NP-MRD: Showing NP-Card for Taccabulin C (NP0043988)

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Record Information

Version

1.0

Created at

2021-06-22 17:44:12 UTC

Updated at

2021-06-22 17:44:13 UTC

NP-MRD ID

NP0043988

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Taccabulin C

Description

Taccabulin C 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 C 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 C.

Structure

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

NP0043988
     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
    5.2234   -1.5561    2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7143   -1.8935    0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8242   -1.0452    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3380   -1.3873   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -0.5985   -1.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0555   -1.0751   -2.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0248    0.5881   -1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    1.4459   -1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    0.8994   -1.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.6485   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.8466    0.5531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3813    0.1223   -0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.1144   -1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -0.6122   -2.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.8655   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2777   -1.3681   -0.9067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937   -0.6293    0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1148   -0.8864    1.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -0.6532    2.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115   -0.1387    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4916    0.9671    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0694    2.1586    0.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500    2.5458    2.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760    0.1518    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570   -1.1231    2.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0579   -0.8103    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6140   -2.4721    2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -2.3365   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7231   -3.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455    2.4616   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5160    1.6088   -2.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -0.0780   -2.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    1.6770   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.0695   -2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7114   -0.8025   -2.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6756   -1.5342   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5134    0.4172    2.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5469   -1.1501    2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1545   -1.1741    3.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785    0.0420    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.8428    2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    3.5684    2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700    2.5267    2.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447    0.4393    1.8195 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24  3  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
M  END


  Mrv1652306222119442D          

 24 25  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
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -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
  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043988

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O6/c1-22-12-9-16(21)13(17(10-12)23-2)5-7-14(19)11-4-6-15(20)18(8-11)24-3/h4,6,8-10,20-21H,5,7H2,1-3H3

> <INCHI_KEY>
GPKHOPXMGBTRQX-UHFFFAOYSA-N

> <FORMULA>
C18H20O6

> <MOLECULAR_WEIGHT>
332.352

> <EXACT_MASS>
332.125988364

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.852277389456205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.729657379

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.332688594124482

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.225237629599004

> <JCHEM_PKA_STRONGEST_BASIC>
-4.389518577078003

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
89.13510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043988
     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
    5.2234   -1.5561    2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7143   -1.8935    0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8242   -1.0452    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3380   -1.3873   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -0.5985   -1.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0555   -1.0751   -2.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0248    0.5881   -1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    1.4459   -1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    0.8994   -1.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.6485   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.8466    0.5531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3813    0.1223   -0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.1144   -1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -0.6122   -2.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.8655   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2777   -1.3681   -0.9067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937   -0.6293    0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1148   -0.8864    1.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -0.6532    2.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115   -0.1387    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4916    0.9671    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0694    2.1586    0.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500    2.5458    2.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760    0.1518    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570   -1.1231    2.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0579   -0.8103    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6140   -2.4721    2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -2.3365   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7231   -3.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455    2.4616   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5160    1.6088   -2.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -0.0780   -2.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    1.6770   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.0695   -2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7114   -0.8025   -2.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6756   -1.5342   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5134    0.4172    2.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5469   -1.1501    2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1545   -1.1741    3.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785    0.0420    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.8428    2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    3.5684    2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700    2.5267    2.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447    0.4393    1.8195 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24  3  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  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
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                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    NP0043988
HETATM    1  C1  UNL     1       5.223  -1.556   2.243  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.714  -1.894   0.968  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.824  -1.045   0.325  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.338  -1.387  -0.915  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.438  -0.598  -1.639  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.056  -1.075  -2.860  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.025   0.588  -1.056  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.073   1.446  -1.787  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.294   0.899  -1.836  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.006   0.649  -0.580  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.534   0.847   0.553  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.381   0.122  -0.702  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.952  -0.114  -1.922  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.252  -0.612  -2.028  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.962  -0.866  -0.879  1.00  0.00           C  
HETATM   16  O4  UNL     1      -6.278  -1.368  -0.907  1.00  0.00           O  
HETATM   17  C13 UNL     1      -4.394  -0.629   0.359  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.115  -0.886   1.528  1.00  0.00           O  
HETATM   19  C14 UNL     1      -4.556  -0.653   2.790  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.112  -0.139   0.435  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.492   0.967   0.183  1.00  0.00           C  
HETATM   22  O6  UNL     1       2.069   2.159   0.731  1.00  0.00           O  
HETATM   23  C17 UNL     1       2.550   2.546   2.004  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.376   0.152   0.850  1.00  0.00           C  
HETATM   25  H1  UNL     1       4.457  -1.123   2.918  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.058  -0.810   2.127  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.614  -2.472   2.746  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.681  -2.337  -1.356  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.477  -0.723  -3.560  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.045   2.462  -1.324  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.516   1.609  -2.803  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.384  -0.078  -2.414  1.00  0.00           H  
HETATM   33  H9  UNL     1      -0.908   1.677  -2.416  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.433   0.070  -2.836  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.711  -0.803  -2.978  1.00  0.00           H  
HETATM   36  H12 UNL     1      -6.676  -1.534  -1.819  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.513   0.417   2.991  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.547  -1.150   2.832  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.155  -1.174   3.581  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.678   0.042   1.424  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.212   1.843   2.800  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.188   3.568   2.258  1.00  0.00           H  
HETATM   43  H19 UNL     1       3.670   2.527   2.043  1.00  0.00           H  
HETATM   44  H20 UNL     1       3.745   0.439   1.820  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   28
CONECT    5    6    7    7
CONECT    6   29
CONECT    7    8   21
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   11   12
CONECT   12   13   13   20
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16   17
CONECT   16   36
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   37   38   39
CONECT   20   40
CONECT   21   22   24   24
CONECT   22   23
CONECT   23   41   42   43
CONECT   24   44
END

NP0043988
     RDKit          3D

44 45  0  0  0  0  0  0  0  0999 V2000
    5.2234   -1.5561    2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7143   -1.8935    0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8242   -1.0452    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3380   -1.3873   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -0.5985   -1.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0555   -1.0751   -2.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0248    0.5881   -1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    1.4459   -1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    0.8994   -1.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.6485   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.8466    0.5531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3813    0.1223   -0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.1144   -1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -0.6122   -2.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.8655   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2777   -1.3681   -0.9067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937   -0.6293    0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1148   -0.8864    1.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -0.6532    2.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115   -0.1387    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4916    0.9671    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0694    2.1586    0.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500    2.5458    2.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760    0.1518    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570   -1.1231    2.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0579   -0.8103    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6140   -2.4721    2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -2.3365   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7231   -3.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455    2.4616   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5160    1.6088   -2.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -0.0780   -2.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    1.6770   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.0695   -2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7114   -0.8025   -2.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6756   -1.5342   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5134    0.4172    2.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5469   -1.1501    2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1545   -1.1741    3.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785    0.0420    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.8428    2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    3.5684    2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700    2.5267    2.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447    0.4393    1.8195 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24  3  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₆

Average Mass

332.3520 Da

Monoisotopic Mass

332.12599 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H20O6/c1-22-12-9-16(21)13(17(10-12)23-2)5-7-14(19)11-4-6-15(20)18(8-11)24-3/h4,6,8-10,20-21H,5,7H2,1-3H3

InChI Key

GPKHOPXMGBTRQX-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
M-dimethoxybenzene
Dimethoxybenzene
Phenylketone
Anisole
Benzoyl
Methoxybenzene
Aryl alkyl ketone
Aryl ketone
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Ketone
Ether
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen 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	2.89	ALOGPS
logP	2.73	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.23	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.14 m³·mol⁻¹	ChemAxon
Polarizability	34.85 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

31135851

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76331800

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 C (NP0043988)

MOL for NP0043988 (Taccabulin C)

3D MOL for NP0043988 (Taccabulin C)

3D SDF for NP0043988 (Taccabulin C)

3D-SDF for NP0043988 (Taccabulin C)

PDB for NP0043988 (Taccabulin C)

3D PDB for NP0043988 (Taccabulin C)

SMILES for NP0043988 (Taccabulin C)

INCHI for NP0043988 (Taccabulin C)

Structure for NP0043988 (Taccabulin C)

3D Structure for NP0043988 (Taccabulin C)