NP-MRD: Showing NP-Card for (-)-Tovophenone Al (NP0077269)

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Record Information

Version

2.0

Created at

2022-04-28 22:26:09 UTC

Updated at

2022-04-28 22:26:09 UTC

NP-MRD ID

NP0077269

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Tovophenone Al

Description

2-(3-Hydroxybenzoyl)-5-methoxy-4-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)benzene-1,3-diol belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. (-)-Tovophenone Al is found in Tovomita brevistaminea. Based on a literature review very few articles have been published on 2-(3-hydroxybenzoyl)-5-methoxy-4-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)benzene-1,3-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292200262D          

 34 35  0  0  1  0            999 V2000
    3.0789   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -5.6645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -7.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039  -10.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -7.0934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 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
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  2 25  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 30 34  1  0  0  0  0
M  END

     RDKit          3D

 70 71  0  0  0  0  0  0  0  0999 V2000
    5.5722   -0.5826    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5257   -0.0017    1.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6811   -0.8010    2.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1366    1.4132    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7344    1.4995    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7036    0.7726   -0.5659 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4129    0.7608   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846    0.1616   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6957    0.9877   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    2.3363   -0.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7828    0.5251    0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273    1.3209    1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4247    0.7879    2.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2582    2.6402    0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281    3.0813   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308    4.3249   -0.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2843    5.1779    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1295    4.7741    1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912    5.6468    2.6085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6285    3.5349    1.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -0.8819    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.3388    1.4462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9624   -1.7128    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785   -3.1863    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8321   -3.8394   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408   -4.5966   -0.6587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6564   -4.8826    0.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069   -5.2051   -1.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -1.1967   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640   -2.0798   -0.9750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714   -2.5019   -2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    1.4102   -1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7316    0.7630   -1.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    2.8593   -1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2571   -0.0924    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7865   -1.6136    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8365   -0.2287    2.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657   -1.1128    3.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -1.7611    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2277    2.0439    2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8939    1.8363    0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482    1.0818    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    2.5692    0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699   -0.2699   -0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487    1.7820   -1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643    0.1605   -2.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239    3.1215    0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1476    2.4032   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    4.6693   -1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6768    6.1495    0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3837    5.3667    3.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    3.2268    2.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445   -2.2797    1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6305   -3.3841    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244   -3.6035    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -3.7136   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961   -5.9236    0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5442   -4.1952    0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -4.8365    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0065   -6.2012   -2.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3017   -4.5946   -2.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5758   -5.4089   -1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842   -3.6096   -2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785   -2.1504   -2.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -2.1415   -2.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4391    1.2582   -2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9064   -0.2849   -1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795    3.2521   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5810    3.0526   -2.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3389    3.4612   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 29  1  0
 29 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 23 21  1  0
 21 22  1  0
 21 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 20  2  0
 20 18  1  0
 18 19  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  6 32  1  0
 32 34  1  0
 32 33  2  3
  8 29  1  0
 15 14  1  0
 31 63  1  0
 31 64  1  0
 31 65  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
 22 53  1  0
 20 52  1  0
 19 51  1  0
 17 50  1  0
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 15 48  1  0
 10 47  1  0
  7 45  1  0
  7 46  1  0
  6 44  1  1
  5 42  1  0
  5 43  1  0
  4 40  1  0
  4 41  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  1 35  1  0
  1 36  1  0
 34 68  1  0
 34 69  1  0
 34 70  1  0
 33 66  1  0
 33 67  1  0
M  END


  Mrv1652304292200262D          

 34 35  0  0  1  0            999 V2000
    3.0789   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -5.6645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -7.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039  -10.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -7.0934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 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
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  2 25  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 30 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0077269

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(CC=C(C)C)C(O)=C(C(=O)C2=CC(O)=CC=C2)C(O)=C1C[C@H](CCC(C)=C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O5/c1-17(2)11-13-20(19(5)6)16-24-28(33)25(26(31)21-9-8-10-22(30)15-21)27(32)23(29(24)34-7)14-12-18(3)4/h8-10,12,15,20,30,32-33H,1,5,11,13-14,16H2,2-4,6-7H3/t20-/m0/s1

> <INCHI_KEY>
MDZVTKOPDGCETA-FQEVSTJZSA-N

> <FORMULA>
C29H36O5

> <MOLECULAR_WEIGHT>
464.602

> <EXACT_MASS>
464.256274259

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
52.20529199144017

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3-hydroxybenzoyl)-5-methoxy-4-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
8.739397668333334

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.29705418636772

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.152324711510859

> <JCHEM_PKA_STRONGEST_BASIC>
-4.868402633330822

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
139.13019999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3-hydroxybenzoyl)-5-methoxy-4-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       5.747 -14.575   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.977 -15.908   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.437 -15.908   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667 -14.575   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.437 -13.241   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977 -13.241   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.747 -11.907   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667 -11.907   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.437 -10.574   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.127  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.437  -7.906   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.977 -10.574   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.747  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.287  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.057  -7.906   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.057 -10.574   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.127 -14.575   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.357 -15.908   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667 -17.242   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.127 -17.242   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.357 -18.576   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.183 -18.576   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.127 -19.909   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.747 -17.242   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.287 -14.575   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.057 -13.241   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.057 -15.908   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.597 -15.908   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.367 -17.242   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.597 -18.576   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.057 -18.576   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.287 -17.242   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      11.907 -17.242   0.000  0.00  0.00           O+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    4   19                                                       
CONECT   19   18                                                            
CONECT   20    3   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    2                                                            
CONECT   26    1   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   34                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   30                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₆O₅

Average Mass

464.6020 Da

Monoisotopic Mass

464.25627 Da

IUPAC Name

2-(3-hydroxybenzoyl)-5-methoxy-4-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)benzene-1,3-diol

Traditional Name

2-(3-hydroxybenzoyl)-5-methoxy-4-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

COC1=C(CC=C(C)C)C(O)=C(C(=O)C2=CC(O)=CC=C2)C(O)=C1C[C@H](CCC(C)=C)C(C)=C

InChI Identifier

InChI=1S/C29H36O5/c1-17(2)11-13-20(19(5)6)16-24-28(33)25(26(31)21-9-8-10-22(30)15-21)27(32)23(29(24)34-7)14-12-18(3)4/h8-10,12,15,20,30,32-33H,1,5,11,13-14,16H2,2-4,6-7H3/t20-/m0/s1

InChI Key

MDZVTKOPDGCETA-FQEVSTJZSA-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
Tovomita brevistaminea	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Diphenylmethane
Methoxyphenol
Phenoxy compound
Methoxybenzene
Aryl ketone
Resorcinol
Phenol ether
Benzoyl
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Vinylogous acid
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.3	ALOGPS
logP	8.74	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	139.13 m³·mol⁻¹	ChemAxon
Polarizability	52.21 Å³	ChemAxon
Number of Rings	2	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

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

162874469

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Tovophenone Al (NP0077269)

MOL for NP0077269 ((-)-Tovophenone Al)

3D MOL for NP0077269 ((-)-Tovophenone Al)

3D SDF for NP0077269 ((-)-Tovophenone Al)

3D-SDF for NP0077269 ((-)-Tovophenone Al)

PDB for NP0077269 ((-)-Tovophenone Al)

3D PDB for NP0077269 ((-)-Tovophenone Al)

SMILES for NP0077269 ((-)-Tovophenone Al)

INCHI for NP0077269 ((-)-Tovophenone Al)

Structure for NP0077269 ((-)-Tovophenone Al)

3D Structure for NP0077269 ((-)-Tovophenone Al)