-trioxahexacyclo[10.8.0.0^{2,10}.0^{3,7}.0^{14,19}.0^{17,19}]icos-8-en-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 76  0  0  0  0  0  0  0  0999 V2000
   -1.9836    6.5911   -3.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391    6.4542   -1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    7.3242   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    5.2169   -1.1928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    4.9809    0.2126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3983    5.1603    0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    6.2258    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0156    3.9570    0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030    2.8771    0.6116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3802    1.8734    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    2.2693   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642    2.0520   -1.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967    2.3684   -1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9498    3.3177   -2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.1665   -2.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.6927   -1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1911    1.3955    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7411    1.0999    1.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8195    2.1389    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221    1.0743    2.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.2925    1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7451   -0.2239    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -0.9603    2.0012 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3555   -2.4429    1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5784   -2.5859    0.4328 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0082   -3.9487    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -4.3819   -1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -5.6972   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4088   -6.1163    0.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -5.0605    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516   -1.3790    0.4653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6920   -1.7743    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993   -0.8536   -0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1308   -1.2464   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103    2.8002   -0.3294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6115    3.7325   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.5159    0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1409    3.5822    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191    6.0423   -3.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    6.2175   -3.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    7.6484   -3.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    5.6721    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5669    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808    0.9657    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2189    2.3264    2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544    1.9961   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.6057   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4004    2.9887   -3.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3394    0.9723   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406    0.9090    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    3.0780    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458    1.8005    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    2.3298    0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    0.7905    3.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7399   -0.6177    2.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -2.8854    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -2.9111    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069   -2.3980   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -3.8010   -1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085   -6.4344   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -5.2578    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -0.9545    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139   -2.0644    2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.6114    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -1.2850   -1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -0.6864   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.2118   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794    4.5776   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563    4.1866    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    2.6741    2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  6  1  0
  6  5  1  0
  5 37  1  0
 25 26  1  0
 16 33  1  0
 31 32  1  1
 16 15  1  0
  9 10  1  1
 15 13  1  0
 37 38  1  1
 35 17  1  0
 17 50  1  1
 35 13  1  0
 21 22  1  6
 23 22  1  0
 17 18  1  0
 18 19  1  0
 18 21  1  0
  5  4  1  0
 31 33  1  0
 35 36  1  6
 21 23  1  0
 13 14  1  6
 35 37  1  0
  6  7  2  0
 13 12  1  0
 33 34  1  0
 26 30  2  0
 12 11  2  0
 11  9  1  0
 37  9  1  0
 23 24  1  0
 30 29  1  0
 29 28  1  0
 28 27  2  0
 27 26  1  0
 24 25  1  0
 18 20  1  1
 25 31  1  0
  4  2  1  0
 17 16  1  0
  2  1  1  0
 31 21  1  0
  2  3  2  0
 33 65  1  6
 23 55  1  1
 24 56  1  0
 24 57  1  0
 25 58  1  6
 16 49  1  6
 12 47  1  0
 11 46  1  0
  5 42  1  1
 32 62  1  0
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 32 64  1  0
 10 43  1  0
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 36 67  1  0
 36 68  1  0
 36 69  1  0
 14 48  1  0
 34 66  1  0
 30 61  1  0
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 27 59  1  0
 20 54  1  0
  1 39  1  0
  1 40  1  0
  1 41  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      -1.984   6.591  -3.087  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.739   6.454  -1.616  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.240   7.324  -0.918  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.113   5.217  -1.193  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.000   4.981   0.213  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.398   5.160   0.741  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.965   6.226   0.934  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.016   3.957   0.880  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.103   2.877   0.612  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.380   1.873   1.740  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.506   2.269  -0.706  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.664   2.052  -1.728  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.197   2.368  -1.723  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.950   3.318  -2.737  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.525   1.167  -2.135  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.303   0.693  -1.062  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.191   1.395   0.196  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.741   1.100   1.410  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.819   2.139   1.736  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.122   1.074   2.561  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.345  -0.293   1.209  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.745  -0.224   0.824  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.423  -0.960   2.001  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.356  -2.443   1.776  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.578  -2.586   0.433  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.008  -3.949   0.173  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.350  -4.382  -1.017  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.003  -5.697  -0.824  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.409  -6.116   0.399  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.017  -5.061   0.995  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.552  -1.379   0.465  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.692  -1.774   1.303  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.199  -0.854  -0.959  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.131  -1.246  -1.324  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.610   2.800  -0.329  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.612   3.732  -0.547  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.679   3.516   0.593  0.00  0.00           C+0
HETATM   38  O   UNK     0      -1.141   3.582   1.937  0.00  0.00           O+0
HETATM   39  H   UNK     0      -1.219   6.042  -3.642  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.980   6.218  -3.338  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.941   7.648  -3.364  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.324   5.672   0.729  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.434   1.567   1.734  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.781   0.966   1.673  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.219   2.326   2.725  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.554   1.996  -0.819  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.063   1.606  -2.636  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.400   2.989  -3.531  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.339   0.972  -1.288  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.141   0.909   0.433  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.388   3.078   2.090  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.446   1.801   2.571  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.486   2.330   0.890  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.419   0.791   3.322  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.740  -0.618   2.971  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.354  -2.885   1.705  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.828  -2.911   2.613  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.307  -2.398  -0.372  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.141  -3.801  -1.905  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.508  -6.434  -1.427  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.398  -5.258   1.987  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.406  -0.955   1.401  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.414  -2.064   2.322  0.00  0.00           H+0
HETATM   64  H   UNK     0      -1.239  -2.611   0.858  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.860  -1.285  -1.719  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.367  -0.686  -2.091  0.00  0.00           H+0
HETATM   67  H   UNK     0       1.453   3.212  -1.013  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.379   4.578  -1.201  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.956   4.187   0.384  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.010   2.674   2.285  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6   37    4   42                                             
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9    6                                                       
CONECT    9    8   10   11   37                                             
CONECT   10    9   43   44   45                                             
CONECT   11   12    9   46                                                  
CONECT   12   13   11   47                                                  
CONECT   13   15   35   14   12                                             
CONECT   14   13   48                                                       
CONECT   15   16   13                                                       
CONECT   16   33   15   17   49                                             
CONECT   17   35   50   18   16                                             
CONECT   18   17   19   21   20                                             
CONECT   19   18   51   52   53                                             
CONECT   20   18   54                                                       
CONECT   21   22   18   23   31                                             
CONECT   22   21   23                                                       
CONECT   23   22   21   24   55                                             
CONECT   24   23   25   56   57                                             
CONECT   25   26   24   31   58                                             
CONECT   26   25   30   27                                                  
CONECT   27   28   26   59                                                  
CONECT   28   29   27   60                                                  
CONECT   29   30   28                                                       
CONECT   30   26   29   61                                                  
CONECT   31   32   33   25   21                                             
CONECT   32   31   62   63   64                                             
CONECT   33   16   31   34   65                                             
CONECT   34   33   66                                                       
CONECT   35   17   13   36   37                                             
CONECT   36   35   67   68   69                                             
CONECT   37    5   38   35    9                                             
CONECT   38   37   70                                                       
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    5                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   12                                                            
CONECT   48   14                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   19                                                            
CONECT   52   19                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   27                                                            
CONECT   60   28                                                            
CONECT   61   30                                                            
CONECT   62   32                                                            
CONECT   63   32                                                            
CONECT   64   32                                                            
CONECT   65   33                                                            
CONECT   66   34                                                            
CONECT   67   36                                                            
CONECT   68   36                                                            
CONECT   69   36                                                            
CONECT   70   38                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  152    0
END

RDKit          3D

70 76  0  0  0  0  0  0  0  0999 V2000
   -1.9836    6.5911   -3.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391    6.4542   -1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    7.3242   -0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    5.2169   -1.1928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    4.9809    0.2126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3983    5.1603    0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    6.2258    0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0156    3.9570    0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030    2.8771    0.6116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3802    1.8734    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    2.2693   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642    2.0520   -1.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967    2.3684   -1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9498    3.3177   -2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.1665   -2.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    0.6927   -1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1911    1.3955    0.1960 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7411    1.0999    1.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8195    2.1389    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221    1.0743    2.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.2925    1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7451   -0.2239    0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -0.9603    2.0012 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3555   -2.4429    1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5784   -2.5859    0.4328 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0082   -3.9487    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -4.3819   -1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -5.6972   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4088   -6.1163    0.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -5.0605    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516   -1.3790    0.4653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6920   -1.7743    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993   -0.8536   -0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1308   -1.2464   -1.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103    2.8002   -0.3294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6115    3.7325   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.5159    0.5928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1409    3.5822    1.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191    6.0423   -3.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9802    6.2175   -3.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    7.6484   -3.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238    5.6721    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5669    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808    0.9657    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2189    2.3264    2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544    1.9961   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.6057   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4004    2.9887   -3.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3394    0.9723   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406    0.9090    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    3.0780    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458    1.8005    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    2.3298    0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    0.7905    3.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7399   -0.6177    2.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -2.8854    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -2.9111    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069   -2.3980   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -3.8010   -1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085   -6.4344   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -5.2578    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -0.9545    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139   -2.0644    2.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.6114    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -1.2850   -1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -0.6864   -2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.2118   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794    4.5776   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563    4.1866    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    2.6741    2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  6  1  0
  6  5  1  0
  5 37  1  0
 25 26  1  0
 16 33  1  0
 31 32  1  1
 16 15  1  0
  9 10  1  1
 15 13  1  0
 37 38  1  1
 35 17  1  0
 17 50  1  1
 35 13  1  0
 21 22  1  6
 23 22  1  0
 17 18  1  0
 18 19  1  0
 18 21  1  0
  5  4  1  0
 31 33  1  0
 35 36  1  6
 21 23  1  0
 13 14  1  6
 35 37  1  0
  6  7  2  0
 13 12  1  0
 33 34  1  0
 26 30  2  0
 12 11  2  0
 11  9  1  0
 37  9  1  0
 23 24  1  0
 30 29  1  0
 29 28  1  0
 28 27  2  0
 27 26  1  0
 24 25  1  0
 18 20  1  1
 25 31  1  0
  4  2  1  0
 17 16  1  0
  2  1  1  0
 31 21  1  0
  2  3  2  0
 33 65  1  6
 23 55  1  1
 24 56  1  0
 24 57  1  0
 25 58  1  6
 16 49  1  6
 12 47  1  0
 11 46  1  0
  5 42  1  1
 32 62  1  0
 32 63  1  0
 32 64  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 38 70  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 36 67  1  0
 36 68  1  0
 36 69  1  0
 14 48  1  0
 34 66  1  0
 30 61  1  0
 28 60  1  0
 27 59  1  0
 20 54  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1S,2R,3R,4R,7S,10S,12S,13R,14R,15R,17R,19S,20R)-15-(Furan-3-yl)-3,10,13,20-tetrahydroxy-2,7,14,20-tetramethyl-5-oxo-6,11,18-trioxahexacyclo[10.8.0.0,.0,.0,.0,]icos-8-en-4-yl acetic acid	Generator

Chemical Formula

C₂₇H₃₂O₁₁

Average Mass

532.5420 Da

Monoisotopic Mass

532.19446 Da

IUPAC Name

(1S,2R,3R,4R,7S,10S,12S,13R,14R,15R,17R,19S,20R)-15-(furan-3-yl)-3,10,13,20-tetrahydroxy-2,7,14,20-tetramethyl-5-oxo-6,11,18-trioxahexacyclo[10.8.0.0^{2,10}.0^{3,7}.0^{14,19}.0^{17,19}]icos-8-en-4-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@@]2([H])O[C@@]3(O[H])C([H])=C([H])[C@@]4(OC(=O)[C@]([H])(OC(=O)C([H])([H])[H])[C@]4(O[H])[C@@]3(C([H])([H])[H])[C@]2([H])[C@](O[H])(C([H])([H])[H])[C@@]23O[C@]2([H])C([H])([H])[C@@]([H])(C2=C([H])OC([H])=C2[H])[C@]13C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C27H32O11/c1-12(28)35-19-20(30)38-21(2)7-8-25(32)23(4,26(19,21)33)17-16(37-25)18(29)22(3)14(13-6-9-34-11-13)10-15-27(22,36-15)24(17,5)31/h6-9,11,14-19,29,31-33H,10H2,1-5H3/t14-,15+,16-,17+,18-,19-,21-,22+,23-,24+,25-,26+,27+/m0/s1

InChI Key

AQQVQSFDLYVCMJ-KJDUMSPISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Toona ciliata	JEOL database	Chen, H. -D., et al, J. Nat. Prod. 72, 685 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Gamma butyrolactone
Oxane
Cyclic alcohol
Furan
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
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	1.06	ALOGPS
logP	-0.086	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.09	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	168.42 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	124.86 m³·mol⁻¹	ChemAxon
Polarizability	52.14 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42639330

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen, H. -D., et al. (2009). Chen, H. -D., et al, J. Nat. Prod. 72, 685 (2009). J. Nat. Prod..

Showing NP-Card for toonaciliatin H (NP0034312)

MOL for NP0034312 (toonaciliatin H)

3D MOL for NP0034312 (toonaciliatin H)

3D SDF for NP0034312 (toonaciliatin H)

3D-SDF for NP0034312 (toonaciliatin H)

PDB for NP0034312 (toonaciliatin H)

3D PDB for NP0034312 (toonaciliatin H)

SMILES for NP0034312 (toonaciliatin H)

INCHI for NP0034312 (toonaciliatin H)

Structure for NP0034312 (toonaciliatin H)

3D Structure for NP0034312 (toonaciliatin H)