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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:00:03 UTC

Update Date

2021-09-26 23:00:25 UTC

HMDB ID

HMDB0249488

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(3-Phenoxycinnamyl)acetohydroxamic acid

Description

N-(3-Phenoxycinnamyl)acetohydroxamic acid 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 a small amount of articles have been published on N-(3-Phenoxycinnamyl)acetohydroxamic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(3-phenoxycinnamyl)acetohydroxamic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(3-Phenoxycinnamyl)acetohydroxamic acid 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

HMDB0249488
     RDKit          3D
N-(3-Phenoxycinnamyl)acetohydroxamic acid
 38 39  0  0  0  0  0  0  0  0999 V2000
    5.8778    0.6549   -0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8523   -0.3174    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7720   -1.1894    0.2369 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8043   -0.2638    1.0984 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644   -1.1409    2.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    0.7189    1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382    0.1533    0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238    0.0016    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3011   -0.5441   -0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -0.9611   -1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -1.4823   -2.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085   -1.5874   -1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396   -1.1755   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2751   -1.2906    0.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2085   -0.2553    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4390   -0.3650    1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3815    0.6389    1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0737    1.7994    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8618    1.9587   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    0.9298   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392   -0.6640    0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8197    1.7151   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475    0.5986   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0460    0.4133   -1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -1.9809    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1032    1.6330    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    1.0256    2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8692   -0.1286   -0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538    0.3056    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3427   -0.8873   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -1.7906   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7435   -1.9987   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6731   -1.2842    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3518    0.5342    1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8140    2.6098    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6659    2.8866   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    1.0745   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366   -0.3447    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  2  0
 21  9  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

  Mrv1652309112106002D          

 21 22  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   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
    1.4289    2.4750    0.0000 O   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
    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
    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
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
  4 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249488

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H17NO3/c1-14(19)18(20)12-6-8-15-7-5-11-17(13-15)21-16-9-3-2-4-10-16/h2-11,13,20H,12H2,1H3

> <INCHI_KEY>
CEUDWZXMLMKPNN-UHFFFAOYSA-N

> <FORMULA>
C17H17NO3

> <MOLECULAR_WEIGHT>
283.327

> <EXACT_MASS>
283.120843411

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.217259470099112

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-hydroxy-N-[3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
3.024881984

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.222075112641722

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6915890826701836

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
82.29920000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-hydroxy-N-[3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249488
     RDKit          3D
N-(3-Phenoxycinnamyl)acetohydroxamic acid
 38 39  0  0  0  0  0  0  0  0999 V2000
    5.8778    0.6549   -0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8523   -0.3174    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7720   -1.1894    0.2369 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8043   -0.2638    1.0984 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644   -1.1409    2.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    0.7189    1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382    0.1533    0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238    0.0016    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3011   -0.5441   -0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -0.9611   -1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -1.4823   -2.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085   -1.5874   -1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396   -1.1755   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2751   -1.2906    0.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2085   -0.2553    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4390   -0.3650    1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3815    0.6389    1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0737    1.7994    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8618    1.9587   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    0.9298   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392   -0.6640    0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8197    1.7151   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475    0.5986   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0460    0.4133   -1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -1.9809    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1032    1.6330    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    1.0256    2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8692   -0.1286   -0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538    0.3056    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3427   -0.8873   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -1.7906   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7435   -1.9987   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6731   -1.2842    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3518    0.5342    1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8140    2.6098    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6659    2.8866   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    1.0745   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366   -0.3447    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  2  0
 21  9  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   10   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21    4                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0249488
HETATM    1  C1  UNL     1       5.878   0.655  -0.975  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.852  -0.317   0.144  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.772  -1.189   0.237  1.00  0.00           O  
HETATM    4  N1  UNL     1       4.804  -0.264   1.098  1.00  0.00           N  
HETATM    5  O2  UNL     1       4.764  -1.141   2.129  1.00  0.00           O  
HETATM    6  C3  UNL     1       3.746   0.719   1.009  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.638   0.153   0.197  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.424   0.002   0.692  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.301  -0.544  -0.049  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.397  -0.961  -1.355  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.693  -1.482  -2.049  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.909  -1.587  -1.416  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.040  -1.175  -0.097  1.00  0.00           C  
HETATM   14  O3  UNL     1      -3.275  -1.291   0.522  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.209  -0.255   0.474  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.439  -0.365   1.088  1.00  0.00           C  
HETATM   17  C13 UNL     1      -6.381   0.639   1.059  1.00  0.00           C  
HETATM   18  C14 UNL     1      -6.074   1.799   0.385  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.862   1.959  -0.243  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.958   0.930  -0.185  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.939  -0.664   0.560  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.820   1.715  -0.623  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.848   0.599  -1.533  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.046   0.413  -1.653  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.356  -1.981   1.761  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.103   1.633   0.468  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.405   1.026   2.021  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.869  -0.129  -0.815  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.254   0.306   1.722  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.343  -0.887  -1.871  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.544  -1.791  -3.075  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.743  -1.999  -1.983  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.673  -1.284   1.617  1.00  0.00           H  
HETATM   34  H13 UNL     1      -7.352   0.534   1.551  1.00  0.00           H  
HETATM   35  H14 UNL     1      -6.814   2.610   0.352  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.666   2.887  -0.759  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.012   1.074  -0.685  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.037  -0.345   1.579  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4
CONECT    4    5    6
CONECT    5   25
CONECT    6    7   26   27
CONECT    7    8    8   28
CONECT    8    9   29
CONECT    9   10   10   21
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   13   32
CONECT   13   14   21   21
CONECT   14   15
CONECT   15   16   16   20
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19   35
CONECT   19   20   20   36
CONECT   20   37
CONECT   21   38
END

HMDB0249488
     RDKit          3D
N-(3-Phenoxycinnamyl)acetohydroxamic acid
 38 39  0  0  0  0  0  0  0  0999 V2000
    5.8778    0.6549   -0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8523   -0.3174    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7720   -1.1894    0.2369 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8043   -0.2638    1.0984 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644   -1.1409    2.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    0.7189    1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382    0.1533    0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238    0.0016    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3011   -0.5441   -0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -0.9611   -1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -1.4823   -2.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085   -1.5874   -1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396   -1.1755   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2751   -1.2906    0.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2085   -0.2553    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4390   -0.3650    1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3815    0.6389    1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0737    1.7994    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8618    1.9587   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    0.9298   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392   -0.6640    0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8197    1.7151   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475    0.5986   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0460    0.4133   -1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -1.9809    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1032    1.6330    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    1.0256    2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8692   -0.1286   -0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538    0.3056    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3427   -0.8873   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -1.7906   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7435   -1.9987   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6731   -1.2842    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3518    0.5342    1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8140    2.6098    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6659    2.8866   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    1.0745   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366   -0.3447    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  2  0
 21  9  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(3-Phenoxycinnamyl)acetohydroxamate	Generator

Chemical Formula

C₁₇H₁₇NO₃

Average Molecular Weight

283.327

Monoisotopic Molecular Weight

283.120843411

IUPAC Name

N-hydroxy-N-[3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide

Traditional Name

N-hydroxy-N-[3-(3-phenoxyphenyl)prop-2-en-1-yl]acetamide

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H17NO3/c1-14(19)18(20)12-6-8-15-7-5-11-17(13-15)21-16-9-3-2-4-10-16/h2-11,13,20H,12H2,1H3

InChI Key

CEUDWZXMLMKPNN-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
Phenol ether
Styrene
Phenoxy compound
Acetohydroxamic acid
Acetamide
Hydroxamic acid
Carboxylic acid derivative
Ether
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen 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)

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	3.7	ALOGPS
logP	3.02	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.22	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.3 m³·mol⁻¹	ChemAxon
Polarizability	30.22 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]+	163.199	30932474
DeepCCS	[M-H]-	160.841	30932474
DeepCCS	[M-2H]-	193.727	30932474
DeepCCS	[M+Na]+	169.292	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(3-Phenoxycinnamyl)acetohydroxamic acid	CC(=O)N(O)CC=CC1=CC(OC2=CC=CC=C2)=CC=C1	3749.7	Standard polar	33892256
N-(3-Phenoxycinnamyl)acetohydroxamic acid	CC(=O)N(O)CC=CC1=CC(OC2=CC=CC=C2)=CC=C1	2492.5	Standard non polar	33892256
N-(3-Phenoxycinnamyl)acetohydroxamic acid	CC(=O)N(O)CC=CC1=CC(OC2=CC=CC=C2)=CC=C1	2565.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-Phenoxycinnamyl)acetohydroxamic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-6190000000-b26e0a4cbe785e985718	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-Phenoxycinnamyl)acetohydroxamic acid 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 - N-(3-Phenoxycinnamyl)acetohydroxamic acid 10V, Positive-QTOF	splash10-0a59-0090000000-9e9dd3d3fa37b677953a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Phenoxycinnamyl)acetohydroxamic acid 20V, Positive-QTOF	splash10-0a4i-0390000000-c766725e778229424fa2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Phenoxycinnamyl)acetohydroxamic acid 40V, Positive-QTOF	splash10-014i-1920000000-9e2057acfc4019c81d31	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Phenoxycinnamyl)acetohydroxamic acid 10V, Negative-QTOF	splash10-00di-9010000000-4fbbdcbb24cd41d22ffa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Phenoxycinnamyl)acetohydroxamic acid 20V, Negative-QTOF	splash10-05fr-9240000000-d81c0cf116eeb4cd37fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Phenoxycinnamyl)acetohydroxamic acid 40V, Negative-QTOF	splash10-0006-9230000000-4616206ae1b82101f8ff	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

20482553

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

123970

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 N-(3-Phenoxycinnamyl)acetohydroxamic acid (HMDB0249488)

MOL for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

3D MOL for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

3D SDF for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

3D-SDF for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

PDB for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

3D PDB for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

SMILES for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

INCHI for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

Structure for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

3D Structure for HMDB0249488 (N-(3-Phenoxycinnamyl)acetohydroxamic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra