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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:22:19 UTC

Update Date

2021-09-26 23:06:54 UTC

HMDB ID

HMDB0253597

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester

Description

5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. Based on a literature review very few articles have been published on 5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester 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

HMDB0253597
     RDKit          3D
5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.1125   -0.1565    0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935   -0.3884    0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394    0.3418    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227    1.2153    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    0.1545   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -0.1139    0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -0.3190   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069    0.4889    0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2420    0.4347    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244    1.1931    0.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4819    1.1194    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9745    0.2856   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    0.2151   -0.7624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0773   -0.4623   -1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -0.3915   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000    1.2264    1.1379 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393    1.0147    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422    0.4499    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498    0.4183    1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5921   -1.0959    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235   -0.5795   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4262    1.1538   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531   -1.0048    0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490    0.0589   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -1.3875   -0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.8438    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244    1.6954    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9557   -0.4212   -0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382   -1.1132   -1.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0390   -0.9959   -1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  2  0
 16 17  1  0
 17  6  1  0
 15  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
M  END


  Mrv1652309112114222D          

 17 18  0  0  0  0            999 V2000
   -0.7145    1.2375    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
    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 O   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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
  6 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253597

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)CC1CC(=NO1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO4/c1-16-12(15)7-10-6-11(13-17-10)8-2-4-9(14)5-3-8/h2-5,10,14H,6-7H2,1H3

> <INCHI_KEY>
AIXMJTYHQHQJLU-UHFFFAOYSA-N

> <FORMULA>
C12H13NO4

> <MOLECULAR_WEIGHT>
235.239

> <EXACT_MASS>
235.084457903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.208309241095236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
1.4737674513333336

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.964134150300682

> <JCHEM_PKA_STRONGEST_BASIC>
3.891464304519039

> <JCHEM_POLAR_SURFACE_AREA>
68.12

> <JCHEM_REFRACTIVITY>
60.109300000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253597
     RDKit          3D
5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.1125   -0.1565    0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935   -0.3884    0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394    0.3418    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227    1.2153    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    0.1545   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -0.1139    0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -0.3190   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069    0.4889    0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2420    0.4347    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244    1.1931    0.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4819    1.1194    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9745    0.2856   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    0.2151   -0.7624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0773   -0.4623   -1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -0.3915   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000    1.2264    1.1379 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393    1.0147    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422    0.4499    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498    0.4183    1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5921   -1.0959    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235   -0.5795   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4262    1.1538   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531   -1.0048    0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490    0.0589   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -1.3875   -0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.8438    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244    1.6954    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9557   -0.4212   -0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382   -1.1132   -1.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0390   -0.9959   -1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  2  0
 16 17  1  0
 17  6  1  0
 15  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.564  -4.680   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.088  -3.215   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.724  -9.663   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    8   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0253597
HETATM    1  C1  UNL     1       6.112  -0.157   0.863  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.994  -0.388   0.045  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.839   0.342   0.212  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.823   1.215   1.110  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.617   0.155  -0.601  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.451  -0.114   0.296  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.190  -0.319  -0.484  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.807   0.489   0.259  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.242   0.435   0.012  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.124   1.193   0.736  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.482   1.119   0.473  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.974   0.286  -0.515  1.00  0.00           C  
HETATM   13  O3  UNL     1      -6.333   0.215  -0.762  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.077  -0.462  -1.227  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.719  -0.391  -0.970  1.00  0.00           C  
HETATM   16  N1  UNL     1      -0.200   1.226   1.138  1.00  0.00           N  
HETATM   17  O4  UNL     1       1.139   1.015   1.075  1.00  0.00           O  
HETATM   18  H1  UNL     1       6.842   0.450   0.304  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.850   0.418   1.782  1.00  0.00           H  
HETATM   20  H3  UNL     1       6.592  -1.096   1.149  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.723  -0.579  -1.416  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.426   1.154  -1.075  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.653  -1.005   0.953  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.249   0.059  -1.512  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.117  -1.387  -0.514  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.768   1.844   1.507  1.00  0.00           H  
HETATM   27  H10 UNL     1      -5.224   1.695   1.016  1.00  0.00           H  
HETATM   28  H11 UNL     1      -6.956  -0.421  -0.316  1.00  0.00           H  
HETATM   29  H12 UNL     1      -4.438  -1.113  -1.989  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.039  -0.996  -1.547  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   21   22
CONECT    6    7   17   23
CONECT    7    8   24   25
CONECT    8    9   16   16
CONECT    9   10   10   15
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   13   14
CONECT   13   28
CONECT   14   15   15   29
CONECT   15   30
CONECT   16   17
END

HMDB0253597
     RDKit          3D
5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.1125   -0.1565    0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935   -0.3884    0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394    0.3418    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227    1.2153    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    0.1545   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -0.1139    0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -0.3190   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069    0.4889    0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2420    0.4347    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244    1.1931    0.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4819    1.1194    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9745    0.2856   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    0.2151   -0.7624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0773   -0.4623   -1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -0.3915   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000    1.2264    1.1379 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393    1.0147    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422    0.4499    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498    0.4183    1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5921   -1.0959    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235   -0.5795   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4262    1.1538   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531   -1.0048    0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490    0.0589   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -1.3875   -0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.8438    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244    1.6954    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9557   -0.4212   -0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382   -1.1132   -1.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0390   -0.9959   -1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  2  0
 16 17  1  0
 17  6  1  0
 15  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Isoxazoleacetate, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester	Generator

Chemical Formula

C₁₂H₁₃NO₄

Average Molecular Weight

235.239

Monoisotopic Molecular Weight

235.084457903

IUPAC Name

methyl 2-[3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate

Traditional Name

methyl [3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1CC(=NO1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C12H13NO4/c1-16-12(15)7-10-6-11(13-17-10)8-2-4-9(14)5-3-8/h2-5,10,14H,6-7H2,1H3

InChI Key

AIXMJTYHQHQJLU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Isoxazoline
Methyl ester
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
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	1.22	ALOGPS
logP	1.47	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	3.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.11 m³·mol⁻¹	ChemAxon
Polarizability	24.21 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]+	156.425	30932474
DeepCCS	[M-H]-	154.05	30932474
DeepCCS	[M-2H]-	186.936	30932474
DeepCCS	[M+Na]+	162.501	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.7263 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.37 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1920.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	302.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	149.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	110.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	449.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	472.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	98.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1037.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	379.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1184.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	285.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	310.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	386.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	244.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	117.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester	COC(=O)CC1CC(=NO1)C1=CC=C(O)C=C1	2892.0	Standard polar	33892256
5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester	COC(=O)CC1CC(=NO1)C1=CC=C(O)C=C1	2028.6	Standard non polar	33892256
5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester	COC(=O)CC1CC(=NO1)C1=CC=C(O)C=C1	2366.5	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 - 5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-0400-1910000000-80aea090ca9a1dc53056	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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

20482085

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4633677

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-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester (HMDB0253597)

MOL for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

3D MOL for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

3D SDF for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

3D-SDF for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

PDB for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

3D PDB for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

SMILES for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

INCHI for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

Structure for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

3D Structure for HMDB0253597 (5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra