NP-MRD: Showing NP-Card for 11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol (NP0037755)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 20:36:23 UTC

Updated at

2021-06-30 00:10:08 UTC

NP-MRD ID

NP0037755

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol

Provided By

JEOL Database JEOL Logo

Description

(1S,2S,5S,7S,10S,11S,14R,15R,17R)-14-ethenyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-17-yl acetate 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. 11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol is found in Eunicella cavolini. 11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol was first documented in 2008 (Ioannou, E., et al.). Based on a literature review very few articles have been published on (1S,2S,5S,7S,10S,11S,14R,15R,17R)-14-ethenyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-17-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122363D          

 62 65  0  0  0  0            999 V2000
    4.5747    1.7945   -3.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    1.9483   -3.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401    2.4952   -2.5566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5496    3.6965   -2.9568 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3203    3.6464   -2.0301 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411    2.5318   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5053    1.8816   -0.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3237    2.9393    0.4963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4242    2.3197    1.3478 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8485    1.2801    2.3127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9317    0.7737    3.2737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3399   -0.1632    4.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3990   -0.6815    5.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -1.3107    3.6803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5242   -0.8269    2.6728 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0832    0.1271    1.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0233   -0.6999    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0767    0.7989    0.7208 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0410   -0.1927   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7928   -0.9383    0.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349   -2.1690    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103   -2.7977    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0348   -2.6973   -0.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838    0.5237   -0.9085 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4422    1.5190   -1.8769 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5950    0.7542   -2.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    1.3954   -4.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1657    2.0569   -2.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080    1.6682   -4.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400    2.8600   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    3.6503   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    4.6370   -2.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    3.4221   -2.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    4.6073   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3169    2.9774   -0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    1.4035   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    3.5332    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    3.6382   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8738    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    3.1183    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    1.8100    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463    0.2776    2.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.6200    3.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744    0.4052    4.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -1.2726    5.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696   -2.0073    3.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0772   -1.9004    4.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.3205    3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897   -1.7218    2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -1.1131    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -0.1142   -0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4958   -1.5522    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080    1.3327    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.8791   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -2.9287    2.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725   -2.1740    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -3.7799    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    1.0364   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.2168   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263    0.1890   -2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    1.4205   -3.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0272   -3.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  1  6  0  0  0
 10 16  1  0  0  0  0
 16 18  1  0  0  0  0
 16 17  1  6  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
 18  7  1  0  0  0  0
 10 11  1  0  0  0  0
 16 15  1  0  0  0  0
 15 14  1  0  0  0  0
 14 12  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 24 25  1  0  0  0  0
 25  6  1  0  0  0  0
  4  3  1  0  0  0  0
 10 41  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  2  3  0  0  0
  5  4  1  0  0  0  0
 20 21  1  0  0  0  0
  3 25  1  0  0  0  0
 21 22  1  0  0  0  0
 24 19  1  0  0  0  0
 21 23  2  0  0  0  0
 13 45  1  0  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  7 36  1  6  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
 19 54  1  6  0  0  0
 18 53  1  1  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
  6 35  1  1  0  0  0
  5 33  1  0  0  0  0
  5 34  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 26 62  1  0  0  0  0
 15 48  1  0  0  0  0
 15 49  1  0  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 12 44  1  1  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  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
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
M  END

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
    4.5747    1.7945   -3.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    1.9483   -3.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401    2.4952   -2.5566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5496    3.6965   -2.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    3.6464   -2.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    2.5318   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5053    1.8816   -0.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3237    2.9393    0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4242    2.3197    1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8485    1.2801    2.3127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9317    0.7737    3.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3399   -0.1632    4.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3990   -0.6815    5.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -1.3107    3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242   -0.8269    2.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1271    1.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0233   -0.6999    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0767    0.7989    0.7208 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0410   -0.1927   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7928   -0.9383    0.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349   -2.1690    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103   -2.7977    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0348   -2.6973   -0.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838    0.5237   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.5190   -1.8769 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5950    0.7542   -2.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    1.3954   -4.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1657    2.0569   -2.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080    1.6682   -4.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400    2.8600   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    3.6503   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    4.6370   -2.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    3.4221   -2.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    4.6073   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3169    2.9774   -0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    1.4035   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    3.5332    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    3.6382   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8738    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    3.1183    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    1.8100    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463    0.2776    2.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.6200    3.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744    0.4052    4.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -1.2726    5.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696   -2.0073    3.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0772   -1.9004    4.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.3205    3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897   -1.7218    2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -1.1131    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -0.1142   -0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4958   -1.5522    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080    1.3327    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.8791   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -2.9287    2.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725   -2.1740    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -3.7799    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    1.0364   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.2168   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263    0.1890   -2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    1.4205   -3.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0272   -3.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  1  6
 10 16  1  0
 16 18  1  0
 16 17  1  6
 10  9  1  0
  9  8  1  0
  8  7  1  0
 18  7  1  0
 10 11  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 11  1  0
 12 13  1  0
 24 25  1  0
 25  6  1  0
  4  3  1  0
 10 41  1  1
 18 19  1  0
 19 20  1  0
  7  6  1  0
  3  2  1  0
  6  5  1  0
  2  1  2  3
  5  4  1  0
 20 21  1  0
  3 25  1  0
 21 22  1  0
 24 19  1  0
 21 23  2  0
 13 45  1  0
  9 39  1  0
  9 40  1  0
  8 37  1  0
  8 38  1  0
  7 36  1  6
 24 58  1  0
 24 59  1  0
 19 54  1  6
 18 53  1  1
 17 50  1  0
 17 51  1  0
 17 52  1  0
  6 35  1  1
  5 33  1  0
  5 34  1  0
 26 60  1  0
 26 61  1  0
 26 62  1  0
 15 48  1  0
 15 49  1  0
 14 46  1  0
 14 47  1  0
 12 44  1  1
 11 42  1  0
 11 43  1  0
  4 31  1  0
  4 32  1  0
  3 30  1  1
  2 29  1  0
  1 27  1  0
  1 28  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
M  END


  Mrv1652306202122363D          

 62 65  0  0  0  0            999 V2000
    4.5747    1.7945   -3.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    1.9483   -3.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401    2.4952   -2.5566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5496    3.6965   -2.9568 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3203    3.6464   -2.0301 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411    2.5318   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5053    1.8816   -0.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3237    2.9393    0.4963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4242    2.3197    1.3478 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8485    1.2801    2.3127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9317    0.7737    3.2737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3399   -0.1632    4.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3990   -0.6815    5.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -1.3107    3.6803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5242   -0.8269    2.6728 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0832    0.1271    1.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0233   -0.6999    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0767    0.7989    0.7208 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0410   -0.1927   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7928   -0.9383    0.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349   -2.1690    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103   -2.7977    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0348   -2.6973   -0.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838    0.5237   -0.9085 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4422    1.5190   -1.8769 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5950    0.7542   -2.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    1.3954   -4.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1657    2.0569   -2.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080    1.6682   -4.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400    2.8600   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    3.6503   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    4.6370   -2.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    3.4221   -2.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    4.6073   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3169    2.9774   -0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    1.4035   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    3.5332    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    3.6382   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8738    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    3.1183    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    1.8100    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463    0.2776    2.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.6200    3.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744    0.4052    4.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -1.2726    5.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696   -2.0073    3.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0772   -1.9004    4.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.3205    3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897   -1.7218    2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -1.1131    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -0.1142   -0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4958   -1.5522    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080    1.3327    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.8791   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -2.9287    2.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725   -2.1740    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -3.7799    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    1.0364   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.2168   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263    0.1890   -2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    1.4205   -3.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0272   -3.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  1  6  0  0  0
 10 16  1  0  0  0  0
 16 18  1  0  0  0  0
 16 17  1  6  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
 18  7  1  0  0  0  0
 10 11  1  0  0  0  0
 16 15  1  0  0  0  0
 15 14  1  0  0  0  0
 14 12  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 24 25  1  0  0  0  0
 25  6  1  0  0  0  0
  4  3  1  0  0  0  0
 10 41  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  2  3  0  0  0
  5  4  1  0  0  0  0
 20 21  1  0  0  0  0
  3 25  1  0  0  0  0
 21 22  1  0  0  0  0
 24 19  1  0  0  0  0
 21 23  2  0  0  0  0
 13 45  1  0  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  7 36  1  6  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
 19 54  1  6  0  0  0
 18 53  1  1  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
  6 35  1  1  0  0  0
  5 33  1  0  0  0  0
  5 34  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 26 62  1  0  0  0  0
 15 48  1  0  0  0  0
 15 49  1  0  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 12 44  1  1  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  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
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037755

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]([H])(C([H])([H])C([H])([H])[C@@]3([H])[C@]4([H])C([H])([H])C([H])([H])[C@]([H])(C([H])=C([H])[H])[C@@]4(C([H])([H])[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]23[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O3/c1-5-15-7-9-19-18-8-6-16-12-17(25)10-11-22(16,3)21(18)20(26-14(2)24)13-23(15,19)4/h5,15-21,25H,1,6-13H2,2-4H3/t15-,16-,17-,18-,19-,20+,21+,22-,23+/m0/s1

> <INCHI_KEY>
FEKQZVINQCOTGQ-AIFZDSPSSA-N

> <FORMULA>
C23H36O3

> <MOLECULAR_WEIGHT>
360.538

> <EXACT_MASS>
360.266445019

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
42.84312965356188

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5S,7S,10S,11S,14R,15R,17R)-14-ethenyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl acetate

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
3.9945282863333342

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296395454335826

> <JCHEM_PKA_STRONGEST_BASIC>
-1.356955647761573

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
103.0534

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7S,10S,11S,14R,15R,17R)-14-ethenyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
    4.5747    1.7945   -3.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    1.9483   -3.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401    2.4952   -2.5566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5496    3.6965   -2.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    3.6464   -2.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    2.5318   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5053    1.8816   -0.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3237    2.9393    0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4242    2.3197    1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8485    1.2801    2.3127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9317    0.7737    3.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3399   -0.1632    4.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3990   -0.6815    5.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -1.3107    3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242   -0.8269    2.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1271    1.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0233   -0.6999    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0767    0.7989    0.7208 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0410   -0.1927   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7928   -0.9383    0.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349   -2.1690    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103   -2.7977    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0348   -2.6973   -0.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838    0.5237   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.5190   -1.8769 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5950    0.7542   -2.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    1.3954   -4.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1657    2.0569   -2.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080    1.6682   -4.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400    2.8600   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    3.6503   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    4.6370   -2.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    3.4221   -2.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    4.6073   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3169    2.9774   -0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    1.4035   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    3.5332    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    3.6382   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8738    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    3.1183    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    1.8100    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463    0.2776    2.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.6200    3.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744    0.4052    4.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -1.2726    5.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696   -2.0073    3.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0772   -1.9004    4.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.3205    3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897   -1.7218    2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -1.1131    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -0.1142   -0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4958   -1.5522    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080    1.3327    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.8791   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -2.9287    2.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725   -2.1740    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -3.7799    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    1.0364   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.2168   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263    0.1890   -2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    1.4205   -3.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0272   -3.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  1  6
 10 16  1  0
 16 18  1  0
 16 17  1  6
 10  9  1  0
  9  8  1  0
  8  7  1  0
 18  7  1  0
 10 11  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 11  1  0
 12 13  1  0
 24 25  1  0
 25  6  1  0
  4  3  1  0
 10 41  1  1
 18 19  1  0
 19 20  1  0
  7  6  1  0
  3  2  1  0
  6  5  1  0
  2  1  2  3
  5  4  1  0
 20 21  1  0
  3 25  1  0
 21 22  1  0
 24 19  1  0
 21 23  2  0
 13 45  1  0
  9 39  1  0
  9 40  1  0
  8 37  1  0
  8 38  1  0
  7 36  1  6
 24 58  1  0
 24 59  1  0
 19 54  1  6
 18 53  1  1
 17 50  1  0
 17 51  1  0
 17 52  1  0
  6 35  1  1
  5 33  1  0
  5 34  1  0
 26 60  1  0
 26 61  1  0
 26 62  1  0
 15 48  1  0
 15 49  1  0
 14 46  1  0
 14 47  1  0
 12 44  1  1
 11 42  1  0
 11 43  1  0
  4 31  1  0
  4 32  1  0
  3 30  1  1
  2 29  1  0
  1 27  1  0
  1 28  1  0
 22 55  1  0
 22 56  1  0
 22 57  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       4.575   1.795  -3.678  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.245   1.948  -3.703  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.440   2.495  -2.557  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.550   3.696  -2.957  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.320   3.646  -2.030  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.641   2.532  -1.036  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.505   1.882  -0.256  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.324   2.939   0.496  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.424   2.320   1.348  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.849   1.280   2.313  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.932   0.774   3.274  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.340  -0.163   4.321  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.399  -0.682   5.119  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.570  -1.311   3.680  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.524  -0.827   2.673  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.083   0.127   1.577  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.023  -0.700   0.662  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.077   0.799   0.721  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.041  -0.193  -0.018  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.793  -0.938   0.965  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.235  -2.169   0.584  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.010  -2.798   1.701  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.035  -2.697  -0.500  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.084   0.524  -0.909  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.442   1.519  -1.877  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.595   0.754  -2.926  0.00  0.00           C+0
HETATM   27  H   UNK     0       5.103   1.395  -4.539  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.166   2.057  -2.807  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.708   1.668  -4.608  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.140   2.860  -1.789  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.229   3.650  -4.004  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.097   4.637  -2.827  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.583   3.422  -2.608  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.163   4.607  -1.530  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.317   2.977  -0.287  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.183   1.403  -0.970  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.662   3.533   1.139  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.783   3.638  -0.213  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.192   1.874   0.705  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.921   3.118   1.913  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.112   1.810   2.937  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.746   0.278   2.732  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.406   1.620   3.788  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.674   0.405   4.982  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.005  -1.273   5.782  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.270  -2.007   3.202  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.077  -1.900   4.463  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.280  -0.321   3.223  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.090  -1.722   2.217  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.876  -1.113   1.208  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.439  -0.114  -0.161  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.496  -1.552   0.221  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.708   1.333   1.449  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.444  -0.879  -0.627  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.365  -2.929   2.573  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.873  -2.174   1.950  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.372  -3.780   1.383  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.807   1.036  -0.259  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.677  -0.217  -1.459  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.226   0.189  -2.478  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.151   1.421  -3.672  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.212   0.027  -3.467  0.00  0.00           H+0
CONECT    1    2   27   28                                                  
CONECT    2    3    1   29                                                  
CONECT    3    4    2   25   30                                             
CONECT    4    3    5   31   32                                             
CONECT    5    6    4   33   34                                             
CONECT    6   25    7    5   35                                             
CONECT    7    8   18    6   36                                             
CONECT    8    9    7   37   38                                             
CONECT    9   10    8   39   40                                             
CONECT   10   16    9   11   41                                             
CONECT   11   10   12   42   43                                             
CONECT   12   14   11   13   44                                             
CONECT   13   12   45                                                       
CONECT   14   15   12   46   47                                             
CONECT   15   16   14   48   49                                             
CONECT   16   10   18   17   15                                             
CONECT   17   16   50   51   52                                             
CONECT   18   16    7   19   53                                             
CONECT   19   18   20   24   54                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   55   56   57                                             
CONECT   23   21                                                            
CONECT   24   25   19   58   59                                             
CONECT   25   26   24    6    3                                             
CONECT   26   25   60   61   62                                             
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
CONECT   32    4                                                            
CONECT   33    5                                                            
CONECT   34    5                                                            
CONECT   35    6                                                            
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39    9                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   15                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   22                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   24                                                            
CONECT   59   24                                                            
CONECT   60   26                                                            
CONECT   61   26                                                            
CONECT   62   26                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  130    0
END

RDKit          3D

62 65  0  0  0  0  0  0  0  0999 V2000
    4.5747    1.7945   -3.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2446    1.9483   -3.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401    2.4952   -2.5566 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5496    3.6965   -2.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    3.6464   -2.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    2.5318   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5053    1.8816   -0.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3237    2.9393    0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4242    2.3197    1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8485    1.2801    2.3127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9317    0.7737    3.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3399   -0.1632    4.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3990   -0.6815    5.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -1.3107    3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242   -0.8269    2.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1271    1.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0233   -0.6999    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0767    0.7989    0.7208 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0410   -0.1927   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7928   -0.9383    0.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349   -2.1690    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103   -2.7977    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0348   -2.6973   -0.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838    0.5237   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.5190   -1.8769 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5950    0.7542   -2.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1028    1.3954   -4.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1657    2.0569   -2.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080    1.6682   -4.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400    2.8600   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    3.6503   -4.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    4.6370   -2.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    3.4221   -2.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    4.6073   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3169    2.9774   -0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    1.4035   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    3.5332    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827    3.6382   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8738    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    3.1183    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    1.8100    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463    0.2776    2.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.6200    3.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744    0.4052    4.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -1.2726    5.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696   -2.0073    3.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0772   -1.9004    4.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.3205    3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897   -1.7218    2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -1.1131    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -0.1142   -0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4958   -1.5522    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080    1.3327    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.8791   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -2.9287    2.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725   -2.1740    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -3.7799    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    1.0364   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.2168   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263    0.1890   -2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    1.4205   -3.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0272   -3.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  1  6
 10 16  1  0
 16 18  1  0
 16 17  1  6
 10  9  1  0
  9  8  1  0
  8  7  1  0
 18  7  1  0
 10 11  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 11  1  0
 12 13  1  0
 24 25  1  0
 25  6  1  0
  4  3  1  0
 10 41  1  1
 18 19  1  0
 19 20  1  0
  7  6  1  0
  3  2  1  0
  6  5  1  0
  2  1  2  3
  5  4  1  0
 20 21  1  0
  3 25  1  0
 21 22  1  0
 24 19  1  0
 21 23  2  0
 13 45  1  0
  9 39  1  0
  9 40  1  0
  8 37  1  0
  8 38  1  0
  7 36  1  6
 24 58  1  0
 24 59  1  0
 19 54  1  6
 18 53  1  1
 17 50  1  0
 17 51  1  0
 17 52  1  0
  6 35  1  1
  5 33  1  0
  5 34  1  0
 26 60  1  0
 26 61  1  0
 26 62  1  0
 15 48  1  0
 15 49  1  0
 14 46  1  0
 14 47  1  0
 12 44  1  1
 11 42  1  0
 11 43  1  0
  4 31  1  0
  4 32  1  0
  3 30  1  1
  2 29  1  0
  1 27  1  0
  1 28  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1S,2S,5S,7S,10S,11S,14R,15R,17R)-14-Ethenyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-17-yl acetic acid	Generator

Chemical Formula

C₂₃H₃₆O₃

Average Mass

360.5380 Da

Monoisotopic Mass

360.26645 Da

IUPAC Name

(1S,2S,5S,7S,10S,11S,14R,15R,17R)-14-ethenyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl acetate

Traditional Name

(1S,2S,5S,7S,10S,11S,14R,15R,17R)-14-ethenyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]([H])(C([H])([H])C([H])([H])[C@@]3([H])[C@]4([H])C([H])([H])C([H])([H])[C@]([H])(C([H])=C([H])[H])[C@@]4(C([H])([H])[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]23[H])C1([H])[H]

InChI Identifier

InChI=1S/C23H36O3/c1-5-15-7-9-19-18-8-6-16-12-17(25)10-11-22(16,3)21(18)20(26-14(2)24)13-23(15,19)4/h5,15-21,25H,1,6-13H2,2-4H3/t15-,16-,17-,18-,19-,20+,21+,22-,23+/m0/s1

InChI Key

FEKQZVINQCOTGQ-AIFZDSPSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Eunicella cavolini	JEOL database	Ioannou, E., et al, Tetrahedron 64, 11797 (2008)

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-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	4.07	ALOGPS
logP	3.99	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.05 m³·mol⁻¹	ChemAxon
Polarizability	42.84 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

27023873

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25180774

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ioannou, E., et al. (2008). Ioannou, E., et al, Tetrahedron 64, 11797 (2008). Tetrahedron.

Showing NP-Card for 11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol (NP0037755)

MOL for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

3D MOL for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

3D SDF for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

3D-SDF for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

PDB for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

3D PDB for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

SMILES for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

INCHI for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

Structure for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)

3D Structure for NP0037755 (11alpha-acetoxy-5alpha-pregn-20-en-3beta-ol)