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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:35:30 UTC

Update Date

2022-03-07 02:57:07 UTC

HMDB ID

HMDB0041673

Secondary Accession Numbers

HMDB41673

Metabolite Identification

Common Name

4'-Methoxy-2',3,7-trihydroxyisoflavanone

Description

4'-Methoxy-2',3,7-trihydroxyisoflavanone belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Based on a literature review very few articles have been published on 4'-Methoxy-2',3,7-trihydroxyisoflavanone.

Structure

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

HMDB0041673
     RDKit          3D
4'-Methoxy-2',3,7-trihydroxyisoflavanone
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1026   -0.2001    2.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9501   -0.9810    1.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9207   -0.6104    1.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703   -1.3705    0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.0408    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8767    0.0896   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.4864   -1.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3874    0.4937   -2.9089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7885    1.8257   -1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    1.8314   -0.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5834    0.7399   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5305    0.8841    0.9556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.2613    1.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -0.1145    2.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612   -1.4727    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173   -1.6034   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3133   -0.4616   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2904   -0.5007   -1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -1.3755   -2.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0177    0.8563   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    2.0039   -1.3459 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0592    0.5197    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5436    0.0509    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9150   -0.7556    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    0.7316    2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7227   -2.2483    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -1.6874    0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -0.3893   -3.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2000    2.2214   -2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174    2.5292   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379    1.8272    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7387   -0.8599    2.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -2.3373    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7837   -2.5293   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276    2.5712   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    1.1376    0.3333 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  2  0
 22  3  1  0
 18  7  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 21 35  1  0
 22 36  1  0
M  END


  Mrv0541 02271201312D          

 22 24  0  0  0  0            999 V2000
    0.3864    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3280   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    1.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3280    1.3921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859    1.3921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3280   -1.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1009   -1.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1009   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -1.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -2.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864   -1.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1009    0.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  2  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 21  1  0  0  0  0
  2 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041673

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C=C1)C1(O)COC2=CC(O)=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c1-21-10-3-5-12(13(18)7-10)16(20)8-22-14-6-9(17)2-4-11(14)15(16)19/h2-7,17-18,20H,8H2,1H3

> <INCHI_KEY>
KZBMBIHZXUQFOR-UHFFFAOYSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.2788

> <EXACT_MASS>
302.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
29.8896865090789

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.6320345069999997

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.721007492699425

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.676331323744451

> <JCHEM_PKA_STRONGEST_BASIC>
-4.404413921452179

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
77.4048

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041673
     RDKit          3D
4'-Methoxy-2',3,7-trihydroxyisoflavanone
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1026   -0.2001    2.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9501   -0.9810    1.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9207   -0.6104    1.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703   -1.3705    0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.0408    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8767    0.0896   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.4864   -1.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3874    0.4937   -2.9089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7885    1.8257   -1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    1.8314   -0.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5834    0.7399   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5305    0.8841    0.9556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.2613    1.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -0.1145    2.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612   -1.4727    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173   -1.6034   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3133   -0.4616   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2904   -0.5007   -1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -1.3755   -2.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0177    0.8563   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    2.0039   -1.3459 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0592    0.5197    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5436    0.0509    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9150   -0.7556    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    0.7316    2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7227   -2.2483    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -1.6874    0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -0.3893   -3.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2000    2.2214   -2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174    2.5292   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379    1.8272    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7387   -0.8599    2.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -2.3373    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7837   -2.5293   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276    2.5712   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    1.1376    0.3333 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  2  0
 22  3  1  0
 18  7  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 21 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0       0.721   1.829   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.721   0.289   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.612  -0.481   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.946   0.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.280  -0.481   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.613   0.289   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.613   1.829   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.280   2.599   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.946   1.829   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.612   2.599   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -5.947   2.599   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.612  -2.021   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.055  -2.021   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.055  -0.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.389   0.289   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.722  -0.481   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.722  -2.021   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.389  -2.791   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.056  -2.791   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.056  -4.331   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.721  -2.791   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.055   1.059   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3   14   22                                             
CONECT    3    2    4   12                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    1    9                                                       
CONECT   11    7                                                            
CONECT   12    3                                                            
CONECT   13   14   18   21                                                  
CONECT   14    2   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   13   17                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   13                                                            
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0041673
HETATM    1  C1  UNL     1       5.103  -0.200   2.019  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.950  -0.981   1.931  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.921  -0.610   1.044  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.770  -1.371   0.940  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.740  -1.041   0.084  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.877   0.090  -0.690  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.191   0.486  -1.617  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.387   0.494  -2.909  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.788   1.826  -1.360  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.849   1.831  -0.454  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.583   0.740  -0.034  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.530   0.884   0.956  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.227  -0.261   1.322  1.00  0.00           C  
HETATM   14  O4  UNL     1      -5.179  -0.115   2.318  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.961  -1.473   0.705  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.017  -1.603  -0.277  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.313  -0.462  -0.652  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.290  -0.501  -1.688  1.00  0.00           C  
HETATM   19  O5  UNL     1      -1.403  -1.376  -2.584  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.018   0.856  -0.597  1.00  0.00           C  
HETATM   21  O6  UNL     1       2.219   2.004  -1.346  1.00  0.00           O  
HETATM   22  C16 UNL     1       3.059   0.520   0.271  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.544   0.051   1.011  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.915  -0.756   2.543  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.946   0.732   2.600  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.723  -2.248   1.576  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.127  -1.687   0.062  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.294  -0.389  -3.337  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.200   2.221  -2.335  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.017   2.529  -0.956  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.738   1.827   1.436  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.739  -0.860   2.662  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.511  -2.337   1.006  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.784  -2.529  -0.779  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.028   2.571  -1.298  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.957   1.138   0.333  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   20
CONECT    7    8    9   18
CONECT    8   28
CONECT    9   10   29   30
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   31
CONECT   13   14   15   15
CONECT   14   32
CONECT   15   16   33
CONECT   16   17   17   34
CONECT   17   18
CONECT   18   19   19
CONECT   20   21   22   22
CONECT   21   35
CONECT   22   36
END

HMDB0041673
     RDKit          3D
4'-Methoxy-2',3,7-trihydroxyisoflavanone
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1026   -0.2001    2.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9501   -0.9810    1.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9207   -0.6104    1.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703   -1.3705    0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.0408    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8767    0.0896   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.4864   -1.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3874    0.4937   -2.9089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7885    1.8257   -1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    1.8314   -0.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5834    0.7399   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5305    0.8841    0.9556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -0.2613    1.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -0.1145    2.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612   -1.4727    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173   -1.6034   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3133   -0.4616   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2904   -0.5007   -1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -1.3755   -2.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0177    0.8563   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    2.0039   -1.3459 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0592    0.5197    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5436    0.0509    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9150   -0.7556    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    0.7316    2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7227   -2.2483    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -1.6874    0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -0.3893   -3.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2000    2.2214   -2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174    2.5292   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379    1.8272    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7387   -0.8599    2.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -2.3373    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7837   -2.5293   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276    2.5712   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    1.1376    0.3333 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  2  0
 22  3  1  0
 18  7  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 21 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₆

Average Molecular Weight

302.2788

Monoisotopic Molecular Weight

302.07903818

IUPAC Name

3,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

3,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C=C1)C1(O)COC2=CC(O)=CC=C2C1=O

InChI Identifier

InChI=1S/C16H14O6/c1-21-10-3-5-12(13(18)7-10)16(20)8-22-14-6-9(17)2-4-11(14)15(16)19/h2-7,17-18,20H,8H2,1H3

InChI Key

KZBMBIHZXUQFOR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylated isoflavonoids

Alternative Parents

Substituents

4p-methoxyisoflavonoid
Isoflavanol
Hydroxyisoflavonoid
Isoflavanone
Isoflavan
Chromone
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Acyloin
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041673)
Cytoplasm (HMDB: HMDB0041673)

Source

Exogenous

Food

Food (HMDB: HMDB0041673)

Endogenous

Plant

Plant (HMDB: HMDB0041673)

Not Available

Nutrient (HMDB: HMDB0041673)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	1.38	ALOGPS
logP	1.63	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.68	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.4 m³·mol⁻¹	ChemAxon
Polarizability	29.89 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	170.967	31661259
DarkChem	[M-H]-	169.797	31661259
DeepCCS	[M+H]+	169.846	30932474
DeepCCS	[M-H]-	167.489	30932474
DeepCCS	[M-2H]-	200.375	30932474
DeepCCS	[M+Na]+	175.94	30932474
AllCCS	[M+H]+	169.8	32859911
AllCCS	[M+H-H2O]+	166.2	32859911
AllCCS	[M+NH4]+	173.2	32859911
AllCCS	[M+Na]+	174.1	32859911
AllCCS	[M-H]-	171.4	32859911
AllCCS	[M+Na-2H]-	170.9	32859911
AllCCS	[M+HCOO]-	170.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4'-Methoxy-2',3,7-trihydroxyisoflavanone	COC1=CC(O)=C(C=C1)C1(O)COC2=CC(O)=CC=C2C1=O	4167.1	Standard polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone	COC1=CC(O)=C(C=C1)C1(O)COC2=CC(O)=CC=C2C1=O	2854.7	Standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone	COC1=CC(O)=C(C=C1)C1(O)COC2=CC(O)=CC=C2C1=O	2931.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4'-Methoxy-2',3,7-trihydroxyisoflavanone,1TMS,isomer #1	COC1=CC=C(C2(O)COC3=CC(O)=CC=C3C2=O)C(O[Si](C)(C)C)=C1	2764.9	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,1TMS,isomer #2	COC1=CC=C(C2(O[Si](C)(C)C)COC3=CC(O)=CC=C3C2=O)C(O)=C1	2797.9	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,1TMS,isomer #3	COC1=CC=C(C2(O)COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C(O)=C1	2814.4	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,2TMS,isomer #1	COC1=CC=C(C2(O[Si](C)(C)C)COC3=CC(O)=CC=C3C2=O)C(O[Si](C)(C)C)=C1	2710.8	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,2TMS,isomer #2	COC1=CC=C(C2(O)COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C(O[Si](C)(C)C)=C1	2709.8	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,2TMS,isomer #3	COC1=CC=C(C2(O[Si](C)(C)C)COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C(O)=C1	2696.3	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,3TMS,isomer #1	COC1=CC=C(C2(O[Si](C)(C)C)COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C(O[Si](C)(C)C)=C1	2668.1	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,1TBDMS,isomer #1	COC1=CC=C(C2(O)COC3=CC(O)=CC=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3061.1	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,1TBDMS,isomer #2	COC1=CC=C(C2(O[Si](C)(C)C(C)(C)C)COC3=CC(O)=CC=C3C2=O)C(O)=C1	3060.9	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,1TBDMS,isomer #3	COC1=CC=C(C2(O)COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C(O)=C1	3104.7	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,2TBDMS,isomer #1	COC1=CC=C(C2(O[Si](C)(C)C(C)(C)C)COC3=CC(O)=CC=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3230.5	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,2TBDMS,isomer #2	COC1=CC=C(C2(O)COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3237.8	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,2TBDMS,isomer #3	COC1=CC=C(C2(O[Si](C)(C)C(C)(C)C)COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C(O)=C1	3224.1	Semi standard non polar	33892256
4'-Methoxy-2',3,7-trihydroxyisoflavanone,3TBDMS,isomer #1	COC1=CC=C(C2(O[Si](C)(C)C(C)(C)C)COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3405.7	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 - 4'-Methoxy-2',3,7-trihydroxyisoflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-0931000000-367ed94d420868a8f206	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-0ul1-9744560000-a823882a76aa48dd9acf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 10V, Positive-QTOF	splash10-0udi-0319000000-af222d7f7403044b6bf3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 20V, Positive-QTOF	splash10-0fb9-0902000000-9763c8caff12835f1fcb	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 40V, Positive-QTOF	splash10-007c-5900000000-a7e74cf816c67a40bee4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 10V, Negative-QTOF	splash10-0ufr-0907000000-2f245812a30b232ebb92	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 20V, Negative-QTOF	splash10-004i-1900000000-85bbc58f6b92d5801c79	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 40V, Negative-QTOF	splash10-006x-9500000000-64ad1e25227edeaf8c5a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 10V, Positive-QTOF	splash10-0udi-0009000000-768be1604df899549999	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 20V, Positive-QTOF	splash10-0udi-0914000000-f4d3ac66460bc7762d35	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 40V, Positive-QTOF	splash10-05fs-3910000000-5f897af26e6b84ee4fc7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 10V, Negative-QTOF	splash10-0udi-0009000000-249366f987125f746469	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 20V, Negative-QTOF	splash10-0gi9-1911000000-f36afbe18c43b808ad23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methoxy-2',3,7-trihydroxyisoflavanone 40V, Negative-QTOF	splash10-05tf-8920000000-708f3b22694264719293	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029833

KNApSAcK ID

C00050616

Chemspider ID

35015216

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77181160

PDB ID

Not Available

ChEBI ID

174889

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 4'-Methoxy-2',3,7-trihydroxyisoflavanone (HMDB0041673)

MOL for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

3D MOL for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

3D SDF for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

3D-SDF for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

PDB for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

3D PDB for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

SMILES for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

INCHI for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

Structure for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

3D Structure for HMDB0041673 (4'-Methoxy-2',3,7-trihydroxyisoflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra