NP-MRD: Showing NP-Card for zawadskinolide A (NP0041178)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 23:09:16 UTC

Updated at

2021-06-30 00:15:32 UTC

NP-MRD ID

NP0041178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

zawadskinolide A

Provided By

JEOL Database JEOL Logo

Description

(3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-9-yl acetate belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. zawadskinolide A is found in Chrysanthemum zawadskii and Dendranthema zawadskii var. latilobum. zawadskinolide A was first documented in 2012 (Shin, H. J., et al.). Based on a literature review very few articles have been published on (3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-9-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101093D          

 47 48  0  0  0  0            999 V2000
   -5.4385    0.8170    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    0.4103    1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    0.6070    2.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056   -0.2027    0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.6536    0.3664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1357   -2.0392    1.0247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7092   -2.5936    1.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7577   -3.8858    1.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2470   -1.7302    1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -1.6655    3.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.0252    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265   -0.9114   -0.0590 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5817    0.5211   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1628    1.0147   -0.8721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7758    0.0817   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8089   -0.6355   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244   -1.4870   -2.0363 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0729   -2.7942   -2.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    2.1420   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    2.0280   -2.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    2.7754   -3.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497    0.8560   -1.8589 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4706   -0.2403   -2.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0633   -0.0672    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7471    1.3100    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    1.5206    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    0.0547    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -2.0029    2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882   -2.7568    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.7618    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.2134    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -1.0340    3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -2.6621    3.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092   -1.2477    3.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -0.4477    2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -1.6238   -0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -1.1907   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    1.1988    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    1.4050    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5935   -0.0016   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -1.1021   -3.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -1.5367   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6439   -3.3391   -2.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3520    1.2093   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643    0.1440   -3.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706   -1.0761   -2.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.6316   -3.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
  7  6  1  0  0  0  0
 14 19  1  0  0  0  0
 15 14  1  0  0  0  0
  7  8  1  0  0  0  0
  5 16  1  0  0  0  0
  5  4  1  0  0  0  0
 14 13  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7  9  1  0  0  0  0
 19 20  1  0  0  0  0
 16 15  2  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  9 11  2  0  0  0  0
 17 18  1  0  0  0  0
  6  5  1  0  0  0  0
  4  2  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
 16 17  1  0  0  0  0
  2  3  2  0  0  0  0
  7 30  1  6  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  5 27  1  1  0  0  0
 15 40  1  0  0  0  0
 17 41  1  0  0  0  0
 17 42  1  0  0  0  0
 14 39  1  1  0  0  0
 13 38  1  1  0  0  0
 11 35  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 12 36  1  0  0  0  0
 12 37  1  0  0  0  0
  8 31  1  0  0  0  0
 22 44  1  1  0  0  0
 23 45  1  0  0  0  0
 23 46  1  0  0  0  0
 23 47  1  0  0  0  0
 18 43  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -5.4385    0.8170    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    0.4103    1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    0.6070    2.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056   -0.2027    0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.6536    0.3664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1357   -2.0392    1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092   -2.5936    1.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7577   -3.8858    1.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2470   -1.7302    1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -1.6655    3.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.0252    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265   -0.9114   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817    0.5211   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1628    1.0147   -0.8721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7758    0.0817   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8089   -0.6355   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244   -1.4870   -2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729   -2.7942   -2.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    2.1420   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    2.0280   -2.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    2.7754   -3.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497    0.8560   -1.8589 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4706   -0.2403   -2.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0633   -0.0672    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7471    1.3100    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    1.5206    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    0.0547    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -2.0029    2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882   -2.7568    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.7618    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.2134    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -1.0340    3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -2.6621    3.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092   -1.2477    3.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -0.4477    2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -1.6238   -0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -1.1907   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    1.1988    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    1.4050    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5935   -0.0016   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -1.1021   -3.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -1.5367   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6439   -3.3391   -2.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3520    1.2093   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643    0.1440   -3.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706   -1.0761   -2.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.6316   -3.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 13 12  1  0
  7  6  1  0
 14 19  1  0
 15 14  1  0
  7  8  1  0
  5 16  1  0
  5  4  1  0
 14 13  1  0
 13 22  1  0
 22 23  1  0
  7  9  1  0
 19 20  1  0
 16 15  2  0
 20 21  2  0
 20 22  1  0
  9 11  2  0
 17 18  1  0
  6  5  1  0
  4  2  1  0
  9 10  1  0
  2  1  1  0
 16 17  1  0
  2  3  2  0
  7 30  1  6
  6 28  1  0
  6 29  1  0
  5 27  1  1
 15 40  1  0
 17 41  1  0
 17 42  1  0
 14 39  1  1
 13 38  1  1
 11 35  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 12 36  1  0
 12 37  1  0
  8 31  1  0
 22 44  1  1
 23 45  1  0
 23 46  1  0
 23 47  1  0
 18 43  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306212101093D          

 47 48  0  0  0  0            999 V2000
   -5.4385    0.8170    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    0.4103    1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    0.6070    2.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056   -0.2027    0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.6536    0.3664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1357   -2.0392    1.0247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7092   -2.5936    1.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7577   -3.8858    1.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2470   -1.7302    1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -1.6655    3.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.0252    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265   -0.9114   -0.0590 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5817    0.5211   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1628    1.0147   -0.8721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7758    0.0817   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8089   -0.6355   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244   -1.4870   -2.0363 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0729   -2.7942   -2.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    2.1420   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    2.0280   -2.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    2.7754   -3.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497    0.8560   -1.8589 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4706   -0.2403   -2.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0633   -0.0672    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7471    1.3100    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    1.5206    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    0.0547    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -2.0029    2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882   -2.7568    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.7618    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.2134    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -1.0340    3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -2.6621    3.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092   -1.2477    3.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -0.4477    2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -1.6238   -0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -1.1907   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    1.1988    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    1.4050    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5935   -0.0016   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -1.1021   -3.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -1.5367   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6439   -3.3391   -2.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3520    1.2093   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643    0.1440   -3.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706   -1.0761   -2.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.6316   -3.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
  7  6  1  0  0  0  0
 14 19  1  0  0  0  0
 15 14  1  0  0  0  0
  7  8  1  0  0  0  0
  5 16  1  0  0  0  0
  5  4  1  0  0  0  0
 14 13  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7  9  1  0  0  0  0
 19 20  1  0  0  0  0
 16 15  2  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  9 11  2  0  0  0  0
 17 18  1  0  0  0  0
  6  5  1  0  0  0  0
  4  2  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
 16 17  1  0  0  0  0
  2  3  2  0  0  0  0
  7 30  1  6  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  5 27  1  1  0  0  0
 15 40  1  0  0  0  0
 17 41  1  0  0  0  0
 17 42  1  0  0  0  0
 14 39  1  1  0  0  0
 13 38  1  1  0  0  0
 11 35  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 12 36  1  0  0  0  0
 12 37  1  0  0  0  0
  8 31  1  0  0  0  0
 22 44  1  1  0  0  0
 23 45  1  0  0  0  0
 23 46  1  0  0  0  0
 23 47  1  0  0  0  0
 18 43  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1=C([H])/[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@]2([H])C([H])([H])\C([H])=C(C([H])([H])[H])/[C@@]([H])(O[H])C([H])([H])[C@]\1([H])OC(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O6/c1-9-4-5-13-10(2)17(21)23-16(13)6-12(8-18)15(7-14(9)20)22-11(3)19/h4,6,10,13-16,18,20H,5,7-8H2,1-3H3/b9-4-,12-6-/t10-,13+,14+,15+,16+/m1/s1

> <INCHI_KEY>
XKDIQABGHTWXMA-SLJAUAGDSA-N

> <FORMULA>
C17H24O6

> <MOLECULAR_WEIGHT>
324.373

> <EXACT_MASS>
324.157288493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.7495460724254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-9-yl acetate

> <ALOGPS_LOGP>
0.83

> <JCHEM_LOGP>
0.3004500560000009

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.183388081256034

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.421729442755979

> <JCHEM_PKA_STRONGEST_BASIC>
-2.766533684486987

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
84.05659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-9-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -5.4385    0.8170    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    0.4103    1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    0.6070    2.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056   -0.2027    0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.6536    0.3664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1357   -2.0392    1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092   -2.5936    1.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7577   -3.8858    1.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2470   -1.7302    1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -1.6655    3.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.0252    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265   -0.9114   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817    0.5211   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1628    1.0147   -0.8721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7758    0.0817   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8089   -0.6355   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244   -1.4870   -2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729   -2.7942   -2.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    2.1420   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    2.0280   -2.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    2.7754   -3.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497    0.8560   -1.8589 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4706   -0.2403   -2.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0633   -0.0672    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7471    1.3100    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    1.5206    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    0.0547    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -2.0029    2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882   -2.7568    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.7618    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.2134    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -1.0340    3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -2.6621    3.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092   -1.2477    3.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -0.4477    2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -1.6238   -0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -1.1907   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    1.1988    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    1.4050    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5935   -0.0016   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -1.1021   -3.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -1.5367   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6439   -3.3391   -2.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3520    1.2093   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643    0.1440   -3.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706   -1.0761   -2.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.6316   -3.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 13 12  1  0
  7  6  1  0
 14 19  1  0
 15 14  1  0
  7  8  1  0
  5 16  1  0
  5  4  1  0
 14 13  1  0
 13 22  1  0
 22 23  1  0
  7  9  1  0
 19 20  1  0
 16 15  2  0
 20 21  2  0
 20 22  1  0
  9 11  2  0
 17 18  1  0
  6  5  1  0
  4  2  1  0
  9 10  1  0
  2  1  1  0
 16 17  1  0
  2  3  2  0
  7 30  1  6
  6 28  1  0
  6 29  1  0
  5 27  1  1
 15 40  1  0
 17 41  1  0
 17 42  1  0
 14 39  1  1
 13 38  1  1
 11 35  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 12 36  1  0
 12 37  1  0
  8 31  1  0
 22 44  1  1
 23 45  1  0
 23 46  1  0
 23 47  1  0
 18 43  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.439   0.817   1.443  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   0.410   1.552  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.301   0.607   2.535  0.00  0.00           O+0
HETATM    4  O   UNK     0      -3.606  -0.203   0.404  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.233  -0.654   0.366  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.136  -2.039   1.025  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.709  -2.594   1.086  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.758  -3.886   1.695  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.247  -1.730   1.889  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.018  -1.666   3.378  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.275  -1.025   1.373  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.726  -0.911  -0.059  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.582   0.521  -0.582  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.163   1.015  -0.872  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.776   0.082  -1.592  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.809  -0.636  -1.095  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.624  -1.487  -2.036  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.073  -2.794  -2.034  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.367   2.142  -1.742  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.563   2.028  -2.387  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.928   2.775  -3.281  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.350   0.856  -1.859  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.471  -0.240  -2.906  0.00  0.00           C+0
HETATM   24  H   UNK     0      -6.063  -0.067   1.294  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.747   1.310   2.369  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.563   1.521   0.616  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.624   0.055   0.935  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.568  -2.003   2.033  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.788  -2.757   0.509  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.343  -2.762   0.071  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.158  -4.213   1.711  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.709  -1.034   3.901  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.040  -2.662   3.827  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.009  -1.248   3.578  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.890  -0.448   2.067  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.222  -1.624  -0.716  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.788  -1.191  -0.077  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.990   1.199   0.186  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.291   1.405   0.043  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.594  -0.002  -2.663  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.592  -1.102  -3.062  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.676  -1.537  -1.738  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.644  -3.339  -2.602  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.352   1.209  -1.588  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.964   0.144  -3.805  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.071  -1.076  -2.533  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.500  -0.632  -3.219  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5   16    4    6   27                                             
CONECT    6    7    5   28   29                                             
CONECT    7    6    8    9   30                                             
CONECT    8    7   31                                                       
CONECT    9    7   11   10                                                  
CONECT   10    9   32   33   34                                             
CONECT   11   12    9   35                                                  
CONECT   12   11   13   36   37                                             
CONECT   13   12   14   22   38                                             
CONECT   14   19   15   13   39                                             
CONECT   15   14   16   40                                                  
CONECT   16    5   15   17                                                  
CONECT   17   18   16   41   42                                             
CONECT   18   17   43                                                       
CONECT   19   14   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   13   23   20   44                                             
CONECT   23   22   45   46   47                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    5                                                            
CONECT   28    6                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   11                                                            
CONECT   36   12                                                            
CONECT   37   12                                                            
CONECT   38   13                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
CONECT   41   17                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   22                                                            
CONECT   45   23                                                            
CONECT   46   23                                                            
CONECT   47   23                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   96    0
END

RDKit          3D

47 48  0  0  0  0  0  0  0  0999 V2000
   -5.4385    0.8170    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009    0.4103    1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    0.6070    2.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056   -0.2027    0.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.6536    0.3664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1357   -2.0392    1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092   -2.5936    1.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7577   -3.8858    1.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2470   -1.7302    1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -1.6655    3.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.0252    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265   -0.9114   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817    0.5211   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1628    1.0147   -0.8721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7758    0.0817   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8089   -0.6355   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244   -1.4870   -2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729   -2.7942   -2.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    2.1420   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    2.0280   -2.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    2.7754   -3.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497    0.8560   -1.8589 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4706   -0.2403   -2.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0633   -0.0672    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7471    1.3100    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    1.5206    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    0.0547    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -2.0029    2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882   -2.7568    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.7618    0.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.2134    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -1.0340    3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -2.6621    3.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092   -1.2477    3.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8895   -0.4477    2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -1.6238   -0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -1.1907   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    1.1988    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    1.4050    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5935   -0.0016   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -1.1021   -3.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -1.5367   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6439   -3.3391   -2.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3520    1.2093   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643    0.1440   -3.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706   -1.0761   -2.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.6316   -3.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 13 12  1  0
  7  6  1  0
 14 19  1  0
 15 14  1  0
  7  8  1  0
  5 16  1  0
  5  4  1  0
 14 13  1  0
 13 22  1  0
 22 23  1  0
  7  9  1  0
 19 20  1  0
 16 15  2  0
 20 21  2  0
 20 22  1  0
  9 11  2  0
 17 18  1  0
  6  5  1  0
  4  2  1  0
  9 10  1  0
  2  1  1  0
 16 17  1  0
  2  3  2  0
  7 30  1  6
  6 28  1  0
  6 29  1  0
  5 27  1  1
 15 40  1  0
 17 41  1  0
 17 42  1  0
 14 39  1  1
 13 38  1  1
 11 35  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 12 36  1  0
 12 37  1  0
  8 31  1  0
 22 44  1  1
 23 45  1  0
 23 46  1  0
 23 47  1  0
 18 43  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Value	Source
(3R,3AS,7S,9S,11ar)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-2H,3H,3ah,4H,7H,8H,9H,11ah-cyclodeca[b]furan-9-yl acetic acid	Generator

Chemical Formula

C₁₇H₂₄O₆

Average Mass

324.3730 Da

Monoisotopic Mass

324.15729 Da

IUPAC Name

(3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-9-yl acetate

Traditional Name

(3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-9-yl acetate

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C1=C([H])/[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@]2([H])C([H])([H])\C([H])=C(C([H])([H])[H])/[C@@]([H])(O[H])C([H])([H])[C@]\1([H])OC(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C17H24O6/c1-9-4-5-13-10(2)17(21)23-16(13)6-12(8-18)15(7-14(9)20)22-11(3)19/h4,6,10,13-16,18,20H,5,7-8H2,1-3H3/b9-4-,12-6-/t10-,13+,14+,15+,16+/m1/s1

InChI Key

XKDIQABGHTWXMA-SLJAUAGDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Chrysanthemum zawadskii	LOTUS Database	35616633
Dendranthema zawadskii var. latilobum	JEOL database	Shin, H. J., et al, Chem. Pharm. Bull. 60, 306(2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Germacranolides and derivatives

Alternative Parents

Substituents

Germacranolide
Germacrane sesquiterpenoid
Sesquiterpenoid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.83	ALOGPS
logP	0.3	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.42	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.06 m³·mol⁻¹	ChemAxon
Polarizability	33.75 Å³	ChemAxon
Number of Rings	2	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

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

56968795

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shin, H. J., et al. (2012). Shin, H. J., et al, Chem. Pharm. Bull. 60, 306(2012). Chem. Pharm. Bull..

Showing NP-Card for zawadskinolide A (NP0041178)

MOL for NP0041178 (zawadskinolide A)

3D MOL for NP0041178 (zawadskinolide A)

3D SDF for NP0041178 (zawadskinolide A)

3D-SDF for NP0041178 (zawadskinolide A)

PDB for NP0041178 (zawadskinolide A)

3D PDB for NP0041178 (zawadskinolide A)

SMILES for NP0041178 (zawadskinolide A)

INCHI for NP0041178 (zawadskinolide A)

Structure for NP0041178 (zawadskinolide A)

3D Structure for NP0041178 (zawadskinolide A)