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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:00:10 UTC

Update Date

2021-09-26 23:00:25 UTC

HMDB ID

HMDB0249490

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea

Description

4-[3-(4-fluorophenoxy)phenyl]-N-hydroxy-N-(C-hydroxycarbonimidoyl)but-3-en-2-amine belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review very few articles have been published on 4-[3-(4-fluorophenoxy)phenyl]-N-hydroxy-N-(C-hydroxycarbonimidoyl)but-3-en-2-amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). (e)-n-(3-(3-(4-fluorophenoxy)phenyl)-1-(r,s)-methylprop-2-enyl)-n-hydroxyurea is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 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

HMDB0249490
     RDKit          3D
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.1066   -1.9571    0.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -0.4622    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4111   -0.2471    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.1314    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -1.0196    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -2.0038    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -1.9535    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584   -0.8759    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761    0.1197   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4753    1.1980   -0.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674    1.2767   -0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825    1.8992    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    1.9981    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6387    1.4624   -0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9901    1.5520   -1.0320 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9291    0.8259   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5597    0.7440   -1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    0.0501   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494    0.1756   -0.6848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3951   -0.0934   -1.9830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6973    1.0819   -0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9711    1.3704    0.9839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3723    1.6215   -1.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9825   -2.3468    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993   -2.2038   -0.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3284   -2.4087   -0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280   -0.1041    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898    0.6552   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763   -2.0116    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065   -2.8433    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6823   -2.7378    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7408   -0.7947    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238    2.3142    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633    2.4914    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3994   -2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.2566   -2.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    0.8608   -0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2398   -0.0436   -2.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9667    2.3204    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1899    0.5652    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  2  0
  2 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 18  5  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END


  Mrv1533004241523532D          

 23 24  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  5 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249490

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C=CC1=CC(OC2=CC=C(F)C=C2)=CC=C1)N(O)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H17FN2O3/c1-12(20(22)17(19)21)5-6-13-3-2-4-16(11-13)23-15-9-7-14(18)8-10-15/h2-12,22H,1H3,(H2,19,21)

> <INCHI_KEY>
UAIYNMRLUHHRMF-UHFFFAOYSA-N

> <FORMULA>
C17H17FN2O3

> <MOLECULAR_WEIGHT>
316.332

> <EXACT_MASS>
316.122320578

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.576263765515808

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{4-[3-(4-fluorophenoxy)phenyl]but-3-en-2-yl}-1-hydroxyurea

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.250613411333333

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.10000559986665

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6872537794456055

> <JCHEM_POLAR_SURFACE_AREA>
75.79

> <JCHEM_REFRACTIVITY>
85.61110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{4-[3-(4-fluorophenoxy)phenyl]but-3-en-2-yl}-1-hydroxyurea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249490
     RDKit          3D
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.1066   -1.9571    0.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -0.4622    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4111   -0.2471    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.1314    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -1.0196    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -2.0038    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -1.9535    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584   -0.8759    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761    0.1197   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4753    1.1980   -0.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674    1.2767   -0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825    1.8992    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    1.9981    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6387    1.4624   -0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9901    1.5520   -1.0320 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9291    0.8259   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5597    0.7440   -1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    0.0501   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494    0.1756   -0.6848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3951   -0.0934   -1.9830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6973    1.0819   -0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9711    1.3704    0.9839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3723    1.6215   -1.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9825   -2.3468    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993   -2.2038   -0.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3284   -2.4087   -0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280   -0.1041    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898    0.6552   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763   -2.0116    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065   -2.8433    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6823   -2.7378    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7408   -0.7947    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238    2.3142    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633    2.4914    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3994   -2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.2566   -2.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    0.8608   -0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2398   -0.0436   -2.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9667    2.3204    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1899    0.5652    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  2  0
  2 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 18  5  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   18  F   UNK     0       6.668 -11.550   0.000  0.00  0.00           F+0
HETATM   19  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    7   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19    2   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0249490
HETATM    1  C1  UNL     1      -4.107  -1.957   0.264  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.855  -0.462   0.318  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.411  -0.247   0.159  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.563  -1.131   0.633  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.127  -1.020   0.531  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.673  -2.004   1.063  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.066  -1.953   0.997  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.658  -0.876   0.376  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.876   0.120  -0.163  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.475   1.198  -0.785  1.00  0.00           O  
HETATM   11  C10 UNL     1       3.867   1.277  -0.866  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.583   1.899   0.132  1.00  0.00           C  
HETATM   13  C12 UNL     1       5.951   1.998   0.091  1.00  0.00           C  
HETATM   14  C13 UNL     1       6.639   1.462  -0.977  1.00  0.00           C  
HETATM   15  F1  UNL     1       7.990   1.552  -1.032  1.00  0.00           F  
HETATM   16  C14 UNL     1       5.929   0.826  -2.001  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.560   0.744  -1.929  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.481   0.050  -0.086  1.00  0.00           C  
HETATM   19  N1  UNL     1      -4.649   0.176  -0.685  1.00  0.00           N  
HETATM   20  O2  UNL     1      -4.395  -0.093  -1.983  1.00  0.00           O  
HETATM   21  C17 UNL     1      -5.697   1.082  -0.382  1.00  0.00           C  
HETATM   22  N2  UNL     1      -5.971   1.370   0.984  1.00  0.00           N  
HETATM   23  O3  UNL     1      -6.372   1.621  -1.292  1.00  0.00           O  
HETATM   24  H1  UNL     1      -3.983  -2.347   1.294  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.099  -2.204  -0.135  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.328  -2.409  -0.416  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.228  -0.104   1.314  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.090   0.655  -0.357  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.976  -2.012   1.138  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.206  -2.843   1.547  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.682  -2.738   1.421  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.741  -0.795   0.301  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.024   2.314   0.963  1.00  0.00           H  
HETATM   34  H11 UNL     1       6.463   2.491   0.891  1.00  0.00           H  
HETATM   35  H12 UNL     1       6.472   0.399  -2.850  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.003   0.257  -2.711  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.092   0.861  -0.526  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.240  -0.044  -2.525  1.00  0.00           H  
HETATM   39  H16 UNL     1      -5.967   2.320   1.393  1.00  0.00           H  
HETATM   40  H17 UNL     1      -6.190   0.565   1.608  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   19   27
CONECT    3    4    4   28
CONECT    4    5   29
CONECT    5    6    6   18
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   32
CONECT    9   10   18   18
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   33
CONECT   13   14   14   34
CONECT   14   15   16
CONECT   16   17   17   35
CONECT   17   36
CONECT   18   37
CONECT   19   20   21
CONECT   20   38
CONECT   21   22   23   23
CONECT   22   39   40
END

HMDB0249490
     RDKit          3D
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.1066   -1.9571    0.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -0.4622    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4111   -0.2471    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.1314    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -1.0196    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -2.0038    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -1.9535    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584   -0.8759    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761    0.1197   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4753    1.1980   -0.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674    1.2767   -0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825    1.8992    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    1.9981    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6387    1.4624   -0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9901    1.5520   -1.0320 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9291    0.8259   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5597    0.7440   -1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    0.0501   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494    0.1756   -0.6848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3951   -0.0934   -1.9830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6973    1.0819   -0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9711    1.3704    0.9839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3723    1.6215   -1.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9825   -2.3468    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993   -2.2038   -0.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3284   -2.4087   -0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280   -0.1041    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898    0.6552   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763   -2.0116    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065   -2.8433    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6823   -2.7378    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7408   -0.7947    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238    2.3142    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633    2.4914    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3994   -2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.2566   -2.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    0.8608   -0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2398   -0.0436   -2.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9667    2.3204    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1899    0.5652    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  2  0
  2 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 18  5  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₇FN₂O₃

Average Molecular Weight

316.332

Monoisotopic Molecular Weight

316.122320578

IUPAC Name

1-{4-[3-(4-fluorophenoxy)phenyl]but-3-en-2-yl}-1-hydroxyurea

Traditional Name

1-{4-[3-(4-fluorophenoxy)phenyl]but-3-en-2-yl}-1-hydroxyurea

CAS Registry Number

Not Available

SMILES

CC(C=CC1=CC(OC2=CC=C(F)C=C2)=CC=C1)N(O)C(N)=O

InChI Identifier

InChI=1S/C17H17FN2O3/c1-12(20(22)17(19)21)5-6-13-3-2-4-16(11-13)23-15-9-7-14(18)8-10-15/h2-12,22H,1H3,(H2,19,21)

InChI Key

UAIYNMRLUHHRMF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Phenoxy compound
Styrene
Phenol ether
Fluorobenzene
Halobenzene
Aryl fluoride
Aryl halide
Carbonic acid derivative
Ether
Organofluoride
Organohalogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.27	ALOGPS
logP	3.25	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.1	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.79 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.61 m³·mol⁻¹	ChemAxon
Polarizability	31.58 Å³	ChemAxon
Number of Rings	2	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]+	168.46	30932474
DeepCCS	[M-H]-	166.102	30932474
DeepCCS	[M-2H]-	199.856	30932474
DeepCCS	[M+Na]+	175.083	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea	CC(C=CC1=CC(OC2=CC=C(F)C=C2)=CC=C1)N(O)C(N)=O	4166.1	Standard polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea	CC(C=CC1=CC(OC2=CC=C(F)C=C2)=CC=C1)N(O)C(N)=O	2361.8	Standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea	CC(C=CC1=CC(OC2=CC=C(F)C=C2)=CC=C1)N(O)C(N)=O	2733.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,1TMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N[Si](C)(C)C	2785.9	Semi standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,1TMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N[Si](C)(C)C	2460.7	Standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,1TMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N[Si](C)(C)C	3684.7	Standard polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,2TMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N([Si](C)(C)C)[Si](C)(C)C	2812.7	Semi standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,2TMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N([Si](C)(C)C)[Si](C)(C)C	2606.8	Standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,2TMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N([Si](C)(C)C)[Si](C)(C)C	3424.4	Standard polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,1TBDMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N[Si](C)(C)C(C)(C)C	3010.1	Semi standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,1TBDMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N[Si](C)(C)C(C)(C)C	2666.7	Standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,1TBDMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N[Si](C)(C)C(C)(C)C	3709.5	Standard polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,2TBDMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3256.2	Semi standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,2TBDMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2972.4	Standard non polar	33892256
(E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea,2TBDMS,isomer #1	CC(C=CC1=CC=CC(OC2=CC=C(F)C=C2)=C1)N(O)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3499.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8390000000-a4506fc8ad3263cf93ba	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 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 - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 10V, Negative-QTOF	splash10-0udi-0092000000-bf6182ab7979c122993e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 20V, Negative-QTOF	splash10-0udi-2190000000-ddecce98d03ea038793f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 40V, Negative-QTOF	splash10-03di-4931000000-a12771b5eeae41e1b967	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 10V, Positive-QTOF	splash10-0006-0093000000-2e474a9b8c5e353a3788	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 20V, Positive-QTOF	splash10-0006-0291000000-2e4be6465edac9a18e24	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea 40V, Positive-QTOF	splash10-004i-2920000000-036396cb6fb622c22685	2021-10-12	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

2396

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2491

PDB ID

Not Available

ChEBI ID

91765

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 (E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea (HMDB0249490)

MOL for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

3D MOL for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

3D SDF for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

3D-SDF for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

PDB for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

3D PDB for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

SMILES for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

INCHI for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

Structure for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

3D Structure for HMDB0249490 ((E)-N-(3-(3-(4-Fluorophenoxy)phenyl)-1-(R,S)-methylprop-2-enyl)-N-hydroxyurea)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra