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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 15:00:20 UTC

Update Date

2021-09-14 15:16:34 UTC

HMDB ID

HMDB0013884

Secondary Accession Numbers

HMDB13884

Metabolite Identification

Common Name

R-10-Hydroxywarfarin

Description

R-10-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. Based on a literature review very few articles have been published on R-10-Hydroxywarfarin.

Structure

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

HMDB0142561
     RDKit          3D
2-hydroxy-3-[(1R)-2-hydroxy-3-oxo-1-phenylbutyl]-4H-chromen-4-one
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.2361    3.5689   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    2.5226    0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    2.8501    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768    1.1375    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093    1.0678   -0.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0514    0.1809   -0.1476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5621   -1.2026   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -2.1663    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.4270    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7492   -3.7575    0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460   -2.7877   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566   -1.5396   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    0.2113    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    0.3163    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142    0.4206    2.5451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.3161    1.7727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.2197    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3922    0.2242    1.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3576    0.1237    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9653    0.0134   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.0102   -1.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.1109   -0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    0.1094   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    0.0075   -1.9748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6092    4.4284   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518    3.1499   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1156    3.9239    0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2223    0.9078    1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7603    1.8641   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    0.4069   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2232   -1.9713    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524   -4.1668    1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698   -4.7553    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007   -3.0396   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -0.8185   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    1.2472    3.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190    0.3081    2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264    0.1261    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305   -0.0648   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -0.0765   -2.5137 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 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  7  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
  5 29  1  0
  6 30  1  6
  8 31  1  0
  9 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


  Mrv1652308231923042D          

 25 27  0  0  1  0            999 V2000
    4.2868    0.8250    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    2.1434   -1.2375    0.0000 C   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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  1  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  6  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 16  2  0  0  0  0
 20 11  2  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 19  1  0  0  0  0
 24 14  1  0  0  0  0
 24 19  1  0  0  0  0
 15 25  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0013884

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
KLDFTXZRAPVGLB-LDCVWXEPSA-N

> <FORMULA>
C19H16O5

> <MOLECULAR_WEIGHT>
324.3273

> <EXACT_MASS>
324.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.75683894790291

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
2.7272445819999995

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.0947536767388

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.535936099918763

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678865614957453

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
97.40100000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0142561
     RDKit          3D
2-hydroxy-3-[(1R)-2-hydroxy-3-oxo-1-phenylbutyl]-4H-chromen-4-one
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.2361    3.5689   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    2.5226    0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    2.8501    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768    1.1375    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093    1.0678   -0.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0514    0.1809   -0.1476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5621   -1.2026   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -2.1663    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.4270    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7492   -3.7575    0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460   -2.7877   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566   -1.5396   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    0.2113    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    0.3163    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142    0.4206    2.5451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.3161    1.7727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.2197    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3922    0.2242    1.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3576    0.1237    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9653    0.0134   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.0102   -1.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.1109   -0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    0.1094   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    0.0075   -1.9748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6092    4.4284   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518    3.1499   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1156    3.9239    0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2223    0.9078    1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7603    1.8641   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    0.4069   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2232   -1.9713    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524   -4.1668    1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698   -4.7553    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007   -3.0396   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -0.8185   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    1.2472    3.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190    0.3081    2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264    0.1261    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305   -0.0648   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -0.0765   -2.5137 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 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  7  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
  5 29  1  0
  6 30  1  6
  8 31  1  0
  9 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                                 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       8.002   1.540   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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   14                                                       
CONECT   11    1   17   20                                                  
CONECT   12    7    8   15                                                  
CONECT   13    9   14   18                                                  
CONECT   14   10   13   24                                                  
CONECT   15   12   16   17   25                                             
CONECT   16   15   18   19                                                  
CONECT   17   11   15   21                                                  
CONECT   18   13   16   22                                                  
CONECT   19   16   23   24                                                  
CONECT   20   11                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   14   19                                                       
CONECT   25   15                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0142561
HETATM    1  C1  UNL     1      -2.236   3.569  -0.413  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.473   2.523   0.320  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.403   2.850   0.776  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.977   1.138   0.497  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.209   1.068  -0.157  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.051   0.181  -0.148  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.562  -1.203  -0.004  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.069  -2.166   0.830  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.677  -3.427   0.852  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.749  -3.758   0.079  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.246  -2.788  -0.761  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.657  -1.540  -0.794  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.346   0.211   0.253  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.831   0.316   1.542  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.114   0.421   2.545  1.00  0.00           O  
HETATM   16  O4  UNL     1       2.121   0.316   1.773  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.040   0.220   0.835  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.392   0.224   1.134  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.358   0.124   0.157  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.965   0.013  -1.181  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.614   0.010  -1.464  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.650   0.111  -0.485  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.303   0.109  -0.745  1.00  0.00           C  
HETATM   24  O5  UNL     1       0.973   0.007  -1.975  1.00  0.00           O  
HETATM   25  H1  UNL     1      -1.609   4.428  -0.634  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.552   3.150  -1.414  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.116   3.924   0.167  1.00  0.00           H  
HETATM   28  H4  UNL     1      -2.222   0.908   1.554  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.760   1.864  -0.049  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.094   0.407  -1.248  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.223  -1.971   1.450  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.252  -4.167   1.531  1.00  0.00           H  
HETATM   33  H9  UNL     1      -3.170  -4.755   0.148  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.101  -3.040  -1.383  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.084  -0.818  -1.475  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.175   1.247   3.144  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.719   0.308   2.160  1.00  0.00           H  
HETATM   38  H14 UNL     1       6.426   0.126   0.382  1.00  0.00           H  
HETATM   39  H15 UNL     1       5.730  -0.065  -1.937  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.313  -0.077  -2.514  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    4
CONECT    4    5    6   28
CONECT    5   29
CONECT    6    7   13   30
CONECT    7    8    8   12
CONECT    8    9   31
CONECT    9   10   10   32
CONECT   10   11   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

HMDB0142561
     RDKit          3D
2-hydroxy-3-[(1R)-2-hydroxy-3-oxo-1-phenylbutyl]-4H-chromen-4-one
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.2361    3.5689   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    2.5226    0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    2.8501    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768    1.1375    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093    1.0678   -0.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0514    0.1809   -0.1476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5621   -1.2026   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -2.1663    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.4270    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7492   -3.7575    0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460   -2.7877   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566   -1.5396   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    0.2113    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    0.3163    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142    0.4206    2.5451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.3161    1.7727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.2197    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3922    0.2242    1.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3576    0.1237    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9653    0.0134   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.0102   -1.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.1109   -0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    0.1094   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    0.0075   -1.9748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6092    4.4284   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518    3.1499   -1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1156    3.9239    0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2223    0.9078    1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7603    1.8641   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    0.4069   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2232   -1.9713    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524   -4.1668    1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698   -4.7553    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007   -3.0396   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -0.8185   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    1.2472    3.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190    0.3081    2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264    0.1261    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305   -0.0648   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -0.0765   -2.5137 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 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  7  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
  5 29  1  0
  6 30  1  6
  8 31  1  0
  9 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)-2-hydroxy-3-oxo-1-phenylbutyl]-4H-chromen-4-one

Traditional Name

2-hydroxy-3-[(1R)-2-hydroxy-3-oxo-1-phenylbutyl]chromen-4-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

KLDFTXZRAPVGLB-LDCVWXEPSA-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
Pyranone
Acyloin
Monocyclic benzene moiety
Benzenoid
Pyran
Alpha-hydroxy ketone
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen 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: HMDB0013884)
Kidney (HMDB: HMDB0013884)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013884)

Source

Endogenous

Endogenous (HMDB: HMDB0013884)

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	0.22 g/L	ALOGPS
logP	1.97	ALOGPS
logP	2.73	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	5.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.4 m³·mol⁻¹	ChemAxon
Polarizability	32.76 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
AllCCS	[M+H]+	176.101	31661259
AllCCS	[M-H]-	178.843	31661259
DeepCCS	[M+H]+	167.809	30932474
DeepCCS	[M-H]-	165.451	30932474
DeepCCS	[M-2H]-	199.238	30932474
DeepCCS	[M+Na]+	174.417	30932474
AllCCS	[M+H]+	176.1	32859911
AllCCS	[M+H-H2O]+	172.7	32859911
AllCCS	[M+NH4]+	179.3	32859911
AllCCS	[M+Na]+	180.2	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	178.1	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.	8.0 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6071 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	38.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
R-10-Hydroxywarfarin	[H][C@@](C(O)C(C)=O)(C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3823.1	Standard polar	33892256
R-10-Hydroxywarfarin	[H][C@@](C(O)C(C)=O)(C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2651.4	Standard non polar	33892256
R-10-Hydroxywarfarin	[H][C@@](C(O)C(C)=O)(C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2720.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
R-10-Hydroxywarfarin,1TMS,isomer #1	CC(=O)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2705.1	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TMS,isomer #1	CC(=O)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2705.1	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TMS,isomer #2	CC(=O)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2779.0	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TMS,isomer #2	CC(=O)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2779.0	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TMS,isomer #3	CC(O[Si](C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2798.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TMS,isomer #3	CC(O[Si](C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2798.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TMS,isomer #4	C=C(O[Si](C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2733.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TMS,isomer #4	C=C(O[Si](C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2733.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #1	CC(=O)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2780.3	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #1	CC(=O)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2780.3	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #2	CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2746.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #2	CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2746.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #3	C=C(O[Si](C)(C)C)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2715.1	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #3	C=C(O[Si](C)(C)C)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2715.1	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #4	CC(O[Si](C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2829.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #4	CC(O[Si](C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2829.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #5	C=C(O[Si](C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2772.0	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TMS,isomer #5	C=C(O[Si](C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2772.0	Semi standard non polar	33892256
R-10-Hydroxywarfarin,3TMS,isomer #1	CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2807.8	Semi standard non polar	33892256
R-10-Hydroxywarfarin,3TMS,isomer #1	CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2838.7	Standard non polar	33892256
R-10-Hydroxywarfarin,3TMS,isomer #1	CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	3168.9	Standard polar	33892256
R-10-Hydroxywarfarin,3TMS,isomer #2	C=C(O[Si](C)(C)C)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2771.3	Semi standard non polar	33892256
R-10-Hydroxywarfarin,3TMS,isomer #2	C=C(O[Si](C)(C)C)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	2761.4	Standard non polar	33892256
R-10-Hydroxywarfarin,3TMS,isomer #2	C=C(O[Si](C)(C)C)C(O[Si](C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C)OC2=CC=CC=C2C1=O	3217.9	Standard polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #1	CC(=O)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2960.9	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #1	CC(=O)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	2960.9	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #2	CC(=O)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3024.0	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #2	CC(=O)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3024.0	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #3	CC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3081.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #3	CC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3081.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3042.8	Semi standard non polar	33892256
R-10-Hydroxywarfarin,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3042.8	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #1	CC(=O)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3194.8	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #1	CC(=O)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3194.8	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3296.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3296.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3234.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O	3234.7	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #4	CC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3330.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #4	CC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3330.6	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3225.4	Semi standard non polar	33892256
R-10-Hydroxywarfarin,2TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)C(O)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3225.4	Semi standard non polar	33892256
R-10-Hydroxywarfarin,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3422.4	Semi standard non polar	33892256
R-10-Hydroxywarfarin,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3343.3	Standard non polar	33892256
R-10-Hydroxywarfarin,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3453.0	Standard polar	33892256
R-10-Hydroxywarfarin,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3355.9	Semi standard non polar	33892256
R-10-Hydroxywarfarin,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3272.3	Standard non polar	33892256
R-10-Hydroxywarfarin,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@H](C1=CC=CC=C1)C1=C(O[Si](C)(C)C(C)(C)C)OC2=CC=CC=C2C1=O	3479.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - R-10-Hydroxywarfarin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9271000000-1f886583a446a7fa2ffb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-10-Hydroxywarfarin GC-MS (2 TMS) - 70eV, Positive	splash10-00di-2109100000-cad48cd41050ff8617d2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-10-Hydroxywarfarin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-10-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-10-Hydroxywarfarin 10V, Positive-QTOF	splash10-056r-0039000000-40727664aa4b0d47767c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 20V, Positive-QTOF	splash10-0a6r-2398000000-b3f5a37f99d38aa446a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 40V, Positive-QTOF	splash10-0fki-1490000000-b9e90c3290da9170c96d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 10V, Negative-QTOF	splash10-00b9-1096000000-dc2b8feef3192983a7c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 20V, Negative-QTOF	splash10-03mi-2592000000-9c3e3b09898ba190e442	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 40V, Negative-QTOF	splash10-006x-9680000000-15e7a58769ccc90300ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 10V, Positive-QTOF	splash10-08ir-0369000000-634fad365685455d238b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 20V, Positive-QTOF	splash10-03di-2982000000-1c8d6a59f04c4f29c6eb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 40V, Positive-QTOF	splash10-00di-4930000000-b61c59843cd5836a9352	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 10V, Negative-QTOF	splash10-00di-0249000000-92c22653c203d98317ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 20V, Negative-QTOF	splash10-0w90-4591000000-d554abaffdb0059ebaa5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-10-Hydroxywarfarin 40V, Negative-QTOF	splash10-00ke-3390000000-9f14da0f94ddf7576f00	2021-09-22	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

FDB093389

KNApSAcK ID

Not Available

Chemspider ID

35032776

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

R-10-Hydroxywarfarin → {[(1R)-1-(2-hydroxy-4-oxo-4H-chromen-3-yl)-3-oxo-1-phenylbutan-2-yl]oxy}sulfonic acid	details

Enzyme Details

2. 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-10-Hydroxywarfarin → 3,4,5-trihydroxy-6-({3-[(1R)-2-hydroxy-3-oxo-1-phenylbutyl]-4-oxo-4H-chromen-2-yl}oxy)oxane-2-carboxylic acid	details

Showing metabocard for R-10-Hydroxywarfarin (HMDB0013884)

MOL for HMDB0013884 (R-10-Hydroxywarfarin)

3D MOL for HMDB0013884 (R-10-Hydroxywarfarin)

3D SDF for HMDB0013884 (R-10-Hydroxywarfarin)

3D-SDF for HMDB0013884 (R-10-Hydroxywarfarin)

PDB for HMDB0013884 (R-10-Hydroxywarfarin)

3D PDB for HMDB0013884 (R-10-Hydroxywarfarin)

SMILES for HMDB0013884 (R-10-Hydroxywarfarin)

INCHI for HMDB0013884 (R-10-Hydroxywarfarin)

Structure for HMDB0013884 (R-10-Hydroxywarfarin)

3D Structure for HMDB0013884 (R-10-Hydroxywarfarin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions