NP-MRD: Showing NP-Card for toonaciliatin L (NP0034316)

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Record Information

Version

2.0

Created at

2021-06-20 18:04:48 UTC

Updated at

2021-06-30 00:04:37 UTC

NP-MRD ID

NP0034316

Secondary Accession Numbers

None

Natural Product Identification

Common Name

toonaciliatin L

Provided By

JEOL Database JEOL Logo

Description

Toonaciliatin L belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. toonaciliatin L is found in Toona ciliata. toonaciliatin L was first documented in 2009 (Chen, H. -D., et al.). Based on a literature review very few articles have been published on Toonaciliatin L.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120043D          

 72 75  0  0  0  0            999 V2000
   -3.2886   -2.8277    3.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065   -3.1940    3.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6573   -4.6552    4.1081 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1031   -5.7465    3.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527   -5.5368    2.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419   -7.1744    3.5437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1029   -8.1092    2.5386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -2.8908    2.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5225   -3.2613    2.4978 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3339   -2.2617    1.6507 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2856   -1.5360    0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0323   -2.4582   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -0.1652    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    0.1745   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2920    1.4721   -0.7604 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1498    2.5104   -0.8380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5335    3.8129   -1.6243 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6139    4.5845   -0.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0967    3.6009   -3.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973    4.7170   -1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    5.9393   -1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008    4.0690   -2.1571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3287    2.9041   -1.2388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2225    1.8199   -1.1952 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2031    1.0633   -2.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200    0.8071   -0.0106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8959    0.1015   -0.0772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1699   -0.9381    1.0358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9153   -1.4275    1.7898 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6384   -0.4639    2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8693   -3.2210    4.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284   -1.7441    3.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257   -3.2175    2.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -2.5804    4.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2323   -4.7906    5.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6089   -4.8501    4.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2724   -7.4309    4.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629   -7.2439    3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7053   -7.6347    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970   -3.5211    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -4.2882    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8559   -3.2024    3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -2.7797    1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -1.5634    2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.5043   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9070   -2.4597   -1.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208   -2.1492   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7144   -0.5352    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323    1.8878   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    1.2334   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    2.8610    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    5.5400   -1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    4.8147    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5465    4.0166   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504    4.5648   -3.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866    3.1303   -3.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0129    3.0029   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    4.8167   -2.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9331    3.7671   -3.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    3.2963   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    2.4689   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1733    0.6010   -2.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450    0.2663   -2.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077    1.7183   -3.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.4310    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -0.3935   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973    0.8488   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.4982    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955   -1.7876    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380    0.5387    2.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527   -0.8320    3.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -0.3432    3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8 29  1  0  0  0  0
 15 14  1  0  0  0  0
 20 21  2  0  0  0  0
 14 13  2  0  0  0  0
 17 18  1  1  0  0  0
 26 13  1  0  0  0  0
 17 19  1  0  0  0  0
 17 16  1  0  0  0  0
 29 30  1  1  0  0  0
 24 23  1  0  0  0  0
 26 65  1  1  0  0  0
 24 16  1  0  0  0  0
 16 51  1  1  0  0  0
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 26 27  1  0  0  0  0
 11 12  1  6  0  0  0
 13 11  1  0  0  0  0
  8  2  1  0  0  0  0
 29 28  1  0  0  0  0
  2  1  1  0  0  0  0
 28 27  1  0  0  0  0
  2  3  1  0  0  0  0
 29 11  1  0  0  0  0
  3  4  1  0  0  0  0
 22 20  1  0  0  0  0
  4  6  1  0  0  0  0
 22 23  1  0  0  0  0
  6  7  1  0  0  0  0
 20 17  1  0  0  0  0
  8 40  1  6  0  0  0
 24 26  1  0  0  0  0
  4  5  2  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 15 49  1  0  0  0  0
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 14 48  1  0  0  0  0
 28 68  1  0  0  0  0
 28 69  1  0  0  0  0
 27 66  1  0  0  0  0
 27 67  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
  9 41  1  0  0  0  0
  9 42  1  0  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 18 54  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 19 57  1  0  0  0  0
 30 70  1  0  0  0  0
 30 71  1  0  0  0  0
 30 72  1  0  0  0  0
 25 62  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
 12 45  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
  2 34  1  1  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
M  END

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
   -3.2886   -2.8277    3.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065   -3.1940    3.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6573   -4.6552    4.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031   -5.7465    3.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527   -5.5368    2.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419   -7.1744    3.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1029   -8.1092    2.5386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -2.8908    2.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.3339   -2.2617    1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2856   -1.5360    0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0323   -2.4582   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -0.1652    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2920    1.4721   -0.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498    2.5104   -0.8380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5335    3.8129   -1.6243 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6139    4.5845   -0.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0967    3.6009   -3.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973    4.7170   -1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    5.9393   -1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008    4.0690   -2.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287    2.9041   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225    1.8199   -1.1952 C   0  0  1  0  0  0  0  0  0  0  0  0
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 30 70  1  0
 30 71  1  0
 30 72  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
  2 34  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 35  1  0
  3 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
M  END


  Mrv1652306202120043D          

 72 75  0  0  0  0            999 V2000
   -3.2886   -2.8277    3.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065   -3.1940    3.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6573   -4.6552    4.1081 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1031   -5.7465    3.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527   -5.5368    2.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419   -7.1744    3.5437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1029   -8.1092    2.5386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -2.8908    2.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5225   -3.2613    2.4978 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3339   -2.2617    1.6507 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2856   -1.5360    0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0323   -2.4582   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -0.1652    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    0.1745   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2920    1.4721   -0.7604 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1498    2.5104   -0.8380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5335    3.8129   -1.6243 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6139    4.5845   -0.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0967    3.6009   -3.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973    4.7170   -1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    5.9393   -1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008    4.0690   -2.1571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3287    2.9041   -1.2388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2225    1.8199   -1.1952 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2031    1.0633   -2.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200    0.8071   -0.0106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8959    0.1015   -0.0772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1699   -0.9381    1.0358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9153   -1.4275    1.7898 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6384   -0.4639    2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8693   -3.2210    4.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284   -1.7441    3.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257   -3.2175    2.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -2.5804    4.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2323   -4.7906    5.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6089   -4.8501    4.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2724   -7.4309    4.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629   -7.2439    3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7053   -7.6347    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970   -3.5211    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -4.2882    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8559   -3.2024    3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -2.7797    1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -1.5634    2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.5043   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9070   -2.4597   -1.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208   -2.1492   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7144   -0.5352    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323    1.8878   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    1.2334   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    2.8610    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    5.5400   -1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    4.8147    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5465    4.0166   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504    4.5648   -3.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866    3.1303   -3.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0129    3.0029   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    4.8167   -2.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9331    3.7671   -3.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    3.2963   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    2.4689   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1733    0.6010   -2.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450    0.2663   -2.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077    1.7183   -3.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.4310    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -0.3935   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973    0.8488   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.4982    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955   -1.7876    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380    0.5387    2.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527   -0.8320    3.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -0.3432    3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8 29  1  0  0  0  0
 15 14  1  0  0  0  0
 20 21  2  0  0  0  0
 14 13  2  0  0  0  0
 17 18  1  1  0  0  0
 26 13  1  0  0  0  0
 17 19  1  0  0  0  0
 17 16  1  0  0  0  0
 29 30  1  1  0  0  0
 24 23  1  0  0  0  0
 26 65  1  1  0  0  0
 24 16  1  0  0  0  0
 16 51  1  1  0  0  0
 24 25  1  6  0  0  0
 26 27  1  0  0  0  0
 11 12  1  6  0  0  0
 13 11  1  0  0  0  0
  8  2  1  0  0  0  0
 29 28  1  0  0  0  0
  2  1  1  0  0  0  0
 28 27  1  0  0  0  0
  2  3  1  0  0  0  0
 29 11  1  0  0  0  0
  3  4  1  0  0  0  0
 22 20  1  0  0  0  0
  4  6  1  0  0  0  0
 22 23  1  0  0  0  0
  6  7  1  0  0  0  0
 20 17  1  0  0  0  0
  8 40  1  6  0  0  0
 24 26  1  0  0  0  0
  4  5  2  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 15 49  1  0  0  0  0
 15 50  1  0  0  0  0
 14 48  1  0  0  0  0
 28 68  1  0  0  0  0
 28 69  1  0  0  0  0
 27 66  1  0  0  0  0
 27 67  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
  9 41  1  0  0  0  0
  9 42  1  0  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 18 54  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 19 57  1  0  0  0  0
 30 70  1  0  0  0  0
 30 71  1  0  0  0  0
 30 72  1  0  0  0  0
 25 62  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
 12 45  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
  2 34  1  1  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034316

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O3/c1-17(15-18(29)16-28)19-9-13-27(6)21-7-8-22-24(2,3)23(30)11-12-25(22,4)20(21)10-14-26(19,27)5/h7,17,19-20,22,28H,8-16H2,1-6H3/t17-,19-,20-,22-,25+,26-,27+/m0/s1

> <INCHI_KEY>
IPALYVZOVKJMJG-WAWRXQFFSA-N

> <FORMULA>
C27H42O3

> <MOLECULAR_WEIGHT>
414.63

> <EXACT_MASS>
414.313395212

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
49.40311595303272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,7R,11S,14S,15S)-14-[(2S)-5-hydroxy-4-oxopentan-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-one

> <ALOGPS_LOGP>
5.44

> <JCHEM_LOGP>
5.290848153000001

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.2055109205294

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.873753509472635

> <JCHEM_PKA_STRONGEST_BASIC>
-3.291417054524983

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
121.70609999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,7R,11S,14S,15S)-14-[(2S)-5-hydroxy-4-oxopentan-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
   -3.2886   -2.8277    3.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065   -3.1940    3.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6573   -4.6552    4.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031   -5.7465    3.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527   -5.5368    2.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419   -7.1744    3.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1029   -8.1092    2.5386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -2.8908    2.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5225   -3.2613    2.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3339   -2.2617    1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2856   -1.5360    0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0323   -2.4582   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -0.1652    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    0.1745   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2920    1.4721   -0.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498    2.5104   -0.8380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5335    3.8129   -1.6243 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6139    4.5845   -0.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0967    3.6009   -3.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973    4.7170   -1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    5.9393   -1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008    4.0690   -2.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287    2.9041   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225    1.8199   -1.1952 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2031    1.0633   -2.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200    0.8071   -0.0106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8959    0.1015   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -0.9381    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9153   -1.4275    1.7898 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6384   -0.4639    2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8693   -3.2210    4.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284   -1.7441    3.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257   -3.2175    2.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -2.5804    4.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2323   -4.7906    5.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6089   -4.8501    4.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2724   -7.4309    4.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629   -7.2439    3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7053   -7.6347    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970   -3.5211    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -4.2882    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8559   -3.2024    3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -2.7797    1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -1.5634    2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.5043   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9070   -2.4597   -1.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208   -2.1492   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7144   -0.5352    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323    1.8878   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    1.2334   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    2.8610    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    5.5400   -1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    4.8147    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5465    4.0166   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504    4.5648   -3.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866    3.1303   -3.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0129    3.0029   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    4.8167   -2.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9331    3.7671   -3.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    3.2963   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    2.4689   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1733    0.6010   -2.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450    0.2663   -2.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077    1.7183   -3.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.4310    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -0.3935   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973    0.8488   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.4982    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955   -1.7876    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380    0.5387    2.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527   -0.8320    3.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -0.3432    3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8 29  1  0
 15 14  1  0
 20 21  2  0
 14 13  2  0
 17 18  1  1
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 17 16  1  0
 29 30  1  1
 24 23  1  0
 26 65  1  1
 24 16  1  0
 16 51  1  1
 24 25  1  6
 26 27  1  0
 11 12  1  6
 13 11  1  0
  8  2  1  0
 29 28  1  0
  2  1  1  0
 28 27  1  0
  2  3  1  0
 29 11  1  0
  3  4  1  0
 22 20  1  0
  4  6  1  0
 22 23  1  0
  6  7  1  0
 20 17  1  0
  8 40  1  6
 24 26  1  0
  4  5  2  0
 22 58  1  0
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 12 45  1  0
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  2 34  1  1
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  1 32  1  0
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  6 37  1  0
  6 38  1  0
  7 39  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      -3.289  -2.828   3.488  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.807  -3.194   3.622  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.657  -4.655   4.108  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.103  -5.747   3.146  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.753  -5.537   2.121  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.742  -7.174   3.544  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.103  -8.109   2.539  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.981  -2.891   2.340  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.523  -3.261   2.498  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.262   1.651  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.286  -1.536   0.784  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.032  -2.458  -0.452  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.643  -0.165   0.220  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.903   0.175  -0.113  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.292   1.472  -0.760  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.150   2.510  -0.838  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.534   3.813  -1.624  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.614   4.585  -0.824  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.097   3.601  -3.038  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.297   4.717  -1.744  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.356   5.939  -1.598  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.001   4.069  -2.157  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.329   2.904  -1.239  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.223   1.820  -1.195  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.203   1.063  -2.545  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.520   0.807  -0.011  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.896   0.102  -0.077  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.170  -0.938   1.036  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.915  -1.428   1.790  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.638  -0.464   2.988  0.00  0.00           C+0
HETATM   31  H   UNK     0      -3.869  -3.221   4.329  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.428  -1.744   3.495  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.726  -3.217   2.564  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.407  -2.580   4.440  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.232  -4.791   5.033  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.609  -4.850   4.360  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.272  -7.431   4.465  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.663  -7.244   3.704  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.705  -7.635   1.929  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.397  -3.521   1.545  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.695  -4.288   2.156  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.856  -3.202   3.540  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.099  -2.780   1.061  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.865  -1.563   2.309  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.136  -3.504  -0.178  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.907  -2.460  -1.115  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.821  -2.149  -1.059  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.714  -0.535   0.031  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.132   1.888  -0.194  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.667   1.233  -1.761  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.010   2.861   0.199  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.862   5.540  -1.302  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.269   4.815   0.190  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.547   4.017  -0.747  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.350   4.565  -3.498  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.387   3.130  -3.717  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.013   3.003  -3.031  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.799   4.817  -2.088  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.933   3.767  -3.206  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.492   3.296  -0.226  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.281   2.469  -1.563  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.173   0.601  -2.754  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.545   0.266  -2.574  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.008   1.718  -3.392  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.574   1.431   0.891  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.025  -0.394  -1.044  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.697   0.849  -0.033  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.888  -0.498   1.738  0.00  0.00           H+0
HETATM   69  H   UNK     0      -2.696  -1.788   0.581  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.338   0.539   2.685  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.153  -0.832   3.649  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.533  -0.343   3.608  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    8    1    3   34                                             
CONECT    3    2    4   35   36                                             
CONECT    4    3    6    5                                                  
CONECT    5    4                                                            
CONECT    6    4    7   37   38                                             
CONECT    7    6   39                                                       
CONECT    8    9   29    2   40                                             
CONECT    9   10    8   41   42                                             
CONECT   10   11    9   43   44                                             
CONECT   11   10   12   13   29                                             
CONECT   12   11   45   46   47                                             
CONECT   13   14   26   11                                                  
CONECT   14   15   13   48                                                  
CONECT   15   16   14   49   50                                             
CONECT   16   15   17   24   51                                             
CONECT   17   18   19   16   20                                             
CONECT   18   17   52   53   54                                             
CONECT   19   17   55   56   57                                             
CONECT   20   21   22   17                                                  
CONECT   21   20                                                            
CONECT   22   20   23   58   59                                             
CONECT   23   24   22   60   61                                             
CONECT   24   23   16   25   26                                             
CONECT   25   24   62   63   64                                             
CONECT   26   13   65   27   24                                             
CONECT   27   26   28   66   67                                             
CONECT   28   29   27   68   69                                             
CONECT   29    8   30   28   11                                             
CONECT   30   29   70   71   72                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   12                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   19                                                            
CONECT   58   22                                                            
CONECT   59   22                                                            
CONECT   60   23                                                            
CONECT   61   23                                                            
CONECT   62   25                                                            
CONECT   63   25                                                            
CONECT   64   25                                                            
CONECT   65   26                                                            
CONECT   66   27                                                            
CONECT   67   27                                                            
CONECT   68   28                                                            
CONECT   69   28                                                            
CONECT   70   30                                                            
CONECT   71   30                                                            
CONECT   72   30                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  150    0
END

RDKit          3D

72 75  0  0  0  0  0  0  0  0999 V2000
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   -1.8065   -3.1940    3.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.1031   -5.7465    3.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527   -5.5368    2.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1029   -8.1092    2.5386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -2.8908    2.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5225   -3.2613    2.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3339   -2.2617    1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2856   -1.5360    0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0323   -2.4582   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -0.1652    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    0.1745   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2920    1.4721   -0.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0008    4.0690   -2.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2225    1.8199   -1.1952 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.6384   -0.4639    2.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8693   -3.2210    4.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284   -1.7441    3.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257   -3.2175    2.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -2.5804    4.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2323   -4.7906    5.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6089   -4.8501    4.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2724   -7.4309    4.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629   -7.2439    3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7053   -7.6347    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970   -3.5211    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -4.2882    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8559   -3.2024    3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -2.7797    1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -1.5634    2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.5043   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8208   -2.1492   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7144   -0.5352    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6672    1.2334   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0129    3.0029   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    4.8167   -2.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9331    3.7671   -3.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    3.2963   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    2.4689   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1733    0.6010   -2.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450    0.2663   -2.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077    1.7183   -3.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.4310    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -0.3935   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973    0.8488   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.4982    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955   -1.7876    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380    0.5387    2.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527   -0.8320    3.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -0.3432    3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8 29  1  0
 15 14  1  0
 20 21  2  0
 14 13  2  0
 17 18  1  1
 26 13  1  0
 17 19  1  0
 17 16  1  0
 29 30  1  1
 24 23  1  0
 26 65  1  1
 24 16  1  0
 16 51  1  1
 24 25  1  6
 26 27  1  0
 11 12  1  6
 13 11  1  0
  8  2  1  0
 29 28  1  0
  2  1  1  0
 28 27  1  0
  2  3  1  0
 29 11  1  0
  3  4  1  0
 22 20  1  0
  4  6  1  0
 22 23  1  0
  6  7  1  0
 20 17  1  0
  8 40  1  6
 24 26  1  0
  4  5  2  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 15 49  1  0
 15 50  1  0
 14 48  1  0
 28 68  1  0
 28 69  1  0
 27 66  1  0
 27 67  1  0
 10 43  1  0
 10 44  1  0
  9 41  1  0
  9 42  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 19 57  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
  2 34  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 35  1  0
  3 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₂O₃

Average Mass

414.6300 Da

Monoisotopic Mass

414.31340 Da

IUPAC Name

(1R,2R,7R,11S,14S,15S)-14-[(2S)-5-hydroxy-4-oxopentan-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-one

Traditional Name

(1R,2R,7R,11S,14S,15S)-14-[(2S)-5-hydroxy-4-oxopentan-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C(=O)C([H])([H])[C@]([H])(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@@]2(C3=C([H])C([H])([H])[C@@]4([H])C(C(=O)C([H])([H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@@]12C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C27H42O3/c1-17(15-18(29)16-28)19-9-13-27(6)21-7-8-22-24(2,3)23(30)11-12-25(22,4)20(21)10-14-26(19,27)5/h7,17,19-20,22,28H,8-16H2,1-6H3/t17-,19-,20-,22-,25+,26-,27+/m0/s1

InChI Key

IPALYVZOVKJMJG-WAWRXQFFSA-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
Toona ciliata	JEOL database	Chen, H. -D., et al, J. Nat. Prod. 72, 685 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

24-hydroxysteroid
Monohydroxy bile acid, alcohol, or derivatives
23-oxosteroid
3-oxo-delta-7-steroid
3-oxosteroid
Oxosteroid
3-oxo-5-alpha-steroid
Delta-7-steroid
Alpha-hydroxy ketone
Ketone
Cyclic ketone
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Primary alcohol
Aldehyde
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	5.44	ALOGPS
logP	5.29	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	121.71 m³·mol⁻¹	ChemAxon
Polarizability	49.4 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42639153

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen, H. -D., et al. (2009). Chen, H. -D., et al, J. Nat. Prod. 72, 685 (2009). J. Nat. Prod..

Showing NP-Card for toonaciliatin L (NP0034316)

MOL for NP0034316 (toonaciliatin L)

3D MOL for NP0034316 (toonaciliatin L)

3D SDF for NP0034316 (toonaciliatin L)

3D-SDF for NP0034316 (toonaciliatin L)

PDB for NP0034316 (toonaciliatin L)

3D PDB for NP0034316 (toonaciliatin L)

SMILES for NP0034316 (toonaciliatin L)

INCHI for NP0034316 (toonaciliatin L)

Structure for NP0034316 (toonaciliatin L)

3D Structure for NP0034316 (toonaciliatin L)