NP-MRD: Showing NP-Card for eryzerin A (NP0030886)

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Record Information

Version

2.0

Created at

2021-06-19 22:07:25 UTC

Updated at

2021-06-29 23:59:08 UTC

NP-MRD ID

NP0030886

Secondary Accession Numbers

None

Natural Product Identification

Common Name

eryzerin A

Provided By

JEOL Database JEOL Logo

Description

(3R)-3beta-(2,4-Dihydroxy-3-prenylphenyl)-7-hydroxy-8-prenyl-2,3-dihydro-4H-1-benzopyran-4-one belongs to the class of organic compounds known as 8-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 8-position. eryzerin A is found in Erythrina zeyheri. eryzerin A was first documented in 2003 (Tanaka, H., et al.). Based on a literature review very few articles have been published on (3R)-3beta-(2,4-Dihydroxy-3-prenylphenyl)-7-hydroxy-8-prenyl-2,3-dihydro-4H-1-benzopyran-4-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100073D          

 58 60  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202100073D          

 58 60  0  0  0  0            999 V2000
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   -2.8573   -2.7027   -2.4732 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.3673    2.9776   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3759    2.1674   -3.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6225   -0.2323   -0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6689    1.5255   -0.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4645    0.1847   -3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1810   -2.1486   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7249   -1.0953   -4.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0528   -1.1928    0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -1.8286    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    0.5116    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5084    3.2853    2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055    2.4807    2.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    2.3879    3.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5442    1.8280    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4248    0.0702    1.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4574    0.9965    3.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -2.5843   -2.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0  0  0  0
 19 21  1  0  0  0  0
 24 26  1  0  0  0  0
 21 15  2  0  0  0  0
 27 28  2  0  0  0  0
 15 14  1  0  0  0  0
 12 11  1  0  0  0  0
 16 27  1  0  0  0  0
 11 29  1  0  0  0  0
 27 12  1  0  0  0  0
 29  6  2  0  0  0  0
 12 13  1  0  0  0  0
  6  7  1  0  0  0  0
 13 14  1  0  0  0  0
  7  9  2  0  0  0  0
 15 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 19 20  1  0  0  0  0
 29 30  1  0  0  0  0
 17 18  1  0  0  0  0
  7  8  1  0  0  0  0
 21 22  1  0  0  0  0
  6  5  1  0  0  0  0
 16 17  2  0  0  0  0
  5  4  1  0  0  0  0
 22 23  1  0  0  0  0
  4  2  2  3  0  0  0
 18 19  2  0  0  0  0
  2  1  1  0  0  0  0
 23 24  2  3  0  0  0
  2  3  1  0  0  0  0
 17 46  1  0  0  0  0
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 12 43  1  6  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 20 48  1  0  0  0  0
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 22 50  1  0  0  0  0
 23 51  1  0  0  0  0
 25 52  1  0  0  0  0
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 25 54  1  0  0  0  0
 26 55  1  0  0  0  0
 26 56  1  0  0  0  0
 26 57  1  0  0  0  0
  9 41  1  0  0  0  0
 10 42  1  0  0  0  0
 30 58  1  0  0  0  0
  8 40  1  0  0  0  0
  5 38  1  0  0  0  0
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  4 37  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030886

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C(O[H])=C1C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])C(=O)C2=C([H])C([H])=C(O[H])C(=C2OC1([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O5/c1-14(2)5-7-17-21(26)11-9-16(23(17)28)20-13-30-25-18(8-6-15(3)4)22(27)12-10-19(25)24(20)29/h5-6,9-12,20,26-28H,7-8,13H2,1-4H3/t20-/m0/s1

> <INCHI_KEY>
XQNULGVMJUJZML-FQEVSTJZSA-N

> <FORMULA>
C25H28O5

> <MOLECULAR_WEIGHT>
408.494

> <EXACT_MASS>
408.193674002

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.668682050989624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-7-hydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.45

> <JCHEM_LOGP>
5.5347921126666675

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.906644579910921

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.572690818420414

> <JCHEM_PKA_STRONGEST_BASIC>
-4.91651262033689

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
120.1621

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-7-hydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
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    3.7039    0.2870    1.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845    1.1495    2.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0970    2.3935    2.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0807    0.9946    2.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609   -2.4055   -2.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5084    3.2853    2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4574    0.9965    3.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -2.5843   -2.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0
 19 21  1  0
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 21 15  2  0
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 11 29  1  0
 27 12  1  0
 29  6  2  0
 12 13  1  0
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 10 11  2  0
 19 20  1  0
 29 30  1  0
 17 18  1  0
  7  8  1  0
 21 22  1  0
  6  5  1  0
 16 17  2  0
  5  4  1  0
 22 23  1  0
  4  2  2  3
 18 19  2  0
  2  1  1  0
 23 24  2  3
  2  3  1  0
 17 46  1  0
 18 47  1  0
 12 43  1  6
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 13 45  1  0
 20 48  1  0
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 25 52  1  0
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  9 41  1  0
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 30 58  1  0
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  1 31  1  0
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  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  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      -6.298   2.087  -3.173  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.332   0.841  -2.324  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.584   0.694  -1.504  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.305  -0.031  -2.355  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.142  -1.320  -1.590  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.855  -1.357  -0.791  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.725  -0.677   0.426  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.718   0.101   0.954  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.554  -0.753   1.172  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.472  -1.503   0.709  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.543  -2.188  -0.512  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.390  -3.042  -1.025  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.714  -3.431  -0.044  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.563  -2.338   0.315  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.143  -1.716  -0.761  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.560  -1.732  -2.034  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.175  -1.083  -3.106  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.365  -0.393  -2.898  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.928  -0.345  -1.623  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.071   0.394  -1.507  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.344  -1.014  -0.534  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.983  -0.995   0.840  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.704   0.287   1.578  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.585   1.149   2.124  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.097   2.393   2.824  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.081   0.995   2.126  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.261  -2.406  -2.232  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.296  -2.400  -3.331  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.740  -2.080  -1.255  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.857  -2.703  -2.473  0.00  0.00           O+0
HETATM   31  H   UNK     0      -7.138   2.092  -3.874  0.00  0.00           H+0
HETATM   32  H   UNK     0      -6.367   2.978  -2.539  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.376   2.167  -3.758  0.00  0.00           H+0
HETATM   34  H   UNK     0      -7.622  -0.232  -0.927  0.00  0.00           H+0
HETATM   35  H   UNK     0      -7.669   1.526  -0.797  0.00  0.00           H+0
HETATM   36  H   UNK     0      -8.464   0.705  -2.156  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.465   0.185  -3.017  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.181  -2.149  -2.306  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.973  -1.512  -0.904  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.319   0.354   0.234  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.482  -0.221   2.117  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.582  -1.532   1.332  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.824  -3.996  -1.357  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.285  -3.834   0.881  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.343  -4.227  -0.466  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.725  -1.095  -4.096  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.846   0.128  -3.723  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.161   0.683  -0.584  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.053  -1.193   0.721  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.616  -1.829   1.450  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.640   0.512   1.673  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.508   3.285   2.340  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.006   2.481   2.808  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.414   2.388   3.872  0.00  0.00           H+0
HETATM   55  H   UNK     0       6.544   1.828   1.588  0.00  0.00           H+0
HETATM   56  H   UNK     0       6.425   0.070   1.659  0.00  0.00           H+0
HETATM   57  H   UNK     0       6.457   0.997   3.155  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.022  -2.584  -2.975  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   29    7    5                                                  
CONECT    7    6    9    8                                                  
CONECT    8    7   40                                                       
CONECT    9    7   10   41                                                  
CONECT   10    9   11   42                                                  
CONECT   11   12   29   10                                                  
CONECT   12   11   27   13   43                                             
CONECT   13   12   14   44   45                                             
CONECT   14   15   13                                                       
CONECT   15   21   14   16                                                  
CONECT   16   27   15   17                                                  
CONECT   17   18   16   46                                                  
CONECT   18   17   19   47                                                  
CONECT   19   21   20   18                                                  
CONECT   20   19   48                                                       
CONECT   21   19   15   22                                                  
CONECT   22   21   23   49   50                                             
CONECT   23   22   24   51                                                  
CONECT   24   25   26   23                                                  
CONECT   25   24   52   53   54                                             
CONECT   26   24   55   56   57                                             
CONECT   27   28   16   12                                                  
CONECT   28   27                                                            
CONECT   29   11    6   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    8                                                            
CONECT   41    9                                                            
CONECT   42   10                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   17                                                            
CONECT   47   18                                                            
CONECT   48   20                                                            
CONECT   49   22                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   25                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   26                                                            
CONECT   56   26                                                            
CONECT   57   26                                                            
CONECT   58   30                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

RDKit          3D

58 60  0  0  0  0  0  0  0  0999 V2000
   -6.2979    2.0870   -3.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3325    0.8410   -2.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5843    0.6936   -1.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3048   -0.0312   -2.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1421   -1.3197   -1.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8554   -1.3566   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7248   -0.6771    0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7175    0.1005    0.9535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -0.7531    1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -1.5032    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -2.1880   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904   -3.0415   -1.0254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7139   -3.4313   -0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5635   -2.3384    0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -1.7162   -0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5602   -1.7320   -2.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -1.0833   -3.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653   -0.3932   -2.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9277   -0.3450   -1.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    0.3941   -1.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3438   -1.0144   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830   -0.9954    0.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7039    0.2870    1.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845    1.1495    2.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0970    2.3935    2.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0807    0.9946    2.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609   -2.4055   -2.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2960   -2.3997   -3.3308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402   -2.0801   -1.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -2.7027   -2.4732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1384    2.0916   -3.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3673    2.9776   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3759    2.1674   -3.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6225   -0.2323   -0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6689    1.5255   -0.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4642    0.7049   -2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645    0.1847   -3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1810   -2.1486   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730   -1.5115   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189    0.3543    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4819   -0.2214    2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5817   -1.5317    1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8242   -3.9958   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853   -3.8340    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435   -4.2274   -0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -1.0953   -4.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8460    0.1276   -3.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1610    0.6834   -0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0528   -1.1928    0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -1.8286    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    0.5116    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5084    3.2853    2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055    2.4807    2.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    2.3879    3.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5442    1.8280    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4248    0.0702    1.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4574    0.9965    3.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219   -2.5843   -2.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0
 19 21  1  0
 24 26  1  0
 21 15  2  0
 27 28  2  0
 15 14  1  0
 12 11  1  0
 16 27  1  0
 11 29  1  0
 27 12  1  0
 29  6  2  0
 12 13  1  0
  6  7  1  0
 13 14  1  0
  7  9  2  0
 15 16  1  0
  9 10  1  0
 10 11  2  0
 19 20  1  0
 29 30  1  0
 17 18  1  0
  7  8  1  0
 21 22  1  0
  6  5  1  0
 16 17  2  0
  5  4  1  0
 22 23  1  0
  4  2  2  3
 18 19  2  0
  2  1  1  0
 23 24  2  3
  2  3  1  0
 17 46  1  0
 18 47  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
  9 41  1  0
 10 42  1  0
 30 58  1  0
  8 40  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
M  END

View in JSmol

Synonyms

Value	Source
(3R)-3b-(2,4-Dihydroxy-3-prenylphenyl)-7-hydroxy-8-prenyl-2,3-dihydro-4H-1-benzopyran-4-one	Generator
(3R)-3Β-(2,4-dihydroxy-3-prenylphenyl)-7-hydroxy-8-prenyl-2,3-dihydro-4H-1-benzopyran-4-one	Generator

Chemical Formula

C₂₅H₂₈O₅

Average Mass

408.4940 Da

Monoisotopic Mass

408.19367 Da

IUPAC Name

(3R)-3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-7-hydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(3R)-3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-7-hydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C(O[H])=C1C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])C(=O)C2=C([H])C([H])=C(O[H])C(=C2OC1([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C25H28O5/c1-14(2)5-7-17-21(26)11-9-16(23(17)28)20-13-30-25-18(8-6-15(3)4)22(27)12-10-19(25)24(20)29/h5-6,9-12,20,26-28H,7-8,13H2,1-4H3/t20-/m0/s1

InChI Key

XQNULGVMJUJZML-FQEVSTJZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Erythrina zeyheri	JEOL database	Tanaka, H., et al, Phytochemistry 64, 753 (2003)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

8-prenylated isoflavanones

Alternative Parents

Substituents

3'-prenylated isoflavanone
8-prenylated isoflavanone
Isoflavanol
Hydroxyisoflavonoid
Chromone
1-benzopyran
Benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
Resorcinol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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	4.45	ALOGPS
logP	5.53	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.57	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.16 m³·mol⁻¹	ChemAxon
Polarizability	45.67 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101263233

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tanaka, H., et al. (2003). Tanaka, H., et al, Phytochemistry 64, 753 (2003). Phytochem..

Showing NP-Card for eryzerin A (NP0030886)

MOL for NP0030886 (eryzerin A )

3D MOL for NP0030886 (eryzerin A )

3D SDF for NP0030886 (eryzerin A )

3D-SDF for NP0030886 (eryzerin A )

PDB for NP0030886 (eryzerin A )

3D PDB for NP0030886 (eryzerin A )

SMILES for NP0030886 (eryzerin A )

INCHI for NP0030886 (eryzerin A )

Structure for NP0030886 (eryzerin A )

3D Structure for NP0030886 (eryzerin A )