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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11)transporters (3) Show 14 proteins XML

enzymes (11)transporters (3) Show 14 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:23 UTC

Update Date

2021-09-14 15:41:21 UTC

HMDB ID

HMDB0013895

Secondary Accession Numbers

HMDB13895

Metabolite Identification

Common Name

3',4'-Dihydrodiol

Description

3',4'-Dihydrodiol belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group. 3',4'-Dihydrodiol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0013895
     RDKit          3D
3',4'-Dihydrodiol
 35 37  0  0  0  0  0  0  0  0999 V2000
    0.2596    4.0205   -0.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828    2.8722   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4862    2.1930   -2.1420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1278    0.9328   -1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2779   -2.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165    0.6610   -0.4351 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5609    0.1449   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793    0.8464    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8670    0.4508    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7007    1.4655    0.1230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444   -0.8957    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.8156   -0.7310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -1.6187   -0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.1598   -0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025   -0.2020    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3181   -1.2860   -0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -2.1562    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6447   -1.8948    1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -0.8141    2.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2217    0.0306    1.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7994    2.0201    0.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    2.5528   -3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    1.8389    0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148    0.4948    1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    2.2430    0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.5453    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7353   -1.7096   -0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4012   -2.6070   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -1.7914   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.5579   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557   -3.0045   -0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -2.5417    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569   -0.6225    3.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276    0.8625    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1001    2.3152    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  6
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21  2  1  0
 14  7  1  0
 20 15  1  0
  3 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END


  Mrv0541 06191310282D          

 21 23  0  0  1  0            999 V2000
    8.2793   -1.5312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0082   -2.5245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6759   -3.1458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7224   -1.8117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9006   -2.8637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6185   -3.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0761   -2.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9294   -2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1837   -2.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9039   -4.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6887   -2.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3329   -4.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6389   -3.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8643   -2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9039   -4.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3329   -4.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8143   -3.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4270   -2.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185   -5.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0474   -5.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185   -6.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2  9  2  0  0  0  0
  3  5  1  0  0  0  0
  3  9  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  1  0  0  0
  5  8  1  0  0  0  0
  6 12  2  0  0  0  0
  7 11  2  0  0  0  0
  7 13  1  0  0  0  0
 10 15  2  0  0  0  0
 11 14  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  2  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 12 16  1  0  0  0  0
 15 19  1  0  0  0  0
 10  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013895

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C=CC(=CC1O)[C@]1(NC(=O)NC1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14N2O4/c18-11-7-6-10(8-12(11)19)15(9-4-2-1-3-5-9)13(20)16-14(21)17-15/h1-8,11-12,18-19H,(H2,16,17,20,21)/t11?,12?,15-/m1/s1

> <INCHI_KEY>
FEEKFEKCXIDMIS-KOHJWAIASA-N

> <FORMULA>
C15H14N2O4

> <MOLECULAR_WEIGHT>
286.2827

> <EXACT_MASS>
286.095356946

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.819414852348846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-5-(3,4-dihydroxycyclohexa-1,5-dien-1-yl)-5-phenylimidazolidine-2,4-dione

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
-0.162904485

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.45285154466671

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.459856542933798

> <JCHEM_PKA_STRONGEST_BASIC>
-3.340199474843989

> <JCHEM_POLAR_SURFACE_AREA>
98.66000000000001

> <JCHEM_REFRACTIVITY>
75.72630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-5-(3,4-dihydroxycyclohexa-1,5-dien-1-yl)-5-phenylimidazolidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013895
     RDKit          3D
3',4'-Dihydrodiol
 35 37  0  0  0  0  0  0  0  0999 V2000
    0.2596    4.0205   -0.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828    2.8722   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4862    2.1930   -2.1420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1278    0.9328   -1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2779   -2.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165    0.6610   -0.4351 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5609    0.1449   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793    0.8464    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8670    0.4508    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7007    1.4655    0.1230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444   -0.8957    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.8156   -0.7310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -1.6187   -0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.1598   -0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025   -0.2020    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3181   -1.2860   -0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -2.1562    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6447   -1.8948    1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -0.8141    2.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2217    0.0306    1.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7994    2.0201    0.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    2.5528   -3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    1.8389    0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148    0.4948    1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    2.2430    0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.5453    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7353   -1.7096   -0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4012   -2.6070   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -1.7914   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.5579   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557   -3.0045   -0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -2.5417    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569   -0.6225    3.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276    0.8625    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1001    2.3152    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  6
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21  2  1  0
 14  7  1  0
 20 15  1  0
  3 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  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      15.455  -2.858   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      20.549  -4.712   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      18.062  -5.872   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      18.148  -3.382   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      16.614  -5.346   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.088  -6.793   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.075  -5.292   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.668  -3.807   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.010  -4.659   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.754  -7.563   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.352  -3.932   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.421  -7.563   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.259  -6.598   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.813  -3.878   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.754  -9.103   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.421  -9.103   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.720  -6.544   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.997  -5.184   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.088  -9.873   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.755  -9.873   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      16.088 -11.413   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3    5    9                                                       
CONECT    4    8    9                                                       
CONECT    5    3    6    7    8                                             
CONECT    6    5   12   10                                                  
CONECT    7    5   11   13                                                  
CONECT    8    1    4    5                                                  
CONECT    9    2    3    4                                                  
CONECT   10   15    6                                                       
CONECT   11    7   14                                                       
CONECT   12    6   16                                                       
CONECT   13    7   17                                                       
CONECT   14   11   18                                                       
CONECT   15   10   19                                                       
CONECT   16   19   20   12                                                  
CONECT   17   13   18                                                       
CONECT   18   14   17                                                       
CONECT   19   16   21   15                                                  
CONECT   20   16                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0013895
HETATM    1  O1  UNL     1       0.260   4.021  -0.765  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.283   2.872  -0.909  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.486   2.193  -2.142  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.128   0.933  -1.848  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.785   0.278  -2.665  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.816   0.661  -0.435  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.561   0.145  -0.240  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.479   0.846   0.385  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.867   0.451   0.640  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.701   1.465   0.123  1.00  0.00           O  
HETATM   11  C7  UNL     1       3.244  -0.896   0.143  1.00  0.00           C  
HETATM   12  O4  UNL     1       4.348  -0.816  -0.731  1.00  0.00           O  
HETATM   13  C8  UNL     1       2.175  -1.619  -0.541  1.00  0.00           C  
HETATM   14  C9  UNL     1       0.939  -1.160  -0.726  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.803  -0.202   0.243  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.318  -1.286  -0.421  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.247  -2.156   0.166  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.645  -1.895   1.459  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.132  -0.814   2.123  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.222   0.031   1.536  1.00  0.00           C  
HETATM   21  N2  UNL     1      -0.799   2.020   0.100  1.00  0.00           N  
HETATM   22  H1  UNL     1      -0.214   2.553  -3.090  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.194   1.839   0.764  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.015   0.495   1.759  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.595   2.243   0.744  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.596  -1.545   0.991  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.735  -1.710  -0.888  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.401  -2.607  -0.929  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.228  -1.791  -1.255  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.059  -1.558  -1.440  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.656  -3.004  -0.343  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.361  -2.542   1.950  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.457  -0.622   3.144  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.828   0.862   2.070  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.100   2.315   1.028  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   22
CONECT    4    5    5    6
CONECT    6    7   15   21
CONECT    7    8    8   14
CONECT    8    9   23
CONECT    9   10   11   24
CONECT   10   25
CONECT   11   12   13   26
CONECT   12   27
CONECT   13   14   14   28
CONECT   14   29
CONECT   15   16   16   20
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   19   32
CONECT   19   20   20   33
CONECT   20   34
CONECT   21   35
END

HMDB0013895
     RDKit          3D
3',4'-Dihydrodiol
 35 37  0  0  0  0  0  0  0  0999 V2000
    0.2596    4.0205   -0.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828    2.8722   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4862    2.1930   -2.1420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1278    0.9328   -1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2779   -2.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165    0.6610   -0.4351 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5609    0.1449   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793    0.8464    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8670    0.4508    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7007    1.4655    0.1230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444   -0.8957    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.8156   -0.7310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -1.6187   -0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.1598   -0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025   -0.2020    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3181   -1.2860   -0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -2.1562    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6447   -1.8948    1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -0.8141    2.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2217    0.0306    1.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7994    2.0201    0.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    2.5528   -3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    1.8389    0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148    0.4948    1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    2.2430    0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.5453    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7353   -1.7096   -0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4012   -2.6070   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -1.7914   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.5579   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557   -3.0045   -0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -2.5417    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569   -0.6225    3.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276    0.8625    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1001    2.3152    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  6
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21  2  1  0
 14  7  1  0
 20 15  1  0
  3 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄N₂O₄

Average Molecular Weight

286.2827

Monoisotopic Molecular Weight

286.095356946

IUPAC Name

(5R)-5-(3,4-dihydroxycyclohexa-1,5-dien-1-yl)-5-phenylimidazolidine-2,4-dione

Traditional Name

(5R)-5-(3,4-dihydroxycyclohexa-1,5-dien-1-yl)-5-phenylimidazolidine-2,4-dione

CAS Registry Number

Not Available

SMILES

OC1C=CC(=CC1O)[C@]1(NC(=O)NC1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14N2O4/c18-11-7-6-10(8-12(11)19)15(9-4-2-1-3-5-9)13(20)16-14(21)17-15/h1-8,11-12,18-19H,(H2,16,17,20,21)/t11?,12?,15-/m1/s1

InChI Key

FEEKFEKCXIDMIS-KOHJWAIASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylhydantoins

Alternative Parents

Substituents

5-phenylhydantoin
Phenylimidazolidine
Alpha-amino acid or derivatives
5-monosubstituted hydantoin
N-acyl urea
Ureide
Monocyclic benzene moiety
Benzenoid
Dicarboximide
Urea
Secondary alcohol
1,2-diol
Carbonic acid derivative
Azacycle
Carboxylic acid derivative
Alcohol
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0013895)
Kidney (HMDB: HMDB0013895)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013895)

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	1.71 g/L	ALOGPS
logP	0.02	ALOGPS
logP	-0.16	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	98.66 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.73 m³·mol⁻¹	ChemAxon
Polarizability	27.82 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]+	166.639	31661259
DarkChem	[M-H]-	160.755	31661259
DeepCCS	[M+H]+	169.285	30932474
DeepCCS	[M-H]-	166.927	30932474
DeepCCS	[M-2H]-	200.337	30932474
DeepCCS	[M+Na]+	175.564	30932474
AllCCS	[M+H]+	167.4	32859911
AllCCS	[M+H-H2O]+	163.7	32859911
AllCCS	[M+NH4]+	170.8	32859911
AllCCS	[M+Na]+	171.8	32859911
AllCCS	[M-H]-	167.1	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	166.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',4'-Dihydrodiol	OC1C=CC(=CC1O)[C@]1(NC(=O)NC1=O)C1=CC=CC=C1	4014.6	Standard polar	33892256
3',4'-Dihydrodiol	OC1C=CC(=CC1O)[C@]1(NC(=O)NC1=O)C1=CC=CC=C1	2812.9	Standard non polar	33892256
3',4'-Dihydrodiol	OC1C=CC(=CC1O)[C@]1(NC(=O)NC1=O)C1=CC=CC=C1	2826.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3',4'-Dihydrodiol,1TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)NC2=O)=CC1O	2845.0	Semi standard non polar	33892256
3',4'-Dihydrodiol,1TMS,isomer #2	C[Si](C)(C)OC1C=C([C@@]2(C3=CC=CC=C3)NC(=O)NC2=O)C=CC1O	2848.4	Semi standard non polar	33892256
3',4'-Dihydrodiol,1TMS,isomer #3	C[Si](C)(C)N1C(=O)NC(=O)[C@]1(C1=CC(O)C(O)C=C1)C1=CC=CC=C1	2739.3	Semi standard non polar	33892256
3',4'-Dihydrodiol,1TMS,isomer #4	C[Si](C)(C)N1C(=O)N[C@@](C2=CC(O)C(O)C=C2)(C2=CC=CC=C2)C1=O	2761.2	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)NC2=O)=CC1O[Si](C)(C)C	2887.0	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TMS,isomer #2	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C)=CC1O	2722.5	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TMS,isomer #3	C[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C)C2=O)=CC1O	2799.1	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TMS,isomer #4	C[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C)C=CC1O	2702.1	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TMS,isomer #5	C[Si](C)(C)OC1C=C([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C)C2=O)C=CC1O	2782.6	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TMS,isomer #6	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)[C@@](C2=CC(O)C(O)C=C2)(C2=CC=CC=C2)C1=O	2531.0	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C)=CC1O[Si](C)(C)C	2708.7	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C)=CC1O[Si](C)(C)C	2634.7	Standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C)=CC1O[Si](C)(C)C	3759.3	Standard polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #2	C[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C)C2=O)=CC1O[Si](C)(C)C	2805.1	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #2	C[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C)C2=O)=CC1O[Si](C)(C)C	2600.2	Standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #2	C[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C)C2=O)=CC1O[Si](C)(C)C	3666.5	Standard polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #3	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)=CC1O	2525.5	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #3	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)=CC1O	2582.6	Standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #3	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)=CC1O	3431.6	Standard polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #4	C[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C=CC1O	2503.5	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #4	C[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C=CC1O	2611.5	Standard non polar	33892256
3',4'-Dihydrodiol,3TMS,isomer #4	C[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C=CC1O	3442.7	Standard polar	33892256
3',4'-Dihydrodiol,4TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)=CC1O[Si](C)(C)C	2536.0	Semi standard non polar	33892256
3',4'-Dihydrodiol,4TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)=CC1O[Si](C)(C)C	2655.5	Standard non polar	33892256
3',4'-Dihydrodiol,4TMS,isomer #1	C[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)=CC1O[Si](C)(C)C	3116.8	Standard polar	33892256
3',4'-Dihydrodiol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)NC2=O)=CC1O	3099.3	Semi standard non polar	33892256
3',4'-Dihydrodiol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C=C([C@@]2(C3=CC=CC=C3)NC(=O)NC2=O)C=CC1O	3097.1	Semi standard non polar	33892256
3',4'-Dihydrodiol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)NC(=O)[C@]1(C1=CC(O)C(O)C=C1)C1=CC=CC=C1	3013.0	Semi standard non polar	33892256
3',4'-Dihydrodiol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@](C2=CC(O)C(O)C=C2)(C2=CC=CC=C2)C1=O	3067.1	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)NC2=O)=CC1O[Si](C)(C)C(C)(C)C	3353.9	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)=CC1O	3219.9	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)=CC1O	3318.2	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)C=CC1O	3207.5	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C=C([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)C=CC1O	3311.0	Semi standard non polar	33892256
3',4'-Dihydrodiol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)[C@@](C2=CC(O)C(O)C=C2)(C2=CC=CC=C2)C1=O	3073.8	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)=CC1O[Si](C)(C)C(C)(C)C	3357.3	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)=CC1O[Si](C)(C)C(C)(C)C	3188.7	Standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)=CC1O[Si](C)(C)C(C)(C)C	3826.7	Standard polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)=CC1O[Si](C)(C)C(C)(C)C	3492.2	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)=CC1O[Si](C)(C)C(C)(C)C	3173.3	Standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C=CC([C@@]2(C3=CC=CC=C3)NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)=CC1O[Si](C)(C)C(C)(C)C	3848.8	Standard polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)=CC1O	3241.8	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)=CC1O	3181.0	Standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)=CC1O	3566.2	Standard polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C=CC1O	3233.6	Semi standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C=CC1O	3233.2	Standard non polar	33892256
3',4'-Dihydrodiol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C=C([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C=CC1O	3587.4	Standard polar	33892256
3',4'-Dihydrodiol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)=CC1O[Si](C)(C)C(C)(C)C	3390.2	Semi standard non polar	33892256
3',4'-Dihydrodiol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)=CC1O[Si](C)(C)C(C)(C)C	3410.4	Standard non polar	33892256
3',4'-Dihydrodiol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC([C@]2(C3=CC=CC=C3)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)=CC1O[Si](C)(C)C(C)(C)C	3316.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydrodiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0950000000-89919a7516318c7f348b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydrodiol GC-MS (2 TMS) - 70eV, Positive	splash10-004i-4927100000-8e79695de718bd3f8643	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4'-Dihydrodiol 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 - 3',4'-Dihydrodiol 10V, Positive-QTOF	splash10-00kr-0090000000-42cc064e99fef858ec69	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 20V, Positive-QTOF	splash10-03xr-0390000000-77e338d85ba539a4a7c5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 40V, Positive-QTOF	splash10-06rb-0900000000-2af45d90c8c28ffc161b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 10V, Negative-QTOF	splash10-000i-0090000000-2380cf17edf97a6b25da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 20V, Negative-QTOF	splash10-000f-2290000000-ed6e97adeb6ef3b2e3df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 40V, Negative-QTOF	splash10-0udl-4910000000-c272fef018cb2ae9c537	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 10V, Positive-QTOF	splash10-000i-0090000000-020204f16876319b6c3f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 20V, Positive-QTOF	splash10-00ks-0490000000-5c06fe2f2ce9247ee955	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 40V, Positive-QTOF	splash10-0j7j-2950000000-7cca93c0e4555b0a4094	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 10V, Negative-QTOF	splash10-000i-0090000000-4a8080597a5d1f7abe98	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 20V, Negative-QTOF	splash10-002f-8690000000-7ec322a0350cf0a9fa9c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4'-Dihydrodiol 40V, Negative-QTOF	splash10-0006-9500000000-16cc1d15c1c52bf202e0	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Fosphenytoin (Antiarrhythmic) Action Pathway		Not Available
Phenytoin (Antiarrhythmic) Action Pathway		Not Available

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750719

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

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 11B1, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Molecular weight:: 57572.44

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Levy RH: Cytochrome P450 isozymes and antiepileptic drug interactions. Epilepsia. 1995;36 Suppl 5:S8-13. [PubMed:8806399 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Tate SK, Depondt C, Sisodiya SM, Cavalleri GL, Schorge S, Soranzo N, Thom M, Sen A, Shorvon SD, Sander JW, Wood NW, Goldstein DB: Genetic predictors of the maximum doses patients receive during clinical use of the anti-epileptic drugs carbamazepine and phenytoin. Proc Natl Acad Sci U S A. 2005 Apr 12;102(15):5507-12. Epub 2005 Apr 1. [PubMed:15805193 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Komatsu T, Yamazaki H, Asahi S, Gillam EM, Guengerich FP, Nakajima M, Yokoi T: Formation of a dihydroxy metabolite of phenytoin in human liver microsomes/cytosol: roles of cytochromes P450 2C9, 2C19, and 3A4. Drug Metab Dispos. 2000 Nov;28(11):1361-8. [PubMed:11038165 ]

Enzyme Details

4. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Levy RH: Cytochrome P450 isozymes and antiepileptic drug interactions. Epilepsia. 1995;36 Suppl 5:S8-13. [PubMed:8806399 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Komatsu T, Yamazaki H, Asahi S, Gillam EM, Guengerich FP, Nakajima M, Yokoi T: Formation of a dihydroxy metabolite of phenytoin in human liver microsomes/cytosol: roles of cytochromes P450 2C9, 2C19, and 3A4. Drug Metab Dispos. 2000 Nov;28(11):1361-8. [PubMed:11038165 ]
Kaminsky LS, Zhang ZY: Human P450 metabolism of warfarin. Pharmacol Ther. 1997;73(1):67-74. [PubMed:9014207 ]

Enzyme Details

5. Cytochrome P450 2C18

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP2C18
Uniprot ID:: P33260
Molecular weight:: 55710.075

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

6. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

Enzyme Details

7. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Cytochrome P450 3A7

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

9. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

10. Sodium channel protein type 1 subunit alpha

General function:: Involved in ion channel activity
Specific function:: Mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which Na(+) ions may pass in accordance with their electrochemical gradient
Gene Name:: SCN1A
Uniprot ID:: P35498
Molecular weight:: 228969.5

References

Tate SK, Depondt C, Sisodiya SM, Cavalleri GL, Schorge S, Soranzo N, Thom M, Sen A, Shorvon SD, Sander JW, Wood NW, Goldstein DB: Genetic predictors of the maximum doses patients receive during clinical use of the anti-epileptic drugs carbamazepine and phenytoin. Proc Natl Acad Sci U S A. 2005 Apr 12;102(15):5507-12. Epub 2005 Apr 1. [PubMed:15805193 ]
Tate SK, Singh R, Hung CC, Tai JJ, Depondt C, Cavalleri GL, Sisodiya SM, Goldstein DB, Liou HH: A common polymorphism in the SCN1A gene associates with phenytoin serum levels at maintenance dose. Pharmacogenet Genomics. 2006 Oct;16(10):721-6. [PubMed:17001291 ]
Mantegazza M, Curia G, Biagini G, Ragsdale DS, Avoli M: Voltage-gated sodium channels as therapeutic targets in epilepsy and other neurological disorders. Lancet Neurol. 2010 Apr;9(4):413-24. doi: 10.1016/S1474-4422(10)70059-4. [PubMed:20298965 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1C1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent high affinity transport of organic anions such as the thyroid hormones thyroxine (T4) and rT3. Other potential substrates, such as triiodothyronine (T3), 17-beta-glucuronosyl estradiol, estrone-3-sulfate and sulfobromophthalein (BSP) are transported with much lower efficiency
Gene Name:: SLCO1C1
Uniprot ID:: Q9NYB5
Molecular weight:: 78695.6

References

Westholm DE, Stenehjem DD, Rumbley JN, Drewes LR, Anderson GW: Competitive inhibition of organic anion transporting polypeptide 1c1-mediated thyroxine transport by the fenamate class of nonsteroidal antiinflammatory drugs. Endocrinology. 2009 Feb;150(2):1025-32. doi: 10.1210/en.2008-0188. Epub 2008 Oct 9. [PubMed:18845642 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

2. Canalicular multispecific organic anion transporter 1

General function:: Involved in ATP binding
Specific function:: Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:: ABCC2
Uniprot ID:: Q92887
Molecular weight:: 174205.6

References

Baltes S, Gastens AM, Fedrowitz M, Potschka H, Kaever V, Loscher W: Differences in the transport of the antiepileptic drugs phenytoin, levetiracetam and carbamazepine by human and mouse P-glycoprotein. Neuropharmacology. 2007 Feb;52(2):333-46. Epub 2006 Oct 10. [PubMed:17045309 ]

Enzyme Details

3. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Baltes S, Gastens AM, Fedrowitz M, Potschka H, Kaever V, Loscher W: Differences in the transport of the antiepileptic drugs phenytoin, levetiracetam and carbamazepine by human and mouse P-glycoprotein. Neuropharmacology. 2007 Feb;52(2):333-46. Epub 2006 Oct 10. [PubMed:17045309 ]
Luna-Tortos C, Fedrowitz M, Loscher W: Several major antiepileptic drugs are substrates for human P-glycoprotein. Neuropharmacology. 2008 Dec;55(8):1364-75. doi: 10.1016/j.neuropharm.2008.08.032. Epub 2008 Sep 11. [PubMed:18824002 ]

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Showing metabocard for 3',4'-Dihydrodiol (HMDB0013895)

MOL for HMDB0013895 (3',4'-Dihydrodiol)

3D MOL for HMDB0013895 (3',4'-Dihydrodiol)

3D SDF for HMDB0013895 (3',4'-Dihydrodiol)

3D-SDF for HMDB0013895 (3',4'-Dihydrodiol)

PDB for HMDB0013895 (3',4'-Dihydrodiol)

3D PDB for HMDB0013895 (3',4'-Dihydrodiol)

SMILES for HMDB0013895 (3',4'-Dihydrodiol)

INCHI for HMDB0013895 (3',4'-Dihydrodiol)

Structure for HMDB0013895 (3',4'-Dihydrodiol)

3D Structure for HMDB0013895 (3',4'-Dihydrodiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

Transporters

References

References

References