NP-MRD: Showing NP-Card for 25-hydroxy-3-epitumulosic acid (NP0008723)

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Record Information

Version

2.0

Created at

2020-12-09 06:14:49 UTC

Updated at

2021-07-15 17:01:13 UTC

NP-MRD ID

NP0008723

Secondary Accession Numbers

None

Natural Product Identification

Common Name

25-hydroxy-3-epitumulosic acid

Provided By

NPAtlas

Description

2-[(2S,5R,7R,11R,13R,14R,15R)-5,13-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-6-hydroxy-6-methyl-5-methylideneheptanoic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 25-hydroxy-3-epitumulosic acid is found in Poria and Poria cocos . 25-hydroxy-3-epitumulosic acid was first documented in 2009 (PMID: 19746919). Based on a literature review very few articles have been published on 2-[(2S,5R,7R,11R,13R,14R,15R)-5,13-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-6-hydroxy-6-methyl-5-methylideneheptanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652307012119573D          

 86 89  0  0  0  0            999 V2000
    5.1771    0.4325   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296    0.1409   -0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -0.9410    0.0529 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2243   -1.4760    0.0064 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1530   -0.4643    0.4385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4010   -0.0832    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -0.7475    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    1.0448    2.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8574   -1.0691    0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5428   -2.3923    0.7764 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2060   -3.4613    0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0268   -2.5562    0.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3766   -1.3356   -0.2388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1435   -1.5197   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160   -0.8371    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931    0.4326   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439    1.3332   -0.7138 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4427    0.9578   -0.3507 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6065   -0.3132    0.3822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2146   -0.1769    1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4013    0.8792    0.0452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5524    1.2055    1.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6439    2.1734   -0.7530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0758    2.2869   -1.1826 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0253    1.6229   -0.2142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3248    1.8537   -0.7032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7869    0.1232   -0.2076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3143   -0.5338    1.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6142   -0.4256   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -0.1381   -0.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9448   -1.5708   -0.2999 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7826   -1.6780    0.7007 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1632    0.9458   -0.6334 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3422    2.0259   -1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542    1.6000    0.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2306    0.0516   -0.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4632    1.2636   -2.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2834   -0.1591   -2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2939   -1.8128   -0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8828   -0.7046    1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984   -2.3702    0.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529   -1.8392   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862    0.4232   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.9237    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -1.2989   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -2.4232    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5398   -4.1525   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1466   -3.4392   -0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5066   -2.5747    1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649   -0.6763   -2.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -1.7005   -2.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467   -2.4303   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2028    2.3655   -0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828    1.3840   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762    1.7807    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904    0.9883   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068    0.8947    2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7906   -0.7683    2.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8427   -0.5650    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7757    2.3015    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861    1.0693    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033    0.6666    2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    2.0657   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2708    3.0523   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429    1.8291   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3709    3.3481   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0014    2.0554    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6918    2.7121   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2736   -1.1077    0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539   -1.2369    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6479    0.2723    1.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4939   -0.9744   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9125    0.3583   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9920   -1.1532   -1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616    0.0187   -1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5234   -2.0558   -1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -2.2338   -0.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4348   -2.7110    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0768   -1.3653    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4806    1.5390   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5152    2.7364   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2762    2.5740   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1824    1.9981    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8971    2.4440    0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5702    0.9014    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0442   -0.6033    0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
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 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 16 21  1  0  0  0  0
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 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
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 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
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 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  2 33  1  0  0  0  0
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 33 35  1  0  0  0  0
 33 36  1  1  0  0  0
 19  9  1  0  0  0  0
 30 21  1  0  0  0  0
 19 13  1  0  0  0  0
 32 15  1  0  0  0  0
  1 37  1  0  0  0  0
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M  END

     RDKit          3D

 86 89  0  0  0  0  0  0  0  0999 V2000
    5.1771    0.4325   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296    0.1409   -0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -0.9410    0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2243   -1.4760    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530   -0.4643    0.4385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4010   -0.0832    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -0.7475    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    1.0448    2.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8574   -1.0691    0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5428   -2.3923    0.7764 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2060   -3.4613    0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0268   -2.5562    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3766   -1.3356   -0.2388 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.5861    1.0693    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033    0.6666    2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    2.0657   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2708    3.0523   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4348   -2.7110    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0768   -1.3653    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4806    1.5390   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5152    2.7364   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2762    2.5740   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1824    1.9981    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0442   -0.6033    0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 16 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  1
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 27 30  1  0
 30 31  1  0
 31 32  1  0
  2 33  1  0
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 33 36  1  1
 19  9  1  0
 30 21  1  0
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  3 39  1  0
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  4 41  1  0
  4 42  1  0
  5 43  1  6
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 10 46  1  1
 11 47  1  0
 12 48  1  0
 12 49  1  0
 14 50  1  0
 14 51  1  0
 14 52  1  0
 17 53  1  0
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 18 55  1  0
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 22 60  1  0
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 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  0
M  END

  Mrv1652307012119573D          

 86 89  0  0  0  0            999 V2000
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    4.2243   -1.4760    0.0064 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.0268   -2.5562    0.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
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  2  3  1  0  0  0  0
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 31 32  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  1  0  0  0
 19  9  1  0  0  0  0
 30 21  1  0  0  0  0
 19 13  1  0  0  0  0
 32 15  1  0  0  0  0
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  1 38  1  0  0  0  0
  3 39  1  0  0  0  0
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  4 41  1  0  0  0  0
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  5 43  1  6  0  0  0
  8 44  1  0  0  0  0
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 10 46  1  1  0  0  0
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 18 55  1  0  0  0  0
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 20 57  1  0  0  0  0
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 24 65  1  0  0  0  0
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 29 72  1  0  0  0  0
 29 73  1  0  0  0  0
 29 74  1  0  0  0  0
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 31 76  1  0  0  0  0
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 32 78  1  0  0  0  0
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 34 82  1  0  0  0  0
 35 83  1  0  0  0  0
 35 84  1  0  0  0  0
 35 85  1  0  0  0  0
 36 86  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008723

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C31H50O5/c1-18(28(4,5)36)9-10-19(26(34)35)25-22(32)17-31(8)21-11-12-23-27(2,3)24(33)14-15-29(23,6)20(21)13-16-30(25,31)7/h19,22-25,32-33,36H,1,9-17H2,2-8H3,(H,34,35)/t19-,22+,23-,24+,25-,29+,30+,31-/m0/s1

> <INCHI_KEY>
QXIXZJPJZNHILH-UHPWZCOMSA-N

> <FORMULA>
C31H50O5

> <MOLECULAR_WEIGHT>
502.736

> <EXACT_MASS>
502.36582471

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
58.74779255788481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S,5R,7R,11R,13R,14R,15R)-5,13-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-6-methyl-5-methylideneheptanoic acid

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.363378682666667

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.901633403800727

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.681723839865348

> <JCHEM_PKA_STRONGEST_BASIC>
-0.695510430391128

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
142.98670000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S,5R,7R,11R,13R,14R,15R)-5,13-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-6-methyl-5-methylideneheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 86 89  0  0  0  0  0  0  0  0999 V2000
    5.1771    0.4325   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296    0.1409   -0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -0.9410    0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2243   -1.4760    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530   -0.4643    0.4385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4010   -0.0832    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -0.7475    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    1.0448    2.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8574   -1.0691    0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5428   -2.3923    0.7764 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2060   -3.4613    0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0268   -2.5562    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3766   -1.3356   -0.2388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1435   -1.5197   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160   -0.8371    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931    0.4326   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439    1.3332   -0.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427    0.9578   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -0.3132    0.3822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2146   -0.1769    1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4013    0.8792    0.0452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5524    1.2055    1.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6439    2.1734   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758    2.2869   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0253    1.6229   -0.2142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3248    1.8537   -0.7032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7869    0.1232   -0.2076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3143   -0.5338    1.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6142   -0.4256   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -0.1381   -0.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9448   -1.5708   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826   -1.6780    0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1632    0.9458   -0.6334 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3422    2.0259   -1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542    1.6000    0.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2306    0.0516   -0.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4632    1.2636   -2.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2834   -0.1591   -2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2939   -1.8128   -0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8828   -0.7046    1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984   -2.3702    0.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529   -1.8392   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862    0.4232   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.9237    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -1.2989   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -2.4232    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5398   -4.1525   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1466   -3.4392   -0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5066   -2.5747    1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649   -0.6763   -2.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -1.7005   -2.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467   -2.4303   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2028    2.3655   -0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828    1.3840   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762    1.7807    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904    0.9883   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068    0.8947    2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7906   -0.7683    2.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8427   -0.5650    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7757    2.3015    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861    1.0693    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033    0.6666    2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    2.0657   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2708    3.0523   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429    1.8291   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3709    3.3481   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0014    2.0554    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6918    2.7121   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2736   -1.1077    0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539   -1.2369    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6479    0.2723    1.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4939   -0.9744   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9125    0.3583   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9920   -1.1532   -1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616    0.0187   -1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5234   -2.0558   -1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -2.2338   -0.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4348   -2.7110    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0768   -1.3653    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4806    1.5390   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5152    2.7364   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2762    2.5740   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1824    1.9981    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8971    2.4440    0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5702    0.9014    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0442   -0.6033    0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 16 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  1
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
  2 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  1
 19  9  1  0
 30 21  1  0
 19 13  1  0
 32 15  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  6
  8 44  1  0
  9 45  1  6
 10 46  1  1
 11 47  1  0
 12 48  1  0
 12 49  1  0
 14 50  1  0
 14 51  1  0
 14 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  1
 26 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  6
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  0
M  END

HEADER    PROTEIN                                 01-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUL-21         0                                  
HETATM    1  C   UNK     0       5.177   0.433  -1.907  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.930   0.141  -0.874  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.612  -0.941   0.053  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.224  -1.476   0.006  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.153  -0.464   0.439  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.401  -0.083   1.829  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.148  -0.748   2.579  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.802   1.045   2.364  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.857  -1.069   0.109  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.543  -2.392   0.776  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.206  -3.461   0.165  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.027  -2.556   0.568  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.377  -1.336  -0.239  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.144  -1.520  -1.703  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.716  -0.837   0.085  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.993   0.433  -0.194  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.944   1.333  -0.714  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.443   0.958  -0.351  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.607  -0.313   0.382  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.215  -0.177   1.811  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.401   0.879   0.045  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.552   1.206   1.474  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.644   2.173  -0.753  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.076   2.287  -1.183  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.025   1.623  -0.214  0.00  0.00           C+0
HETATM   26  O   UNK     0      -7.325   1.854  -0.703  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.787   0.123  -0.208  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.314  -0.534   1.022  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.614  -0.426  -1.382  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.347  -0.138  -0.524  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.945  -1.571  -0.300  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.783  -1.678   0.701  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.163   0.946  -0.633  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.342   2.026  -1.686  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.154   1.600   0.731  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.231   0.052  -0.646  0.00  0.00           O+0
HETATM   37  H   UNK     0       5.463   1.264  -2.573  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.283  -0.159  -2.134  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.294  -1.813  -0.232  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.883  -0.705   1.109  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.198  -2.370   0.664  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.953  -1.839  -1.007  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.286   0.423  -0.239  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.860   1.924   1.843  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.861  -1.299  -0.987  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.753  -2.423   1.843  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.540  -4.152  -0.125  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.147  -3.439  -0.064  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.507  -2.575   1.535  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.365  -0.676  -2.205  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.158  -1.700  -2.158  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.447  -2.430  -1.899  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.203   2.365  -0.354  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.083   1.384  -1.824  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.876   1.781   0.292  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.090   0.988  -1.276  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.107   0.895   2.151  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.791  -0.768   2.533  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.843  -0.565   1.926  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.776   2.301   1.648  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.586   1.069   2.048  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.303   0.667   2.041  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.028   2.066  -1.681  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.271   3.052  -0.210  0.00  0.00           H+0
HETATM   65  H   UNK     0      -5.243   1.829  -2.181  0.00  0.00           H+0
HETATM   66  H   UNK     0      -5.371   3.348  -1.272  0.00  0.00           H+0
HETATM   67  H   UNK     0      -6.001   2.055   0.792  0.00  0.00           H+0
HETATM   68  H   UNK     0      -7.692   2.712  -0.392  0.00  0.00           H+0
HETATM   69  H   UNK     0      -7.274  -1.108   0.838  0.00  0.00           H+0
HETATM   70  H   UNK     0      -5.654  -1.237   1.525  0.00  0.00           H+0
HETATM   71  H   UNK     0      -6.648   0.272   1.742  0.00  0.00           H+0
HETATM   72  H   UNK     0      -7.494  -0.974  -1.045  0.00  0.00           H+0
HETATM   73  H   UNK     0      -6.912   0.358  -2.078  0.00  0.00           H+0
HETATM   74  H   UNK     0      -5.992  -1.153  -1.981  0.00  0.00           H+0
HETATM   75  H   UNK     0      -4.262   0.019  -1.647  0.00  0.00           H+0
HETATM   76  H   UNK     0      -3.523  -2.056  -1.233  0.00  0.00           H+0
HETATM   77  H   UNK     0      -4.785  -2.234  -0.016  0.00  0.00           H+0
HETATM   78  H   UNK     0      -2.435  -2.711   0.695  0.00  0.00           H+0
HETATM   79  H   UNK     0      -3.077  -1.365   1.697  0.00  0.00           H+0
HETATM   80  H   UNK     0       7.481   1.539  -2.672  0.00  0.00           H+0
HETATM   81  H   UNK     0       6.515   2.736  -1.636  0.00  0.00           H+0
HETATM   82  H   UNK     0       8.276   2.574  -1.412  0.00  0.00           H+0
HETATM   83  H   UNK     0       6.182   1.998   1.026  0.00  0.00           H+0
HETATM   84  H   UNK     0       7.897   2.444   0.682  0.00  0.00           H+0
HETATM   85  H   UNK     0       7.570   0.901   1.496  0.00  0.00           H+0
HETATM   86  H   UNK     0       8.044  -0.603   0.084  0.00  0.00           H+0
CONECT    1    2   37   38                                                  
CONECT    2    1    3   33                                                  
CONECT    3    2    4   39   40                                             
CONECT    4    3    5   41   42                                             
CONECT    5    4    6    9   43                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6   44                                                       
CONECT    9    5   10   19   45                                             
CONECT   10    9   11   12   46                                             
CONECT   11   10   47                                                       
CONECT   12   10   13   48   49                                             
CONECT   13   12   14   15   19                                             
CONECT   14   13   50   51   52                                             
CONECT   15   13   16   32                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   53   54                                             
CONECT   18   17   19   55   56                                             
CONECT   19   18   20    9   13                                             
CONECT   20   19   57   58   59                                             
CONECT   21   16   22   23   30                                             
CONECT   22   21   60   61   62                                             
CONECT   23   21   24   63   64                                             
CONECT   24   23   25   65   66                                             
CONECT   25   24   26   27   67                                             
CONECT   26   25   68                                                       
CONECT   27   25   28   29   30                                             
CONECT   28   27   69   70   71                                             
CONECT   29   27   72   73   74                                             
CONECT   30   27   31   21   75                                             
CONECT   31   30   32   76   77                                             
CONECT   32   31   15   78   79                                             
CONECT   33    2   34   35   36                                             
CONECT   34   33   80   81   82                                             
CONECT   35   33   83   84   85                                             
CONECT   36   33   86                                                       
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    4                                                            
CONECT   43    5                                                            
CONECT   44    8                                                            
CONECT   45    9                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   12                                                            
CONECT   50   14                                                            
CONECT   51   14                                                            
CONECT   52   14                                                            
CONECT   53   17                                                            
CONECT   54   17                                                            
CONECT   55   18                                                            
CONECT   56   18                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   20                                                            
CONECT   60   22                                                            
CONECT   61   22                                                            
CONECT   62   22                                                            
CONECT   63   23                                                            
CONECT   64   23                                                            
CONECT   65   24                                                            
CONECT   66   24                                                            
CONECT   67   25                                                            
CONECT   68   26                                                            
CONECT   69   28                                                            
CONECT   70   28                                                            
CONECT   71   28                                                            
CONECT   72   29                                                            
CONECT   73   29                                                            
CONECT   74   29                                                            
CONECT   75   30                                                            
CONECT   76   31                                                            
CONECT   77   31                                                            
CONECT   78   32                                                            
CONECT   79   32                                                            
CONECT   80   34                                                            
CONECT   81   34                                                            
CONECT   82   34                                                            
CONECT   83   35                                                            
CONECT   84   35                                                            
CONECT   85   35                                                            
CONECT   86   36                                                            
MASTER        0    0    0    0    0    0    0    0   86    0  178    0
END

RDKit          3D

86 89  0  0  0  0  0  0  0  0999 V2000
    5.1771    0.4325   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296    0.1409   -0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -0.9410    0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2243   -1.4760    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530   -0.4643    0.4385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4010   -0.0832    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -0.7475    2.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    1.0448    2.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8574   -1.0691    0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5428   -2.3923    0.7764 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2060   -3.4613    0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0268   -2.5562    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3766   -1.3356   -0.2388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1435   -1.5197   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160   -0.8371    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9931    0.4326   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439    1.3332   -0.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427    0.9578   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -0.3132    0.3822 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2146   -0.1769    1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4013    0.8792    0.0452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5524    1.2055    1.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6439    2.1734   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758    2.2869   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0253    1.6229   -0.2142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3248    1.8537   -0.7032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7869    0.1232   -0.2076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3143   -0.5338    1.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6142   -0.4256   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -0.1381   -0.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9448   -1.5708   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826   -1.6780    0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1632    0.9458   -0.6334 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3422    2.0259   -1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542    1.6000    0.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2306    0.0516   -0.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4632    1.2636   -2.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2834   -0.1591   -2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2939   -1.8128   -0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8828   -0.7046    1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984   -2.3702    0.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529   -1.8392   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862    0.4232   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.9237    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -1.2989   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -2.4232    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5398   -4.1525   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1466   -3.4392   -0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5066   -2.5747    1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649   -0.6763   -2.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1579   -1.7005   -2.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467   -2.4303   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2028    2.3655   -0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828    1.3840   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762    1.7807    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904    0.9883   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068    0.8947    2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7906   -0.7683    2.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8427   -0.5650    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7757    2.3015    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861    1.0693    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033    0.6666    2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    2.0657   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2708    3.0523   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429    1.8291   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3709    3.3481   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0014    2.0554    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6918    2.7121   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2736   -1.1077    0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539   -1.2369    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6479    0.2723    1.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4939   -0.9744   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9125    0.3583   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9920   -1.1532   -1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616    0.0187   -1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5234   -2.0558   -1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -2.2338   -0.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4348   -2.7110    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0768   -1.3653    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4806    1.5390   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5152    2.7364   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2762    2.5740   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1824    1.9981    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8971    2.4440    0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5702    0.9014    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0442   -0.6033    0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 16 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  1
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
  2 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  1
 19  9  1  0
 30 21  1  0
 19 13  1  0
 32 15  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  6
  8 44  1  0
  9 45  1  6
 10 46  1  1
 11 47  1  0
 12 48  1  0
 12 49  1  0
 14 50  1  0
 14 51  1  0
 14 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  1
 26 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  6
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-[(2S,5R,7R,11R,13R,14R,15R)-5,13-Dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]-6-hydroxy-6-methyl-5-methylideneheptanoate	Generator

Chemical Formula

C₃₁H₅₀O₅

Average Mass

502.7360 Da

Monoisotopic Mass

502.36582 Da

IUPAC Name

(2S)-2-[(2S,5R,7R,11R,13R,14R,15R)-5,13-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-6-methyl-5-methylideneheptanoic acid

Traditional Name

(2S)-2-[(2S,5R,7R,11R,13R,14R,15R)-5,13-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-6-methyl-5-methylideneheptanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(O)C(=C)CCC([C@H]1[C@H](O)C[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@H](O)C(C)(C)[C@@H]1CC3)C(O)=O

InChI Identifier

InChI=1S/C31H50O5/c1-18(28(4,5)36)9-10-19(26(34)35)25-22(32)17-31(8)21-11-12-23-27(2,3)24(33)14-15-29(23,6)20(21)13-16-30(25,31)7/h19,22-25,32-33,36H,1,9-17H2,2-8H3,(H,34,35)/t19?,22-,23+,24-,25+,29-,30-,31+/m1/s1

InChI Key

QXIXZJPJZNHILH-UHPWZCOMSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Poria	NPAtlas	19746919
Wolfiporia cocos	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Trihydroxy bile acid, alcohol, or derivatives
25-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid acid
14-alpha-methylsteroid
3-alpha-hydroxysteroid
16-hydroxysteroid
16-alpha-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Steroid
Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.71	ALOGPS
logP	4.36	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-0.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	142.99 m³·mol⁻¹	ChemAxon
Polarizability	58.75 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	Yes	ChemAxon

External Links

NPAtlas ID

NPA003774

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436676

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44556876

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Akihisa T, Uchiyama E, Kikuchi T, Tokuda H, Suzuki T, Kimura Y: Anti-tumor-promoting effects of 25-methoxyporicoic acid A and other triterpene acids from Poria cocos. J Nat Prod. 2009 Oct;72(10):1786-92. doi: 10.1021/np9003239. [PubMed:19746919 ]

Showing NP-Card for 25-hydroxy-3-epitumulosic acid (NP0008723)

MOL for NP0008723 (25-hydroxy-3-epitumulosic acid)

3D MOL for NP0008723 (25-hydroxy-3-epitumulosic acid)

3D SDF for NP0008723 (25-hydroxy-3-epitumulosic acid)

3D-SDF for NP0008723 (25-hydroxy-3-epitumulosic acid)

PDB for NP0008723 (25-hydroxy-3-epitumulosic acid)

3D PDB for NP0008723 (25-hydroxy-3-epitumulosic acid)

SMILES for NP0008723 (25-hydroxy-3-epitumulosic acid)

INCHI for NP0008723 (25-hydroxy-3-epitumulosic acid)

Structure for NP0008723 (25-hydroxy-3-epitumulosic acid)

3D Structure for NP0008723 (25-hydroxy-3-epitumulosic acid)