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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:07:05 UTC

Update Date

2022-03-07 02:56:38 UTC

HMDB ID

HMDB0040556

Secondary Accession Numbers

HMDB40556

Metabolite Identification

Common Name

5-Hydroxyflavone

Description

5-hydroxy-2-phenyl-4H-chromen-4-one belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, 5-hydroxy-2-phenyl-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 5-hydroxy-2-phenyl-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652308231921592D          

 18 20  0  0  0  0            999 V2000
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    3.5724    1.2375    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18 13  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040556

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C2C(=O)C=C(OC2=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H

> <INCHI_KEY>
IYBLVRRCNVHZQJ-UHFFFAOYSA-N

> <FORMULA>
C15H10O3

> <MOLECULAR_WEIGHT>
238.242

> <EXACT_MASS>
238.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
24.690808695444368

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.313819777

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.016629385725558

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.446483263878421

> <JCHEM_PKA_STRONGEST_BASIC>
-5.371079240904604

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
68.9521

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxyflavone

> <JCHEM_VEBER_RULE>
0

$$$$

https://cactus.nci.nih.gov/chemical/structure/OC1=C2C(=O)C=C(OC2=CC=C1)C1=CC=...
 OpenBabel09142113533D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:27})
 28 30  0  0  0  0  0  0  0  0999 V2000
   -3.9714    1.3946    0.1652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    0.2223    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9025    0.2053    0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.4464    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6667    2.5299    0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    1.3311    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8614    0.1052    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375   -1.0174   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2121   -1.0098   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9309   -2.1895   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3111   -2.1630   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963   -0.9686   -0.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.0050    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -1.0514    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3477   -1.1388    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0977   -0.1826   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    0.8670   -0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0976    0.9631   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659    1.8356   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095    2.2106    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4097   -3.1291   -0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628   -3.0853   -0.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0763   -0.9645   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -1.7980    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8412   -1.9552    1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1752   -0.2556   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0651    1.6103   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6118    1.7826   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 19  1  0  0  0  0
  2  3  2  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 21  1  0  0  0  0
 11 12  2  0  0  0  0
 11 22  1  0  0  0  0
 12 23  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
 14 24  1  0  0  0  0
 15 16  2  0  0  0  0
 15 25  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  2  0  0  0  0
 17 27  1  0  0  0  0
 18 28  1  0  0  0  0
M  END
$$$$

HEADER    PROTEIN                                 23-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-AUG-19         0                                  
HETATM    1  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    7    8                                                       
CONECT    5    2   10                                                       
CONECT    6    3   10                                                       
CONECT    7    4   11                                                       
CONECT    8    4   13                                                       
CONECT    9   12   14                                                       
CONECT   10    5    6   14                                                  
CONECT   11    7   15   16                                                  
CONECT   12    9   15   17                                                  
CONECT   13    8   15   18                                                  
CONECT   14    9   10   18                                                  
CONECT   15   11   12   13                                                  
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/OC1=C2C(=O)C=C(OC2=CC=C1)C1=CC=... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  O   UNL     1      -3.971   1.395   0.165  1.00  0.00           O  
HETATM    2  C   UNL     1      -3.301   0.222   0.030  1.00  0.00           C  
HETATM    3  C   UNL     1      -1.903   0.205   0.027  1.00  0.00           C  
HETATM    4  C   UNL     1      -1.120   1.446   0.170  1.00  0.00           C  
HETATM    5  O   UNL     1      -1.667   2.530   0.295  1.00  0.00           O  
HETATM    6  C   UNL     1       0.291   1.331   0.157  1.00  0.00           C  
HETATM    7  C   UNL     1       0.861   0.105   0.015  1.00  0.00           C  
HETATM    8  O   UNL     1       0.138  -1.017  -0.114  1.00  0.00           O  
HETATM    9  C   UNL     1      -1.212  -1.010  -0.113  1.00  0.00           C  
HETATM   10  C   UNL     1      -1.931  -2.189  -0.248  1.00  0.00           C  
HETATM   11  C   UNL     1      -3.311  -2.163  -0.244  1.00  0.00           C  
HETATM   12  C   UNL     1      -3.996  -0.969  -0.101  1.00  0.00           C  
HETATM   13  C   UNL     1       2.335   0.005   0.004  1.00  0.00           C  
HETATM   14  C   UNL     1       2.971  -1.051   0.659  1.00  0.00           C  
HETATM   15  C   UNL     1       4.348  -1.139   0.644  1.00  0.00           C  
HETATM   16  C   UNL     1       5.098  -0.183  -0.018  1.00  0.00           C  
HETATM   17  C   UNL     1       4.474   0.867  -0.668  1.00  0.00           C  
HETATM   18  C   UNL     1       3.098   0.963  -0.667  1.00  0.00           C  
HETATM   19  H   UNL     1      -4.166   1.836  -0.673  1.00  0.00           H  
HETATM   20  H   UNL     1       0.909   2.211   0.258  1.00  0.00           H  
HETATM   21  H   UNL     1      -1.410  -3.129  -0.358  1.00  0.00           H  
HETATM   22  H   UNL     1      -3.863  -3.085  -0.351  1.00  0.00           H  
HETATM   23  H   UNL     1      -5.076  -0.965  -0.100  1.00  0.00           H  
HETATM   24  H   UNL     1       2.387  -1.798   1.177  1.00  0.00           H  
HETATM   25  H   UNL     1       4.841  -1.955   1.150  1.00  0.00           H  
HETATM   26  H   UNL     1       6.175  -0.256  -0.026  1.00  0.00           H  
HETATM   27  H   UNL     1       5.065   1.610  -1.182  1.00  0.00           H  
HETATM   28  H   UNL     1       2.612   1.783  -1.176  1.00  0.00           H  
CONECT    1    2   19                                                 
CONECT    2    1    3    3   12                                       
CONECT    3    2    2    4    9                                       
CONECT    4    3    5    5    6                                       
CONECT    5    4    4                                                 
CONECT    6    4    7    7   20                                       
CONECT    7    6    6    8   13                                       
CONECT    8    7    9                                                 
CONECT    9    8    3   10   10                                       
CONECT   10    9    9   11   21                                       
CONECT   11   10   12   12   22                                       
CONECT   12   11   11    2   23                                       
CONECT   13    7   14   14   18                                       
CONECT   14   13   13   15   24                                       
CONECT   15   14   16   16   25                                       
CONECT   16   15   15   17   26                                       
CONECT   17   16   18   18   27                                       
CONECT   18   17   17   13   28                                       
CONECT   19    1                                                      
CONECT   20    6                                                      
CONECT   21   10                                                      
CONECT   22   11                                                      
CONECT   23   12                                                      
CONECT   24   14                                                      
CONECT   25   15                                                      
CONECT   26   16                                                      
CONECT   27   17                                                      
CONECT   28   18                                                      
MASTER        0    0    0    0    0    0    0    0   28    0   28    0
END

https://cactus.nci.nih.gov/chemical/structure/OC1=C2C(=O)C=C(OC2=CC=C1)C1=CC=...
 OpenBabel09142113533D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:27})
 28 30  0  0  0  0  0  0  0  0999 V2000
   -3.9714    1.3946    0.1652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    0.2223    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9025    0.2053    0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.4464    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6667    2.5299    0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    1.3311    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8614    0.1052    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375   -1.0174   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2121   -1.0098   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9309   -2.1895   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3111   -2.1630   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963   -0.9686   -0.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.0050    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -1.0514    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3477   -1.1388    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0977   -0.1826   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    0.8670   -0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0976    0.9631   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659    1.8356   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095    2.2106    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4097   -3.1291   -0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628   -3.0853   -0.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0763   -0.9645   -0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -1.7980    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8412   -1.9552    1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1752   -0.2556   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0651    1.6103   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6118    1.7826   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 19  1  0  0  0  0
  2  3  2  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 21  1  0  0  0  0
 11 12  2  0  0  0  0
 11 22  1  0  0  0  0
 12 23  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
 14 24  1  0  0  0  0
 15 16  2  0  0  0  0
 15 25  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  2  0  0  0  0
 17 27  1  0  0  0  0
 18 28  1  0  0  0  0
M  END
$$$$

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₈

Average Molecular Weight

400.3787

Monoisotopic Molecular Weight

400.115817616

IUPAC Name

5-hydroxy-2-phenyl-4H-chromen-4-one

Traditional Name

5-hydroxyflavone

CAS Registry Number

71802-04-5

SMILES

OCC1OC(OC2=CC=CC3=C2C(=O)C=C(O3)C2=CC=CC=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H20O8/c22-10-16-18(24)19(25)20(26)21(29-16)28-14-8-4-7-13-17(14)12(23)9-15(27-13)11-5-2-1-3-6-11/h1-9,16,18-22,24-26H,10H2

InChI Key

KCTFPBYBZISAEX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110099 )

Ontology

Physiological effect

Organoleptic effect

Taste

Bitter

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040556)
Cytoplasm (HMDB: HMDB0040556)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040556)

Source

Exogenous

Exogenous (HMDB: HMDB0040556)

Food

Food (HMDB: HMDB0040556)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0040556)
Fabaceae (HMDB: HMDB0040556)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040556)

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	0.88 g/L	ALOGPS
logP	3.52	ALOGPS
logP	3.31	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.45	ChemAxon
pKa (Strongest Basic)	-5.4	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	68.95 m³·mol⁻¹	ChemAxon
Polarizability	24.69 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]-	186.007	30932474
DeepCCS	[M-2H]-	219.896	30932474
DeepCCS	[M+Na]+	195.116	30932474
AllCCS	[M+H]+	195.4	32859911
AllCCS	[M+H-H2O]+	192.6	32859911
AllCCS	[M+NH4]+	197.9	32859911
AllCCS	[M+Na]+	198.6	32859911
AllCCS	[M-H]-	193.2	32859911
AllCCS	[M+Na-2H]-	193.2	32859911
AllCCS	[M+HCOO]-	193.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxyflavone	OCC1OC(OC2=CC=CC3=C2C(=O)C=C(O3)C2=CC=CC=C2)C(O)C(O)C1O	4317.8	Standard polar	33892256
5-Hydroxyflavone	OCC1OC(OC2=CC=CC3=C2C(=O)C=C(O3)C2=CC=CC=C2)C(O)C(O)C1O	3703.6	Standard non polar	33892256
5-Hydroxyflavone	OCC1OC(OC2=CC=CC3=C2C(=O)C=C(O3)C2=CC=CC=C2)C(O)C(O)C1O	3916.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxyflavone,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O)C1O	3750.7	Semi standard non polar	33892256
5-Hydroxyflavone,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)OC(CO)C(O)C1O	3713.4	Semi standard non polar	33892256
5-Hydroxyflavone,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C1O	3701.0	Semi standard non polar	33892256
5-Hydroxyflavone,1TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C1O	3709.9	Semi standard non polar	33892256
5-Hydroxyflavone,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C)C(O)C1O	3622.6	Semi standard non polar	33892256
5-Hydroxyflavone,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O[Si](C)(C)C)C1O	3616.3	Semi standard non polar	33892256
5-Hydroxyflavone,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O)C1O[Si](C)(C)C	3616.7	Semi standard non polar	33892256
5-Hydroxyflavone,2TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C)C1O	3585.9	Semi standard non polar	33892256
5-Hydroxyflavone,2TMS,isomer #5	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)OC(CO)C(O)C1O[Si](C)(C)C	3592.0	Semi standard non polar	33892256
5-Hydroxyflavone,2TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C1O[Si](C)(C)C	3578.0	Semi standard non polar	33892256
5-Hydroxyflavone,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3569.0	Semi standard non polar	33892256
5-Hydroxyflavone,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3580.8	Semi standard non polar	33892256
5-Hydroxyflavone,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3574.7	Semi standard non polar	33892256
5-Hydroxyflavone,3TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3557.6	Semi standard non polar	33892256
5-Hydroxyflavone,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3582.7	Semi standard non polar	33892256
5-Hydroxyflavone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O)C1O	3982.2	Semi standard non polar	33892256
5-Hydroxyflavone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)OC(CO)C(O)C1O	3992.2	Semi standard non polar	33892256
5-Hydroxyflavone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C1O	3983.0	Semi standard non polar	33892256
5-Hydroxyflavone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C1O	3984.6	Semi standard non polar	33892256
5-Hydroxyflavone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4126.6	Semi standard non polar	33892256
5-Hydroxyflavone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4121.5	Semi standard non polar	33892256
5-Hydroxyflavone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4132.9	Semi standard non polar	33892256
5-Hydroxyflavone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C(C)(C)C)C1O	4120.1	Semi standard non polar	33892256
5-Hydroxyflavone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	4133.7	Semi standard non polar	33892256
5-Hydroxyflavone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C1O[Si](C)(C)C(C)(C)C	4109.3	Semi standard non polar	33892256
5-Hydroxyflavone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4261.9	Semi standard non polar	33892256
5-Hydroxyflavone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4300.2	Semi standard non polar	33892256
5-Hydroxyflavone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4257.9	Semi standard non polar	33892256
5-Hydroxyflavone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4271.9	Semi standard non polar	33892256
5-Hydroxyflavone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C=C(C2=CC=CC=C2)O3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4429.4	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 - 5-hydroxy-2-phenyl-4H-chromen-4-one GC-MS (1 TMS) - 70eV, Positive	splash10-0fk9-7980000000-b80de2936a191abd640c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroxy-2-phenyl-4H-chromen-4-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gw0-1790000000-33f302aa858239a295ba	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroxy-2-phenyl-4H-chromen-4-one 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 - 5-Hydroxyflavone LC-ESI-QFT 16V, positive-QTOF	splash10-000i-0090000000-22078464a6326a1f736d	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxyflavone LC-ESI-IT 16V, positive-QTOF	splash10-000i-0090000000-5750f239c5e9b26e8921	2020-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 10V, Positive-QTOF	splash10-000i-0090000000-36d53c1e528abb506df9	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 20V, Positive-QTOF	splash10-000i-0090000000-d16d798ca82a8d8db677	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 40V, Positive-QTOF	splash10-0uds-9720000000-67c3dc9ffd43164e3cf0	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 10V, Negative-QTOF	splash10-000i-0090000000-a8b354824e89fb5867c2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 20V, Negative-QTOF	splash10-000i-0090000000-f616364ce17143e2b3ba	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 40V, Negative-QTOF	splash10-0f79-5930000000-bf025a41655d33b536e4	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 10V, Negative-QTOF	splash10-000i-0090000000-61f607faf40dba269222	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 20V, Negative-QTOF	splash10-000i-0090000000-c7be1f562eadb55160c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 40V, Negative-QTOF	splash10-000f-0910000000-d468431eb8ead40a43ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 10V, Positive-QTOF	splash10-000i-0090000000-e94a22792ac30a201a69	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 20V, Positive-QTOF	splash10-000i-0090000000-e94a22792ac30a201a69	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyflavone 40V, Positive-QTOF	splash10-000i-0940000000-068df14473c9f7c9d91e	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

FDB093295

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68112

PDB ID

Not Available

ChEBI ID

Not Available

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5-Hydroxyflavone (HMDB0040556)

MOL for HMDB0040556 (5-Hydroxyflavone)

3D MOL for HMDB0040556 (5-Hydroxyflavone)

3D SDF for HMDB0040556 (5-Hydroxyflavone)

3D-SDF for HMDB0040556 (5-Hydroxyflavone)

PDB for HMDB0040556 (5-Hydroxyflavone)

3D PDB for HMDB0040556 (5-Hydroxyflavone)

SMILES for HMDB0040556 (5-Hydroxyflavone)

INCHI for HMDB0040556 (5-Hydroxyflavone)

Structure for HMDB0040556 (5-Hydroxyflavone)

3D Structure for HMDB0040556 (5-Hydroxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra