NP-MRD: Showing NP-Card for 3'-geranyl-2',3,4,4'-tetrahydroxychalcone (NP0029481)

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Record Information

Version

2.0

Created at

2021-06-19 21:05:44 UTC

Updated at

2021-06-29 23:56:51 UTC

NP-MRD ID

NP0029481

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-geranyl-2',3,4,4'-tetrahydroxychalcone

Provided By

JEOL Database JEOL Logo

Description

3'-Geranyl-2',3,4,4'-tetrahydroxychalcone, also known as g-THC CPD, belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, 3'-geranyl-2',3,4,4'-tetrahydroxychalcone is considered to be a flavonoid. 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone has been detected, but not quantified in, fruits. This could make 3'-geranyl-2',3,4,4'-tetrahydroxychalcone a potential biomarker for the consumption of these foods. 3'-geranyl-2',3,4,4'-tetrahydroxychalcone is found in Artocarpus altilis and Artocarpus incisus. 3'-geranyl-2',3,4,4'-tetrahydroxychalcone was first documented in 2000 (Shimizu, K., et al.). Based on a literature review very few articles have been published on 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123053D          

 58 59  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306192123053D          

 58 59  0  0  0  0            999 V2000
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   -3.2745    5.0687   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9788    1.1436    0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8801    0.4849   -0.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
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 12 11  2  0  0  0  0
 28 26  1  0  0  0  0
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 29 16  2  0  0  0  0
 20 19  2  0  0  0  0
 24 25  1  0  0  0  0
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 29 30  1  0  0  0  0
 26 24  2  0  0  0  0
 12 13  1  0  0  0  0
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 21 28  2  0  0  0  0
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  9  7  2  0  0  0  0
 24 23  1  0  0  0  0
  7  6  1  0  0  0  0
 16 15  1  0  0  0  0
  6  5  1  0  0  0  0
 23 22  2  0  0  0  0
  5  4  1  0  0  0  0
 15 14  2  0  0  0  0
  4  2  2  3  0  0  0
 22 21  1  0  0  0  0
  2  1  1  0  0  0  0
 14 12  1  0  0  0  0
  2  3  1  0  0  0  0
 21 20  1  0  0  0  0
  7  8  1  0  0  0  0
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 28 57  1  0  0  0  0
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  6 40  1  0  0  0  0
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  5 38  1  0  0  0  0
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  1 31  1  0  0  0  0
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  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  8 42  1  0  0  0  0
  8 43  1  0  0  0  0
  8 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029481

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(\C([H])=C(/[H])C(=O)C2=C(O[H])C(=C(O[H])C([H])=C2[H])C([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([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-10-19-22(27)14-11-20(25(19)30)21(26)12-8-18-9-13-23(28)24(29)15-18/h5,7-9,11-15,27-30H,4,6,10H2,1-3H3/b12-8+,17-7+

> <INCHI_KEY>
WWJVSOYKRSDSDN-PIRRJUBYSA-N

> <FORMULA>
C25H28O5

> <MOLECULAR_WEIGHT>
408.4868

> <EXACT_MASS>
408.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.08497642414325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
6.714345296666667

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.432236152554443

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.9261306690194

> <JCHEM_PKA_STRONGEST_BASIC>
-6.3041981993429

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
122.84599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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  8 44  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.928   5.403  -1.640  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.275   5.069  -0.328  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.828   5.479  -0.230  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.879   4.438   0.697  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.309   3.972   0.774  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.487   2.496   0.387  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.729   1.518   1.273  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.274   1.365   2.667  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.668   0.849   0.777  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.755  -0.121   1.480  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.300   0.289   1.373  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.773   1.345   2.133  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.530   2.095   2.989  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.570   1.704   2.048  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.428   1.019   1.188  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.941  -0.039   0.412  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.829  -0.795  -0.516  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.327  -1.397  -1.463  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.291  -0.845  -0.242  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.114  -1.378  -1.158  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.563  -1.509  -0.965  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.187  -2.708  -1.348  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.567  -2.873  -1.203  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.320  -1.831  -0.688  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.669  -1.989  -0.548  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.718  -0.630  -0.322  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.527   0.360   0.166  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.344  -0.458  -0.459  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.426  -0.380   0.494  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.960  -1.382  -0.282  0.00  0.00           O+0
HETATM   31  H   UNK     0      -4.939   5.001  -1.735  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.342   4.991  -2.468  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.986   6.489  -1.766  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.386   5.217   0.737  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.240   4.983  -1.009  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.733   6.562  -0.358  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.293   4.232   1.593  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.671   4.141   1.796  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.954   4.588   0.138  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.555   2.245   0.424  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.193   2.368  -0.664  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.843   0.520   3.208  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.082   2.270   3.253  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.356   1.198   2.634  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.392   1.024  -0.265  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.918  -1.116   1.052  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.995  -0.230   2.542  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.466   1.982   2.751  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.943   2.531   2.648  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.459   1.351   1.127  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.657  -0.491   0.713  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.722  -1.775  -2.093  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.600  -3.530  -1.754  0.00  0.00           H+0
HETATM   54  H   UNK     0       8.046  -3.803  -1.492  0.00  0.00           H+0
HETATM   55  H   UNK     0       9.980  -1.138  -0.180  0.00  0.00           H+0
HETATM   56  H   UNK     0       7.979   1.144   0.344  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.880   0.485  -0.190  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.295  -1.638  -0.961  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   34   35   36                                             
CONECT    4    5    2   37                                                  
CONECT    5    6    4   38   39                                             
CONECT    6    7    5   40   41                                             
CONECT    7    9    6    8                                                  
CONECT    8    7   42   43   44                                             
CONECT    9   10    7   45                                                  
CONECT   10   11    9   46   47                                             
CONECT   11   12   29   10                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   48                                                       
CONECT   14   15   12   49                                                  
CONECT   15   16   14   50                                                  
CONECT   16   29   17   15                                                  
CONECT   17   19   16   18                                                  
CONECT   18   17                                                            
CONECT   19   20   17   51                                                  
CONECT   20   19   21   52                                                  
CONECT   21   28   22   20                                                  
CONECT   22   23   21   53                                                  
CONECT   23   24   22   54                                                  
CONECT   24   25   26   23                                                  
CONECT   25   24   55                                                       
CONECT   26   28   27   24                                                  
CONECT   27   26   56                                                       
CONECT   28   26   21   57                                                  
CONECT   29   11   16   30                                                  
CONECT   30   29   58                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    5                                                            
CONECT   40    6                                                            
CONECT   41    6                                                            
CONECT   42    8                                                            
CONECT   43    8                                                            
CONECT   44    8                                                            
CONECT   45    9                                                            
CONECT   46   10                                                            
CONECT   47   10                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   25                                                            
CONECT   56   27                                                            
CONECT   57   28                                                            
CONECT   58   30                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  118    0
END

RDKit          3D

58 59  0  0  0  0  0  0  0  0999 V2000
   -3.9283    5.4034   -1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745    5.0687   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8284    5.4787   -0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8788    4.4382    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    3.9718    0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4869    2.4960    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7294    1.5182    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742    1.3655    2.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    0.8494    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7554   -0.1209    1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    0.2894    1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    1.3448    2.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304    2.0947    2.9888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5703    1.7039    2.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275    1.0193    1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413   -0.0393    0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8289   -0.7945   -0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3272   -1.3971   -1.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2906   -0.8446   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1137   -1.3780   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -1.5093   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1867   -2.7085   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5666   -2.8727   -1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3203   -1.8305   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6689   -1.9889   -0.5484 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7185   -0.6299   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5269    0.3604    0.1659 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3440   -0.4581   -0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259   -0.3798    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -1.3818   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    5.0006   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421    4.9910   -2.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857    6.4895   -1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860    5.2170    0.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2397    4.9826   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327    6.5619   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931    4.2322    1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6706    4.1409    1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9537    4.5879    0.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5548    2.2449    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1930    2.3683   -0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8432    0.5202    3.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0825    2.2699    3.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3560    1.1979    2.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917    1.0240   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9185   -1.1164    1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -0.2302    2.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4662    1.9816    2.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    2.5314    2.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4590    1.3508    1.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -0.4909    0.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -1.7747   -2.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5999   -3.5301   -1.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460   -3.8031   -1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9796   -1.1382   -0.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9788    1.1436    0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8801    0.4849   -0.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948   -1.6384   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0
 28 26  1  0
 11 29  1  0
 29 16  2  0
 20 19  2  0
 24 25  1  0
 26 27  1  0
 19 17  1  0
 29 30  1  0
 26 24  2  0
 12 13  1  0
 17 16  1  0
 11 10  1  0
 21 28  2  0
 10  9  1  0
 17 18  2  0
  9  7  2  0
 24 23  1  0
  7  6  1  0
 16 15  1  0
  6  5  1  0
 23 22  2  0
  5  4  1  0
 15 14  2  0
  4  2  2  3
 22 21  1  0
  2  1  1  0
 14 12  1  0
  2  3  1  0
 21 20  1  0
  7  8  1  0
 22 53  1  0
 28 57  1  0
 23 54  1  0
 20 52  1  0
 19 51  1  0
 15 50  1  0
 14 49  1  0
 25 55  1  0
 27 56  1  0
 30 58  1  0
 13 48  1  0
 10 46  1  0
 10 47  1  0
  9 45  1  0
  6 40  1  0
  6 41  1  0
  5 38  1  0
  5 39  1  0
  4 37  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
M  END

View in JSmol

Synonyms

Value	Source
g-THC CPD	HMDB
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone	MeSH

Chemical Formula

C₂₅H₂₈O₅

Average Mass

408.4868 Da

Monoisotopic Mass

408.19367 Da

IUPAC Name

(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

Traditional Name

(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(\C([H])=C(/[H])C(=O)C2=C(O[H])C(=C(O[H])C([H])=C2[H])C([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([H])=C1[H]

InChI Identifier

InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-10-19-22(27)14-11-20(25(19)30)21(26)12-8-18-9-13-23(28)24(29)15-18/h5,7-9,11-15,27-30H,4,6,10H2,1-3H3/b12-8+,17-7+

InChI Key

WWJVSOYKRSDSDN-PIRRJUBYSA-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
Artocarpus altilis	LOTUS Database	35616633
Artocarpus incisa	KNApSAcK Database	22123792
Artocarpus incisus	JEOL database	Shimizu, K., et al, Phytochemistry 54, 737 (2000)
Artocarpus nobilis	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

3-prenylated chalcones

Alternative Parents

Substituents

3-prenylated chalcone
2'-hydroxychalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Benzoyl
Catechol
Resorcinol
Styrene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Enone
Vinylogous acid
Alpha,beta-unsaturated ketone
Acryloyl-group
Ketone
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120106 )

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	5.07	ALOGPS
logP	6.71	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.93	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	122.85 m³·mol⁻¹	ChemAxon
Polarizability	46.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0035255

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013915

KNApSAcK ID

C00014484

Chemspider ID

9916894

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11742190

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shimizu, K., et al. (2000). Shimizu, K., et al, Phytochemistry 54, 737 (2000). Phytochem..

Showing NP-Card for 3'-geranyl-2',3,4,4'-tetrahydroxychalcone (NP0029481)

MOL for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

3D MOL for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

3D SDF for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

3D-SDF for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

PDB for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

3D PDB for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

SMILES for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

INCHI for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

Structure for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)

3D Structure for NP0029481 (3'-geranyl-2',3,4,4'-tetrahydroxychalcone)