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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:32:04 UTC

Update Date

2021-09-26 23:09:29 UTC

HMDB ID

HMDB0255009

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(4-Benzyloxybenzyl)acetohydroxamic acid

Description

N-(4-Benzyloxybenzyl)acetohydroxamic acid, also known as BW A137C, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on N-(4-Benzyloxybenzyl)acetohydroxamic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(4-benzyloxybenzyl)acetohydroxamic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(4-Benzyloxybenzyl)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

HMDB0255009
     RDKit          3D
N-(4-Benzyloxybenzyl)acetohydroxamic acid
 37 38  0  0  0  0  0  0  0  0999 V2000
   -5.2401    1.4445    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2534   -0.0071    0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8854   -0.3933    1.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860   -0.9735    0.0827 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677   -2.2759    0.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -0.6244   -1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215   -0.3288   -0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9161    0.9347   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750    1.1465   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    0.1000   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    0.3455   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -0.7016   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458   -0.1148    0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199    1.2371    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488    1.8090    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4420    0.9735    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3285   -0.3848    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0817   -0.9134    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592   -1.1625   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.3616   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3494    1.9238    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1583    1.5583   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1182    1.9717    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3427   -2.7815   -0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8504   -1.5451   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3103    0.1522   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5755    1.7660   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1948    2.1332   -0.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -1.4307    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -1.2555   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2352    1.8714    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4648    2.8673    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4221    1.3627    0.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2059   -1.0168    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9551   -1.9758    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476   -1.9794   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265   -2.3711   -1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 10 19  1  0
 19 20  2  0
 20  7  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
M  END


  Mrv1652309112116322D          

 20 21  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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   -1.6500    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
  5  6  1  0  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
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
  4 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255009

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N(O)CC1=CC=C(OCC2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO3/c1-13(18)17(19)11-14-7-9-16(10-8-14)20-12-15-5-3-2-4-6-15/h2-10,19H,11-12H2,1H3

> <INCHI_KEY>
LWIAYVCOMRXMSJ-UHFFFAOYSA-N

> <FORMULA>
C16H17NO3

> <MOLECULAR_WEIGHT>
271.316

> <EXACT_MASS>
271.120843411

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.568796377656703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{[4-(benzyloxy)phenyl]methyl}-N-hydroxyacetamide

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
2.4814809793333334

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.16557002327623

> <JCHEM_PKA_STRONGEST_BASIC>
-4.862062459958102

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
76.81560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{[4-(benzyloxy)phenyl]methyl}-N-hydroxyacetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255009
     RDKit          3D
N-(4-Benzyloxybenzyl)acetohydroxamic acid
 37 38  0  0  0  0  0  0  0  0999 V2000
   -5.2401    1.4445    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2534   -0.0071    0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8854   -0.3933    1.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860   -0.9735    0.0827 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677   -2.2759    0.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -0.6244   -1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215   -0.3288   -0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9161    0.9347   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750    1.1465   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    0.1000   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    0.3455   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -0.7016   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458   -0.1148    0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199    1.2371    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488    1.8090    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4420    0.9735    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3285   -0.3848    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0817   -0.9134    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592   -1.1625   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.3616   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3494    1.9238    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1583    1.5583   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1182    1.9717    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3427   -2.7815   -0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8504   -1.5451   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3103    0.1522   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5755    1.7660   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1948    2.1332   -0.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -1.4307    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -1.2555   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2352    1.8714    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4648    2.8673    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4221    1.3627    0.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2059   -1.0168    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9551   -1.9758    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476   -1.9794   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265   -2.3711   -1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 10 19  1  0
 19 20  2  0
 20  7  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  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   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   0.000   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  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    4                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0255009
HETATM    1  C1  UNL     1      -5.240   1.445   0.558  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.253  -0.007   0.874  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.885  -0.393   1.890  1.00  0.00           O  
HETATM    4  N1  UNL     1      -4.586  -0.973   0.083  1.00  0.00           N  
HETATM    5  O2  UNL     1      -4.668  -2.276   0.472  1.00  0.00           O  
HETATM    6  C3  UNL     1      -3.831  -0.624  -1.109  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.422  -0.329  -0.844  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.916   0.935  -0.598  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.575   1.147  -0.354  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.315   0.100  -0.347  1.00  0.00           C  
HETATM   11  O3  UNL     1       1.670   0.346  -0.096  1.00  0.00           O  
HETATM   12  C8  UNL     1       2.607  -0.702  -0.081  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.946  -0.115   0.211  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.120   1.237   0.416  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.349   1.809   0.689  1.00  0.00           C  
HETATM   16  C12 UNL     1       6.442   0.973   0.756  1.00  0.00           C  
HETATM   17  C13 UNL     1       6.328  -0.385   0.560  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.082  -0.913   0.290  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.159  -1.163  -0.588  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.491  -1.362  -0.829  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.349   1.924   1.006  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.158   1.558  -0.538  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.118   1.972   0.979  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.343  -2.781  -0.040  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.850  -1.545  -1.765  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.310   0.152  -1.727  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.576   1.766  -0.597  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.195   2.133  -0.164  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.406  -1.431   0.732  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.658  -1.255  -1.031  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.235   1.871   0.356  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.465   2.867   0.846  1.00  0.00           H  
HETATM   33  H13 UNL     1       7.422   1.363   0.964  1.00  0.00           H  
HETATM   34  H14 UNL     1       7.206  -1.017   0.618  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.955  -1.976   0.130  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.548  -1.979  -0.580  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.827  -2.371  -1.015  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    4
CONECT    4    5    6
CONECT    5   24
CONECT    6    7   25   26
CONECT    7    8    8   20
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11   19
CONECT   11   12
CONECT   12   13   29   30
CONECT   13   14   14   18
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   35
CONECT   19   20   20   36
CONECT   20   37
END

HMDB0255009
     RDKit          3D
N-(4-Benzyloxybenzyl)acetohydroxamic acid
 37 38  0  0  0  0  0  0  0  0999 V2000
   -5.2401    1.4445    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2534   -0.0071    0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8854   -0.3933    1.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860   -0.9735    0.0827 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677   -2.2759    0.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -0.6244   -1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215   -0.3288   -0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9161    0.9347   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750    1.1465   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    0.1000   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    0.3455   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -0.7016   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458   -0.1148    0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199    1.2371    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488    1.8090    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4420    0.9735    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3285   -0.3848    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0817   -0.9134    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592   -1.1625   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.3616   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3494    1.9238    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1583    1.5583   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1182    1.9717    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3427   -2.7815   -0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8504   -1.5451   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3103    0.1522   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5755    1.7660   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1948    2.1332   -0.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -1.4307    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -1.2555   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2352    1.8714    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4648    2.8673    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4221    1.3627    0.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2059   -1.0168    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9551   -1.9758    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476   -1.9794   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265   -2.3711   -1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 10 19  1  0
 19 20  2  0
 20  7  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(4-Benzyloxybenzyl)acetohydroxamate	Generator
BW a137c	MeSH
BWA 137C	MeSH

Chemical Formula

C₁₆H₁₇NO₃

Average Molecular Weight

271.316

Monoisotopic Molecular Weight

271.120843411

IUPAC Name

N-{[4-(benzyloxy)phenyl]methyl}-N-hydroxyacetamide

Traditional Name

N-{[4-(benzyloxy)phenyl]methyl}-N-hydroxyacetamide

CAS Registry Number

Not Available

SMILES

CC(=O)N(O)CC1=CC=C(OCC2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C16H17NO3/c1-13(18)17(19)11-14-7-9-16(10-8-14)20-12-15-5-3-2-4-6-15/h2-10,19H,11-12H2,1H3

InChI Key

LWIAYVCOMRXMSJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Acetamide
Acetohydroxamic acid
Hydroxamic acid
Carboxylic acid derivative
Ether
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	2.64	ALOGPS
logP	2.48	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.17	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.82 m³·mol⁻¹	ChemAxon
Polarizability	29.57 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]+	161.145	30932474
DeepCCS	[M-H]-	158.787	30932474
DeepCCS	[M-2H]-	191.699	30932474
DeepCCS	[M+Na]+	167.238	30932474
AllCCS	[M+H]+	163.7	32859911
AllCCS	[M+H-H2O]+	160.2	32859911
AllCCS	[M+NH4]+	167.0	32859911
AllCCS	[M+Na]+	167.9	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	167.7	32859911
AllCCS	[M+HCOO]-	167.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(4-Benzyloxybenzyl)acetohydroxamic acid	CC(=O)N(O)CC1=CC=C(OCC2=CC=CC=C2)C=C1	3347.3	Standard polar	33892256
N-(4-Benzyloxybenzyl)acetohydroxamic acid	CC(=O)N(O)CC1=CC=C(OCC2=CC=CC=C2)C=C1	2368.8	Standard non polar	33892256
N-(4-Benzyloxybenzyl)acetohydroxamic acid	CC(=O)N(O)CC1=CC=C(OCC2=CC=CC=C2)C=C1	2425.7	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-(4-Benzyloxybenzyl)acetohydroxamic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-5900000000-f21a709a809dea6e5b67	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-Benzyloxybenzyl)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-(4-Benzyloxybenzyl)acetohydroxamic acid 10V, Positive-QTOF	splash10-008d-2390000000-6d225b2f523564330334	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Benzyloxybenzyl)acetohydroxamic acid 20V, Positive-QTOF	splash10-0fdp-3290000000-3336cb132099ec6eee07	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Benzyloxybenzyl)acetohydroxamic acid 40V, Positive-QTOF	splash10-0006-9300000000-0210e3d6b0b0c6a7a4f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Benzyloxybenzyl)acetohydroxamic acid 10V, Negative-QTOF	splash10-00di-4090000000-f7db120f146cf5d3184d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Benzyloxybenzyl)acetohydroxamic acid 20V, Negative-QTOF	splash10-05fr-9020000000-df91ef43cf14abfdddd6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Benzyloxybenzyl)acetohydroxamic acid 40V, Negative-QTOF	splash10-0006-9300000000-c4f9cf934ed6243c2e5c	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

114499

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129265

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-(4-Benzyloxybenzyl)acetohydroxamic acid (HMDB0255009)

MOL for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

3D MOL for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

3D SDF for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

3D-SDF for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

PDB for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

3D PDB for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

SMILES for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

INCHI for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

Structure for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

3D Structure for HMDB0255009 (N-(4-Benzyloxybenzyl)acetohydroxamic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra