NP-MRD: Showing NP-Card for methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate (NP0207568)

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Record Information

Version

2.0

Created at

2022-09-05 04:13:58 UTC

Updated at

2022-09-05 04:13:59 UTC

NP-MRD ID

NP0207568

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate

Description

Methyl 6-[16-(acetyloxy)-5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on methyl 6-[16-(acetyloxy)-5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052206132D          

 42 45  0  0  0  0            999 V2000
   -1.2718   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5573   -8.5007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   -9.7382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -7.6757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5302   -9.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3372   -9.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6727  -10.6589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -9.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2346   -9.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5567   -9.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8116   -8.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   -6.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526   -7.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9006   -7.1799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1555   -6.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -6.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6035   -5.7822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -8.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846   -8.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6186   -8.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6805   -7.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2325   -7.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0395   -7.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9776   -8.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7945   -8.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0064   -9.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1706   -8.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9157   -9.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087   -9.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8538  -10.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 23 28  1  0  0  0  0
 13 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 19 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 90 93  0  0  0  0  0  0  0  0999 V2000
    9.9795    1.5286    0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8364    0.7374    0.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5797   -0.4730    1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3685   -0.9322    1.9586 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3740   -1.2306    0.7413 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5477   -1.7566   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1432   -0.3179    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9225   -1.0726    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -2.1625    1.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -0.6683   -0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -0.1723    0.2146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9821    1.0554    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5559   -0.0505   -0.7852 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3741   -1.4671   -1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7166   -2.4856   -1.9803 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2772    1.4692    0.1995 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.3798    4.9449    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932    3.4869    1.8126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864    0.3289   -0.5670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3980    0.5570   -1.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224    0.4382   -0.2406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2816    0.4602   -1.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6836    1.5876    0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0970    1.6428   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8939    0.4013    0.1467 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7739    0.1465   -0.9376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -0.7996    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5260   -1.2427    1.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6148   -1.9601   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6649   -0.7687    0.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0519   -1.9809   -0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6673   -2.0767    0.4109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9815   -3.1985    0.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8017    2.1081    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2566   -2.0900    1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9266   -1.2214   -1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8588   -2.2300   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -1.5161   -2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3434   -0.7391    1.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458    1.4779    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3802    5.6927    0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5882   -2.9132    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0380   -2.0432   -1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2473   -0.7374    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5766   -2.9150   -0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8932   -2.0940    1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
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 38 84  1  0
 38 85  1  0
 39 86  1  1
 40 87  1  0
 40 88  1  0
 41 89  1  1
 42 90  1  0
M  END


  Mrv1652309052206132D          

 42 45  0  0  0  0            999 V2000
   -1.2718   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5573   -8.5007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   -9.7382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -7.6757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5302   -9.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3372   -9.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6727  -10.6589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -9.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2346   -9.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5567   -9.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8116   -8.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   -6.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526   -7.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9006   -7.1799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1555   -6.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -6.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6035   -5.7822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -8.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846   -8.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6186   -8.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8735   -7.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6805   -7.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2325   -7.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0395   -7.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9776   -8.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7945   -8.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0064   -9.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1706   -8.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9157   -9.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087   -9.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8538  -10.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 23 28  1  0  0  0  0
 13 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 19 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0207568

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(C)CC(=O)CC(C)C1CC(=O)C2(C)C3=C(C(=O)C(OC(C)=O)C12C)C1(C)CCC(O)C(C)(C)C1CC3O

> <INCHI_IDENTIFIER>
InChI=1S/C33H48O9/c1-16(12-19(35)13-17(2)29(40)41-9)20-14-24(38)33(8)25-21(36)15-22-30(4,5)23(37)10-11-31(22,6)26(25)27(39)28(32(20,33)7)42-18(3)34/h16-17,20-23,28,36-37H,10-15H2,1-9H3

> <INCHI_KEY>
MDGUMDPUTGUZOX-UHFFFAOYSA-N

> <FORMULA>
C33H48O9

> <MOLECULAR_WEIGHT>
588.738

> <EXACT_MASS>
588.329833126

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
63.617406964126744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 6-[16-(acetyloxy)-5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoate

> <JCHEM_LOGP>
3.175242909999996

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.622563983473743

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.506376071025592

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8070045323944434

> <JCHEM_POLAR_SURFACE_AREA>
144.27

> <JCHEM_REFRACTIVITY>
154.18810000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 6-[16-(acetyloxy)-5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.374 -16.638   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.040 -15.868   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.293 -16.638   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.293 -18.178   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.627 -15.868   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.627 -14.328   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.961 -16.638   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.294 -15.868   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.294 -14.328   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.628 -16.638   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.962 -15.868   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.962 -14.328   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.295 -16.638   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.456 -18.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.963 -18.490   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.589 -19.897   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.733 -17.156   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.638 -18.402   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.239 -16.836   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.715 -15.371   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.685 -14.227   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.160 -12.762   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.178 -14.547   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.148 -13.403   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.624 -11.938   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.130 -11.618   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.593 -10.793   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.702 -16.012   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.558 -14.981   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.221 -15.051   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.191 -13.907   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.697 -13.586   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.204 -13.266   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.234 -14.411   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      18.740 -14.091   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      16.758 -15.875   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.283 -16.090   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.812 -17.414   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      15.252 -16.196   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.776 -17.660   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.270 -17.980   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      12.794 -19.445   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   28                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   28                                             
CONECT   18   17                                                            
CONECT   19   17   20   41                                                  
CONECT   20   19   21   30                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   23   13   17   29                                             
CONECT   29   28                                                            
CONECT   30   20   31   32   39                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   30   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40   19   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
Methyl 6-[16-(acetyloxy)-5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoic acid	Generator

Chemical Formula

C₃₃H₄₈O₉

Average Mass

588.7380 Da

Monoisotopic Mass

588.32983 Da

IUPAC Name

methyl 6-[16-(acetyloxy)-5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoate

Traditional Name

methyl 6-[16-(acetyloxy)-5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(C)CC(=O)CC(C)C1CC(=O)C2(C)C3=C(C(=O)C(OC(C)=O)C12C)C1(C)CCC(O)C(C)(C)C1CC3O

InChI Identifier

InChI=1S/C33H48O9/c1-16(12-19(35)13-17(2)29(40)41-9)20-14-24(38)33(8)25-21(36)15-22-30(4,5)23(37)10-11-31(22,6)26(25)27(39)28(32(20,33)7)42-18(3)34/h16-17,20-23,28,36-37H,10-15H2,1-9H3

InChI Key

MDGUMDPUTGUZOX-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
23-oxosteroid
Bile acid, alcohol, or derivatives
Steroid ester
3-hydroxysteroid
Hydroxysteroid
11-oxosteroid
7-hydroxysteroid
15-oxosteroid
Oxosteroid
Steroid
Gamma-keto acid
Alpha-acyloxy ketone
Cyclohexenone
Keto acid
Dicarboxylic acid or derivatives
Cyclic alcohol
Methyl ester
Secondary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.18	ChemAxon
pKa (Strongest Acidic)	14.51	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	144.27 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	154.19 m³·mol⁻¹	ChemAxon
Polarizability	63.62 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

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

75251042

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate (NP0207568)

MOL for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

3D MOL for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

3D SDF for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

3D-SDF for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

PDB for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

3D PDB for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

SMILES for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

INCHI for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

Structure for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)

3D Structure for NP0207568 (methyl 6-[11-(acetyloxy)-4,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoate)