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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:06 UTC

Update Date

2022-03-07 02:53:32 UTC

HMDB ID

HMDB0032987

Secondary Accession Numbers

HMDB32987

Metabolite Identification

Common Name

Ipriflavone

Description

Ipriflavone, also known as osten or yambolap, belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Based on a literature review a significant number of articles have been published on Ipriflavone.

Structure

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

HMDB0032987
     RDKit          3D
Ipriflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.8292   -0.4945   -1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9250   -0.1222    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7640   -0.2270    1.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.8537    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4580   -0.4615    0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1278    0.8603   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    1.2142   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2339    0.2738   -0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5655    0.6542   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8871    1.8533   -0.2690 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389   -0.3080   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -0.0165   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    0.8476   -1.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8162    1.1135   -1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6973    0.5228   -0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1689   -0.3355    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8185   -0.6018    0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194   -1.6242    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -1.9437    0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -1.0528    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -1.3987    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.9679   -1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5655   -1.2394   -0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4231    0.3935   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6960    0.9519    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1164   -1.2507    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6359    0.4621    1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1731    0.1893    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    1.6740   -0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216    2.2366   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    1.3136   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2257    1.7876   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7639    0.7210   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8442   -0.8046    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861   -1.2995    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -2.3844    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6757   -2.4391    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 20  8  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 21 37  1  0
M  END


  Mrv0541 05061306502D          

 21 23  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   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
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
  9  8  2  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 11  1  0  0  0  0
 20 17  1  0  0  0  0
 21 12  1  0  0  0  0
 21 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032987

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O3/c1-12(2)21-14-8-9-15-17(10-14)20-11-16(18(15)19)13-6-4-3-5-7-13/h3-12H,1-2H3

> <INCHI_KEY>
SFBODOKJTYAUCM-UHFFFAOYSA-N

> <FORMULA>
C18H16O3

> <MOLECULAR_WEIGHT>
280.3178

> <EXACT_MASS>
280.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.91218383930779

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-phenyl-7-(propan-2-yloxy)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
3.953280068333334

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.749152773155711

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
81.3708

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
osten

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032987
     RDKit          3D
Ipriflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.8292   -0.4945   -1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9250   -0.1222    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7640   -0.2270    1.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.8537    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4580   -0.4615    0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1278    0.8603   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    1.2142   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2339    0.2738   -0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5655    0.6542   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8871    1.8533   -0.2690 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389   -0.3080   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -0.0165   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    0.8476   -1.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8162    1.1135   -1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6973    0.5228   -0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1689   -0.3355    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8185   -0.6018    0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194   -1.6242    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -1.9437    0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -1.0528    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -1.3987    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.9679   -1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5655   -1.2394   -0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4231    0.3935   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6960    0.9519    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1164   -1.2507    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6359    0.4621    1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1731    0.1893    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    1.6740   -0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216    2.2366   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    1.3136   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2257    1.7876   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7639    0.7210   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8442   -0.8046    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861   -1.2995    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -2.3844    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6757   -2.4391    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 20  8  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 21 37  1  0
M  END

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  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   13                                                       
CONECT    7    5   13                                                       
CONECT    8    9   14                                                       
CONECT    9    8   15                                                       
CONECT   10   14   17                                                       
CONECT   11   16   20                                                       
CONECT   12    1    2   21                                                  
CONECT   13    6    7   16                                                  
CONECT   14    8   10   21                                                  
CONECT   15    9   17   18                                                  
CONECT   16   11   13   18                                                  
CONECT   17   10   15   20                                                  
CONECT   18   15   16   19                                                  
CONECT   19   18                                                            
CONECT   20   11   17                                                       
CONECT   21   12   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0032987
HETATM    1  C1  UNL     1      -5.829  -0.494  -1.029  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.925  -0.122   0.128  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.764  -0.227   1.384  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.758  -0.854   0.179  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.458  -0.461   0.101  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.128   0.860  -0.054  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.778   1.214  -0.129  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.234   0.274  -0.051  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.565   0.654  -0.127  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.887   1.853  -0.269  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.539  -0.308  -0.046  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.959  -0.017  -0.115  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.463   0.848  -1.065  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.816   1.113  -1.117  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.697   0.523  -0.222  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.169  -0.336   0.717  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.818  -0.602   0.769  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.119  -1.624   0.111  1.00  0.00           C  
HETATM   19  O3  UNL     1       0.849  -1.944   0.180  1.00  0.00           O  
HETATM   20  C17 UNL     1      -0.111  -1.053   0.106  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.451  -1.399   0.179  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.276  -0.968  -1.866  1.00  0.00           H  
HETATM   23  H2  UNL     1      -6.566  -1.239  -0.662  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.423   0.394  -1.356  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.696   0.952   0.003  1.00  0.00           H  
HETATM   26  H5  UNL     1      -6.116  -1.251   1.566  1.00  0.00           H  
HETATM   27  H6  UNL     1      -6.636   0.462   1.235  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.173   0.189   2.247  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.834   1.674  -0.126  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.522   2.237  -0.249  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.788   1.314  -1.768  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.226   1.788  -1.855  1.00  0.00           H  
HETATM   33  H12 UNL     1       7.764   0.721  -0.248  1.00  0.00           H  
HETATM   34  H13 UNL     1       6.844  -0.805   1.423  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.486  -1.299   1.551  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.895  -2.384   0.175  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.676  -2.439   0.300  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26   27   28
CONECT    4    5
CONECT    5    6    6   21
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9   20
CONECT    9   10   10   11
CONECT   11   12   18   18
CONECT   12   13   13   17
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17   34
CONECT   17   35
CONECT   18   19   36
CONECT   19   20
CONECT   20   21   21
CONECT   21   37
END

HMDB0032987
     RDKit          3D
Ipriflavone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.8292   -0.4945   -1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9250   -0.1222    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7640   -0.2270    1.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.8537    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4580   -0.4615    0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1278    0.8603   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    1.2142   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2339    0.2738   -0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5655    0.6542   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8871    1.8533   -0.2690 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389   -0.3080   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -0.0165   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    0.8476   -1.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8162    1.1135   -1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6973    0.5228   -0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1689   -0.3355    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8185   -0.6018    0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194   -1.6242    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -1.9437    0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -1.0528    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -1.3987    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.9679   -1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5655   -1.2394   -0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4231    0.3935   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6960    0.9519    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1164   -1.2507    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6359    0.4621    1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1731    0.1893    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    1.6740   -0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216    2.2366   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    1.3136   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2257    1.7876   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7639    0.7210   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8442   -0.8046    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861   -1.2995    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -2.3844    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6757   -2.4391    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 20  8  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-(1-Methylethoxy)-3-phenyl-4H-1-benzopyran-4-one	ChEBI
7-Isopropoxyisoflavone	ChEBI
FL-113	ChEBI
Ipriflavona	ChEBI
Ipriflavonum	ChEBI
Iprosten	ChEBI
Osten	ChEBI
Yambolap	ChEBI
Osteoquine	MeSH
Quinogin	MeSH
(Ipriflavone)	HMDB
3-Phenyl-7-(propan-2-yloxy)-4H-chromen-4-one	HMDB
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one	HMDB
FL113	HMDB
Ipriflavone, inn	HMDB
Osteochin	HMDB
Osteofix	HMDB

Chemical Formula

C₁₈H₁₆O₃

Average Molecular Weight

280.3178

Monoisotopic Molecular Weight

280.109944378

IUPAC Name

3-phenyl-7-(propan-2-yloxy)-4H-chromen-4-one

Traditional Name

osten

CAS Registry Number

35212-22-7

SMILES

CC(C)OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H16O3/c1-12(2)21-14-8-9-15-17(10-14)20-11-16(18(15)19)13-6-4-3-5-7-13/h3-12H,1-2H3

InChI Key

SFBODOKJTYAUCM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Chromone
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:31719 )
isoflavones (CHEBI:31719 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032987)

Cellular substructure

Membrane (HMDB: HMDB0032987)

Source

Exogenous

Food

Food (HMDB: HMDB0032987)

Endogenous

Plant

Plant (HMDB: HMDB0032987)

Not Available

Nutrient (HMDB: HMDB0032987)

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0032987)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	115 - 117 °C	Not Available
Boiling Point	435.85 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.245 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0044 g/L	ALOGPS
logP	4.39	ALOGPS
logP	3.95	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.37 m³·mol⁻¹	ChemAxon
Polarizability	30.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.958	31661259
DarkChem	[M-H]-	166.007	31661259
DeepCCS	[M+H]+	169.428	30932474
DeepCCS	[M-H]-	167.07	30932474
DeepCCS	[M-2H]-	200.228	30932474
DeepCCS	[M+Na]+	175.521	30932474
AllCCS	[M+H]+	166.5	32859911
AllCCS	[M+H-H2O]+	162.8	32859911
AllCCS	[M+NH4]+	170.0	32859911
AllCCS	[M+Na]+	171.0	32859911
AllCCS	[M-H]-	171.5	32859911
AllCCS	[M+Na-2H]-	170.9	32859911
AllCCS	[M+HCOO]-	170.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ipriflavone	CC(C)OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=CC=C1	3217.3	Standard polar	33892256
Ipriflavone	CC(C)OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=CC=C1	2411.0	Standard non polar	33892256
Ipriflavone	CC(C)OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=CC=C1	2537.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ipriflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w29-0390000000-051f67f9dea7bb6296ed	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ipriflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone LC-ESI-QTOF , positive-QTOF	splash10-0019-0090000000-63dafe3f27f62baa7997	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone LC-ESI-QTOF , positive-QTOF	splash10-000i-0090000000-ab634420d7f97dfd41d6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone LC-ESI-QTOF , positive-QTOF	splash10-0gbi-0900000000-a0a4ec5ae5712522b418	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone , positive-QTOF	splash10-0019-0190000000-f4978be2136d7c5c6e4b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone , positive-QTOF	splash10-000i-3950000000-554557c5050b7f89c524	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone 35V, Positive-QTOF	splash10-0019-0590000000-d4bf2e0f2ef85ce5ae25	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone 10V, Positive-QTOF	splash10-0019-0090000000-63dafe3f27f62baa7997	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone 40V, Positive-QTOF	splash10-0gbi-0900000000-a0a4ec5ae5712522b418	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ipriflavone 20V, Positive-QTOF	splash10-000i-0090000000-ab634420d7f97dfd41d6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 10V, Positive-QTOF	splash10-001i-0090000000-f76aaa65e9cf3a1a7350	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 20V, Positive-QTOF	splash10-000i-0090000000-814ffd694c05e744612a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 40V, Positive-QTOF	splash10-0f79-4980000000-a90f34c7e3c598214b4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 10V, Negative-QTOF	splash10-004i-0090000000-ad57e3e89bea631c0c37	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 20V, Negative-QTOF	splash10-004i-0090000000-1e95c81afaf20bc2c82c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 40V, Negative-QTOF	splash10-000i-3790000000-a9eb86833997f850bcff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 10V, Negative-QTOF	splash10-004i-0090000000-3d7bebae22c9483bc555	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 20V, Negative-QTOF	splash10-000i-0090000000-f2be324d5bcacaa8426b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 40V, Negative-QTOF	splash10-0a4r-0590000000-6e164e76249d4ea74e33	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 10V, Positive-QTOF	splash10-001r-0090000000-5adac45f979a56a2d8a3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 20V, Positive-QTOF	splash10-000i-0090000000-3c49bf47e9be0ccca57c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipriflavone 40V, Positive-QTOF	splash10-06rm-2490000000-b3e9c90f766352241250	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13618

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010976

KNApSAcK ID

Not Available

Chemspider ID

3616

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ipriflavone

METLIN ID

Not Available

PubChem Compound

3747

PDB ID

Not Available

ChEBI ID

31719

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1098561

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Lopez-Noriega A, Arcos D, Vallet-Regi M: Functionalizing mesoporous bioglasses for long-term anti-osteoporotic drug delivery. Chemistry. 2010 Sep 17;16(35):10879-86. doi: 10.1002/chem.201000137. [PubMed:20661959 ]
Bossanyi A, Bucsi L: [A new treatment possibility for osteoporosis with osteochin (ipriflavone) tablets]. Magy Traumatol Orthop Helyreallito Seb. 1989;32(2):109-15. [PubMed:2570885 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Ipriflavone (HMDB0032987)

MOL for HMDB0032987 (Ipriflavone)

3D MOL for HMDB0032987 (Ipriflavone)

3D SDF for HMDB0032987 (Ipriflavone)

3D-SDF for HMDB0032987 (Ipriflavone)

PDB for HMDB0032987 (Ipriflavone)

3D PDB for HMDB0032987 (Ipriflavone)

SMILES for HMDB0032987 (Ipriflavone)

INCHI for HMDB0032987 (Ipriflavone)

Structure for HMDB0032987 (Ipriflavone)

3D Structure for HMDB0032987 (Ipriflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra