NP-MRD: Showing NP-Card for 2-hydroxy-3,4,6-trimethoxydihydrochalcone (NP0029801)

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Record Information

Version

2.0

Created at

2021-06-19 21:19:59 UTC

Updated at

2021-06-29 23:57:24 UTC

NP-MRD ID

NP0029801

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-3,4,6-trimethoxydihydrochalcone

Provided By

JEOL Database JEOL Logo

Description

3-(2-Hydroxy-3,4,6-trimethoxyphenyl)-1-phenylpropan-1-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-hydroxy-3,4,6-trimethoxydihydrochalcone is found in Fissistigma bracteolatum and Uvaria welwitschii. 2-hydroxy-3,4,6-trimethoxydihydrochalcone was first documented in 2000 (Lien, T. P., et al.). Based on a literature review very few articles have been published on 3-(2-hydroxy-3,4,6-trimethoxyphenyl)-1-phenylpropan-1-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306192123203D          

 43 44  0  0  0  0            999 V2000
    0.4374   -1.9765   -2.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706   -2.0944   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7580   -0.9847   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440    0.3261   -1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555    1.4251   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247    2.7193   -0.9007 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.9483   -2.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272    1.1981    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    2.1562    1.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    3.3377    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -0.1162    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.3224    2.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.2199    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393   -2.6223    0.6713 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7285   -3.1772    1.6726 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4424   -3.6130    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -4.7211    0.4618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513   -2.7084    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7862   -1.4547    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.6522    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453   -1.0970    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0252   -2.3454    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -3.1465    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650   -1.5223   -2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.4157   -3.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -2.9851   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572    0.4841   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239    2.6865   -2.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    2.4120   -1.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    4.0186   -2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381    3.1374    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    4.0841    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    3.7567    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    0.5711    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -3.3016   -0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7339   -2.6109    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.4980    2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -4.0804    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -1.0648    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.3229    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323   -0.4718    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955   -2.6994   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -4.1194   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 19 20  2  0  0  0  0
  4  3  2  0  0  0  0
 20 21  1  0  0  0  0
  3 13  1  0  0  0  0
 21 22  2  0  0  0  0
 13 14  1  0  0  0  0
 22 23  1  0  0  0  0
 23 18  2  0  0  0  0
 11  8  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
 15 16  1  0  0  0  0
  3  2  1  0  0  0  0
  8  5  2  0  0  0  0
  9 10  1  0  0  0  0
 16 18  1  0  0  0  0
  6  7  1  0  0  0  0
 13 11  2  0  0  0  0
  2  1  1  0  0  0  0
 18 19  1  0  0  0  0
 16 17  2  0  0  0  0
  4 27  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 19 39  1  0  0  0  0
 20 40  1  0  0  0  0
 21 41  1  0  0  0  0
 22 42  1  0  0  0  0
 23 43  1  0  0  0  0
 12 34  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    0.4374   -1.9765   -2.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706   -2.0944   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7580   -0.9847   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440    0.3261   -1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555    1.4251   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247    2.7193   -0.9007 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.9483   -2.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272    1.1981    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    2.1562    1.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    3.3377    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -0.1162    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.3224    2.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.2199    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393   -2.6223    0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285   -3.1772    1.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4424   -3.6130    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -4.7211    0.4618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513   -2.7084    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7862   -1.4547    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.6522    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453   -1.0970    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0252   -2.3454    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -3.1465    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650   -1.5223   -2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.4157   -3.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -2.9851   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572    0.4841   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239    2.6865   -2.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    2.4120   -1.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    4.0186   -2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381    3.1374    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    4.0841    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    3.7567    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    0.5711    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -3.3016   -0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7339   -2.6109    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.4980    2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -4.0804    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -1.0648    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.3229    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323   -0.4718    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955   -2.6994   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -4.1194   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 19 20  2  0
  4  3  2  0
 20 21  1  0
  3 13  1  0
 21 22  2  0
 13 14  1  0
 22 23  1  0
 23 18  2  0
 11  8  1  0
 11 12  1  0
 14 15  1  0
  8  9  1  0
  5  6  1  0
 15 16  1  0
  3  2  1  0
  8  5  2  0
  9 10  1  0
 16 18  1  0
  6  7  1  0
 13 11  2  0
  2  1  1  0
 18 19  1  0
 16 17  2  0
  4 27  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 12 34  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

  Mrv1652306192123203D          

 43 44  0  0  0  0            999 V2000
    0.4374   -1.9765   -2.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706   -2.0944   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7580   -0.9847   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440    0.3261   -1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555    1.4251   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247    2.7193   -0.9007 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.9483   -2.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272    1.1981    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    2.1562    1.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    3.3377    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -0.1162    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.3224    2.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.2199    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393   -2.6223    0.6713 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7285   -3.1772    1.6726 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4424   -3.6130    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -4.7211    0.4618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513   -2.7084    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7862   -1.4547    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.6522    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453   -1.0970    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0252   -2.3454    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -3.1465    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650   -1.5223   -2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.4157   -3.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -2.9851   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572    0.4841   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239    2.6865   -2.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    2.4120   -1.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    4.0186   -2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381    3.1374    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    4.0841    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    3.7567    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    0.5711    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -3.3016   -0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7339   -2.6109    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.4980    2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -4.0804    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -1.0648    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.3229    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323   -0.4718    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955   -2.6994   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -4.1194   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 19 20  2  0  0  0  0
  4  3  2  0  0  0  0
 20 21  1  0  0  0  0
  3 13  1  0  0  0  0
 21 22  2  0  0  0  0
 13 14  1  0  0  0  0
 22 23  1  0  0  0  0
 23 18  2  0  0  0  0
 11  8  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
 15 16  1  0  0  0  0
  3  2  1  0  0  0  0
  8  5  2  0  0  0  0
  9 10  1  0  0  0  0
 16 18  1  0  0  0  0
  6  7  1  0  0  0  0
 13 11  2  0  0  0  0
  2  1  1  0  0  0  0
 18 19  1  0  0  0  0
 16 17  2  0  0  0  0
  4 27  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 19 39  1  0  0  0  0
 20 40  1  0  0  0  0
 21 41  1  0  0  0  0
 22 42  1  0  0  0  0
 23 43  1  0  0  0  0
 12 34  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029801

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])C([H])([H])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O5/c1-21-15-11-16(22-2)18(23-3)17(20)13(15)9-10-14(19)12-7-5-4-6-8-12/h4-8,11,20H,9-10H2,1-3H3

> <INCHI_KEY>
ADHYECILSBTSIG-UHFFFAOYSA-N

> <FORMULA>
C18H20O5

> <MOLECULAR_WEIGHT>
316.353

> <EXACT_MASS>
316.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.61788534319981

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
3.0332227006666668

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.701225704725303

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.77445291775322

> <JCHEM_PKA_STRONGEST_BASIC>
-4.421732576962575

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
87.15420000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.02e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    0.4374   -1.9765   -2.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706   -2.0944   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7580   -0.9847   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440    0.3261   -1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555    1.4251   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247    2.7193   -0.9007 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.9483   -2.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272    1.1981    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    2.1562    1.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    3.3377    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -0.1162    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.3224    2.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.2199    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393   -2.6223    0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285   -3.1772    1.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4424   -3.6130    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -4.7211    0.4618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513   -2.7084    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7862   -1.4547    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.6522    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453   -1.0970    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0252   -2.3454    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -3.1465    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650   -1.5223   -2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.4157   -3.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -2.9851   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572    0.4841   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239    2.6865   -2.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    2.4120   -1.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    4.0186   -2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381    3.1374    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    4.0841    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    3.7567    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    0.5711    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -3.3016   -0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7339   -2.6109    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.4980    2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -4.0804    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -1.0648    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.3229    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323   -0.4718    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955   -2.6994   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -4.1194   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 19 20  2  0
  4  3  2  0
 20 21  1  0
  3 13  1  0
 21 22  2  0
 13 14  1  0
 22 23  1  0
 23 18  2  0
 11  8  1  0
 11 12  1  0
 14 15  1  0
  8  9  1  0
  5  6  1  0
 15 16  1  0
  3  2  1  0
  8  5  2  0
  9 10  1  0
 16 18  1  0
  6  7  1  0
 13 11  2  0
  2  1  1  0
 18 19  1  0
 16 17  2  0
  4 27  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 12 34  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.437  -1.976  -2.739  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.471  -2.094  -1.769  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.758  -0.985  -1.018  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.444   0.326  -1.411  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.756   1.425  -0.597  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.425   2.719  -0.901  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.600   2.948  -2.036  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.427   1.198   0.612  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.795   2.156   1.529  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.362   3.338   0.966  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.721  -0.116   1.004  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.320  -0.322   2.223  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.413  -1.220   0.202  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.739  -2.622   0.671  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.728  -3.177   1.673  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.442  -3.613   0.997  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.368  -4.721   0.462  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.751  -2.708   0.962  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.786  -1.455   1.584  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.928  -0.652   1.493  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.045  -1.097   0.789  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.025  -2.345   0.173  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.884  -3.147   0.259  0.00  0.00           C+0
HETATM   24  H   UNK     0      -0.465  -1.522  -2.316  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.788  -1.416  -3.611  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.177  -2.985  -3.074  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.957   0.484  -2.365  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.124   2.687  -2.960  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.351   2.412  -1.951  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.375   4.019  -2.074  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.938   3.137   0.056  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.583   4.084   0.786  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.051   3.757   1.706  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.437   0.571   2.603  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.841  -3.302  -0.184  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.734  -2.611   1.136  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.542  -2.498   2.507  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.149  -4.080   2.135  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.059  -1.065   2.140  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.942   0.323   1.974  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.932  -0.472   0.724  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.896  -2.699  -0.374  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.882  -4.119  -0.230  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    4   13    2                                                  
CONECT    4    5    3   27                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6   28   29   30                                             
CONECT    8   11    9    5                                                  
CONECT    9    8   10                                                       
CONECT   10    9   31   32   33                                             
CONECT   11    8   12   13                                                  
CONECT   12   11   34                                                       
CONECT   13    3   14   11                                                  
CONECT   14   13   15   35   36                                             
CONECT   15   14   16   37   38                                             
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   23   16   19                                                  
CONECT   19   20   18   39                                                  
CONECT   20   19   21   40                                                  
CONECT   21   20   22   41                                                  
CONECT   22   21   23   42                                                  
CONECT   23   22   18   43                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    7                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   12                                                            
CONECT   35   14                                                            
CONECT   36   14                                                            
CONECT   37   15                                                            
CONECT   38   15                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
CONECT   43   23                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

RDKit          3D

43 44  0  0  0  0  0  0  0  0999 V2000
    0.4374   -1.9765   -2.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706   -2.0944   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7580   -0.9847   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4440    0.3261   -1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555    1.4251   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247    2.7193   -0.9007 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.9483   -2.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272    1.1981    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    2.1562    1.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    3.3377    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -0.1162    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.3224    2.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.2199    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393   -2.6223    0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285   -3.1772    1.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4424   -3.6130    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -4.7211    0.4618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513   -2.7084    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7862   -1.4547    1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9281   -0.6522    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453   -1.0970    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0252   -2.3454    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -3.1465    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650   -1.5223   -2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.4157   -3.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -2.9851   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572    0.4841   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239    2.6865   -2.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    2.4120   -1.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    4.0186   -2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381    3.1374    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    4.0841    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    3.7567    1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    0.5711    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -3.3016   -0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7339   -2.6109    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.4980    2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -4.0804    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -1.0648    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.3229    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323   -0.4718    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955   -2.6994   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -4.1194   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 19 20  2  0
  4  3  2  0
 20 21  1  0
  3 13  1  0
 21 22  2  0
 13 14  1  0
 22 23  1  0
 23 18  2  0
 11  8  1  0
 11 12  1  0
 14 15  1  0
  8  9  1  0
  5  6  1  0
 15 16  1  0
  3  2  1  0
  8  5  2  0
  9 10  1  0
 16 18  1  0
  6  7  1  0
 13 11  2  0
  2  1  1  0
 18 19  1  0
 16 17  2  0
  4 27  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 12 34  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₅

Average Mass

316.3530 Da

Monoisotopic Mass

316.13107 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])C([H])([H])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C18H20O5/c1-21-15-11-16(22-2)18(23-3)17(20)13(15)9-10-14(19)12-7-5-4-6-8-12/h4-8,11,20H,9-10H2,1-3H3

InChI Key

ADHYECILSBTSIG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Fissistigma bracteolatum	JEOL database	Lien, T. P., et al, Phytochemistry 53, 991 (2000)
Uvaria welwitschii	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound 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-4-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

Chalcones and dihydrochalcones (LMPK12120609 )

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	3.08	ALOGPS
logP	3.03	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.15 m³·mol⁻¹	ChemAxon
Polarizability	32.62 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

C00014605

Chemspider ID

24846144

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lien, T. P., et al. (2000). Lien, T. P., et al, Phytochemistry 53, 991 (2000). Phytochem..

Showing NP-Card for 2-hydroxy-3,4,6-trimethoxydihydrochalcone (NP0029801)

MOL for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

3D MOL for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

3D SDF for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

3D-SDF for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

PDB for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

3D PDB for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

SMILES for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

INCHI for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

Structure for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )

3D Structure for NP0029801 (2-hydroxy-3,4,6-trimethoxydihydrochalcone )