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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:48:43 UTC

Update Date

2021-09-26 22:56:06 UTC

HMDB ID

HMDB0246799

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Hydroxy Dantrolene

Description

5-Hydroxy Dantrolene belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4. Based on a literature review very few articles have been published on 5-Hydroxy Dantrolene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-hydroxy dantrolene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Hydroxy Dantrolene is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0246799
     RDKit          3D
5-Hydroxy Dantrolene
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.9189   -1.2887    3.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0797   -0.6201    2.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305   -1.0453    1.6614 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5211   -0.1123    0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.1438   -0.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9313    1.1799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.9329    0.4497 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    1.9502   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0072    0.9123   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0162   -0.3161    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2006   -0.9542    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -0.0241   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -0.2150   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082    0.8058   -1.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653    0.7161   -2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -0.4422   -2.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0793   -0.5698   -2.7220 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.5718    0.3662   -3.3873 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7692   -1.7363   -2.5051 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2161   -1.4698   -1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9532   -1.3729   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    1.0282   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6088    0.7633    2.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668    1.6947    3.2989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2850   -1.9349    1.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    2.8995   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7971   -0.7811    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -1.9323    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    1.7389   -2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781    1.5243   -2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.3565   -1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -2.1993   -0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5268    0.8027    2.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511    2.0544    4.1143 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  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  2  0
 12 22  1  0
  6 23  1  0
 23 24  1  0
 23  2  1  0
 22  9  1  0
 21 13  1  0
  3 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 20 31  1  0
 21 32  1  0
 23 33  1  0
 24 34  1  0
M  CHG  2  17   1  19  -1
M  END

  Mrv1652309112101492D          

 24 26  0  0  0  0            999 V2000
    2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -0.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -1.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -2.7523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -3.4197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593   -4.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2919   -4.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2919   -5.5142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245   -4.2043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8794   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -2.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7440   -4.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    3.2384    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0367    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.6509    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 12 10  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 21  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  2  22   1  24  -1
M  END
> <DATABASE_ID>
HMDB0246799

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1N(N=CC2=CC=C(O2)C2=CC=C(C=C2)[N+]([O-])=O)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H10N4O6/c19-12-13(20)17(14(21)16-12)15-7-10-5-6-11(24-10)8-1-3-9(4-2-8)18(22)23/h1-7,13,20H,(H,16,19,21)

> <INCHI_KEY>
PGORTQZSSAZLCK-UHFFFAOYSA-N

> <FORMULA>
C14H10N4O6

> <MOLECULAR_WEIGHT>
330.256

> <EXACT_MASS>
330.060034058

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
30.779962439047967

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

> <ALOGPS_LOGP>
1.36

> <JCHEM_LOGP>
0.9677457976666666

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.276619234047832

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.8490229995126946

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6590758997113797

> <JCHEM_POLAR_SURFACE_AREA>
138.28

> <JCHEM_REFRACTIVITY>
79.06869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246799
     RDKit          3D
5-Hydroxy Dantrolene
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.9189   -1.2887    3.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0797   -0.6201    2.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305   -1.0453    1.6614 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5211   -0.1123    0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.1438   -0.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9313    1.1799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.9329    0.4497 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    1.9502   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0072    0.9123   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0162   -0.3161    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2006   -0.9542    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -0.0241   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -0.2150   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082    0.8058   -1.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653    0.7161   -2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -0.4422   -2.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0793   -0.5698   -2.7220 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.5718    0.3662   -3.3873 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7692   -1.7363   -2.5051 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2161   -1.4698   -1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9532   -1.3729   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    1.0282   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6088    0.7633    2.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668    1.6947    3.2989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2850   -1.9349    1.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    2.8995   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7971   -0.7811    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -1.9323    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    1.7389   -2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781    1.5243   -2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.3565   -1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -2.1993   -0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5268    0.8027    2.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511    2.0544    4.1143 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  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  2  0
 12 22  1  0
  6 23  1  0
 23 24  1  0
 23  2  1  0
 22  9  1  0
 21 13  1  0
  3 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 20 31  1  0
 21 32  1  0
 23 33  1  0
 24 34  1  0
M  CHG  2  17   1  19  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       3.802   2.195   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.802   3.735   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.136   4.505   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.469   3.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.381  -1.020   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.906  -2.485   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.366  -2.485   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.890  -1.020   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.460  -3.731   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.087  -5.138   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.182  -6.383   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.657  -7.848   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.412  -8.753   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.412 -10.293   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       1.166  -7.848   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       1.642  -6.383   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.736  -5.138   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.122  -8.324   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       5.136   6.045   0.000  0.00  0.00           N+1
HETATM   23  O   UNK     0       3.802   6.815   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.469   6.815   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    7                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   15                                                            
CONECT   22    3   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0246799
HETATM    1  O1  UNL     1      -3.919  -1.289   3.920  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.080  -0.620   2.850  1.00  0.00           C  
HETATM    3  N1  UNL     1      -4.731  -1.045   1.661  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.521  -0.112   0.619  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.938  -0.144  -0.574  1.00  0.00           O  
HETATM    6  N2  UNL     1      -3.711   0.931   1.180  1.00  0.00           N  
HETATM    7  N3  UNL     1      -3.145   1.933   0.450  1.00  0.00           N  
HETATM    8  C3  UNL     1      -2.025   1.950  -0.085  1.00  0.00           C  
HETATM    9  C4  UNL     1      -1.007   0.912  -0.081  1.00  0.00           C  
HETATM   10  C5  UNL     1      -1.016  -0.316   0.493  1.00  0.00           C  
HETATM   11  C6  UNL     1       0.201  -0.954   0.217  1.00  0.00           C  
HETATM   12  C7  UNL     1       0.909  -0.024  -0.547  1.00  0.00           C  
HETATM   13  C8  UNL     1       2.256  -0.215  -1.091  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.808   0.806  -1.824  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.065   0.716  -2.372  1.00  0.00           C  
HETATM   16  C11 UNL     1       4.779  -0.442  -2.171  1.00  0.00           C  
HETATM   17  N4  UNL     1       6.079  -0.570  -2.722  1.00  0.00           N1+
HETATM   18  O3  UNL     1       6.572   0.366  -3.387  1.00  0.00           O  
HETATM   19  O4  UNL     1       6.769  -1.736  -2.505  1.00  0.00           O1-
HETATM   20  C12 UNL     1       4.216  -1.470  -1.430  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.953  -1.373  -0.882  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.166   1.028  -0.686  1.00  0.00           O  
HETATM   23  C14 UNL     1      -3.609   0.763   2.630  1.00  0.00           C  
HETATM   24  O6  UNL     1      -4.367   1.695   3.299  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.285  -1.935   1.592  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.786   2.899  -0.638  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.797  -0.781   1.075  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.527  -1.932   0.517  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.265   1.739  -2.001  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.478   1.524  -2.941  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.813  -2.357  -1.299  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.557  -2.199  -0.312  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.527   0.803   2.929  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.951   2.054   4.114  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4   25
CONECT    4    5    5    6
CONECT    6    7   23
CONECT    7    8    8
CONECT    8    9   26
CONECT    9   10   10   22
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   22
CONECT   13   14   14   21
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   20
CONECT   17   18   18   19
CONECT   20   21   21   31
CONECT   21   32
CONECT   23   24   33
CONECT   24   34
END

HMDB0246799
     RDKit          3D
5-Hydroxy Dantrolene
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.9189   -1.2887    3.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0797   -0.6201    2.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305   -1.0453    1.6614 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5211   -0.1123    0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.1438   -0.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9313    1.1799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.9329    0.4497 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250    1.9502   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0072    0.9123   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0162   -0.3161    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2006   -0.9542    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -0.0241   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -0.2150   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082    0.8058   -1.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653    0.7161   -2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -0.4422   -2.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0793   -0.5698   -2.7220 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.5718    0.3662   -3.3873 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7692   -1.7363   -2.5051 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2161   -1.4698   -1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9532   -1.3729   -0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    1.0282   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6088    0.7633    2.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668    1.6947    3.2989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2850   -1.9349    1.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    2.8995   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7971   -0.7811    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -1.9323    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    1.7389   -2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781    1.5243   -2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126   -2.3565   -1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -2.1993   -0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5268    0.8027    2.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511    2.0544    4.1143 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  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  2  0
 12 22  1  0
  6 23  1  0
 23 24  1  0
 23  2  1  0
 22  9  1  0
 21 13  1  0
  3 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 20 31  1  0
 21 32  1  0
 23 33  1  0
 24 34  1  0
M  CHG  2  17   1  19  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₀N₄O₆

Average Molecular Weight

330.256

Monoisotopic Molecular Weight

330.060034058

IUPAC Name

5-hydroxy-1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

Traditional Name

5-hydroxy-1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

CAS Registry Number

Not Available

SMILES

OC1N(N=CC2=CC=C(O2)C2=CC=C(C=C2)[N+]([O-])=O)C(=O)NC1=O

InChI Identifier

InChI=1S/C14H10N4O6/c19-12-13(20)17(14(21)16-12)15-7-10-5-6-11(24-10)8-1-3-9(4-2-8)18(22)23/h1-7,13,20H,(H,16,19,21)

InChI Key

PGORTQZSSAZLCK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Hydantoins

Alternative Parents

Substituents

Hydantoin
Alpha-amino acid or derivatives
Nitrobenzene
Nitroaromatic compound
Monocyclic benzene moiety
Semicarbazone
Benzenoid
Heteroaromatic compound
Dicarboximide
Furan
Semicarbazide
Organic nitro compound
C-nitro compound
Carbonic acid derivative
Oxacycle
Alkanolamine
Carboxylic acid derivative
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic oxide
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic zwitterion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	1.36	ALOGPS
logP	0.97	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	138.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.07 m³·mol⁻¹	ChemAxon
Polarizability	30.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.192	30932474
DeepCCS	[M-H]-	169.765	30932474
DeepCCS	[M-2H]-	205.442	30932474
DeepCCS	[M+Na]+	181.735	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy Dantrolene	OC1N(N=CC2=CC=C(O2)C2=CC=C(C=C2)[N+]([O-])=O)C(=O)NC1=O	4192.4	Standard polar	33892256
5-Hydroxy Dantrolene	OC1N(N=CC2=CC=C(O2)C2=CC=C(C=C2)[N+]([O-])=O)C(=O)NC1=O	2985.0	Standard non polar	33892256
5-Hydroxy Dantrolene	OC1N(N=CC2=CC=C(O2)C2=CC=C(C=C2)[N+]([O-])=O)C(=O)NC1=O	3333.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy Dantrolene,2TMS,isomer #1	C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C(=O)N1N=CC1=CC=C(C2=CC=C([N+](=O)[O-])C=C2)O1	3314.0	Semi standard non polar	33892256
5-Hydroxy Dantrolene,2TMS,isomer #1	C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C(=O)N1N=CC1=CC=C(C2=CC=C([N+](=O)[O-])C=C2)O1	3352.0	Standard non polar	33892256
5-Hydroxy Dantrolene,2TMS,isomer #1	C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C(=O)N1N=CC1=CC=C(C2=CC=C([N+](=O)[O-])C=C2)O1	4512.9	Standard polar	33892256
5-Hydroxy Dantrolene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1N=CC1=CC=C(C2=CC=C([N+](=O)[O-])C=C2)O1	3808.8	Semi standard non polar	33892256
5-Hydroxy Dantrolene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1N=CC1=CC=C(C2=CC=C([N+](=O)[O-])C=C2)O1	3801.6	Standard non polar	33892256
5-Hydroxy Dantrolene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1N=CC1=CC=C(C2=CC=C([N+](=O)[O-])C=C2)O1	4373.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy Dantrolene GC-MS (Non-derivatized) - 70eV, Positive	splash10-01xx-9242000000-b37e774a5fb5937e20ee	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy Dantrolene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy Dantrolene GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy Dantrolene GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy Dantrolene GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy Dantrolene GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

142374

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162115

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 5-Hydroxy Dantrolene (HMDB0246799)

MOL for HMDB0246799 (5-Hydroxy Dantrolene)

3D MOL for HMDB0246799 (5-Hydroxy Dantrolene)

3D SDF for HMDB0246799 (5-Hydroxy Dantrolene)

3D-SDF for HMDB0246799 (5-Hydroxy Dantrolene)

PDB for HMDB0246799 (5-Hydroxy Dantrolene)

3D PDB for HMDB0246799 (5-Hydroxy Dantrolene)

SMILES for HMDB0246799 (5-Hydroxy Dantrolene)

INCHI for HMDB0246799 (5-Hydroxy Dantrolene)

Structure for HMDB0246799 (5-Hydroxy Dantrolene)

3D Structure for HMDB0246799 (5-Hydroxy Dantrolene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra