NP-MRD: Showing NP-Card for Taccabulin D (NP0043989)

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Record Information

Version

1.0

Created at

2021-06-22 17:44:15 UTC

Updated at

2021-06-22 17:44:15 UTC

NP-MRD ID

NP0043989

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Taccabulin D

Description

Taccabulin D belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. Taccabulin D is found in integrifolia and Tacca chantrieri. It was first documented in 2013 (PMID: 24303844). Based on a literature review very few articles have been published on Taccabulin D.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043989
     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -6.2516    0.9658   -0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769    1.5833    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820    0.9081    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    1.5288    1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9459    0.8756    1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0042    1.4928    2.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1425    2.7480    2.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917   -0.3707    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -1.0617    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373   -0.5194    0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -1.2946    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763   -2.2430    1.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2518   -1.0407    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3807   -1.7674    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6095   -1.5012    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7477   -0.4946   -0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9559   -0.1726   -1.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221    0.2445   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7694    1.2652   -2.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    2.0258   -2.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -0.0271   -0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.9674    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3781   -2.2189   -0.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -2.8636   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8551   -0.3542   -0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8437    0.6233   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0444    1.7487   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3509    2.5060    1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6848    2.6208    3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763    3.4920    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210    3.1654    3.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273   -2.1355    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1499   -1.0299    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5393   -0.5227   -0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2586   -2.5534    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -2.0855    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8171   -0.6304   -1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4902    2.8012   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538    1.4135   -2.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196    2.5133   -3.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933    0.5465   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4211   -2.3341   -2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887   -3.8946   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096   -2.8272   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6166   -0.8141   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
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 16 17  1  0
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 19 20  1  0
 18 21  2  0
  8 22  1  0
 22 23  1  0
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 22 25  2  0
 25  3  1  0
 21 13  1  0
  1 26  1  0
  1 27  1  0
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  4 29  1  0
  7 30  1  0
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  9 34  1  0
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 17 39  1  0
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 20 42  1  0
 21 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
M  END


  Mrv1652306222119442D          

 25 26  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
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 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043989

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C(CCC(=O)C2=CC(OC)=C(O)C=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O6/c1-22-13-10-17(23-2)14(18(11-13)24-3)6-8-15(20)12-5-7-16(21)19(9-12)25-4/h5,7,9-11,21H,6,8H2,1-4H3

> <INCHI_KEY>
WDZIKOIUMUYYFN-UHFFFAOYSA-N

> <FORMULA>
C19H22O6

> <MOLECULAR_WEIGHT>
346.379

> <EXACT_MASS>
346.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.86021962741074

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-hydroxy-3-methoxyphenyl)-3-(2,4,6-trimethoxyphenyl)propan-1-one

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.8755514349999993

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.629247035088124

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.26399200810015

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2622144173335546

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
93.6174

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-hydroxy-3-methoxyphenyl)-3-(2,4,6-trimethoxyphenyl)propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043989
     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -6.2516    0.9658   -0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769    1.5833    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820    0.9081    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    1.5288    1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9459    0.8756    1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0042    1.4928    2.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1425    2.7480    2.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917   -0.3707    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -1.0617    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373   -0.5194    0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -1.2946    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763   -2.2430    1.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2518   -1.0407    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3807   -1.7674    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6095   -1.5012    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7477   -0.4946   -0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9559   -0.1726   -1.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221    0.2445   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7694    1.2652   -2.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    2.0258   -2.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -0.0271   -0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.9674    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3781   -2.2189   -0.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -2.8636   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8551   -0.3542   -0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8437    0.6233   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4211   -2.3341   -2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887   -3.8946   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096   -2.8272   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6166   -0.8141   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
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 13 14  2  0
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 16 17  1  0
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 18 19  1  0
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 18 21  2  0
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 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 21 13  1  0
  1 26  1  0
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  4 29  1  0
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 10 35  1  0
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 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334 -16.170   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.000 -16.940   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22   17   23                                                       
CONECT   23   22                                                            
CONECT   24    5   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    NP0043989
HETATM    1  C1  UNL     1      -6.252   0.966  -0.644  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.277   1.583   0.170  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.082   0.908   0.417  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.141   1.529   1.215  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.946   0.876   1.474  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.004   1.493   2.271  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.142   2.748   2.859  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.692  -0.371   0.950  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.434  -1.062   1.221  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.737  -0.519   0.429  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.937  -1.295   0.792  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.876  -2.243   1.640  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.252  -1.041   0.221  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.381  -1.767   0.561  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.609  -1.501   0.002  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.748  -0.495  -0.919  1.00  0.00           C  
HETATM   17  O4  UNL     1       6.956  -0.173  -1.521  1.00  0.00           O  
HETATM   18  C14 UNL     1       4.622   0.244  -1.270  1.00  0.00           C  
HETATM   19  O5  UNL     1       4.769   1.265  -2.206  1.00  0.00           O  
HETATM   20  C15 UNL     1       3.659   2.026  -2.581  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.376  -0.027  -0.703  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.646  -0.967   0.157  1.00  0.00           C  
HETATM   23  O6  UNL     1      -2.378  -2.219  -0.364  1.00  0.00           O  
HETATM   24  C18 UNL     1      -3.326  -2.864  -1.179  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.855  -0.354  -0.130  1.00  0.00           C  
HETATM   26  H1  UNL     1      -5.844   0.623  -1.609  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.044   1.749  -0.818  1.00  0.00           H  
HETATM   28  H3  UNL     1      -6.704   0.108  -0.115  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.351   2.506   1.622  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.685   2.621   3.816  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.676   3.492   2.240  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.121   3.165   3.029  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.527  -2.136   0.927  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.150  -1.030   2.295  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.539  -0.523  -0.662  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.958   0.548   0.687  1.00  0.00           H  
HETATM   37  H12 UNL     1       4.259  -2.553   1.283  1.00  0.00           H  
HETATM   38  H13 UNL     1       6.461  -2.085   0.290  1.00  0.00           H  
HETATM   39  H14 UNL     1       7.817  -0.630  -1.346  1.00  0.00           H  
HETATM   40  H15 UNL     1       3.490   2.801  -1.824  1.00  0.00           H  
HETATM   41  H16 UNL     1       2.754   1.413  -2.801  1.00  0.00           H  
HETATM   42  H17 UNL     1       3.920   2.513  -3.560  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.493   0.546  -0.973  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.421  -2.334  -2.171  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.989  -3.895  -1.361  1.00  0.00           H  
HETATM   46  H21 UNL     1      -4.310  -2.827  -0.656  1.00  0.00           H  
HETATM   47  H22 UNL     1      -4.617  -0.814  -0.754  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   29
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   30   31   32
CONECT    8    9   22
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   12   13
CONECT   13   14   14   21
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   16   17   18
CONECT   17   39
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   40   41   42
CONECT   21   43
CONECT   22   23   25   25
CONECT   23   24
CONECT   24   44   45   46
CONECT   25   47
END

NP0043989
     RDKit          3D

47 48  0  0  0  0  0  0  0  0999 V2000
   -6.2516    0.9658   -0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2769    1.5833    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820    0.9081    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    1.5288    1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9459    0.8756    1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0042    1.4928    2.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1425    2.7480    2.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917   -0.3707    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -1.0617    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373   -0.5194    0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -1.2946    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763   -2.2430    1.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2518   -1.0407    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3807   -1.7674    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6095   -1.5012    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7477   -0.4946   -0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9559   -0.1726   -1.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221    0.2445   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7694    1.2652   -2.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    2.0258   -2.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -0.0271   -0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.9674    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3781   -2.2189   -0.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -2.8636   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8551   -0.3542   -0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8437    0.6233   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0444    1.7487   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7042    0.1076   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3509    2.5060    1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6848    2.6208    3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763    3.4920    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210    3.1654    3.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273   -2.1355    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1499   -1.0299    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5393   -0.5227   -0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9578    0.5483    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2586   -2.5534    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -2.0855    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8171   -0.6304   -1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4902    2.8012   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538    1.4135   -2.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196    2.5133   -3.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933    0.5465   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4211   -2.3341   -2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887   -3.8946   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096   -2.8272   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6166   -0.8141   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
  8 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 21 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₆

Average Mass

346.3790 Da

Monoisotopic Mass

346.14164 Da

IUPAC Name

1-(4-hydroxy-3-methoxyphenyl)-3-(2,4,6-trimethoxyphenyl)propan-1-one

Traditional Name

1-(4-hydroxy-3-methoxyphenyl)-3-(2,4,6-trimethoxyphenyl)propan-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C(CCC(=O)C2=CC(OC)=C(O)C=C2)C(OC)=C1

InChI Identifier

InChI=1S/C19H22O6/c1-22-13-10-17(23-2)14(18(11-13)24-3)6-8-15(20)12-5-7-16(21)19(9-12)25-4/h5,7,9-11,21H,6,8H2,1-4H3

InChI Key

WDZIKOIUMUYYFN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, 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
integrifolia	Linigton's dataset	24303844
Tacca chantrieri	Linigton's dataset	24303844

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Retro-dihydrochalcones

Alternative Parents

Substituents

Retro-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Phenylketone
Phenoxy compound
Benzoyl
Phenol ether
Anisole
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ketone
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.77	ALOGPS
logP	2.88	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.26	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	74.22 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	93.62 m³·mol⁻¹	ChemAxon
Polarizability	36.86 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

31135852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73603944

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Peng J, Risinger AL, Da C, Fest GA, Kellogg GE, Mooberry SL: Structure-activity relationships of retro-dihydrochalcones isolated from Tacca sp. J Nat Prod. 2013 Dec 27;76(12):2189-94. doi: 10.1021/np4005085. Epub 2013 Dec 4. [PubMed:24303844 ]

Showing NP-Card for Taccabulin D (NP0043989)

MOL for NP0043989 (Taccabulin D)

3D MOL for NP0043989 (Taccabulin D)

3D SDF for NP0043989 (Taccabulin D)

3D-SDF for NP0043989 (Taccabulin D)

PDB for NP0043989 (Taccabulin D)

3D PDB for NP0043989 (Taccabulin D)

SMILES for NP0043989 (Taccabulin D)

INCHI for NP0043989 (Taccabulin D)

Structure for NP0043989 (Taccabulin D)

3D Structure for NP0043989 (Taccabulin D)