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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:39:02 UTC

Update Date

2021-09-26 22:55:50 UTC

HMDB ID

HMDB0246634

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4'-Hydroxyflavanone

Description

4'-Hydroxyflavanone belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Based on a literature review a significant number of articles have been published on 4'-Hydroxyflavanone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4'-hydroxyflavanone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4'-Hydroxyflavanone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0246634
     RDKit          3D
4'-Hydroxyflavanone
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.9449    0.3305   -3.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593   -0.0098   -2.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.4246   -1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155    0.2895   -0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381    0.1523   -0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377   -1.0187    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4826   -1.1374    0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3477   -0.0874    0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099   -0.1884    0.8244 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8538    1.0902   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037    1.2037   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -0.2070    0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112   -0.1086    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106   -0.1098    1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670   -0.0131    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7543    0.0859   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941    0.0899   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5352   -0.0083   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4820   -0.0978   -2.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1738   -1.5245   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611    1.3611   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5051   -1.8742    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8658   -2.0567    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917    0.0913    1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5543    1.9013   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    2.1461   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4930   -0.1892    2.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9589   -0.0146    2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.1615   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2532    0.1667   -2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  2  1  0
 11  5  1  0
 18 13  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv1652309112101392D          

 18 20  0  0  0  0            999 V2000
    0.7145   -1.2375    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
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246634

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)C1CC(=O)C2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-8,15-16H,9H2

> <INCHI_KEY>
ZLHVIYHWWQYJID-UHFFFAOYSA-N

> <FORMULA>
C15H12O3

> <MOLECULAR_WEIGHT>
240.258

> <EXACT_MASS>
240.078644246

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.37364527806637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
2.792238693666666

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.885657752257966

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.471663832441237

> <JCHEM_PKA_STRONGEST_BASIC>
-4.927502309607209

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
67.328

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4'-hydroxyflavanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246634
     RDKit          3D
4'-Hydroxyflavanone
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.9449    0.3305   -3.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593   -0.0098   -2.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.4246   -1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155    0.2895   -0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381    0.1523   -0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377   -1.0187    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4826   -1.1374    0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3477   -0.0874    0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099   -0.1884    0.8244 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8538    1.0902   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037    1.2037   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -0.2070    0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112   -0.1086    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106   -0.1098    1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670   -0.0131    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7543    0.0859   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941    0.0899   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5352   -0.0083   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4820   -0.0978   -2.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1738   -1.5245   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611    1.3611   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5051   -1.8742    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8658   -2.0567    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917    0.0913    1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5543    1.9013   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    2.1461   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4930   -0.1892    2.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9589   -0.0146    2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.1615   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2532    0.1667   -2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  2  1  0
 11  5  1  0
 18 13  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   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  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    1   11                                                  
CONECT   11   10                                                            
CONECT   12    2   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0246634
HETATM    1  O1  UNL     1      -1.945   0.331  -3.145  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.559  -0.010  -2.017  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.168  -0.425  -1.695  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.216   0.289  -0.418  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.638   0.152  -0.091  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.138  -1.019   0.439  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.483  -1.137   0.743  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.348  -0.087   0.523  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.710  -0.188   0.824  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.854   1.090  -0.008  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.504   1.204  -0.312  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.633  -0.207   0.600  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.011  -0.109   0.363  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.911  -0.110   1.434  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.267  -0.013   1.202  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.754   0.086  -0.085  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.894   0.090  -1.162  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.535  -0.008  -0.906  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.482  -0.098  -2.547  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.174  -1.524  -1.589  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.061   1.361  -0.568  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.505  -1.874   0.632  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.866  -2.057   1.158  1.00  0.00           H  
HETATM   24  H6  UNL     1       5.992   0.091   1.769  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.554   1.901  -0.173  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.171   2.146  -0.725  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.493  -0.189   2.434  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.959  -0.015   2.036  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.842   0.162  -0.235  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.253   0.167  -2.183  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   19   20
CONECT    4    5   12   21
CONECT    5    6    6   11
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   10
CONECT    9   24
CONECT   10   11   11   25
CONECT   11   26
CONECT   12   13
CONECT   13   14   14   18
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17   29
CONECT   17   18   18   30
END

HMDB0246634
     RDKit          3D
4'-Hydroxyflavanone
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.9449    0.3305   -3.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593   -0.0098   -2.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.4246   -1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155    0.2895   -0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381    0.1523   -0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377   -1.0187    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4826   -1.1374    0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3477   -0.0874    0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099   -0.1884    0.8244 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8538    1.0902   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037    1.2037   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -0.2070    0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112   -0.1086    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106   -0.1098    1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670   -0.0131    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7543    0.0859   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941    0.0899   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5352   -0.0083   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4820   -0.0978   -2.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1738   -1.5245   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611    1.3611   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5051   -1.8742    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8658   -2.0567    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917    0.0913    1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5543    1.9013   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    2.1461   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4930   -0.1892    2.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9589   -0.0146    2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.1615   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2532    0.1667   -2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  2  1  0
 11  5  1  0
 18 13  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dihydro-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	ChEBI

Chemical Formula

C₁₅H₁₂O₃

Average Molecular Weight

240.258

Monoisotopic Molecular Weight

240.078644246

IUPAC Name

2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

4'-hydroxyflavanone

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1CC(=O)C2=CC=CC=C2O1

InChI Identifier

InChI=1S/C15H12O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-8,15-16H,9H2

InChI Key

ZLHVIYHWWQYJID-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

4'-hydroxyflavonoid
Monohydroxyflavonoid
Hydroxyflavonoid
Flavanone
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monohydroxyflavanone (CHEBI:34361 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0246634)

Process

Not Available

Role

Not Available

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
logP	3.15	ALOGPS
logP	2.79	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.33 m³·mol⁻¹	ChemAxon
Polarizability	25.37 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
DeepCCS	[M+H]+	153.126	30932474
DeepCCS	[M-H]-	150.768	30932474
DeepCCS	[M-2H]-	183.869	30932474
DeepCCS	[M+Na]+	159.219	30932474
AllCCS	[M+H]+	155.9	32859911
AllCCS	[M+H-H2O]+	151.8	32859911
AllCCS	[M+NH4]+	159.8	32859911
AllCCS	[M+Na]+	160.9	32859911
AllCCS	[M-H]-	157.7	32859911
AllCCS	[M+Na-2H]-	157.0	32859911
AllCCS	[M+HCOO]-	156.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.1106 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2186.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	417.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	181.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	228.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	609.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	605.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1255.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	460.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1333.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	426.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	394.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	413.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	251.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	63.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4'-Hydroxyflavanone	OC1=CC=C(C=C1)C1CC(=O)C2=CC=CC=C2O1	3363.8	Standard polar	33892256
4'-Hydroxyflavanone	OC1=CC=C(C=C1)C1CC(=O)C2=CC=CC=C2O1	2402.5	Standard non polar	33892256
4'-Hydroxyflavanone	OC1=CC=C(C=C1)C1CC(=O)C2=CC=CC=C2O1	2402.0	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'-Hydroxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01vo-4790000000-f321a5ed421b966b8628	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Hydroxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Hydroxyflavanone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Hydroxyflavanone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-Hydroxyflavanone 20V, Negative-QTOF	splash10-014i-0900000000-50a380e98ebaf563049f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-Hydroxyflavanone 10V, Negative-QTOF	splash10-00kr-0790000000-025ce74a248d41de78f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-Hydroxyflavanone 10V, Positive-QTOF	splash10-006x-0980000000-eae5dc431cadca998d2d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-Hydroxyflavanone 20V, Positive-QTOF	splash10-00di-0900000000-ee2ce7d31237923a2c28	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-Hydroxyflavanone 40V, Negative-QTOF	splash10-014i-0900000000-b4b4316f59c860db58ff	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyflavanone 10V, Positive-QTOF	splash10-0006-0090000000-250f7f03bbf18e8fd5e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyflavanone 20V, Positive-QTOF	splash10-00dm-0940000000-d7589338c0e24e634ba7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyflavanone 40V, Positive-QTOF	splash10-00di-0900000000-4da1274c4326ce252df0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyflavanone 10V, Negative-QTOF	splash10-000i-0090000000-dd57596e0b77f857f3d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyflavanone 20V, Negative-QTOF	splash10-00kr-0790000000-798c11e6bc04e0c9a337	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyflavanone 40V, Negative-QTOF	splash10-014i-0900000000-8bfa75c3779b84d4deb0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

145054

KEGG Compound ID

C19896

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

165506

PDB ID

Not Available

ChEBI ID

34361

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1546611

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 4'-Hydroxyflavanone (HMDB0246634)

MOL for HMDB0246634 (4'-Hydroxyflavanone)

3D MOL for HMDB0246634 (4'-Hydroxyflavanone)

3D SDF for HMDB0246634 (4'-Hydroxyflavanone)

3D-SDF for HMDB0246634 (4'-Hydroxyflavanone)

PDB for HMDB0246634 (4'-Hydroxyflavanone)

3D PDB for HMDB0246634 (4'-Hydroxyflavanone)

SMILES for HMDB0246634 (4'-Hydroxyflavanone)

INCHI for HMDB0246634 (4'-Hydroxyflavanone)

Structure for HMDB0246634 (4'-Hydroxyflavanone)

3D Structure for HMDB0246634 (4'-Hydroxyflavanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra