NP-MRD: Showing NP-Card for 15-O-acetyl-1,4,20-pregnatrien-3-one (NP0027214)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 18:53:50 UTC

Updated at

2021-06-29 23:53:12 UTC

NP-MRD ID

NP0027214

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-O-acetyl-1,4,20-pregnatrien-3-one

Provided By

JEOL Database JEOL Logo

Description

15-O-acetyl-1,4,20-pregnatrien-3-one is found in Carijoa sp. 15-O-acetyl-1,4,20-pregnatrien-3-one was first documented in 2017 (PMID: 28480737). Based on a literature review very few articles have been published on 15beta-acetoxypregna-1,4,20-trien-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120533D          

 56 59  0  0  0  0            999 V2000
   -0.9150    3.3600    3.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2190    2.0654    3.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    1.4023    2.3075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8982    2.2603    1.0203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8594    1.2705   -0.1679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7127    1.5059   -0.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8224    2.5493   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388    2.6834   -2.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    3.2754   -1.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7564   -0.1111    0.4928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1888   -1.3004   -0.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9339   -1.4986   -1.6257 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4197   -2.7182   -2.3839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4925   -3.9476   -1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -5.0112   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -6.2068   -1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -7.1773   -1.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -6.1789    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1220    0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626   -3.8699   -0.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7613   -3.8272   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -2.5911    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6497   -2.3670    1.9885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1582   -1.0993    2.6969 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9969    0.1492    1.8154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5119    0.4668    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    3.7218    4.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    4.0954    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    1.4097    4.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    1.0869    2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.9971    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    2.8070    1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    1.3266   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800    2.8805   -1.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    1.7713   -3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    3.5225   -3.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7930   -0.3825    0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1384   -1.1040   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -1.6100   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8165   -0.6161   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.5535   -2.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -2.8409   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7349   -5.0483   -2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -7.0562    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -5.1774    1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -3.8792    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -2.9186   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -4.6769   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599   -2.7569    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408   -2.3203    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733   -3.2157    2.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -1.2436    2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9764    3.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    0.5578    2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928    1.4072    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.3125    1.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  6  0  0  0
 25 10  1  0  0  0  0
 18 16  1  0  0  0  0
 18 19  2  0  0  0  0
 16 15  1  0  0  0  0
 20 22  1  0  0  0  0
 14 13  1  0  0  0  0
 10  5  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3 25  1  0  0  0  0
 13 12  1  0  0  0  0
  3  2  1  0  0  0  0
 12 11  1  0  0  0  0
 10 37  1  1  0  0  0
 16 17  2  0  0  0  0
 22 11  1  0  0  0  0
 15 14  2  0  0  0  0
  2  1  2  3  0  0  0
 20 19  1  0  0  0  0
  5  6  1  0  0  0  0
 20 14  1  0  0  0  0
 25 26  1  6  0  0  0
 22 23  1  0  0  0  0
 11 38  1  6  0  0  0
 11 10  1  0  0  0  0
 22 49  1  1  0  0  0
 25 24  1  0  0  0  0
  6  7  1  0  0  0  0
 24 23  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 18 44  1  0  0  0  0
 15 43  1  0  0  0  0
 19 45  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 24 52  1  0  0  0  0
 24 53  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
  5 33  1  6  0  0  0
  4 31  1  0  0  0  0
  4 32  1  0  0  0  0
  3 30  1  1  0  0  0
  2 29  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 26 54  1  0  0  0  0
 26 55  1  0  0  0  0
 26 56  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -0.9150    3.3600    3.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2190    2.0654    3.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    1.4023    2.3075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8982    2.2603    1.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.2705   -0.1679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7127    1.5059   -0.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8224    2.5493   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388    2.6834   -2.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    3.2754   -1.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7564   -0.1111    0.4928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1888   -1.3004   -0.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9339   -1.4986   -1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4197   -2.7182   -2.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -3.9476   -1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -5.0112   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -6.2068   -1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -7.1773   -1.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -6.1789    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1220    0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626   -3.8699   -0.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7613   -3.8272   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -2.5911    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6497   -2.3670    1.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582   -1.0993    2.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969    0.1492    1.8154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5119    0.4668    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    3.7218    4.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    4.0954    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    1.4097    4.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    1.0869    2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.9971    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    2.8070    1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    1.3266   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800    2.8805   -1.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    1.7713   -3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    3.5225   -3.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7930   -0.3825    0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1384   -1.1040   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -1.6100   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8165   -0.6161   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.5535   -2.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -2.8409   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7349   -5.0483   -2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -7.0562    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -5.1774    1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -3.8792    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -2.9186   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -4.6769   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599   -2.7569    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408   -2.3203    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733   -3.2157    2.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -1.2436    2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9764    3.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    0.5578    2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928    1.4072    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.3125    1.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  6
 25 10  1  0
 18 16  1  0
 18 19  2  0
 16 15  1  0
 20 22  1  0
 14 13  1  0
 10  5  1  0
  5  4  1  0
  4  3  1  0
  3 25  1  0
 13 12  1  0
  3  2  1  0
 12 11  1  0
 10 37  1  1
 16 17  2  0
 22 11  1  0
 15 14  2  0
  2  1  2  3
 20 19  1  0
  5  6  1  0
 20 14  1  0
 25 26  1  6
 22 23  1  0
 11 38  1  6
 11 10  1  0
 22 49  1  1
 25 24  1  0
  6  7  1  0
 24 23  1  0
  7  8  1  0
  7  9  2  0
 18 44  1  0
 15 43  1  0
 19 45  1  0
 13 41  1  0
 13 42  1  0
 12 39  1  0
 12 40  1  0
 24 52  1  0
 24 53  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
  5 33  1  6
  4 31  1  0
  4 32  1  0
  3 30  1  1
  2 29  1  0
 23 50  1  0
 23 51  1  0
  1 27  1  0
  1 28  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
M  END


  Mrv1652306192120533D          

 56 59  0  0  0  0            999 V2000
   -0.9150    3.3600    3.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2190    2.0654    3.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    1.4023    2.3075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8982    2.2603    1.0203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8594    1.2705   -0.1679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7127    1.5059   -0.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8224    2.5493   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388    2.6834   -2.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    3.2754   -1.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7564   -0.1111    0.4928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1888   -1.3004   -0.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9339   -1.4986   -1.6257 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4197   -2.7182   -2.3839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4925   -3.9476   -1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -5.0112   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -6.2068   -1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -7.1773   -1.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -6.1789    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1220    0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626   -3.8699   -0.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7613   -3.8272   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -2.5911    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6497   -2.3670    1.9885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1582   -1.0993    2.6969 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9969    0.1492    1.8154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5119    0.4668    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    3.7218    4.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    4.0954    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    1.4097    4.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    1.0869    2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.9971    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    2.8070    1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    1.3266   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800    2.8805   -1.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    1.7713   -3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    3.5225   -3.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7930   -0.3825    0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1384   -1.1040   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -1.6100   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8165   -0.6161   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.5535   -2.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -2.8409   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7349   -5.0483   -2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -7.0562    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -5.1774    1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -3.8792    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -2.9186   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -4.6769   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599   -2.7569    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408   -2.3203    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733   -3.2157    2.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -1.2436    2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9764    3.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    0.5578    2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928    1.4072    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.3125    1.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  6  0  0  0
 25 10  1  0  0  0  0
 18 16  1  0  0  0  0
 18 19  2  0  0  0  0
 16 15  1  0  0  0  0
 20 22  1  0  0  0  0
 14 13  1  0  0  0  0
 10  5  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3 25  1  0  0  0  0
 13 12  1  0  0  0  0
  3  2  1  0  0  0  0
 12 11  1  0  0  0  0
 10 37  1  1  0  0  0
 16 17  2  0  0  0  0
 22 11  1  0  0  0  0
 15 14  2  0  0  0  0
  2  1  2  3  0  0  0
 20 19  1  0  0  0  0
  5  6  1  0  0  0  0
 20 14  1  0  0  0  0
 25 26  1  6  0  0  0
 22 23  1  0  0  0  0
 11 38  1  6  0  0  0
 11 10  1  0  0  0  0
 22 49  1  1  0  0  0
 25 24  1  0  0  0  0
  6  7  1  0  0  0  0
 24 23  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 18 44  1  0  0  0  0
 15 43  1  0  0  0  0
 19 45  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 24 52  1  0  0  0  0
 24 53  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
  5 33  1  6  0  0  0
  4 31  1  0  0  0  0
  4 32  1  0  0  0  0
  3 30  1  1  0  0  0
  2 29  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 26 54  1  0  0  0  0
 26 55  1  0  0  0  0
 26 56  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027214

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O3/c1-5-15-13-20(26-14(2)24)21-18-7-6-16-12-17(25)8-10-22(16,3)19(18)9-11-23(15,21)4/h5,8,10,12,15,18-21H,1,6-7,9,11,13H2,2-4H3/t15-,18+,19-,20+,21+,22-,23+/m0/s1

> <INCHI_KEY>
UYEYNSXHCKZKOE-USSDMTCNSA-N

> <FORMULA>
C23H30O3

> <MOLECULAR_WEIGHT>
354.49

> <EXACT_MASS>
354.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.81792683149787

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,12R,14R,15R)-14-ethenyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-12-yl acetate

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
4.154018242666666

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.832896040409363

> <JCHEM_PKA_STRONGEST_BASIC>
-4.997878130002368

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
103.94529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.79e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10R,11S,12R,14R,15R)-14-ethenyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -0.9150    3.3600    3.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2190    2.0654    3.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    1.4023    2.3075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8982    2.2603    1.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.2705   -0.1679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7127    1.5059   -0.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8224    2.5493   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388    2.6834   -2.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    3.2754   -1.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7564   -0.1111    0.4928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1888   -1.3004   -0.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9339   -1.4986   -1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4197   -2.7182   -2.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -3.9476   -1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -5.0112   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -6.2068   -1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -7.1773   -1.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -6.1789    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1220    0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626   -3.8699   -0.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7613   -3.8272   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -2.5911    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6497   -2.3670    1.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582   -1.0993    2.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969    0.1492    1.8154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5119    0.4668    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    3.7218    4.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    4.0954    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    1.4097    4.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    1.0869    2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.9971    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    2.8070    1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    1.3266   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800    2.8805   -1.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    1.7713   -3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    3.5225   -3.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7930   -0.3825    0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1384   -1.1040   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -1.6100   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8165   -0.6161   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.5535   -2.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -2.8409   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7349   -5.0483   -2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -7.0562    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -5.1774    1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -3.8792    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -2.9186   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -4.6769   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599   -2.7569    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408   -2.3203    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733   -3.2157    2.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -1.2436    2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9764    3.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    0.5578    2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928    1.4072    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.3125    1.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  6
 25 10  1  0
 18 16  1  0
 18 19  2  0
 16 15  1  0
 20 22  1  0
 14 13  1  0
 10  5  1  0
  5  4  1  0
  4  3  1  0
  3 25  1  0
 13 12  1  0
  3  2  1  0
 12 11  1  0
 10 37  1  1
 16 17  2  0
 22 11  1  0
 15 14  2  0
  2  1  2  3
 20 19  1  0
  5  6  1  0
 20 14  1  0
 25 26  1  6
 22 23  1  0
 11 38  1  6
 11 10  1  0
 22 49  1  1
 25 24  1  0
  6  7  1  0
 24 23  1  0
  7  8  1  0
  7  9  2  0
 18 44  1  0
 15 43  1  0
 19 45  1  0
 13 41  1  0
 13 42  1  0
 12 39  1  0
 12 40  1  0
 24 52  1  0
 24 53  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
  5 33  1  6
  4 31  1  0
  4 32  1  0
  3 30  1  1
  2 29  1  0
 23 50  1  0
 23 51  1  0
  1 27  1  0
  1 28  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.915   3.360   3.702  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.219   2.065   3.543  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.773   1.402   2.308  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.898   2.260   1.020  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.859   1.270  -0.168  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.713   1.506  -0.998  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.822   2.549  -1.865  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.439   2.683  -2.662  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.798   3.275  -1.986  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.756  -0.111   0.493  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.189  -1.300  -0.295  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.934  -1.499  -1.626  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.420  -2.718  -2.384  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.492  -3.948  -1.514  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.214  -5.011  -1.911  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.376  -6.207  -1.059  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.019  -7.177  -1.438  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.740  -6.179   0.270  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.018  -5.122   0.667  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.763  -3.870  -0.166  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.761  -3.827  -0.417  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.286  -2.591   0.589  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.650  -2.367   1.988  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.158  -1.099   2.697  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.997   0.149   1.815  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.512   0.467   1.649  0.00  0.00           C+0
HETATM   27  H   UNK     0      -0.530   3.722   4.651  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.044   4.095   2.915  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.076   1.410   4.402  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.792   1.087   2.580  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.093   2.997   0.932  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.848   2.807   1.034  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.774   1.327  -0.772  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.280   2.881  -1.992  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.611   1.771  -3.239  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.342   3.523  -3.357  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.793  -0.383   0.757  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.138  -1.104  -0.535  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.010  -1.610  -1.437  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.817  -0.616  -2.265  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.386  -2.554  -2.709  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.012  -2.841  -3.299  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.735  -5.048  -2.861  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.879  -7.056   0.890  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.550  -5.177   1.647  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.331  -3.879   0.519  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.079  -2.919  -0.937  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.084  -4.677  -1.032  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.360  -2.757   0.779  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.441  -2.320   1.907  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.873  -3.216   2.644  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.215  -1.244   2.956  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.623  -0.976   3.646  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.997   0.558   2.628  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.693   1.407   1.121  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.050  -0.313   1.103  0.00  0.00           H+0
CONECT    1    2   27   28                                                  
CONECT    2    3    1   29                                                  
CONECT    3    4   25    2   30                                             
CONECT    4    5    3   31   32                                             
CONECT    5   10    4    6   33                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   34   35   36                                             
CONECT    9    7                                                            
CONECT   10   25    5   37   11                                             
CONECT   11   12   22   38   10                                             
CONECT   12   13   11   39   40                                             
CONECT   13   14   12   41   42                                             
CONECT   14   13   15   20                                                  
CONECT   15   16   14   43                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16                                                            
CONECT   18   16   19   44                                                  
CONECT   19   18   20   45                                                  
CONECT   20   21   22   19   14                                             
CONECT   21   20   46   47   48                                             
CONECT   22   20   11   23   49                                             
CONECT   23   22   24   50   51                                             
CONECT   24   25   23   52   53                                             
CONECT   25   10    3   26   24                                             
CONECT   26   25   54   55   56                                             
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
CONECT   32    4                                                            
CONECT   33    5                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   15                                                            
CONECT   44   18                                                            
CONECT   45   19                                                            
CONECT   46   21                                                            
CONECT   47   21                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   23                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   24                                                            
CONECT   54   26                                                            
CONECT   55   26                                                            
CONECT   56   26                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  118    0
END

RDKit          3D

56 59  0  0  0  0  0  0  0  0999 V2000
   -0.9150    3.3600    3.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2190    2.0654    3.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    1.4023    2.3075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8982    2.2603    1.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.2705   -0.1679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7127    1.5059   -0.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8224    2.5493   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388    2.6834   -2.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    3.2754   -1.9860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7564   -0.1111    0.4928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1888   -1.3004   -0.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9339   -1.4986   -1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4197   -2.7182   -2.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -3.9476   -1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -5.0112   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -6.2068   -1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -7.1773   -1.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -6.1789    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1220    0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626   -3.8699   -0.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7613   -3.8272   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -2.5911    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6497   -2.3670    1.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582   -1.0993    2.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969    0.1492    1.8154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5119    0.4668    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    3.7218    4.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    4.0954    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    1.4097    4.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    1.0869    2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929    2.9971    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    2.8070    1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736    1.3266   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800    2.8805   -1.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    1.7713   -3.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    3.5225   -3.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7930   -0.3825    0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1384   -1.1040   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -1.6100   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8165   -0.6161   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.5535   -2.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -2.8409   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7349   -5.0483   -2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -7.0562    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -5.1774    1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -3.8792    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -2.9186   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -4.6769   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599   -2.7569    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408   -2.3203    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733   -3.2157    2.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -1.2436    2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9764    3.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968    0.5578    2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928    1.4072    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.3125    1.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  6
 25 10  1  0
 18 16  1  0
 18 19  2  0
 16 15  1  0
 20 22  1  0
 14 13  1  0
 10  5  1  0
  5  4  1  0
  4  3  1  0
  3 25  1  0
 13 12  1  0
  3  2  1  0
 12 11  1  0
 10 37  1  1
 16 17  2  0
 22 11  1  0
 15 14  2  0
  2  1  2  3
 20 19  1  0
  5  6  1  0
 20 14  1  0
 25 26  1  6
 22 23  1  0
 11 38  1  6
 11 10  1  0
 22 49  1  1
 25 24  1  0
  6  7  1  0
 24 23  1  0
  7  8  1  0
  7  9  2  0
 18 44  1  0
 15 43  1  0
 19 45  1  0
 13 41  1  0
 13 42  1  0
 12 39  1  0
 12 40  1  0
 24 52  1  0
 24 53  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
  5 33  1  6
  4 31  1  0
  4 32  1  0
  3 30  1  1
  2 29  1  0
 23 50  1  0
 23 51  1  0
  1 27  1  0
  1 28  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
M  END

View in JSmol

Synonyms

Value	Source
15b-Acetoxypregna-1,4,20-trien-3-one	Generator
15Β-acetoxypregna-1,4,20-trien-3-one	Generator

Chemical Formula

C₂₃H₃₀O₃

Average Mass

354.4900 Da

Monoisotopic Mass

354.21949 Da

IUPAC Name

(1S,2R,10R,11S,12R,14R,15R)-14-ethenyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-12-yl acetate

Traditional Name

(1S,2R,10R,11S,12R,14R,15R)-14-ethenyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-12-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C([H])=C([H])[C@@]1([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@]3([H])C([H])([H])C([H])([H])C4=C([H])C(=O)C([H])=C([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C23H30O3/c1-5-15-13-20(26-14(2)24)21-18-7-6-16-12-17(25)8-10-22(16,3)19(18)9-11-23(15,21)4/h5,8,10,12,15,18-21H,1,6-7,9,11,13H2,2-4H3/t15-,18+,19-,20+,21+,22-,23+/m0/s1

InChI Key

UYEYNSXHCKZKOE-USSDMTCNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, NULL, 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
Carijoa sp.	JEOL database	Ciavatta, M. L., et al, Tetrahedron Letts. 45, 7745 (2004)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
Steroid ester
3-oxo-delta-1,4-steroid
3-oxosteroid
Oxosteroid
Delta-1,4-steroid
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
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	3.22	ALOGPS
logP	4.15	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	18.83	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.95 m³·mol⁻¹	ChemAxon
Polarizability	40.82 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9408593

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11233545

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nguyen Hoai N, Nguyen Thi H, Tran Thi Hong H, Nguyen Van T, Nguyen Xuan C, Do Cong T, Phan Van K, Chau Van M: Pregnane steroids from the Vietnamese octocoral Carijoa riisei. Nat Prod Res. 2017 Oct;31(20):2435-2440. doi: 10.1080/14786419.2017.1324964. Epub 2017 May 7. [PubMed:28480737 ]
Ciavatta, M. L., et al. (2004). Ciavatta, M. L., et al, Tetrahedron Letts. 45, 7745 (2004). Tetrahedron Lett.

Showing NP-Card for 15-O-acetyl-1,4,20-pregnatrien-3-one (NP0027214)

MOL for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

3D MOL for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

3D SDF for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

3D-SDF for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

PDB for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

3D PDB for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

SMILES for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

INCHI for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

Structure for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)

3D Structure for NP0027214 (15-O-acetyl-1,4,20-pregnatrien-3-one)