NP-MRD: Showing NP-Card for tomentodiplacone B (NP0033698)

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Record Information

Version

2.0

Created at

2021-06-20 17:38:37 UTC

Updated at

2021-06-30 00:03:38 UTC

NP-MRD ID

NP0033698

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tomentodiplacone B

Provided By

JEOL Database JEOL Logo

Description

Tomentodiplacone B, also known as tom b flavanone, belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position. tomentodiplacone B is found in Paulownia tomentosa. tomentodiplacone B was first documented in 2008 (PMID: 18293924). Based on a literature review very few articles have been published on Tomentodiplacone B (PMID: 21175584).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119383D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202119383D          

 63 65  0  0  0  0            999 V2000
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 32 31  2  0  0  0  0
 12 13  2  0  0  0  0
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  3  2  1  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
  7  6  1  0  0  0  0
 27 28  1  0  0  0  0
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 13 14  1  0  0  0  0
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 25 58  1  0  0  0  0
 26 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033698

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@@]1([H])OC2=C(C(O[H])=C(C(O[H])=C2[H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C(\[H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])C(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O7/c1-15(6-5-11-26(2,3)31)7-9-17-19(28)13-23-24(25(17)30)20(29)14-21(33-23)16-8-10-18(27)22(12-16)32-4/h5,7-8,10-13,21,27-28,30-31H,6,9,14H2,1-4H3/b11-5+,15-7+/t21-/m0/s1

> <INCHI_KEY>
SHWLJHMWQFNVAC-DETBAYCCSA-N

> <FORMULA>
C26H30O7

> <MOLECULAR_WEIGHT>
454.519

> <EXACT_MASS>
454.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
50.162178741989464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-6-[(2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dien-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.13

> <JCHEM_LOGP>
4.794168658666666

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.229507061141621

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.678847063758545

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5474846822030321

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
127.7471

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.30e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tomentodiplacone B

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 23 26  1  1
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  6 38  1  1
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 31 62  1  0
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 25 58  1  0
 26 59  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      -4.874   3.461   4.492  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.346   4.088   3.305  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.471   4.153   2.251  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.155   3.685   2.240  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.358   3.813   1.084  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.920   3.324   1.099  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.034   4.480   1.362  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.430   3.930   1.385  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.326   4.411   2.075  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.722   2.801   0.480  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.668   2.263  -0.257  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.914   1.241  -1.167  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.206   0.735  -1.314  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.337  -0.294  -2.204  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.289   1.256  -0.586  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.701   0.738  -0.775  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.910  -0.593  -0.100  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.345  -1.751  -0.641  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.773  -1.933  -2.074  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.466  -2.996   0.218  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.359  -3.972  -0.072  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.557  -5.200  -0.582  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.514  -6.243  -0.908  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.074  -5.882  -0.531  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.585  -6.599  -2.395  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.874  -7.413  -0.172  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.023   2.296   0.324  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.075   2.801   1.047  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.629   2.696  -0.159  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.903   4.427  -0.057  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.215   4.896  -0.051  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.982   4.756   1.097  0.00  0.00           C+0
HETATM   33  O   UNK     0      -6.267   5.226   1.077  0.00  0.00           O+0
HETATM   34  H   UNK     0      -5.686   3.479   5.225  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.028   4.011   4.918  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.614   2.414   4.309  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.724   3.217   3.120  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.824   2.554   1.879  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.181   4.948   2.329  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.013   5.244   0.578  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.099   0.821  -1.752  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.175  -0.757  -2.035  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.437   1.443  -0.372  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.906   0.706  -1.849  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.665  -0.581   0.964  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.079  -2.597  -2.599  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.822  -0.997  -2.634  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.773  -2.377  -2.115  0.00  0.00           H+0
HETATM   49  H   UNK     0       6.453  -3.450   0.064  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.420  -2.740   1.284  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.355  -3.624   0.159  0.00  0.00           H+0
HETATM   52  H   UNK     0       5.580  -5.510  -0.798  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.713  -5.009  -1.084  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.984  -5.678   0.543  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.399  -6.721  -0.736  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.329  -5.744  -3.029  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.901  -7.423  -2.632  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.588  -6.947  -2.673  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.896  -7.161   0.767  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.745   3.531   1.619  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.308   4.539  -0.961  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.638   5.367  -0.933  0.00  0.00           H+0
HETATM   63  H   UNK     0      -6.622   5.027   1.966  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   32                                                  
CONECT    4    5    3   37                                                  
CONECT    5   30    6    4                                                  
CONECT    6    7   29    5   38                                             
CONECT    7    8    6   39   40                                             
CONECT    8   10    7    9                                                  
CONECT    9    8                                                            
CONECT   10    8   11   27                                                  
CONECT   11   29   10   12                                                  
CONECT   12   13   11   41                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   42                                                       
CONECT   15   16   27   13                                                  
CONECT   16   15   17   43   44                                             
CONECT   17   16   18   45                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18   46   47   48                                             
CONECT   20   18   21   49   50                                             
CONECT   21   20   22   51                                                  
CONECT   22   21   23   52                                                  
CONECT   23   22   24   25   26                                             
CONECT   24   23   53   54   55                                             
CONECT   25   23   56   57   58                                             
CONECT   26   23   59                                                       
CONECT   27   28   15   10                                                  
CONECT   28   27   60                                                       
CONECT   29   11    6                                                       
CONECT   30   31    5   61                                                  
CONECT   31   32   30   62                                                  
CONECT   32   31   33    3                                                  
CONECT   33   32   63                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    4                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41   12                                                            
CONECT   42   14                                                            
CONECT   43   16                                                            
CONECT   44   16                                                            
CONECT   45   17                                                            
CONECT   46   19                                                            
CONECT   47   19                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   24                                                            
CONECT   54   24                                                            
CONECT   55   24                                                            
CONECT   56   25                                                            
CONECT   57   25                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   28                                                            
CONECT   61   30                                                            
CONECT   62   31                                                            
CONECT   63   33                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  130    0
END

RDKit          3D

63 65  0  0  0  0  0  0  0  0999 V2000
   -4.8738    3.4614    4.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3458    4.0881    3.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4707    4.1529    2.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1550    3.6851    2.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    3.8127    1.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9202    3.3238    1.0991 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0339    4.4797    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4303    3.9302    1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3260    4.4112    2.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7215    2.8009    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6675    2.2629   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9138    1.2407   -1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2062    0.7351   -1.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3373   -0.2940   -2.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2893    1.2565   -0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009    0.7376   -0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9103   -0.5930   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3445   -1.7509   -0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7731   -1.9328   -2.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4662   -2.9961    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3590   -3.9721   -0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567   -5.2005   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140   -6.2434   -0.9083 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0742   -5.8818   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5852   -6.5994   -2.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -7.4133   -0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230    2.2957    0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0753    2.8012    1.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6285    2.6958   -0.1594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032    4.4271   -0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2153    4.8965   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9819    4.7557    1.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2669    5.2265    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6862    3.4794    5.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0283    4.0113    4.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6136    2.4136    4.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240    3.2171    3.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    2.5536    1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1808    4.9477    2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0128    5.2443    0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993    0.8208   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746   -0.7571   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4370    1.4427   -0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9064    0.7055   -1.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6652   -0.5812    0.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0788   -2.5968   -2.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8219   -0.9970   -2.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7733   -2.3773   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4531   -3.4499    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -2.7404    1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554   -3.6235    0.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800   -5.5096   -0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129   -5.0086   -1.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9845   -5.6784    0.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985   -6.7205   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288   -5.7437   -3.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9014   -7.4230   -2.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5877   -6.9469   -2.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960   -7.1607    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7446    3.5310    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3079    4.5393   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6377    5.3673   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6216    5.0271    1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  2  0
 12 13  2  0
 31 30  1  0
 30  5  2  0
 11 29  1  0
 32 33  1  0
 10  8  1  0
  3  2  1  0
  8  7  1  0
  2  1  1  0
  7  6  1  0
 27 28  1  0
  6 29  1  0
 13 14  1  0
 11 10  2  0
 15 16  1  0
  6  5  1  0
 16 17  1  0
 17 18  2  0
  8  9  2  0
 18 20  1  0
 15 27  2  0
 20 21  1  0
  5  4  1  0
 21 22  2  0
 27 10  1  0
 22 23  1  0
  4  3  2  0
 23 24  1  0
 13 15  1  0
 18 19  1  0
  3 32  1  0
 23 25  1  0
 11 12  1  0
 23 26  1  1
 12 41  1  0
  7 39  1  0
  7 40  1  0
  6 38  1  1
  4 37  1  0
 31 62  1  0
 30 61  1  0
 33 63  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 28 60  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
M  END

View in JSmol

Synonyms

Value	Source
TOM b flavanone	MeSH

Chemical Formula

C₂₆H₃₀O₇

Average Mass

454.5190 Da

Monoisotopic Mass

454.19915 Da

IUPAC Name

(2S)-5,7-dihydroxy-6-[(2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dien-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

tomentodiplacone B

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@@]1([H])OC2=C(C(O[H])=C(C(O[H])=C2[H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C(\[H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])C(=O)C1([H])[H]

InChI Identifier

InChI=1S/C26H30O7/c1-15(6-5-11-26(2,3)31)7-9-17-19(28)13-23-24(25(17)30)20(29)14-21(33-23)16-8-10-18(27)22(12-16)32-4/h5,7-8,10-13,21,27-28,30-31H,6,9,14H2,1-4H3/b11-5+,15-7+/t21-/m0/s1

InChI Key

SHWLJHMWQFNVAC-DETBAYCCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-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
Paulownia tomentosa	JEOL database	Smejkal, K., et al, J. Nat. Prod. 71, 706 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

6-prenylated flavanones

Alternative Parents

Substituents

6-prenylated flavanone
3p-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Vinylogous acid
Ketone
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
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	4.13	ALOGPS
logP	4.79	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	7.68	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	127.75 m³·mol⁻¹	ChemAxon
Polarizability	50.16 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	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

23340656

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24861960

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kollar P, Barta T, Zavalova V, Smejkal K, Hampl A: Geranylated flavanone tomentodiplacone B inhibits proliferation of human monocytic leukaemia (THP-1) cells. Br J Pharmacol. 2011 Apr;162(7):1534-41. doi: 10.1111/j.1476-5381.2010.01171.x. [PubMed:21175584 ]
Smejkal K, Chudik S, Kloucek P, Marek R, Cvacka J, Urbanova M, Julinek O, Kokoska L, Slapetova T, Holubova P, Zima A, Dvorska M: Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits. J Nat Prod. 2008 Apr;71(4):706-9. doi: 10.1021/np070446u. Epub 2008 Feb 23. [PubMed:18293924 ]
Smejkal, K., et al. (2008). Smejkal, K., et al, J. Nat. Prod. 71, 706 (2008) . J. Nat. Prod..

Showing NP-Card for tomentodiplacone B (NP0033698)

MOL for NP0033698 (tomentodiplacone B)

3D MOL for NP0033698 (tomentodiplacone B)

3D SDF for NP0033698 (tomentodiplacone B)

3D-SDF for NP0033698 (tomentodiplacone B)

PDB for NP0033698 (tomentodiplacone B)

3D PDB for NP0033698 (tomentodiplacone B)

SMILES for NP0033698 (tomentodiplacone B)

INCHI for NP0033698 (tomentodiplacone B)

Structure for NP0033698 (tomentodiplacone B)

3D Structure for NP0033698 (tomentodiplacone B)