NP-MRD: Showing NP-Card for Applanone A (NP0018873)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 04:27:37 UTC

Updated at

2021-07-15 17:29:24 UTC

NP-MRD ID

NP0018873

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Applanone A

Provided By

NPAtlas

Description

(2S,5S,7R,10S,11S,12R,14S,15R)-14-acetyl-5,10,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(17)-ene-9,16-dione belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton. Applanone A is found in Ganoderma applanatum. Based on a literature review very few articles have been published on (2S,5S,7R,10S,11S,12R,14S,15R)-14-acetyl-5,10,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(17)-ene-9,16-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104393D          

 64 67  0  0  0  0            999 V2000
   -5.6644   -0.7651    1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2006   -0.3998    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.1964   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.7150   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2225   -1.7323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4206    0.3262   -1.9667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3990    1.6211   -2.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -0.0115   -0.7349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3086   -1.4861   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    0.7707   -0.3617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8174    2.0427    0.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    1.0571   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    1.0364   -2.6316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8138    1.3934   -1.0707 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3013    0.1584   -0.3323 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7892    0.1471   -0.2844 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2672    0.0228   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    1.4073    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540   -1.0722    0.4906 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0232   -0.7137    1.6120 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -2.0196    0.8219 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9589   -1.4171    1.4872 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6123   -0.0414    0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9572    0.9962    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1444    0.0507    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -0.5396    1.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.4935    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023   -0.9669    2.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.1030    0.3524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2505    1.4874    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -1.7865    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3511    0.0025    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7905   -0.8173    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728   -1.8046   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0454   -1.0975   -2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5802    0.5438   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -0.2952   -2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    1.6368   -3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973   -1.6164   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794   -2.0812    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201   -1.9720   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    2.7586   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    2.2725   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716    1.6031   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.7059   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    1.0381   -2.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4708   -0.4270   -2.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1468   -0.6415   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1537    1.8652   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332    1.1564    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.2104    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -1.6505   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -1.4449    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.7790    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -2.5926   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618   -1.4277    2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -2.1052    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225    2.0009    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.7579    2.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773    0.9493    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1974   -1.0626    2.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    2.1968   -0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3699    1.4405    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157    1.9215    1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29  4  1  0  0  0  0
 29  8  1  0  0  0  0
 25 10  1  0  0  0  0
 23 15  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  6  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  6 37  1  6  0  0  0
  7 38  1  0  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
  9 41  1  0  0  0  0
 11 42  1  0  0  0  0
 14 43  1  0  0  0  0
 14 44  1  0  0  0  0
 15 45  1  6  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 19 52  1  6  0  0  0
 20 53  1  0  0  0  0
 21 54  1  0  0  0  0
 21 55  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
 24 60  1  0  0  0  0
 26 61  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
M  END

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
   -5.6644   -0.7651    1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2006   -0.3998    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.1964   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.7150   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2225   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4206    0.3262   -1.9667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3990    1.6211   -2.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -0.0115   -0.7349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3086   -1.4861   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    0.7707   -0.3617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8174    2.0427    0.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    1.0571   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    1.0364   -2.6316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8138    1.3934   -1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013    0.1584   -0.3323 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7892    0.1471   -0.2844 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2672    0.0228   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    1.4073    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540   -1.0722    0.4906 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0232   -0.7137    1.6120 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -2.0196    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589   -1.4171    1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -0.0414    0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9572    0.9962    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1444    0.0507    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -0.5396    1.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.4935    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023   -0.9669    2.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.1030    0.3524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2505    1.4874    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -1.7865    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3511    0.0025    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7905   -0.8173    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728   -1.8046   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0454   -1.0975   -2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5802    0.5438   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -0.2952   -2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    1.6368   -3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973   -1.6164   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794   -2.0812    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201   -1.9720   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    2.7586   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    2.2725   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716    1.6031   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.7059   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    1.0381   -2.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4708   -0.4270   -2.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1468   -0.6415   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1537    1.8652   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332    1.1564    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.2104    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -1.6505   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -1.4449    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.7790    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -2.5926   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618   -1.4277    2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -2.1052    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225    2.0009    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.7579    2.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773    0.9493    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1974   -1.0626    2.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    2.1968   -0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3699    1.4405    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157    1.9215    1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  1
 29  4  1  0
 29  8  1  0
 25 10  1  0
 23 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  6
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 26 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END


  Mrv1652306242104393D          

 64 67  0  0  0  0            999 V2000
   -5.6644   -0.7651    1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2006   -0.3998    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.1964   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.7150   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2225   -1.7323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4206    0.3262   -1.9667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3990    1.6211   -2.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -0.0115   -0.7349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3086   -1.4861   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    0.7707   -0.3617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8174    2.0427    0.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    1.0571   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    1.0364   -2.6316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8138    1.3934   -1.0707 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3013    0.1584   -0.3323 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7892    0.1471   -0.2844 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2672    0.0228   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    1.4073    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540   -1.0722    0.4906 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0232   -0.7137    1.6120 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -2.0196    0.8219 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9589   -1.4171    1.4872 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6123   -0.0414    0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9572    0.9962    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1444    0.0507    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -0.5396    1.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.4935    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023   -0.9669    2.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.1030    0.3524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2505    1.4874    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -1.7865    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3511    0.0025    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7905   -0.8173    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728   -1.8046   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0454   -1.0975   -2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5802    0.5438   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -0.2952   -2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    1.6368   -3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973   -1.6164   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794   -2.0812    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201   -1.9720   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    2.7586   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    2.2725   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716    1.6031   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.7059   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    1.0381   -2.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4708   -0.4270   -2.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1468   -0.6415   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1537    1.8652   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332    1.1564    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.2104    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -1.6505   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -1.4449    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.7790    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -2.5926   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618   -1.4277    2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -2.1052    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225    2.0009    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.7579    2.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773    0.9493    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1974   -1.0626    2.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    2.1968   -0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3699    1.4405    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157    1.9215    1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29  4  1  0  0  0  0
 29  8  1  0  0  0  0
 25 10  1  0  0  0  0
 23 15  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  6  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  6 37  1  6  0  0  0
  7 38  1  0  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
  9 41  1  0  0  0  0
 11 42  1  0  0  0  0
 14 43  1  0  0  0  0
 14 44  1  0  0  0  0
 15 45  1  6  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 19 52  1  6  0  0  0
 20 53  1  0  0  0  0
 21 54  1  0  0  0  0
 21 55  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
 24 60  1  0  0  0  0
 26 61  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0018873

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])[C@]([H])(C(=O)C([H])([H])[H])[C@]2(C(=O)C([H])=C3[C@@](O[H])(C(=O)C([H])([H])[C@]4([H])[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(O[H])C4(C([H])([H])[H])C([H])([H])[H])[C@]12C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O6/c1-12(25)13-9-18(28)23(6)22(13,5)17(27)11-15-21(4)8-7-16(26)20(2,3)14(21)10-19(29)24(15,23)30/h11,13-14,16,18,26,28,30H,7-10H2,1-6H3/t13-,14+,16+,18-,21+,22+,23-,24-/m1/s1

> <INCHI_KEY>
DMRGTRXELXADPE-OVLDVIIHSA-N

> <FORMULA>
C24H34O6

> <MOLECULAR_WEIGHT>
418.53

> <EXACT_MASS>
418.235538815

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
44.961125815854345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,5S,7R,10S,11S,12R,14S,15R)-14-acetyl-5,10,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-9,16-dione

> <ALOGPS_LOGP>
1.86

> <JCHEM_LOGP>
1.5712617606666677

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.616352870115534

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.023356029937068

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7785662741745288

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
111.20019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,7R,10S,11S,12R,14S,15R)-14-acetyl-5,10,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-9,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
   -5.6644   -0.7651    1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2006   -0.3998    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.1964   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.7150   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2225   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4206    0.3262   -1.9667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3990    1.6211   -2.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -0.0115   -0.7349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3086   -1.4861   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    0.7707   -0.3617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8174    2.0427    0.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    1.0571   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    1.0364   -2.6316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8138    1.3934   -1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013    0.1584   -0.3323 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7892    0.1471   -0.2844 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2672    0.0228   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    1.4073    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540   -1.0722    0.4906 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0232   -0.7137    1.6120 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -2.0196    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589   -1.4171    1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -0.0414    0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9572    0.9962    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1444    0.0507    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -0.5396    1.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.4935    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023   -0.9669    2.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.1030    0.3524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2505    1.4874    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -1.7865    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3511    0.0025    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7905   -0.8173    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728   -1.8046   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0454   -1.0975   -2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5802    0.5438   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -0.2952   -2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    1.6368   -3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973   -1.6164   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794   -2.0812    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201   -1.9720   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    2.7586   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    2.2725   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716    1.6031   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.7059   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    1.0381   -2.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4708   -0.4270   -2.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1468   -0.6415   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1537    1.8652   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332    1.1564    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.2104    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -1.6505   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -1.4449    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.7790    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -2.5926   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618   -1.4277    2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -2.1052    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225    2.0009    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.7579    2.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773    0.9493    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1974   -1.0626    2.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    2.1968   -0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3699    1.4405    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157    1.9215    1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  1
 29  4  1  0
 29  8  1  0
 25 10  1  0
 23 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  6
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 26 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.664  -0.765   1.566  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.201  -0.400   0.215  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.038   0.196  -0.485  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.847  -0.715  -0.276  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.797  -0.223  -1.732  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.421   0.326  -1.967  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.399   1.621  -2.396  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.694  -0.012  -0.735  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.309  -1.486  -0.805  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.517   0.771  -0.362  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.817   2.043   0.188  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.420   1.057  -1.468  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.137   1.036  -2.632  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.814   1.393  -1.071  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.301   0.158  -0.332  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.789   0.147  -0.284  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.267   0.023  -1.740  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.405   1.407   0.255  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.254  -1.072   0.491  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.023  -0.714   1.612  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.148  -2.020   0.822  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.959  -1.417   1.487  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.612  -0.041   0.959  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.957   0.996   2.004  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.144   0.051   0.762  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.662  -0.540   1.644  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.111  -0.494   1.532  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.802  -0.967   2.449  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.748   0.103   0.352  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.251   1.487   0.566  0.00  0.00           C+0
HETATM   31  H   UNK     0      -5.337  -1.787   1.853  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.351   0.003   2.285  0.00  0.00           H+0
HETATM   33  H   UNK     0      -6.790  -0.817   1.617  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.673  -1.805  -0.214  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.045  -1.097  -2.356  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.580   0.544  -1.912  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.982  -0.295  -2.804  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.592   1.637  -3.384  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.197  -1.616  -0.810  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.679  -2.081   0.031  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.720  -1.972  -1.732  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.714   2.759  -0.477  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.733   2.272  -0.380  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.472   1.603  -1.926  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.006  -0.706  -0.999  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.446   1.038  -2.149  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.471  -0.427  -2.374  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.147  -0.642  -1.817  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.154   1.865  -0.457  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.033   1.156   1.159  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.680   2.210   0.459  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.975  -1.651  -0.159  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.649  -1.445   1.825  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.574  -2.779   1.525  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.893  -2.593  -0.100  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.062  -1.428   2.596  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.088  -2.105   1.273  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.623   2.001   1.673  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.295   0.758   2.889  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.977   0.949   2.376  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.197  -1.063   2.461  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.087   2.197  -0.259  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.370   1.440   0.665  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.916   1.922   1.554  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   29   34                                             
CONECT    5    4    6   35   36                                             
CONECT    6    5    7    8   37                                             
CONECT    7    6   38                                                       
CONECT    8    6    9   10   29                                             
CONECT    9    8   39   40   41                                             
CONECT   10    8   11   12   25                                             
CONECT   11   10   42                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   43   44                                             
CONECT   15   14   16   23   45                                             
CONECT   16   15   17   18   19                                             
CONECT   17   16   46   47   48                                             
CONECT   18   16   49   50   51                                             
CONECT   19   16   20   21   52                                             
CONECT   20   19   53                                                       
CONECT   21   19   22   54   55                                             
CONECT   22   21   23   56   57                                             
CONECT   23   22   24   25   15                                             
CONECT   24   23   58   59   60                                             
CONECT   25   23   26   10                                                  
CONECT   26   25   27   61                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30    4    8                                             
CONECT   30   29   62   63   64                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    7                                                            
CONECT   39    9                                                            
CONECT   40    9                                                            
CONECT   41    9                                                            
CONECT   42   11                                                            
CONECT   43   14                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   18                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   24                                                            
CONECT   59   24                                                            
CONECT   60   24                                                            
CONECT   61   26                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  134    0
END

RDKit          3D

64 67  0  0  0  0  0  0  0  0999 V2000
   -5.6644   -0.7651    1.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2006   -0.3998    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377    0.1964   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.7150   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2225   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4206    0.3262   -1.9667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3990    1.6211   -2.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -0.0115   -0.7349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3086   -1.4861   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    0.7707   -0.3617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8174    2.0427    0.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    1.0571   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    1.0364   -2.6316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8138    1.3934   -1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3013    0.1584   -0.3323 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7892    0.1471   -0.2844 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2672    0.0228   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    1.4073    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540   -1.0722    0.4906 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0232   -0.7137    1.6120 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -2.0196    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589   -1.4171    1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -0.0414    0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9572    0.9962    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1444    0.0507    0.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -0.5396    1.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.4935    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023   -0.9669    2.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.1030    0.3524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2505    1.4874    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -1.7865    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3511    0.0025    2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7905   -0.8173    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728   -1.8046   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0454   -1.0975   -2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5802    0.5438   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -0.2952   -2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923    1.6368   -3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973   -1.6164   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794   -2.0812    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201   -1.9720   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    2.7586   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    2.2725   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716    1.6031   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.7059   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    1.0381   -2.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4708   -0.4270   -2.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1468   -0.6415   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1537    1.8652   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332    1.1564    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.2104    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -1.6505   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -1.4449    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.7790    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -2.5926   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618   -1.4277    2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -2.1052    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225    2.0009    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.7579    2.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773    0.9493    2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1974   -1.0626    2.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    2.1968   -0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3699    1.4405    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157    1.9215    1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  1
 29  4  1  0
 29  8  1  0
 25 10  1  0
 23 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  6
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 26 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₆

Average Mass

418.5300 Da

Monoisotopic Mass

418.23554 Da

IUPAC Name

(2S,5S,7R,10S,11S,12R,14S,15R)-14-acetyl-5,10,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-9,16-dione

Traditional Name

(2S,5S,7R,10S,11S,12R,14S,15R)-14-acetyl-5,10,12-trihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-9,16-dione

CAS Registry Number

Not Available

SMILES

CC(=O)[C@H]1C[C@@H](O)[C@]2(C)[C@]1(C)C(=O)C=C1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC(=O)[C@@]21O

InChI Identifier

InChI=1S/C24H34O6/c1-12(25)13-9-18(28)23(6)22(13,5)17(27)11-15-21(4)8-7-16(26)20(2,3)14(21)10-19(29)24(15,23)30/h11,13-14,16,18,26,28,30H,7-10H2,1-6H3/t13-,14+,16+,18-,21+,22+,23-,24-/m1/s1

InChI Key

DMRGTRXELXADPE-OVLDVIIHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ganoderma applanatum	NPAtlas	30390604

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

20-oxosteroids

Alternative Parents

Substituents

20-oxosteroid
14-alpha-methylsteroid
7-oxosteroid
3-beta-hydroxysteroid
Hydroxysteroid
15-hydroxysteroid
3-hydroxysteroid
Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.86	ALOGPS
logP	1.57	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.02	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	111.2 m³·mol⁻¹	ChemAxon
Polarizability	44.96 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA025890

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

146682361

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Applanone A (NP0018873)

MOL for NP0018873 (Applanone A)

3D MOL for NP0018873 (Applanone A)

3D SDF for NP0018873 (Applanone A)

3D-SDF for NP0018873 (Applanone A)

PDB for NP0018873 (Applanone A)

3D PDB for NP0018873 (Applanone A)

SMILES for NP0018873 (Applanone A)

INCHI for NP0018873 (Applanone A)

Structure for NP0018873 (Applanone A)

3D Structure for NP0018873 (Applanone A)