NP-MRD: Showing NP-Card for 7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one (NP0271120)

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Record Information

Version

2.0

Created at

2022-09-08 17:17:58 UTC

Updated at

2022-09-08 17:17:58 UTC

NP-MRD ID

NP0271120

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one

Description

7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone, also known as tylophorin or 2,3,6,7-tetramethoxyphenanthro(9,10:6,7')Indolizidine, belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. 7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone has been detected, but not quantified in, herbs and spices. 7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one is found in Alpinia officinarum. 7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one was first documented in 2010 (PMID: 20377275). This could make 7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone a potential biomarker for the consumption of these foods (PMID: 21728149).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061304482D          

 25 26  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 C   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
   -3.5724    6.1875    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
    1.4289    4.9500    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
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    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
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    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
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  1  0  0  0  0
 18 15  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  2  0  0  0  0
 22 18  2  0  0  0  0
 23 20  1  0  0  0  0
 24  1  1  0  0  0  0
 24 19  1  0  0  0  0
 25  2  1  0  0  0  0
 25 21  1  0  0  0  0
M  END

     RDKit          3D

 51 52  0  0  0  0  0  0  0  0999 V2000
    4.9131    3.1311    0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4377    1.9540    0.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9419    0.7394    0.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957    0.6187   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4892   -0.5957   -0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014   -0.6143   -2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0885   -0.3503   -1.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4760   -1.3184   -0.7946 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -6.1610    2.5951    0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2238    1.7818    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0297    0.4099    1.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7717   -0.1018    0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190   -1.4314    0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237   -2.8162    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0095   -1.7172   -0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.6226    0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -0.4075    1.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4259   -0.3677    2.0319 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3648    4.0455    0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999    3.1002    0.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0520    3.0258   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6097    1.5257   -0.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887   -1.5705   -2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792    0.1662   -2.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0503    0.7136   -1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799   -0.3148   -2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943   -2.3020   -1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8004    0.1505    0.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -1.6140    0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3859    0.7586   -1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9189   -0.9748   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    0.9297    0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1836   -0.7169    0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0970    2.7041    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2886    3.6717    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2015    2.1992    1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8558   -0.1994    1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6652   -1.1690    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0675   -3.1813    0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -3.4270   -0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6929   -2.9183    1.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6822   -2.6963   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3603   -2.5547    1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8182    0.4855    2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 24  2  0
 24 25  1  0
 24 23  1  0
 23 22  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 22  5  1  0
 19 14  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
  8 34  1  6
  7 32  1  0
  7 33  1  0
  6 30  1  0
  6 31  1  0
  4 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 25 51  1  0
 23 50  1  0
 22 49  1  0
  9 35  1  0
  9 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
M  END


  Mrv0541 05061304482D          

 25 26  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 C   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
   -3.5724    6.1875    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
    1.4289    4.9500    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
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    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
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    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
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  1  0  0  0  0
 18 15  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  2  0  0  0  0
 22 18  2  0  0  0  0
 23 20  1  0  0  0  0
 24  1  1  0  0  0  0
 24 19  1  0  0  0  0
 25  2  1  0  0  0  0
 25 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0271120

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(CCC1=CC(OC)=C(O)C=C1)CC(=O)CCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O4/c1-24-19(12-9-17-10-13-20(23)21(14-17)25-2)15-18(22)11-8-16-6-4-3-5-7-16/h3-7,10,13-14,19,23H,8-9,11-12,15H2,1-2H3

> <INCHI_KEY>
XYIISUAVSYEQLI-UHFFFAOYSA-N

> <FORMULA>
C21H26O4

> <MOLECULAR_WEIGHT>
342.4287

> <EXACT_MASS>
342.18310932

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.52131873084858

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one

> <ALOGPS_LOGP>
4.11

> <JCHEM_LOGP>
4.504312957000002

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.74765195705217

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.27697520965132

> <JCHEM_PKA_STRONGEST_BASIC>
-4.056747770732218

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
98.75339999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667   7.700   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   25                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   16                                                       
CONECT    7    5   16                                                       
CONECT    8   11   16                                                       
CONECT    9   12   17                                                       
CONECT   10   13   17                                                       
CONECT   11    8   18                                                       
CONECT   12    9   19                                                       
CONECT   13   10   20                                                       
CONECT   14   17   21                                                       
CONECT   15   18   19                                                       
CONECT   16    6    7    8                                                  
CONECT   17    9   10   14                                                  
CONECT   18   11   15   22                                                  
CONECT   19   12   15   24                                                  
CONECT   20   13   21   23                                                  
CONECT   21   14   20   25                                                  
CONECT   22   18                                                            
CONECT   23   20                                                            
CONECT   24    1   19                                                       
CONECT   25    2   21                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
(+)-Tylophorine	HMDB
2,3,6,7-Tetramethoxyphenanthro(9,10:6,7')indolizidine	HMDB
2,3,6,7-Tetramethoxyphenanthro[9,10:6',7']indolizidine	HMDB
7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone, 9ci	HMDB
Tylophorin	HMDB
Tylophorine	HMDB
Tylophorine (8ci)	HMDB

Chemical Formula

C₂₁H₂₆O₄

Average Mass

342.4287 Da

Monoisotopic Mass

342.18311 Da

IUPAC Name

7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one

Traditional Name

7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one

CAS Registry Number

Not Available

SMILES

COC(CCC1=CC(OC)=C(O)C=C1)CC(=O)CCC1=CC=CC=C1

InChI Identifier

InChI=1S/C21H26O4/c1-24-19(12-9-17-10-13-20(23)21(14-17)25-2)15-18(22)11-8-16-6-4-3-5-7-16/h3-7,10,13-14,19,23H,8-9,11-12,15H2,1-2H3

InChI Key

XYIISUAVSYEQLI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alpinia officinarum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Ketone
Dialkyl ether
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	4.11	ALOGPS
logP	4.5	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	98.75 m³·mol⁻¹	ChemAxon
Polarizability	38.52 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

HMDB0029525

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000665

KNApSAcK ID

Not Available

Chemspider ID

4477747

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319454

PDB ID

Not Available

ChEBI ID

66032

Good Scents ID

Not Available

References

General References

Lee YZ, Huang CW, Yang CW, Hsu HY, Kang IJ, Chao YS, Chen IS, Chang HY, Lee SJ: Isolation and biological activities of phenanthroindolizidine and septicine alkaloids from the Formosan Tylophora ovata. Planta Med. 2011 Nov;77(17):1932-8. doi: 10.1055/s-0030-1271199. Epub 2011 Jul 4. [PubMed:21728149 ]
Stoye A, Opatz T: Racemization-free synthesis of (S)-(+)-tylophorine from L-proline by radical cyclization. Org Lett. 2010 May 7;12(9):2140-1. doi: 10.1021/ol100652b. [PubMed:20377275 ]
LOTUS database [Link]

Showing NP-Card for 7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one (NP0271120)

MOL for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

3D MOL for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

3D SDF for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

3D-SDF for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

PDB for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

3D PDB for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

SMILES for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

INCHI for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

Structure for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)

3D Structure for NP0271120 (7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one)