NP-MRD: Showing NP-Card for (3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione (NP0324332)

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Record Information

Version

2.0

Created at

2022-09-12 04:21:07 UTC

Updated at

2022-09-12 04:21:07 UTC

NP-MRD ID

NP0324332

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione

Description

Armochaetoglasin G belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review very few articles have been published on Armochaetoglasin G.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122206212D          

 40 44  0  0  1  0            999 V2000
    1.1819    1.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881    0.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858    0.1524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6080   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -0.8151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9419   -0.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6822    0.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370    1.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0514    1.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    1.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564    0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7773   -0.4227    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5902   -0.2822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606   -0.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -1.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -1.6035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1276   -1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -1.4619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3299   -0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1531   -0.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4595   -0.9805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8422   -1.5278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516   -1.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9469   -0.9698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -2.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0466   -2.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6208   -2.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -3.5192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4158   -3.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9901   -3.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -3.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -2.4267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7692   -2.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290   -2.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -2.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258   -1.6983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7661   -1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.2393    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
  7 12  1  0  0  0  0
 13  3  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 13  1  1  0  0  0
 17 40  1  0  0  0  0
M  END

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
   -2.0474   -0.2877    2.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    0.1035    1.6067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389   -0.8822    0.7753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0656   -0.9120    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7574   -1.8882   -0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0646   -1.6102   -0.2437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3068   -0.5198    0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4617    0.1879    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4007    1.3355    1.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1937    1.7905    2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422    1.0735    1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0745   -0.0730    0.9248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917   -1.4146   -0.2401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5515   -2.0456    0.3058 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5760   -1.5821   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8342   -2.0897    0.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4055   -0.4538   -0.9520 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7914    0.8568   -0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8595    1.8074    1.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.8821    2.6215 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2479    0.8624    3.9856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330    0.9449    2.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6242   -0.0254    3.2708 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0581    1.8059    1.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142    2.5341    2.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2594    2.0853    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6112    1.6414   -0.6445 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5841    1.6931   -1.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203    0.1914   -0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -0.1294   -1.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946   -0.4039   -2.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -0.5873   -2.2471 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6180   -1.9056   -2.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877   -1.9723   -3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103   -3.1667   -3.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4639   -0.7697   -2.6134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9189   -0.9743   -2.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032   -0.4150   -1.1834 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9268   -0.7406    3.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2717   -1.0850    2.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622    0.5282    3.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6168   -1.8408    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -2.7164   -0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4154   -0.1514    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1413    2.6897    2.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1083    1.4636    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2703   -2.2160   -0.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482   -3.0560    0.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4762    2.6479    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3769   -0.1689    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781    0.2184    4.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5654    3.4677    3.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9374    2.8353    2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3708    1.8504    3.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0810    2.8262    0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    2.3274   -0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0455    1.8323   -2.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563    2.6608   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2851    0.8602   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0752   -0.3941   -0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6001   -3.6652   -4.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2609   -2.0058   -2.7544 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
  3 13  1  0
 13 14  1  0
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 15 16  1  0
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 17 40  1  0
 40 38  1  0
 38 39  1  0
 38 36  1  0
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 36 35  2  0
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 26 24  1  0
 24 25  2  0
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 22 21  1  0
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 20 18  1  0
 18 19  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 40 13  1  0
 12  4  1  0
 34 17  1  0
 12  7  1  0
 18 17  1  0
  1 41  1  0
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 13 51  1  6
 16 52  1  0
 40 80  1  1
 38 76  1  6
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 34 71  1  6
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 31 67  1  0
 31 68  1  0
 29 63  1  6
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 30 65  1  0
 30 66  1  0
 28 62  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 22 57  1  6
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 21 55  1  0
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 20 53  1  0
 20 54  1  0
  5 45  1  0
  6 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
M  END


  Mrv1652309122206212D          

 40 44  0  0  1  0            999 V2000
    1.1819    1.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881    0.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858    0.1524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6080   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -0.8151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9419   -0.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6822    0.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370    1.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0514    1.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    1.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564    0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7773   -0.4227    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5902   -0.2822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606   -0.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -1.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -1.6035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1276   -1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -1.4619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3299   -0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1531   -0.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4595   -0.9805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8422   -1.5278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516   -1.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9469   -0.9698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -2.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0466   -2.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6208   -2.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -3.5192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4158   -3.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9901   -3.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -3.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -2.4267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7692   -2.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290   -2.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -2.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258   -1.6983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7661   -1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.2393    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
  7 12  1  0  0  0  0
 13  3  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 13  1  1  0  0  0
 17 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324332

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]([C@@H]1N=C(O)[C@]23[C@H]1[C@H](C)C(C)=C[C@@H]2\C=C\C[C@H](C)\C=C(C)\C(=O)[C@@H](O)CCC3=O)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C33H40N2O5/c1-18-9-8-10-22-16-19(2)21(4)28-29(31(40-5)24-17-34-25-12-7-6-11-23(24)25)35-32(39)33(22,28)27(37)14-13-26(36)30(38)20(3)15-18/h6-8,10-12,15-18,21-22,26,28-29,31,34,36H,9,13-14H2,1-5H3,(H,35,39)/b10-8+,20-15+/t18-,21+,22-,26-,28-,29+,31-,33+/m0/s1

> <INCHI_KEY>
JGTOXGPLZVQLAM-JYSUZCBZSA-N

> <FORMULA>
C33H40N2O5

> <MOLECULAR_WEIGHT>
544.692

> <EXACT_MASS>
544.293722396

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
59.21299540375992

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,6aS,10S,14S,17aR,17bR)-1,14-dihydroxy-3-[(S)-(1H-indol-3-yl)(methoxy)methyl]-4,5,10,12-tetramethyl-3H,4H,6aH,9H,10H,13H,14H,15H,16H,17H,17bH-cyclotrideca[e]isoindole-13,17-dione

> <JCHEM_LOGP>
5.122729501536213

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.386995405643777

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6232861076650758

> <JCHEM_PKA_STRONGEST_BASIC>
4.767933251606161

> <JCHEM_POLAR_SURFACE_AREA>
111.97999999999999

> <JCHEM_REFRACTIVITY>
157.8545

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4S,6aS,10S,14S,17aR,17bR)-1,14-dihydroxy-3-[(S)-1H-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3H,4H,6aH,9H,10H,14H,15H,16H,17bH-cyclotrideca[e]isoindole-13,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       2.206   2.197   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.724   1.777   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.347   0.284   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.135  -0.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.667  -1.580   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -3.205  -1.521   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -3.625  -0.040   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.007   0.640   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.109   2.177   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.829   3.034   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.448   2.354   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.345   0.817   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.451  -0.789   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.968  -0.527   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.473  -1.847   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.211  -2.109   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.613  -2.993   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.972  -1.996   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.608  -2.729   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.349  -0.503   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.886  -0.400   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.458  -1.830   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.306  -2.852   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.936  -2.639   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.234  -1.810   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.038  -4.176   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.420  -4.855   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.759  -5.033   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.861  -6.569   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.243  -7.249   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.581  -7.426   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.200  -6.746   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.097  -5.210   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.716  -4.530   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.436  -5.387   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.054  -4.707   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.226  -5.564   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.048  -3.170   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.430  -2.490   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.231  -2.313   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    4    7                                                  
CONECT   13    3   14   40                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   34   40                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   17   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   13   17                                                  
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₀N₂O₅

Average Mass

544.6920 Da

Monoisotopic Mass

544.29372 Da

IUPAC Name

(3R,4S,6aS,10S,14S,17aR,17bR)-1,14-dihydroxy-3-[(S)-(1H-indol-3-yl)(methoxy)methyl]-4,5,10,12-tetramethyl-3H,4H,6aH,9H,10H,13H,14H,15H,16H,17H,17bH-cyclotrideca[e]isoindole-13,17-dione

Traditional Name

(3R,4S,6aS,10S,14S,17aR,17bR)-1,14-dihydroxy-3-[(S)-1H-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3H,4H,6aH,9H,10H,14H,15H,16H,17bH-cyclotrideca[e]isoindole-13,17-dione

CAS Registry Number

Not Available

SMILES

CO[C@H]([C@@H]1N=C(O)[C@]23[C@H]1[C@H](C)C(C)=C[C@@H]2\C=C\C[C@H](C)\C=C(C)\C(=O)[C@@H](O)CCC3=O)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C33H40N2O5/c1-18-9-8-10-22-16-19(2)21(4)28-29(31(40-5)24-17-34-25-12-7-6-11-23(24)25)35-32(39)33(22,28)27(37)14-13-26(36)30(38)20(3)15-18/h6-8,10-12,15-18,21-22,26,28-29,31,34,36H,9,13-14H2,1-5H3,(H,35,39)/b10-8+,20-15+/t18-,21+,22-,26-,28-,29+,31-,33+/m0/s1

InChI Key

JGTOXGPLZVQLAM-JYSUZCBZSA-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 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindole or derivatives
Isoindole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Pyrroline
Pyrrole
Cyclic ketone
Secondary alcohol
Ketone
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	5.12	ChemAxon
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	4.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	157.85 m³·mol⁻¹	ChemAxon
Polarizability	59.21 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

78442217

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591027

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione (NP0324332)

MOL for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

3D MOL for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

3D SDF for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

3D-SDF for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

PDB for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

3D PDB for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

SMILES for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

INCHI for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

Structure for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)

3D Structure for NP0324332 ((3r,3ar,4s,6as,10s,14s,17ar)-1,14-dihydroxy-3-[(s)-1h-indol-3-yl(methoxy)methyl]-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,14h,15h,16h-cyclotrideca[d]isoindole-13,17-dione)