NP-MRD: Showing NP-Card for Sarothralin (NP0051741)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:59:32 UTC

Updated at

2022-04-27 22:59:32 UTC

NP-MRD ID

NP0051741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sarothralin

Description

2-({3-Benzoyl-2,6-dihydroxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,5-dihydroxy-4,4-dimethyl-6-(2-methylpropanoyl)cyclohexa-2,5-dien-1-one belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Sarothralin is found in Hypericum japonicum . 2-({3-Benzoyl-2,6-dihydroxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,5-dihydroxy-4,4-dimethyl-6-(2-methylpropanoyl)cyclohexa-2,5-dien-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517582D          

 39 41  0  0  0  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421   -0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6224   -0.8963    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  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
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 26 35  2  0  0  0  0
 15 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 37  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  2  0  0  0  0
 12 39  1  0  0  0  0
M  END

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
   -4.6857   -2.1472   -2.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4111   -1.9426   -1.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204   -3.1480   -0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506   -0.8045   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160    0.4766   -1.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9393    0.9446   -0.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870    0.4998    0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -0.7162   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0516   -1.1306    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5005   -2.3480    0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133   -0.3394    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8215   -0.8603    2.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0387   -0.6816    1.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0312   -0.0032    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8061    0.5775   -0.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    0.2051   -0.7783 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8142   -0.2406   -2.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019    1.7065   -0.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472   -0.4273   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5579   -0.2430   -1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5201   -1.1221    0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7592   -1.7438    1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7122   -2.3628    2.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0474   -1.7466    0.6053 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9581   -2.6194   -0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0940   -2.3634    1.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3098   -1.2851    1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251   -1.9399    2.7298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9573    0.8666    1.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3510    1.6882    2.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401    1.2852    1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000    2.5310    1.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3227    2.9606    2.8472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365    3.4060    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7384    3.6376   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7152    4.4632   -0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6161    5.0771   -0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5600    4.8832    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859    4.0618    1.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001   -2.6401   -2.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2077   -2.9038   -3.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5868   -1.2364   -3.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4107   -3.6671   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3846   -3.8526   -1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0185   -2.8461   -0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0302   -0.7815    0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770    1.2237   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4222    0.4345   -2.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7062   -1.3179   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9331   -2.9288   -0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9926   -0.4659    3.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628   -1.9759    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5937    0.4874   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    0.5908   -2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1840   -1.1381   -2.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6974   -0.2836   -2.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0779    2.0385    0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    1.9079   -1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790    2.2947   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451    0.6856   -1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3676   -0.7327    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9110   -2.8864   -0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4589   -2.1048   -1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255   -3.5790   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8999   -2.1440    2.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0163   -3.4779    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1189   -2.0844    1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833    1.4818    3.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0217    3.2034   -1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7800    4.6317   -1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3988    5.7322   -0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2846    5.3800    1.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299    3.9000    2.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  0
 24 22  1  0
 22 23  2  0
 22 21  1  0
 21 19  2  0
 19 20  1  0
 19 16  1  0
 16 17  1  6
 16 18  1  0
 16 14  1  0
 14 15  1  0
 14 13  2  0
 13 12  1  0
 12 11  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  7 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 31 29  2  0
 29 30  1  0
 13 27  1  0
 27 28  2  0
 27 21  1  0
 29 11  1  0
 39 34  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 24 61  1  6
 26 65  1  0
 26 66  1  0
 26 67  1  0
 20 60  1  0
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 15 53  1  0
 12 51  1  0
 12 52  1  0
 10 50  1  0
  8 49  1  0
  5 47  1  0
  5 48  1  0
  4 46  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  3 44  1  0
  3 45  1  0
 35 69  1  0
 36 70  1  0
 37 71  1  0
 38 72  1  0
 39 73  1  0
 30 68  1  0
M  END


  Mrv1533004241517582D          

 39 41  0  0  0  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421   -0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6224   -0.8963    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  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
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 26 35  2  0  0  0  0
 15 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 37  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  2  0  0  0  0
 12 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)C1=C(O)C(C)(C)C(O)=C(CC2=C(O)C=C(OCC=C(C)C)C(C(=O)C3=CC=CC=C3)=C2O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H34O8/c1-16(2)12-13-39-22-15-21(32)19(27(35)23(22)26(34)18-10-8-7-9-11-18)14-20-28(36)24(25(33)17(3)4)30(38)31(5,6)29(20)37/h7-12,15,17,32,35,37-38H,13-14H2,1-6H3

> <INCHI_KEY>
FWISFRPDKDPZRN-UHFFFAOYSA-N

> <FORMULA>
C31H34O8

> <MOLECULAR_WEIGHT>
534.605

> <EXACT_MASS>
534.225368055

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
56.574214068725496

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({3-benzoyl-2,6-dihydroxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,5-dihydroxy-4,4-dimethyl-6-(2-methylpropanoyl)cyclohexa-2,5-dien-1-one

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
6.569324743666668

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.49930222570288

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1204801951127283

> <JCHEM_PKA_STRONGEST_BASIC>
-4.932315134078647

> <JCHEM_POLAR_SURFACE_AREA>
141.36

> <JCHEM_REFRACTIVITY>
151.24089999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sarothralin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.679  -1.130   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.658  -1.130   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -14.670  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.004  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -16.004   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -14.670   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -17.338   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -16.004  -4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -8.628  -1.673   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   37                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13   39                                                  
CONECT   13   12   14   37                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   35                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   19   27   35                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   26   15   36                                                  
CONECT   36   35                                                            
CONECT   37   13    6   38                                                  
CONECT   38   37                                                            
CONECT   39   12                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₄O₈

Average Mass

534.6050 Da

Monoisotopic Mass

534.22537 Da

IUPAC Name

2-({3-benzoyl-2,6-dihydroxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,5-dihydroxy-4,4-dimethyl-6-(2-methylpropanoyl)cyclohexa-2,5-dien-1-one

Traditional Name

sarothralin

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)C1=C(O)C(C)(C)C(O)=C(CC2=C(O)C=C(OCC=C(C)C)C(C(=O)C3=CC=CC=C3)=C2O)C1=O

InChI Identifier

InChI=1S/C31H34O8/c1-16(2)12-13-39-22-15-21(32)19(27(35)23(22)26(34)18-10-8-7-9-11-18)14-20-28(36)24(25(33)17(3)4)30(38)31(5,6)29(20)37/h7-12,15,17,32,35,37-38H,13-14H2,1-6H3

InChI Key

FWISFRPDKDPZRN-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, 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
Hypericum japonicum	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
Diphenylmethane
Aryl-phenylketone
Phenoxy compound
Benzoyl
Phenol ether
Resorcinol
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Cyclic ketone
Ether
Enol
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzophenones (CHEBI:9035 )

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	4.27	ALOGPS
logP	6.57	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.12	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	141.36 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	151.24 m³·mol⁻¹	ChemAxon
Polarizability	56.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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

C00003017

Chemspider ID

Not Available

KEGG Compound ID

C09969

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

9035

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sarothralin (NP0051741)

MOL for NP0051741 (Sarothralin)

3D MOL for NP0051741 (Sarothralin)

3D SDF for NP0051741 (Sarothralin)

3D-SDF for NP0051741 (Sarothralin)

PDB for NP0051741 (Sarothralin)

3D PDB for NP0051741 (Sarothralin)

SMILES for NP0051741 (Sarothralin)

INCHI for NP0051741 (Sarothralin)

Structure for NP0051741 (Sarothralin)

3D Structure for NP0051741 (Sarothralin)