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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:43:04 UTC

Update Date

2022-03-07 02:52:58 UTC

HMDB ID

HMDB0031428

Secondary Accession Numbers

HMDB31428

Metabolite Identification

Common Name

Farnisin

Description

Farnisin belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, farnisin is considered to be a flavonoid. Based on a literature review very few articles have been published on Farnisin.

Structure

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

HMDB0031428
     RDKit          3D
Farnisin
 33 35  0  0  0  0  0  0  0  0999 V2000
    6.1536    0.1609    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    0.9904   -0.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    0.5947   -0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4088   -0.6884    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605   -1.0718    0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.1923    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681   -0.5415    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815   -1.8022    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -2.1148    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -3.2783    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298   -1.1033    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3835   -1.3289    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3127   -0.3440    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8699    0.9131   -0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8026    1.9127   -0.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5137    1.1434   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5799    0.1499    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2960    0.3749    0.0206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4086    1.1064   -0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    1.4837   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808    2.7756   -0.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0495    0.8216    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3206   -0.4526   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0248   -0.5330    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172   -1.3783    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -2.0767    0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0651   -2.5920    0.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -2.3384    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3680   -0.5374    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1693    2.5385    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1843    2.1413   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928    1.8101   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406    3.4565   -0.8385 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 18  7  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  8 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
 21 33  1  0
M  END


  Mrv0541 05061305562D          

 21 23  0  0  0  0            999 V2000
    7.8592   -1.2375    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    1.2375    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
    5.7158    0.0000    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
    1.4289    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
    3.5724    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
    6.4302   -1.2375    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    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
  4  3  2  0  0  0  0
  5  2  2  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  4  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  6  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 18 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20  1  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031428

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)19)15-8-12(18)11-4-3-10(17)7-16(11)21-15/h2-8,17,19H,1H3

> <INCHI_KEY>
QAGGICSUEVNSGH-UHFFFAOYSA-N

> <FORMULA>
C16H12O5

> <MOLECULAR_WEIGHT>
284.2635

> <EXACT_MASS>
284.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.89106134310547

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
2.202583189666666

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.548411282395355

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.505544666830712

> <JCHEM_PKA_STRONGEST_BASIC>
-4.772419912566344

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
77.3962

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
farnisin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031428
     RDKit          3D
Farnisin
 33 35  0  0  0  0  0  0  0  0999 V2000
    6.1536    0.1609    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    0.9904   -0.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    0.5947   -0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4088   -0.6884    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605   -1.0718    0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.1923    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681   -0.5415    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815   -1.8022    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -2.1148    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -3.2783    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298   -1.1033    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3835   -1.3289    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3127   -0.3440    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8699    0.9131   -0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8026    1.9127   -0.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5137    1.1434   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5799    0.1499    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2960    0.3749    0.0206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4086    1.1064   -0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    1.4837   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808    2.7756   -0.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0495    0.8216    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3206   -0.4526   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0248   -0.5330    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172   -1.3783    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -2.0767    0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0651   -2.5920    0.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -2.3384    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3680   -0.5374    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1693    2.5385    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1843    2.1413   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928    1.8101   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406    3.4565   -0.8385 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 18  7  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  8 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2    5    9                                                       
CONECT    3    4   10                                                       
CONECT    4    3   11                                                       
CONECT    5    2   14                                                       
CONECT    6    9   13                                                       
CONECT    7   10   16                                                       
CONECT    8   12   15                                                       
CONECT    9    2    6   15                                                  
CONECT   10    3    7   17                                                  
CONECT   11    4   12   16                                                  
CONECT   12    8   11   18                                                  
CONECT   13    6   14   19                                                  
CONECT   14    5   13   20                                                  
CONECT   15    8    9   21                                                  
CONECT   16    7   11   21                                                  
CONECT   17   10                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20    1   14                                                       
CONECT   21   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0031428
HETATM    1  C1  UNL     1       6.154   0.161   0.103  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.058   0.990  -0.134  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.750   0.595  -0.026  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.409  -0.688   0.335  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.061  -1.072   0.439  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.047  -0.192   0.188  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.368  -0.541   0.282  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.781  -1.802   0.637  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.143  -2.115   0.721  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.512  -3.278   1.048  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.030  -1.103   0.433  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.384  -1.329   0.493  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.313  -0.344   0.212  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.870   0.913  -0.142  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.803   1.913  -0.427  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.514   1.143  -0.203  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.580   0.150   0.080  1.00  0.00           C  
HETATM   18  O4  UNL     1      -1.296   0.375   0.021  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.409   1.106  -0.178  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.730   1.484  -0.280  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.081   2.776  -0.644  1.00  0.00           O  
HETATM   22  H1  UNL     1       7.050   0.822   0.284  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.321  -0.453  -0.825  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.025  -0.533   0.956  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.217  -1.378   0.532  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.839  -2.077   0.722  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.065  -2.592   0.862  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.702  -2.338   0.777  1.00  0.00           H  
HETATM   29  H8  UNL     1      -6.368  -0.537   0.263  1.00  0.00           H  
HETATM   30  H9  UNL     1      -6.169   2.538   0.296  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.184   2.141  -0.484  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.593   1.810  -0.379  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.341   3.457  -0.838  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   19
CONECT    7    8    8   18
CONECT    8    9   27
CONECT    9   10   10   11
CONECT   11   12   12   17
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   16
CONECT   15   30
CONECT   16   17   17   31
CONECT   17   18
CONECT   19   20   20   32
CONECT   20   21
CONECT   21   33
END

HMDB0031428
     RDKit          3D
Farnisin
 33 35  0  0  0  0  0  0  0  0999 V2000
    6.1536    0.1609    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    0.9904   -0.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    0.5947   -0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4088   -0.6884    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605   -1.0718    0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.1923    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681   -0.5415    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815   -1.8022    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -2.1148    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -3.2783    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298   -1.1033    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3835   -1.3289    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3127   -0.3440    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8699    0.9131   -0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8026    1.9127   -0.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5137    1.1434   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5799    0.1499    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2960    0.3749    0.0206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4086    1.1064   -0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    1.4837   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808    2.7756   -0.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0495    0.8216    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3206   -0.4526   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0248   -0.5330    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172   -1.3783    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -2.0767    0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0651   -2.5920    0.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -2.3384    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3680   -0.5374    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1693    2.5385    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1843    2.1413   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928    1.8101   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406    3.4565   -0.8385 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 18  7  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  8 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',7-Dihydroxy-4'-methoxyflavone	HMDB
7-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one	HMDB

Chemical Formula

C₁₆H₁₂O₅

Average Molecular Weight

284.2635

Monoisotopic Molecular Weight

284.068473494

IUPAC Name

7-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

farnisin

CAS Registry Number

54867-60-6

SMILES

COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2

InChI Identifier

InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)19)15-8-12(18)11-4-3-10(17)7-16(11)21-15/h2-8,17,19H,1H3

InChI Key

QAGGICSUEVNSGH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

Alternative Parents

Substituents

4p-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110047 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031428)
Cell membrane (HMDB: HMDB0031428)

Source

Endogenous

Endogenous (HMDB: HMDB0031428)

Plant

Plant (HMDB: HMDB0031428)

Exogenous

Food

Food (HMDB: HMDB0031428)

Exogenous (HMDB: HMDB0031428)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	264 - 265 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	542.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.058 g/L	ALOGPS
logP	3.37	ALOGPS
logP	2.2	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.51	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.4 m³·mol⁻¹	ChemAxon
Polarizability	28.89 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]+	166.214	31661259
DarkChem	[M-H]-	170.024	31661259
DeepCCS	[M+H]+	171.848	30932474
DeepCCS	[M-H]-	169.49	30932474
DeepCCS	[M-2H]-	203.095	30932474
DeepCCS	[M+Na]+	178.322	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	160.9	32859911
AllCCS	[M+NH4]+	168.3	32859911
AllCCS	[M+Na]+	169.3	32859911
AllCCS	[M-H]-	165.4	32859911
AllCCS	[M+Na-2H]-	164.6	32859911
AllCCS	[M+HCOO]-	163.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.56 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4713 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.02 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1858.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	151.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	493.3 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	421.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	131.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	929.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	404.1 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	1222.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	356.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	398.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	285.8 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	96.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Farnisin	COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2	4414.5	Standard polar	33892256
Farnisin	COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2	2900.4	Standard non polar	33892256
Farnisin	COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2	3181.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Farnisin,1TMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C	3114.2	Semi standard non polar	33892256
Farnisin,1TMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O	3184.5	Semi standard non polar	33892256
Farnisin,2TMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3116.0	Semi standard non polar	33892256
Farnisin,1TBDMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3343.6	Semi standard non polar	33892256
Farnisin,1TBDMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O	3397.6	Semi standard non polar	33892256
Farnisin,2TBDMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3639.3	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 - Farnisin GC-MS (Non-derivatized) - 70eV, Positive	splash10-067i-0490000000-3210eaca1a8a52cb736a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Farnisin GC-MS (2 TMS) - 70eV, Positive	splash10-08ml-3429700000-3e2f6d9decfbf79b8976	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Farnisin 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 - Farnisin 10V, Positive-QTOF	splash10-000i-0090000000-aee55d6250fe8366dde4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 20V, Positive-QTOF	splash10-000i-0190000000-cec4d7c1ec89eafffd5f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 40V, Positive-QTOF	splash10-01w0-5950000000-ac3d6ec1132c10d7e14b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 10V, Negative-QTOF	splash10-001i-0090000000-f847deeaa5ab44da9ea6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 20V, Negative-QTOF	splash10-001i-0090000000-fde9c7cc9fa1a38da07c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 40V, Negative-QTOF	splash10-00kr-1590000000-3ad23096bc522b7ceb93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 10V, Positive-QTOF	splash10-000i-0090000000-a8b9e5ba8bfe303a9418	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 20V, Positive-QTOF	splash10-000i-0090000000-fc15b98c0acb8f4ba8e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 40V, Positive-QTOF	splash10-0006-0190000000-09b7f6bdd5798ddbc54a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 10V, Negative-QTOF	splash10-001i-0090000000-aaff95cd19cd93fcb8d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 20V, Negative-QTOF	splash10-014i-0090000000-139efeaa86e0903bbcb3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnisin 40V, Negative-QTOF	splash10-001r-0290000000-af1e40bdce25c5455cea	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003506

KNApSAcK ID

C00013297

Chemspider ID

4527102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5378220

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1826351

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Farnisin → 3,4,5-trihydroxy-6-{[2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acid	details
Farnisin → 3,4,5-trihydroxy-6-[5-(7-hydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenoxy]oxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Farnisin → [5-(7-hydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]oxidanesulfonic acid	details

Showing metabocard for Farnisin (HMDB0031428)

MOL for HMDB0031428 (Farnisin)

3D MOL for HMDB0031428 (Farnisin)

3D SDF for HMDB0031428 (Farnisin)

3D-SDF for HMDB0031428 (Farnisin)

PDB for HMDB0031428 (Farnisin)

3D PDB for HMDB0031428 (Farnisin)

SMILES for HMDB0031428 (Farnisin)

INCHI for HMDB0031428 (Farnisin)

Structure for HMDB0031428 (Farnisin)

3D Structure for HMDB0031428 (Farnisin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions