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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

2012-09-06 15:00:19 UTC

Update Date

2021-09-14 15:00:47 UTC

HMDB ID

HMDB0013882

Secondary Accession Numbers

HMDB13882

Metabolite Identification

Common Name

R-4'-Hydroxywarfarin

Description

R-4'-Hydroxywarfarin belongs to the class of organic compounds known as homoisoflavones. These are homoisoflavonoids with a structure based on the chromone system. Chromone is a bicyclic compound consisting of a 1-benzopyran, which bears a ketone group at the 4-position. R-4'-Hydroxywarfarin is only found in individuals that have used or taken Warfarin. R-4'-Hydroxywarfarin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0013882
     RDKit          3D
R-4'-Hydroxywarfarin
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.8399   -4.2202   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -2.8926    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -2.7911    1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -1.7067   -0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0468   -0.4770    0.6616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9520    0.6392    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    0.9030   -1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556    1.9101   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6025    2.6575   -0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4376    3.6782   -1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355    2.4111    0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103    1.4013    1.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3688   -0.1063    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223    0.6451    1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    1.0623    2.7056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    1.0058    1.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    0.6927    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3242    1.0861    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.7477   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6720   -0.0047   -1.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -0.3968   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5097   -0.0580   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1884   -0.4475   -0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -1.1199   -1.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -4.6345   -0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -4.9736    0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -4.1624   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5900   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -1.9621    0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524   -0.6562    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6273    0.3186   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    2.1238   -2.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969    4.5968   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9410    2.9951    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    1.2077    2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3548    0.6457    3.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921    1.6729    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2017    1.0557   -0.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.2726   -2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9534   -0.9839   -2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 12  6  1  0
 23 13  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv0541 06191310262D          

 25 27  0  0  1  0            999 V2000
    9.7611   -1.9805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3322   -1.9805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7611   -4.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9032   -4.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3322   -3.6305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0467   -3.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3322   -4.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178   -3.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7611   -3.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0467   -2.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4757   -3.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178   -4.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9032   -3.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178   -2.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4757   -2.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2131   -3.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1888   -3.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9032   -1.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178   -5.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2131   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1888   -2.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9607   -3.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9607   -2.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9197   -2.9161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743   -1.9805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 15  1  0  0  0  0
  2 10  1  0  0  0  0
  3  9  2  0  0  0  0
  4 12  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  6  0  0  0
  6  9  1  0  0  0  0
  6 10  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  2  0  0  0  0
  8 14  1  0  0  0  0
  9 11  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  2  0  0  0  0
 12 19  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 20  2  0  0  0  0
 16 22  1  0  0  0  0
 17 21  2  0  0  0  0
 18 21  1  0  0  0  0
 20 23  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  1  1  0  0  0
 21 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013882

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CC(C)=O)(C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O5/c1-11(20)10-15(12-6-8-13(21)9-7-12)17-18(22)14-4-2-3-5-16(14)24-19(17)23/h2-9,15,21,23H,10H2,1H3/t15-/m1/s1

> <INCHI_KEY>
UNTPHJKCRGFOFJ-OAHLLOKOSA-N

> <FORMULA>
C19H16O5

> <MOLECULAR_WEIGHT>
324.3273

> <EXACT_MASS>
324.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.97182143793989

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-3-[(1R)-1-(4-hydroxyphenyl)-3-oxobutyl]-4H-chromen-4-one

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
3.2167914509999997

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.51053334124258

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.770860351754997

> <JCHEM_PKA_STRONGEST_BASIC>
-5.51666282199337

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
97.96670000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-[(1R)-1-(4-hydroxyphenyl)-3-oxobutyl]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013882
     RDKit          3D
R-4'-Hydroxywarfarin
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.8399   -4.2202   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -2.8926    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -2.7911    1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -1.7067   -0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0468   -0.4770    0.6616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9520    0.6392    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    0.9030   -1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556    1.9101   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6025    2.6575   -0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4376    3.6782   -1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355    2.4111    0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103    1.4013    1.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3688   -0.1063    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223    0.6451    1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    1.0623    2.7056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    1.0058    1.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    0.6927    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3242    1.0861    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.7477   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6720   -0.0047   -1.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -0.3968   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5097   -0.0580   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1884   -0.4475   -0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -1.1199   -1.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -4.6345   -0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -4.9736    0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -4.1624   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5900   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -1.9621    0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524   -0.6562    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6273    0.3186   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    2.1238   -2.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969    4.5968   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9410    2.9951    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    1.2077    2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3548    0.6457    3.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921    1.6729    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2017    1.0557   -0.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.2726   -2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9534   -0.9839   -2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 12  6  1  0
 23 13  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  O   UNK     0      18.221  -3.697   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      15.553  -3.697   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      18.221  -8.317   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.886  -8.317   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      15.553  -6.777   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.887  -6.007   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.553  -8.317   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.220  -6.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.221  -6.777   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.887  -4.467   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.555  -6.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.220  -9.087   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.886  -6.777   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.220  -4.467   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.555  -4.467   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.931  -6.830   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.552  -6.007   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.886  -3.697   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.220 -10.627   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.931  -3.644   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.552  -4.467   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.327  -6.039   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.327  -4.435   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      14.783  -5.443   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0      10.219  -3.697   0.000  0.00  0.00           O+0
CONECT    1   10   15                                                       
CONECT    2   10                                                            
CONECT    3    9                                                            
CONECT    4   12                                                            
CONECT    5    6    7    8   24                                             
CONECT    6    5    9   10                                                  
CONECT    7    5   12                                                       
CONECT    8    5   13   14                                                  
CONECT    9    3    6   11                                                  
CONECT   10    1    2    6                                                  
CONECT   11    9   15   16                                                  
CONECT   12    4    7   19                                                  
CONECT   13    8   17                                                       
CONECT   14    8   18                                                       
CONECT   15    1   11   20                                                  
CONECT   16   11   22                                                       
CONECT   17   13   21                                                       
CONECT   18   14   21                                                       
CONECT   19   12                                                            
CONECT   20   15   23                                                       
CONECT   21   17   18   25                                                  
CONECT   22   16   23                                                       
CONECT   23   20   22                                                       
CONECT   24    5                                                            
CONECT   25   21                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0013882
HETATM    1  C1  UNL     1      -0.840  -4.220  -0.337  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.626  -2.893   0.291  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.264  -2.791   1.111  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.455  -1.707  -0.048  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.047  -0.477   0.662  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.952   0.639   0.257  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.133   0.903  -1.109  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.956   1.910  -1.564  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.602   2.657  -0.593  1.00  0.00           C  
HETATM   10  O2  UNL     1      -4.438   3.678  -1.011  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.435   2.411   0.750  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.610   1.401   1.195  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.369  -0.106   0.561  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.922   0.645   1.573  1.00  0.00           C  
HETATM   15  O3  UNL     1       0.194   1.062   2.706  1.00  0.00           O  
HETATM   16  O4  UNL     1       2.196   1.006   1.506  1.00  0.00           O  
HETATM   17  C13 UNL     1       2.993   0.693   0.520  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.324   1.086   0.479  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.154   0.748  -0.570  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.672  -0.005  -1.624  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.347  -0.397  -1.584  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.510  -0.058  -0.530  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.188  -0.447  -0.488  1.00  0.00           C  
HETATM   24  O5  UNL     1       0.731  -1.120  -1.418  1.00  0.00           O  
HETATM   25  H1  UNL     1       0.075  -4.635  -0.802  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.223  -4.974   0.407  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.658  -4.162  -1.107  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.584  -1.590  -1.145  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.495  -1.962   0.322  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.252  -0.656   1.759  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.627   0.319  -1.858  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.104   2.124  -2.613  1.00  0.00           H  
HETATM   33  H9  UNL     1      -3.997   4.597  -1.126  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.941   2.995   1.512  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.486   1.208   2.270  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.355   0.646   3.613  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.692   1.673   1.304  1.00  0.00           H  
HETATM   38  H14 UNL     1       6.202   1.056  -0.605  1.00  0.00           H  
HETATM   39  H15 UNL     1       5.319  -0.273  -2.449  1.00  0.00           H  
HETATM   40  H16 UNL     1       2.953  -0.984  -2.397  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    4
CONECT    4    5   28   29
CONECT    5    6   13   30
CONECT    6    7    7   12
CONECT    7    8   31
CONECT    8    9    9   32
CONECT    9   10   11
CONECT   10   33
CONECT   11   12   12   34
CONECT   12   35
CONECT   13   14   14   23
CONECT   14   15   16
CONECT   15   36
CONECT   16   17
CONECT   17   18   18   22
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   21   39
CONECT   21   22   22   40
CONECT   22   23
CONECT   23   24   24
END

HMDB0013882
     RDKit          3D
R-4'-Hydroxywarfarin
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.8399   -4.2202   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -2.8926    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -2.7911    1.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -1.7067   -0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0468   -0.4770    0.6616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9520    0.6392    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    0.9030   -1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556    1.9101   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6025    2.6575   -0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4376    3.6782   -1.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355    2.4111    0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103    1.4013    1.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3688   -0.1063    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223    0.6451    1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    1.0623    2.7056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    1.0058    1.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    0.6927    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3242    1.0861    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.7477   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6720   -0.0047   -1.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -0.3968   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5097   -0.0580   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1884   -0.4475   -0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -1.1199   -1.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -4.6345   -0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -4.9736    0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -4.1624   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5900   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -1.9621    0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524   -0.6562    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6273    0.3186   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    2.1238   -2.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969    4.5968   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9410    2.9951    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    1.2077    2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3548    0.6457    3.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921    1.6729    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2017    1.0557   -0.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.2726   -2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9534   -0.9839   -2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 12  6  1  0
 23 13  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₅

Average Molecular Weight

324.3273

Monoisotopic Molecular Weight

324.099773622

IUPAC Name

2-hydroxy-3-[(1R)-1-(4-hydroxyphenyl)-3-oxobutyl]-4H-chromen-4-one

Traditional Name

2-hydroxy-3-[(1R)-1-(4-hydroxyphenyl)-3-oxobutyl]chromen-4-one

CAS Registry Number

Not Available

SMILES

[H][C@@](CC(C)=O)(C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C19H16O5/c1-11(20)10-15(12-6-8-13(21)9-7-12)17-18(22)14-4-2-3-5-16(14)24-19(17)23/h2-9,15,21,23H,10H2,1H3/t15-/m1/s1

InChI Key

UNTPHJKCRGFOFJ-OAHLLOKOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homoisoflavones. These are homoisoflavonoids with a structure based on the chromone system. Chromone is a bicyclic compound consisting of a 1-benzopyran, which bears a ketone group at the 4-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Homoisoflavones

Direct Parent

Homoisoflavones

Alternative Parents

Substituents

Homoisoflavone
Chromone
Coumarin
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013882)
Kidney (HMDB: HMDB0013882)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013882)

Source

Endogenous

Endogenous (HMDB: HMDB0013882)

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
Water Solubility	0.023 g/L	ALOGPS
logP	2.69	ALOGPS
logP	3.22	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.97 m³·mol⁻¹	ChemAxon
Polarizability	32.97 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]+	171.391	30932474
DeepCCS	[M-H]-	169.033	30932474
DeepCCS	[M-2H]-	202.853	30932474
DeepCCS	[M+Na]+	178.044	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.4	32859911
AllCCS	[M+NH4]+	179.0	32859911
AllCCS	[M+Na]+	179.9	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	177.9	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.	7.91 minutes	32390414
Predicted by Siyang on May 30, 2022	12.0019 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.96 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1710.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	241.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	111.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	455.2 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	432.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	132.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	908.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	413.5 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	1246.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	301.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	323.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	313.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	219.7 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	54.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
R-4'-Hydroxywarfarin	[H][C@@](CC(C)=O)(C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O	4163.0	Standard polar	33892256
R-4'-Hydroxywarfarin	[H][C@@](CC(C)=O)(C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O	2854.4	Standard non polar	33892256
R-4'-Hydroxywarfarin	[H][C@@](CC(C)=O)(C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O	3066.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
R-4'-Hydroxywarfarin,1TMS,isomer #1	CC(=O)C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O)OC2=CC=CC=C2C1=O	2928.9	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,1TMS,isomer #2	CC(=O)C[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	3035.9	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,1TMS,isomer #3	CC(=C[C@H](C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3143.1	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,1TMS,isomer #4	C=C(C[C@H](C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3078.6	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TMS,isomer #1	CC(=O)C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2990.4	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TMS,isomer #2	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3056.1	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TMS,isomer #3	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	2988.2	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TMS,isomer #4	CC(=C[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3064.4	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TMS,isomer #5	C=C(C[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3016.0	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,3TMS,isomer #1	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3099.0	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,3TMS,isomer #1	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3052.0	Standard non polar	33892256
R-4'-Hydroxywarfarin,3TMS,isomer #1	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3274.3	Standard polar	33892256
R-4'-Hydroxywarfarin,3TMS,isomer #2	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3023.3	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,3TMS,isomer #2	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	2866.0	Standard non polar	33892256
R-4'-Hydroxywarfarin,3TMS,isomer #2	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C	3270.5	Standard polar	33892256
R-4'-Hydroxywarfarin,1TBDMS,isomer #1	CC(=O)C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O)OC2=CC=CC=C2C1=O	3190.2	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,1TBDMS,isomer #2	CC(=O)C[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3289.4	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,1TBDMS,isomer #3	CC(=C[C@H](C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3401.5	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,1TBDMS,isomer #4	C=C(C[C@H](C1=CC=C(O)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3350.1	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TBDMS,isomer #1	CC(=O)C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3457.6	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TBDMS,isomer #2	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3614.5	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TBDMS,isomer #3	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3525.0	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TBDMS,isomer #4	CC(=C[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3582.5	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,2TBDMS,isomer #5	C=C(C[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3523.4	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,3TBDMS,isomer #1	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3837.1	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,3TBDMS,isomer #1	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3620.0	Standard non polar	33892256
R-4'-Hydroxywarfarin,3TBDMS,isomer #1	CC(=C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3523.0	Standard polar	33892256
R-4'-Hydroxywarfarin,3TBDMS,isomer #2	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3712.1	Semi standard non polar	33892256
R-4'-Hydroxywarfarin,3TBDMS,isomer #2	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3420.6	Standard non polar	33892256
R-4'-Hydroxywarfarin,3TBDMS,isomer #2	C=C(C[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O)O[Si](C)(C)C(C)(C)C	3532.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - R-4'-Hydroxywarfarin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9483000000-36dc1d79b3ca01daa859	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-4'-Hydroxywarfarin GC-MS (2 TMS) - 70eV, Positive	splash10-0fk9-4319500000-068a7802c5307c0289ef	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-4'-Hydroxywarfarin 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 - R-4'-Hydroxywarfarin 10V, Positive-QTOF	splash10-056r-0029000000-be7201de94e1177ea7ad	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 20V, Positive-QTOF	splash10-0a6r-0289000000-5e41e3dfa32493c90dd6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 40V, Positive-QTOF	splash10-00kr-1491000000-9ed711ac5ac00511997a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 10V, Negative-QTOF	splash10-00fr-1079000000-796fb9be3b5d541866b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 20V, Negative-QTOF	splash10-0729-3596000000-a5a95101e145e6b38bc8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 40V, Negative-QTOF	splash10-06tf-9380000000-062dc5d03fb1f193ce35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 10V, Negative-QTOF	splash10-00di-0209000000-3edc362c6c066783b1d5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 20V, Negative-QTOF	splash10-03di-4924000000-9e07395e75595d9d7855	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 40V, Negative-QTOF	splash10-014l-7910000000-0aefb176aedab515621d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 10V, Positive-QTOF	splash10-03fr-0918000000-9eba5ce7ad9f97a6f68e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 20V, Positive-QTOF	splash10-03di-0921000000-8966ce1a927b1a5c00b5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-4'-Hydroxywarfarin 40V, Positive-QTOF	splash10-00dr-2921000000-274299d4a1ddb4847add	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	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

5309875

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6936000

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

Not Available

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

R-4'-Hydroxywarfarin → 3,4,5-trihydroxy-6-({3-[(1R)-1-(4-hydroxyphenyl)-3-oxobutyl]-4-oxo-4H-chromen-2-yl}oxy)oxane-2-carboxylic acid	details
R-4'-Hydroxywarfarin → 3,4,5-trihydroxy-6-{4-[(1R)-1-(2-hydroxy-4-oxo-4H-chromen-3-yl)-3-oxobutyl]phenoxy}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

R-4'-Hydroxywarfarin → {4-[(1R)-1-(2-hydroxy-4-oxo-4H-chromen-3-yl)-3-oxobutyl]phenyl}oxidanesulfonic acid	details

Showing metabocard for R-4'-Hydroxywarfarin (HMDB0013882)

MOL for HMDB0013882 (R-4'-Hydroxywarfarin)

3D MOL for HMDB0013882 (R-4'-Hydroxywarfarin)

3D SDF for HMDB0013882 (R-4'-Hydroxywarfarin)

3D-SDF for HMDB0013882 (R-4'-Hydroxywarfarin)

PDB for HMDB0013882 (R-4'-Hydroxywarfarin)

3D PDB for HMDB0013882 (R-4'-Hydroxywarfarin)

SMILES for HMDB0013882 (R-4'-Hydroxywarfarin)

INCHI for HMDB0013882 (R-4'-Hydroxywarfarin)

Structure for HMDB0013882 (R-4'-Hydroxywarfarin)

3D Structure for HMDB0013882 (R-4'-Hydroxywarfarin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions