NP-MRD: Showing NP-Card for puyanol (NP0038362)

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Record Information

Version

1.0

Created at

2021-06-20 21:04:25 UTC

Updated at

2021-06-30 00:11:07 UTC

NP-MRD ID

NP0038362

Secondary Accession Numbers

None

Natural Product Identification

Common Name

puyanol

Provided By

JEOL Database JEOL Logo

Description

Puyanol belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. puyanol is found in Glycosmis pseudoracemosa and Glycosmis species (Rutaceae). It was first documented in 2009 (Lukaseder, B., et al.). Based on a literature review very few articles have been published on Puyanol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123043D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202123043D          

 59 61  0  0  0  0            999 V2000
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 27 21  1  0  0  0  0
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 11 12  2  0  0  0  0
 15 16  1  0  0  0  0
 28 20  1  0  0  0  0
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  9  7  2  0  0  0  0
 21 22  2  0  0  0  0
  7  8  1  0  0  0  0
 17 18  2  0  0  0  0
  7  6  1  0  0  0  0
 22 23  1  0  0  0  0
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  5  4  1  0  0  0  0
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  4  2  2  3  0  0  0
 18 11  1  0  0  0  0
  2  1  1  0  0  0  0
 24 26  1  0  0  0  0
  2  3  1  0  0  0  0
 28 58  1  1  0  0  0
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  1 34  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038362

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(O[H])=C([H])C(O[H])=C2C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C(=O)[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-12-18-19(27)13-20(28)21-22(29)23(30)24(31-25(18)21)16-8-10-17(26)11-9-16/h5,7-11,13,23-24,26-28,30H,4,6,12H2,1-3H3/b15-7+/t23-,24+/m0/s1

> <INCHI_KEY>
ZLLJYAHSJDPPOJ-CKIBMAIQSA-N

> <FORMULA>
C25H28O6

> <MOLECULAR_WEIGHT>
424.493

> <EXACT_MASS>
424.188588622

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.37141718450461

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.46

> <JCHEM_LOGP>
5.5082308640000015

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.104858480350194

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.584456016710193

> <JCHEM_PKA_STRONGEST_BASIC>
-4.036725025210495

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
120.67339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 17 30  1  0
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 23 24  2  0
  4  2  2  3
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  3 36  1  0
  3 37  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.557  -0.330  -4.973  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.620  -0.625  -3.500  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.206  -1.970  -3.161  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.190   0.199  -2.525  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.402   1.577  -2.660  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.921   1.608  -2.423  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.363   1.148  -1.041  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.939   2.040   0.095  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.098   0.024  -0.909  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.628  -0.612   0.350  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.108  -2.024   0.537  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.856  -3.133   0.109  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.077  -2.926  -0.469  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.377  -4.434   0.258  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.133  -4.643   0.843  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.730  -5.945   0.969  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.363  -3.557   1.269  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.840  -2.254   1.101  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.124  -1.157   1.508  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.299  -1.353   1.483  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.947  -0.051   1.931  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.410   0.714   2.979  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.019   1.906   3.373  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.172   2.336   2.728  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.734   3.506   3.145  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.729   1.593   1.694  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.118   0.400   1.299  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.701  -2.527   2.379  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.100  -2.810   2.290  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.052  -3.758   1.913  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.385  -4.899   2.074  0.00  0.00           O+0
HETATM   32  H   UNK     0      -0.040  -1.141  -5.497  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.020   0.592  -5.209  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.568  -0.244  -5.383  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.241  -2.150  -2.082  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.230  -2.044  -3.543  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.608  -2.769  -3.611  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.270  -0.136  -1.492  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.193   2.006  -3.644  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.105   2.238  -1.946  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.409   1.007  -3.202  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.280   2.634  -2.575  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.242   3.073  -0.107  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.852   2.018   0.213  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.378   1.763   1.055  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.359  -0.528  -1.813  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.401  -0.031   1.249  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.724  -0.615   0.298  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.461  -3.782  -0.723  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.957  -5.292  -0.070  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.844  -5.956   1.397  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.601  -1.541   0.443  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.496   0.394   3.490  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.596   2.498   4.179  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.532   3.670   2.616  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.632   1.918   1.188  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.566  -0.181   0.495  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.441  -2.352   3.429  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.225  -3.699   2.678  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   35   36   37                                             
CONECT    4    5    2   38                                                  
CONECT    5    6    4   39   40                                             
CONECT    6    7    5   41   42                                             
CONECT    7    9    8    6                                                  
CONECT    8    7   43   44   45                                             
CONECT    9   10    7   46                                                  
CONECT   10   11    9   47   48                                             
CONECT   11   12   10   18                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   49                                                       
CONECT   14   12   15   50                                                  
CONECT   15   16   14   17                                                  
CONECT   16   15   51                                                       
CONECT   17   15   18   30                                                  
CONECT   18   19   17   11                                                  
CONECT   19   20   18                                                       
CONECT   20   21   28   19   52                                             
CONECT   21   27   20   22                                                  
CONECT   22   21   23   53                                                  
CONECT   23   22   24   54                                                  
CONECT   24   25   23   26                                                  
CONECT   25   24   55                                                       
CONECT   26   27   24   56                                                  
CONECT   27   26   21   57                                                  
CONECT   28   30   20   29   58                                             
CONECT   29   28   59                                                       
CONECT   30   28   31   17                                                  
CONECT   31   30                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    6                                                            
CONECT   43    8                                                            
CONECT   44    8                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   10                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   16                                                            
CONECT   52   20                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   27                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  122    0
END

RDKit          3D

59 61  0  0  0  0  0  0  0  0999 V2000
   -0.5568   -0.3296   -4.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -0.6245   -3.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2064   -1.9702   -3.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1895    0.1988   -2.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    1.5770   -2.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    1.6076   -2.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    1.1480   -1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9388    2.0397    0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979    0.0238   -0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280   -0.6119    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1083   -2.0240    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558   -3.1327    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0773   -2.9256   -0.4692 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3773   -4.4341    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1331   -4.6430    0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -5.9450    0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631   -3.5571    1.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398   -2.2536    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241   -1.1575    1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -1.3535    1.4834 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9471   -0.0514    1.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4095    0.7142    2.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0194    1.9063    3.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    2.3364    2.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344    3.5062    3.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7290    1.5926    1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1181    0.4001    1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010   -2.5271    2.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1004   -2.8099    2.2901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0524   -3.7582    1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3854   -4.8993    2.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0402   -1.1412   -5.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199    0.5916   -5.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5684   -0.2444   -5.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2411   -2.1497   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2300   -2.0436   -3.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6080   -2.7692   -3.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697   -0.1360   -1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1925    2.0057   -3.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048    2.2378   -1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089    1.0071   -3.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2796    2.6339   -2.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417    3.0728   -0.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8516    2.0177    0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    1.7631    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589   -0.5282   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -0.0312    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7236   -0.6151    0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608   -3.7820   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9571   -5.2917   -0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -5.9557    1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6011   -1.5414    0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4960    0.3941    3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5955    2.4975    4.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    3.6699    2.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6323    1.9180    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664   -0.1810    0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4408   -2.3515    3.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2251   -3.6986    2.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 28  1  0
 26 27  2  0
 27 21  1  0
 20 21  1  0
 11 12  2  0
 15 16  1  0
 28 20  1  0
 24 25  1  0
 12 14  1  0
 30 31  2  0
 20 19  1  0
 11 10  1  0
 14 15  2  0
 10  9  1  0
 15 17  1  0
 28 29  1  0
 12 13  1  0
 18 19  1  0
  9  7  2  0
 21 22  2  0
  7  8  1  0
 17 18  2  0
  7  6  1  0
 22 23  1  0
  6  5  1  0
 17 30  1  0
  5  4  1  0
 23 24  2  0
  4  2  2  3
 18 11  1  0
  2  1  1  0
 24 26  1  0
  2  3  1  0
 28 58  1  1
 20 52  1  6
 14 50  1  0
 22 53  1  0
 23 54  1  0
 26 56  1  0
 27 57  1  0
 16 51  1  0
 25 55  1  0
 10 47  1  0
 10 48  1  0
  9 46  1  0
 29 59  1  0
 13 49  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  6 41  1  0
  6 42  1  0
  5 39  1  0
  5 40  1  0
  4 38  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈O₆

Average Mass

424.4930 Da

Monoisotopic Mass

424.18859 Da

IUPAC Name

(2R,3R)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2R,3R)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(O[H])=C([H])C(O[H])=C2C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C(=O)[C@]1([H])O[H]

InChI Identifier

InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-12-18-19(27)13-20(28)21-22(29)23(30)24(31-25(18)21)16-8-10-17(26)11-9-16/h5,7-11,13,23-24,26-28,30H,4,6,12H2,1-3H3/b15-7+/t23-,24+/m0/s1

InChI Key

ZLLJYAHSJDPPOJ-CKIBMAIQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Glycosmis pseudoracemosa	LOTUS Database	35616633
Glycosmis species (Rutaceae)	JEOL database	Lukaseder, B., et al, Phytochemstry, 70, 1030 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

8-prenylated flavanone
Flavanonol
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavanone
Chromone
Aromatic monoterpenoid
Monoterpenoid
Bicyclic monoterpenoid
Benzopyran
1-benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
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	4.46	ALOGPS
logP	5.51	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.58	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	120.67 m³·mol⁻¹	ChemAxon
Polarizability	45.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

28286610

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101480804

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lukaseder, B., et al. (2009). Lukaseder, B., et al, Phytochemstry, 70, 1030 (2009). Phytochem..

Showing NP-Card for puyanol (NP0038362)

MOL for NP0038362 (puyanol)

3D MOL for NP0038362 (puyanol)

3D SDF for NP0038362 (puyanol)

3D-SDF for NP0038362 (puyanol)

PDB for NP0038362 (puyanol)

3D PDB for NP0038362 (puyanol)

SMILES for NP0038362 (puyanol)

INCHI for NP0038362 (puyanol)

Structure for NP0038362 (puyanol)

3D Structure for NP0038362 (puyanol)