NP-MRD: Showing NP-Card for Xanthohumol C (NP0028369)

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Record Information

Version

1.0

Created at

2021-06-19 20:16:38 UTC

Updated at

2021-06-29 23:55:07 UTC

NP-MRD ID

NP0028369

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Xanthohumol C

Provided By

JEOL Database JEOL Logo

Description

Xanthohumol C belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, xanthohumol C is considered to be a flavonoid. Xanthohumol C is found in Lonchocarpus sp. It was first documented in 2002 (Borges-Argaez, R., et al.). Based on a literature review very few articles have been published on Xanthohumol C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122163D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306192122163D          

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M  END
> <DATABASE_ID>
NP0028369

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C(=O)C2=C(O[H])C3=C(OC(C([H])=C3[H])(C([H])([H])[H])C([H])([H])[H])C([H])=C2OC([H])([H])[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O5/c1-21(2)11-10-15-17(26-21)12-18(25-3)19(20(15)24)16(23)9-6-13-4-7-14(22)8-5-13/h4-12,22,24H,1-3H3/b9-6+

> <INCHI_KEY>
CVMUWVCGBFJJFI-RMKNXTFCSA-N

> <FORMULA>
C21H20O5

> <MOLECULAR_WEIGHT>
352.3805

> <EXACT_MASS>
352.13107375

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.34756822556657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
4.676146801999999

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.039934335750887

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.080713711720525

> <JCHEM_PKA_STRONGEST_BASIC>
-4.611368988534628

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
101.69539999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthohumol C

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
   -0.7505   -3.6085    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0762   -2.6374    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7401   -1.4756    1.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9887   -1.1406    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428    0.0366    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    0.8976    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200    0.5698    2.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    1.4218    3.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1326   -0.5923    2.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2127   -0.8397    2.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250   -0.4961    3.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2903   -1.3823    1.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -1.7288    2.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5962   -2.2596    1.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4160   -3.1541    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5173   -3.6570   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8005   -3.2764    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8456   -3.7913   -0.5481 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0037   -2.4034    1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9005   -1.9014    1.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941    2.1021    2.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747    2.3479    1.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6008    1.4394    0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9690    0.9679    1.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7733    2.2069   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8546    0.2460    0.4068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -3.9240    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -3.2360   -0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1021   -4.4870   -0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4929   -1.7778   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349    0.9472    3.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0993   -1.4603    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418   -1.6070    3.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4208   -3.4802    0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3731   -4.3482   -1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6725   -3.4428   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0022   -2.1040    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0676   -1.2194    2.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3625    2.7705    3.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196    3.2458    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8632    0.3782    2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6427    1.8070    1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4516    0.3109    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8008    2.5148   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2357    1.5717   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3927    3.1020   -0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
  4  3  2  0
  3  9  1  0
  5  6  2  0
 20 14  2  0
 14 13  1  0
 15 16  2  0
 13 12  2  0
 12 10  1  0
  5 26  1  0
  6 21  1  0
 21 22  2  0
 22 23  1  0
 23 26  1  0
 16 17  1  0
 17 18  1  0
 10  9  1  0
 10 11  2  0
 14 15  1  0
  3  2  1  0
  9  7  2  0
  2  1  1  0
  7  6  1  0
  7  8  1  0
 17 19  2  0
 23 24  1  0
  5  4  1  0
 23 25  1  0
 20 38  1  0
 15 34  1  0
 16 35  1  0
 19 37  1  0
 13 33  1  0
 12 32  1  0
  4 30  1  0
 21 39  1  0
 22 40  1  0
 18 36  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  8 31  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  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      -0.751  -3.608   0.071  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.076  -2.637   0.864  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.740  -1.476   1.160  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.989  -1.141   0.625  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.643   0.037   1.005  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.071   0.898   1.941  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.820   0.570   2.484  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.288   1.422   3.428  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.133  -0.592   2.072  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.213  -0.840   2.656  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.425  -0.496   3.818  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.290  -1.382   1.787  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.469  -1.729   2.327  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.596  -2.260   1.550  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.416  -3.154   0.485  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.517  -3.657  -0.212  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.801  -3.276   0.159  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.846  -3.791  -0.548  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.004  -2.403   1.222  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.901  -1.901   1.919  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.794   2.102   2.329  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.975   2.348   1.755  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.601   1.439   0.725  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.969   0.968   1.231  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.773   2.207  -0.591  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.855   0.246   0.407  0.00  0.00           O+0
HETATM   27  H   UNK     0      -1.688  -3.924   0.542  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.920  -3.236  -0.944  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.102  -4.487  -0.001  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.493  -1.778  -0.096  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.435   0.947   3.898  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.099  -1.460   0.725  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.642  -1.607   3.395  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.421  -3.480   0.194  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.373  -4.348  -1.037  0.00  0.00           H+0
HETATM   36  H   UNK     0       8.672  -3.443  -0.177  0.00  0.00           H+0
HETATM   37  H   UNK     0       8.002  -2.104   1.524  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.068  -1.219   2.750  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.362   2.771   3.066  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.520   3.246   2.035  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.863   0.378   2.150  0.00  0.00           H+0
HETATM   42  H   UNK     0      -6.643   1.807   1.437  0.00  0.00           H+0
HETATM   43  H   UNK     0      -6.452   0.311   0.498  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.801   2.515  -0.994  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.236   1.572  -1.356  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.393   3.102  -0.467  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3    4    9    2                                                  
CONECT    4    3    5   30                                                  
CONECT    5    6   26    4                                                  
CONECT    6    5   21    7                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   31                                                       
CONECT    9    3   10    7                                                  
CONECT   10   12    9   11                                                  
CONECT   11   10                                                            
CONECT   12   13   10   32                                                  
CONECT   13   14   12   33                                                  
CONECT   14   20   13   15                                                  
CONECT   15   16   14   34                                                  
CONECT   16   15   17   35                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   36                                                       
CONECT   19   20   17   37                                                  
CONECT   20   19   14   38                                                  
CONECT   21    6   22   39                                                  
CONECT   22   21   23   40                                                  
CONECT   23   22   26   24   25                                             
CONECT   24   23   41   42   43                                             
CONECT   25   23   44   45   46                                             
CONECT   26    5   23                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    4                                                            
CONECT   31    8                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   22                                                            
CONECT   41   24                                                            
CONECT   42   24                                                            
CONECT   43   24                                                            
CONECT   44   25                                                            
CONECT   45   25                                                            
CONECT   46   25                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   96    0
END

RDKit          3D

46 48  0  0  0  0  0  0  0  0999 V2000
   -0.7505   -3.6085    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6428    0.0366    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    0.8976    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200    0.5698    2.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    1.4218    3.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4250   -0.4961    3.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2903   -1.3823    1.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -1.7288    2.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5962   -2.2596    1.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4160   -3.1541    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8008    2.5148   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2357    1.5717   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3927    3.1020   -0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
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  3  9  1  0
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 20 38  1  0
 15 34  1  0
 16 35  1  0
 19 37  1  0
 13 33  1  0
 12 32  1  0
  4 30  1  0
 21 39  1  0
 22 40  1  0
 18 36  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  8 31  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Dehydrocycloxanthohumol	HMDB
5''-Hydroxy-6'',6''-dimethyldihydropyrano(2'',3''-b)-4,4'-dihydroxy-6'-methoxychalcone	HMDB

Chemical Formula

C₂₁H₂₀O₅

Average Mass

352.3805 Da

Monoisotopic Mass

352.13107 Da

IUPAC Name

(2E)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one

Traditional Name

xanthohumol C

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C(=O)C2=C(O[H])C3=C(OC(C([H])=C3[H])(C([H])([H])[H])C([H])([H])[H])C([H])=C2OC([H])([H])[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C21H20O5/c1-21(2)11-10-15-17(26-21)12-18(25-3)19(20(15)24)16(23)9-6-13-4-7-14(22)8-5-13/h4-12,22,24H,1-3H3/b9-6+

InChI Key

CVMUWVCGBFJJFI-RMKNXTFCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Humulus lupulus	KNApSAcK Database	22123792
Lonchocarpus sp.	JEOL database	Borges-Argaez, R., et al, Phytochemistry 60, 533 (2002)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxychalcones

Alternative Parents

Substituents

2'-hydroxychalcone
Hydroxycinnamic acid or derivatives
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Anisole
Styrene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Enone
Vinylogous acid
Alpha,beta-unsaturated ketone
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120297 )

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	4.17	ALOGPS
logP	4.68	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.08	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.7 m³·mol⁻¹	ChemAxon
Polarizability	38.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon