NP-MRD: Showing NP-Card for hispitolide E (NP0032878)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 23:34:44 UTC

Updated at

2021-06-30 00:02:19 UTC

NP-MRD ID

NP0032878

Secondary Accession Numbers

None

Natural Product Identification

Common Name

hispitolide E

Provided By

JEOL Database JEOL Logo

Description

Hispitolide-E belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). hispitolide E is found in Parthenium hispitum and Parthenium integrifolium. hispitolide E was first documented in 2007 (Hu, J. -F., et al.). Based on a literature review very few articles have been published on hispitolide-E.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101343D          

 52 54  0  0  0  0            999 V2000
   -0.8938   -4.1894    1.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8062   -2.9070    2.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7693   -2.4849    3.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710   -3.1960    4.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9534   -1.1396    3.7473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548   -0.6676    2.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7757   -1.6876    1.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6498   -1.4240    0.9486 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7004   -0.4901   -0.2621 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4528    1.0111    0.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7317    1.6858    0.5443 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7457    1.7326   -0.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    2.7706   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666    3.6207   -1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7645    2.7080   -2.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.2859   -1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972    3.0654   -3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324    3.4814   -4.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609    1.2881    0.7842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9148    0.6367    0.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    2.7797    0.8204 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4409    2.8351    1.7528 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1738    1.6864    2.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    1.4959    3.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756    0.8236    2.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1593    1.2688    3.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223   -4.9856    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9378   -4.4734    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.7632    2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4524   -1.8188    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -2.3779    0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -1.0697    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807   -0.6082   -0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.8432   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    1.4249   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590    2.6967    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    1.1108    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9052    2.4535   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3463    2.8566   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    1.2199   -1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    3.0417   -4.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    3.2087   -3.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    2.9864   -5.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    4.5623   -4.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    1.0138   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    3.1713   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379    3.4063    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3767    2.6494    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    3.7828    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567    1.2307    4.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656    2.3043    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    0.6302    3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 19  1  0  0  0  0
  6  5  1  0  0  0  0
 19 10  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 25  6  1  0  0  0  0
  5  3  1  0  0  0  0
  2  3  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  2  3  0  0  0
 19 21  1  0  0  0  0
  3  4  2  0  0  0  0
 21 22  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
 13 15  1  0  0  0  0
 23 25  1  0  0  0  0
 15 17  2  0  0  0  0
  8  7  1  0  0  0  0
 19 20  1  6  0  0  0
 23 24  2  0  0  0  0
 13 14  2  0  0  0  0
  6  7  1  0  0  0  0
 17 18  1  0  0  0  0
 25 26  1  1  0  0  0
 15 16  1  0  0  0  0
 10 35  1  6  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  6 29  1  1  0  0  0
  7 30  1  6  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 26 52  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 17 41  1  0  0  0  0
 20 45  1  0  0  0  0
 18 42  1  0  0  0  0
 18 43  1  0  0  0  0
 18 44  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -0.8938   -4.1894    1.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8062   -2.9070    2.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7693   -2.4849    3.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710   -3.1960    4.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9534   -1.1396    3.7473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548   -0.6676    2.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7757   -1.6876    1.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6498   -1.4240    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -0.4901   -0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4528    1.0111    0.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7317    1.6858    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7457    1.7326   -0.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    2.7706   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666    3.6207   -1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7645    2.7080   -2.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.2859   -1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972    3.0654   -3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324    3.4814   -4.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609    1.2881    0.7842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9148    0.6367    0.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    2.7797    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409    2.8351    1.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738    1.6864    2.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    1.4959    3.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756    0.8236    2.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1593    1.2688    3.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223   -4.9856    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9378   -4.4734    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.7632    2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4524   -1.8188    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -2.3779    0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -1.0697    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807   -0.6082   -0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.8432   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    1.4249   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590    2.6967    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    1.1108    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9052    2.4535   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3463    2.8566   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    1.2199   -1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    3.0417   -4.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    3.2087   -3.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    2.9864   -5.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    4.5623   -4.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    1.0138   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    3.1713   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379    3.4063    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3767    2.6494    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    3.7828    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567    1.2307    4.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656    2.3043    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    0.6302    3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 19  1  0
  6  5  1  0
 19 10  1  0
  7  2  1  0
  9  8  1  0
 10 11  1  0
 11 12  1  0
 25  6  1  0
  5  3  1  0
  2  3  1  0
 10  9  1  0
  2  1  2  3
 19 21  1  0
  3  4  2  0
 21 22  1  0
 12 13  1  0
 22 23  1  0
 13 15  1  0
 23 25  1  0
 15 17  2  0
  8  7  1  0
 19 20  1  6
 23 24  2  0
 13 14  2  0
  6  7  1  0
 17 18  1  0
 25 26  1  1
 15 16  1  0
 10 35  1  6
  9 33  1  0
  9 34  1  0
  8 31  1  0
  8 32  1  0
  6 29  1  1
  7 30  1  6
 21 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 11 36  1  0
 11 37  1  0
  1 27  1  0
  1 28  1  0
 17 41  1  0
 20 45  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv1652306202101343D          

 52 54  0  0  0  0            999 V2000
   -0.8938   -4.1894    1.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8062   -2.9070    2.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7693   -2.4849    3.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710   -3.1960    4.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9534   -1.1396    3.7473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548   -0.6676    2.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7757   -1.6876    1.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6498   -1.4240    0.9486 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7004   -0.4901   -0.2621 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4528    1.0111    0.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7317    1.6858    0.5443 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7457    1.7326   -0.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    2.7706   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666    3.6207   -1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7645    2.7080   -2.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.2859   -1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972    3.0654   -3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324    3.4814   -4.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609    1.2881    0.7842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9148    0.6367    0.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    2.7797    0.8204 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4409    2.8351    1.7528 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1738    1.6864    2.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    1.4959    3.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756    0.8236    2.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1593    1.2688    3.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223   -4.9856    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9378   -4.4734    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.7632    2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4524   -1.8188    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -2.3779    0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -1.0697    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807   -0.6082   -0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.8432   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    1.4249   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590    2.6967    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    1.1108    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9052    2.4535   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3463    2.8566   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    1.2199   -1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    3.0417   -4.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    3.2087   -3.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    2.9864   -5.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    4.5623   -4.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    1.0138   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    3.1713   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379    3.4063    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3767    2.6494    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    3.7828    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567    1.2307    4.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656    2.3043    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    0.6302    3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 19  1  0  0  0  0
  6  5  1  0  0  0  0
 19 10  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 25  6  1  0  0  0  0
  5  3  1  0  0  0  0
  2  3  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  2  3  0  0  0
 19 21  1  0  0  0  0
  3  4  2  0  0  0  0
 21 22  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
 13 15  1  0  0  0  0
 23 25  1  0  0  0  0
 15 17  2  0  0  0  0
  8  7  1  0  0  0  0
 19 20  1  6  0  0  0
 23 24  2  0  0  0  0
 13 14  2  0  0  0  0
  6  7  1  0  0  0  0
 17 18  1  0  0  0  0
 25 26  1  1  0  0  0
 15 16  1  0  0  0  0
 10 35  1  6  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  6 29  1  1  0  0  0
  7 30  1  6  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 26 52  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 17 41  1  0  0  0  0
 20 45  1  0  0  0  0
 18 42  1  0  0  0  0
 18 43  1  0  0  0  0
 18 44  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032878

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]12C([H])([H])C([H])([H])C(=O)[C@@]1(C([H])([H])[H])[C@]1([H])OC(=O)C(=C([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@]2([H])C([H])([H])OC(=O)C(=C(\[H])C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-5-11(2)17(22)25-10-13-6-7-14-12(3)18(23)26-16(14)19(4)15(21)8-9-20(13,19)24/h5,13-14,16,24H,3,6-10H2,1-2,4H3/b11-5-/t13-,14+,16-,19+,20-/m1/s1

> <INCHI_KEY>
NUZCELOKUVBKSF-LWFURBRKSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.19987264042047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-dodecahydroazuleno[4,5-b]furan-6-yl]methyl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
2.930714541666667

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.655206181280686

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.842624995906547

> <JCHEM_PKA_STRONGEST_BASIC>
-3.304726517902589

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
94.06989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-hexahydro-3aH-azuleno[4,5-b]furan-6-yl]methyl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -0.8938   -4.1894    1.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8062   -2.9070    2.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7693   -2.4849    3.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710   -3.1960    4.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9534   -1.1396    3.7473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548   -0.6676    2.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7757   -1.6876    1.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6498   -1.4240    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -0.4901   -0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4528    1.0111    0.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7317    1.6858    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7457    1.7326   -0.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    2.7706   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666    3.6207   -1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7645    2.7080   -2.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.2859   -1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972    3.0654   -3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324    3.4814   -4.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609    1.2881    0.7842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9148    0.6367    0.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    2.7797    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409    2.8351    1.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738    1.6864    2.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    1.4959    3.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756    0.8236    2.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1593    1.2688    3.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223   -4.9856    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9378   -4.4734    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.7632    2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4524   -1.8188    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -2.3779    0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -1.0697    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807   -0.6082   -0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.8432   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    1.4249   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590    2.6967    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    1.1108    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9052    2.4535   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3463    2.8566   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    1.2199   -1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    3.0417   -4.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    3.2087   -3.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    2.9864   -5.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    4.5623   -4.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    1.0138   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    3.1713   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379    3.4063    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3767    2.6494    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    3.7828    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567    1.2307    4.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656    2.3043    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    0.6302    3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 19  1  0
  6  5  1  0
 19 10  1  0
  7  2  1  0
  9  8  1  0
 10 11  1  0
 11 12  1  0
 25  6  1  0
  5  3  1  0
  2  3  1  0
 10  9  1  0
  2  1  2  3
 19 21  1  0
  3  4  2  0
 21 22  1  0
 12 13  1  0
 22 23  1  0
 13 15  1  0
 23 25  1  0
 15 17  2  0
  8  7  1  0
 19 20  1  6
 23 24  2  0
 13 14  2  0
  6  7  1  0
 17 18  1  0
 25 26  1  1
 15 16  1  0
 10 35  1  6
  9 33  1  0
  9 34  1  0
  8 31  1  0
  8 32  1  0
  6 29  1  1
  7 30  1  6
 21 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 11 36  1  0
 11 37  1  0
  1 27  1  0
  1 28  1  0
 17 41  1  0
 20 45  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 16 38  1  0
 16 39  1  0
 16 40  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      -0.894  -4.189   1.945  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.806  -2.907   2.317  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.769  -2.485   3.731  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.571  -3.196   4.697  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.953  -1.140   3.747  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.355  -0.668   2.440  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.776  -1.688   1.455  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.650  -1.424   0.949  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.700  -0.490  -0.262  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.453   1.011   0.009  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.732   1.686   0.544  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.746   1.733  -0.479  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.643   2.771  -1.350  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.767   3.621  -1.339  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.765   2.708  -2.327  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.099   2.286  -1.785  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.597   3.065  -3.615  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.332   3.481  -4.299  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.861   1.288   0.784  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.915   0.637   0.039  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.239   2.780   0.820  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.441   2.835   1.753  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.174   1.686   2.692  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.847   1.496   3.699  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.976   0.824   2.267  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.159   1.269   3.208  0.00  0.00           C+0
HETATM   27  H   UNK     0      -0.922  -4.986   2.685  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.938  -4.473   0.899  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.451  -0.763   2.417  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.452  -1.819   0.602  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.084  -2.378   0.617  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.307  -1.070   1.748  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.681  -0.608  -0.742  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.023  -0.843  -1.009  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.292   1.425  -0.998  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.559   2.697   0.924  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.172   1.111   1.361  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.905   2.454  -2.508  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.346   2.857  -0.884  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.096   1.220  -1.535  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.466   3.042  -4.272  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.430   3.209  -3.747  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.269   2.986  -5.274  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.335   4.562  -4.467  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.936   1.014  -0.862  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.507   3.171  -0.167  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.438   3.406   1.223  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.377   2.649   1.218  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.489   3.783   2.294  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.157   1.231   4.259  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.466   2.304   3.030  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.040   0.630   3.125  0.00  0.00           H+0
CONECT    1    2   27   28                                                  
CONECT    2    7    3    1                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3                                                       
CONECT    6    5   25    7   29                                             
CONECT    7    2    8    6   30                                             
CONECT    8    9    7   31   32                                             
CONECT    9    8   10   33   34                                             
CONECT   10   19   11    9   35                                             
CONECT   11   10   12   36   37                                             
CONECT   12   11   13                                                       
CONECT   13   12   15   14                                                  
CONECT   14   13                                                            
CONECT   15   13   17   16                                                  
CONECT   16   15   38   39   40                                             
CONECT   17   15   18   41                                                  
CONECT   18   17   42   43   44                                             
CONECT   19   25   10   21   20                                             
CONECT   20   19   45                                                       
CONECT   21   19   22   46   47                                             
CONECT   22   21   23   48   49                                             
CONECT   23   22   25   24                                                  
CONECT   24   23                                                            
CONECT   25   19    6   23   26                                             
CONECT   26   25   50   51   52                                             
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   16                                                            
CONECT   39   16                                                            
CONECT   40   16                                                            
CONECT   41   17                                                            
CONECT   42   18                                                            
CONECT   43   18                                                            
CONECT   44   18                                                            
CONECT   45   20                                                            
CONECT   46   21                                                            
CONECT   47   21                                                            
CONECT   48   22                                                            
CONECT   49   22                                                            
CONECT   50   26                                                            
CONECT   51   26                                                            
CONECT   52   26                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

RDKit          3D

52 54  0  0  0  0  0  0  0  0999 V2000
   -0.8938   -4.1894    1.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8062   -2.9070    2.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7693   -2.4849    3.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710   -3.1960    4.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9534   -1.1396    3.7473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548   -0.6676    2.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7757   -1.6876    1.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6498   -1.4240    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -0.4901   -0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4528    1.0111    0.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7317    1.6858    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7457    1.7326   -0.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    2.7706   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666    3.6207   -1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7645    2.7080   -2.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.2859   -1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972    3.0654   -3.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324    3.4814   -4.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609    1.2881    0.7842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9148    0.6367    0.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    2.7797    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409    2.8351    1.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738    1.6864    2.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    1.4959    3.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756    0.8236    2.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1593    1.2688    3.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223   -4.9856    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9378   -4.4734    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.7632    2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4524   -1.8188    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -2.3779    0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -1.0697    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807   -0.6082   -0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.8432   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    1.4249   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590    2.6967    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    1.1108    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9052    2.4535   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3463    2.8566   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    1.2199   -1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    3.0417   -4.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    3.2087   -3.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    2.9864   -5.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    4.5623   -4.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    1.0138   -0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    3.1713   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379    3.4063    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3767    2.6494    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    3.7828    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567    1.2307    4.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656    2.3043    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    0.6302    3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 19  1  0
  6  5  1  0
 19 10  1  0
  7  2  1  0
  9  8  1  0
 10 11  1  0
 11 12  1  0
 25  6  1  0
  5  3  1  0
  2  3  1  0
 10  9  1  0
  2  1  2  3
 19 21  1  0
  3  4  2  0
 21 22  1  0
 12 13  1  0
 22 23  1  0
 13 15  1  0
 23 25  1  0
 15 17  2  0
  8  7  1  0
 19 20  1  6
 23 24  2  0
 13 14  2  0
  6  7  1  0
 17 18  1  0
 25 26  1  1
 15 16  1  0
 10 35  1  6
  9 33  1  0
  9 34  1  0
  8 31  1  0
  8 32  1  0
  6 29  1  1
  7 30  1  6
 21 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 11 36  1  0
 11 37  1  0
  1 27  1  0
  1 28  1  0
 17 41  1  0
 20 45  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4220 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-dodecahydroazuleno[4,5-b]furan-6-yl]methyl (2Z)-2-methylbut-2-enoate

Traditional Name

[(3aS,6R,6aR,9aS,9bR)-6a-hydroxy-9a-methyl-3-methylidene-2,9-dioxo-hexahydro-3aH-azuleno[4,5-b]furan-6-yl]methyl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]12C([H])([H])C([H])([H])C(=O)[C@@]1(C([H])([H])[H])[C@]1([H])OC(=O)C(=C([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@]2([H])C([H])([H])OC(=O)C(=C(\[H])C([H])([H])[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C20H26O6/c1-5-11(2)17(22)25-10-13-6-7-14-12(3)18(23)26-16(14)19(4)15(21)8-9-20(13,19)24/h5,13-14,16,24H,3,6-10H2,1-2,4H3/b11-5-/t13-,14+,16-,19+,20-/m1/s1

InChI Key

NUZCELOKUVBKSF-LWFURBRKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Parthenium hispitum	JEOL database	Hu, J. -F., et al, J. Nat. Prod. 70, 604 (2007)
Parthenium integrifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Ambrosanolides and secoambrosanolides

Alternative Parents

Substituents

Ambrosanolide
Pseudoguaiane sesquiterpenoid
Sesquiterpenoid
Fatty acid ester
Dicarboxylic acid or derivatives
Gamma butyrolactone
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Tetrahydrofuran
Enoate ester
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.92	ALOGPS
logP	2.93	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.07 m³·mol⁻¹	ChemAxon
Polarizability	38.2 Å³	ChemAxon
Number of Rings	3	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

17342938

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16215287

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hu, J. -F., et al. (2007). Hu, J. -F., et al, J. Nat. Prod. 70, 604 (2007) . J. Nat. Prod..

Showing NP-Card for hispitolide E (NP0032878)

MOL for NP0032878 (hispitolide E)

3D MOL for NP0032878 (hispitolide E)

3D SDF for NP0032878 (hispitolide E)

3D-SDF for NP0032878 (hispitolide E)

PDB for NP0032878 (hispitolide E)

3D PDB for NP0032878 (hispitolide E)

SMILES for NP0032878 (hispitolide E)

INCHI for NP0032878 (hispitolide E)

Structure for NP0032878 (hispitolide E)

3D Structure for NP0032878 (hispitolide E)