Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:12:09 UTC

Update Date

2021-09-26 23:13:34 UTC

HMDB ID

HMDB0257296

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Romazarit

Description

2-{[2-(4-chlorophenyl)-4-methyl-1,3-oxazol-5-yl]methoxy}-2-methylpropanoic acid belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group. Based on a literature review very few articles have been published on 2-{[2-(4-chlorophenyl)-4-methyl-1,3-oxazol-5-yl]methoxy}-2-methylpropanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Romazarit is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Romazarit 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

HMDB0257296
     RDKit          3D
Romazarit
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.4077   -1.6885    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.6784    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073   -0.8263    0.3732 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9306    0.3433   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.4140   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0081   -0.2385   -1.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397   -0.2201   -1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1107    0.5182   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8538    0.7024   -0.8223 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4194    1.1866    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0307    1.1341    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    1.1042   -0.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1016    0.5618    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    0.9210    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    1.1292   -0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4430    0.1025   -0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7039    0.5537   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7619   -0.0067    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701   -1.2184   -0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -2.2663   -0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -1.3366   -1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200   -1.1274    2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -2.1069    2.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230   -2.4688    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.8322   -2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0013   -0.7899   -2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    1.6914    1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313    1.6454    1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7622    0.7478    1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2474    2.1554    0.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182    0.6972   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0524    1.4422   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4364   -0.2961   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    0.9363    1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8322   -0.3825    1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2054   -0.8074    1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0880   -0.6957   -2.7102 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 13  2  2  0
 11  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 21 37  1  0
M  END


  Mrv1572004221605112D          

 21 22  0  0  0  0            999 V2000
    0.1298    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8617    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    5.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744   -1.6491    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  1  1  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  2  0  0  0  0
 19 14  1  0  0  0  0
 20  8  1  0  0  0  0
 20 15  1  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257296

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(COC(C)(C)C(O)=O)OC(=N1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16ClNO4/c1-9-12(8-20-15(2,3)14(18)19)21-13(17-9)10-4-6-11(16)7-5-10/h4-7H,8H2,1-3H3,(H,18,19)

> <INCHI_KEY>
LNXXSBRGLBOASF-UHFFFAOYSA-N

> <FORMULA>
C15H16ClNO4

> <MOLECULAR_WEIGHT>
309.75

> <EXACT_MASS>
309.0767857

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.151594048673026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[2-(4-chlorophenyl)-4-methyl-1,3-oxazol-5-yl]methoxy}-2-methylpropanoic acid

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
2.950613592

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.007706500193366

> <JCHEM_PKA_STRONGEST_BASIC>
-0.04922924955074093

> <JCHEM_POLAR_SURFACE_AREA>
72.56

> <JCHEM_REFRACTIVITY>
88.00169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
romazarit

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257296
     RDKit          3D
Romazarit
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.4077   -1.6885    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.6784    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073   -0.8263    0.3732 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9306    0.3433   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.4140   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0081   -0.2385   -1.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397   -0.2201   -1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1107    0.5182   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8538    0.7024   -0.8223 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4194    1.1866    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0307    1.1341    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    1.1042   -0.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1016    0.5618    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    0.9210    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    1.1292   -0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4430    0.1025   -0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7039    0.5537   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7619   -0.0067    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701   -1.2184   -0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -2.2663   -0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -1.3366   -1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200   -1.1274    2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -2.1069    2.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230   -2.4688    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.8322   -2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0013   -0.7899   -2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    1.6914    1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313    1.6454    1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7622    0.7478    1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2474    2.1554    0.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182    0.6972   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0524    1.4422   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4364   -0.2961   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    0.9363    1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8322   -0.3825    1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2054   -0.8074    1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0880   -0.6957   -2.7102 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 13  2  2  0
 11  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       0.242   3.846   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.262   8.125   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.342   8.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.675   0.820   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.517  -0.748   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.580  -0.426   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.422  -1.993   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.468   5.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.143   0.659   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.954  -1.832   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.802   9.665   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.802   8.125   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      -6.859  -3.078   0.000  0.00  0.00          Cl+0
HETATM   17  N   UNK     0      -1.698   1.905   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      -5.136  10.435   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.468  10.435   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.802   6.585   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.714   3.370   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    6   10                                                       
CONECT    5    7   10                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8   12   20                                                       
CONECT    9    1   12   17                                                  
CONECT   10    4    5   13                                                  
CONECT   11    6    7   16                                                  
CONECT   12    8    9   21                                                  
CONECT   13   10   17   21                                                  
CONECT   14   15   18   19                                                  
CONECT   15    2    3   14   20                                             
CONECT   16   11                                                            
CONECT   17    9   13                                                       
CONECT   18   14                                                            
CONECT   19   14                                                            
CONECT   20    8   15                                                       
CONECT   21   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0257296
HETATM    1  C1  UNL     1      -0.408  -1.689   1.487  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.368  -0.678   0.681  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.607  -0.826   0.373  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.931   0.343  -0.304  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.383   0.414  -0.655  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.008  -0.239  -1.586  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.440  -0.220  -1.649  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.111   0.518  -0.693  1.00  0.00           C  
HETATM    9 CL1  UNL     1       7.854   0.702  -0.822  1.00  0.00          CL  
HETATM   10  C8  UNL     1       5.419   1.187   0.300  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.031   1.134   0.336  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.925   1.104  -0.409  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.102   0.562   0.182  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.483   0.921   0.434  1.00  0.00           C  
HETATM   15  O2  UNL     1      -2.509   1.129  -0.417  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.443   0.102  -0.080  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.704   0.554  -0.860  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.762  -0.007   1.346  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.170  -1.218  -0.697  1.00  0.00           C  
HETATM   20  O3  UNL     1      -3.369  -2.266  -0.036  1.00  0.00           O  
HETATM   21  O4  UNL     1      -2.722  -1.337  -1.998  1.00  0.00           O  
HETATM   22  H1  UNL     1      -1.120  -1.127   2.083  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.313  -2.107   2.273  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.823  -2.469   0.860  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.494  -0.832  -2.359  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.001  -0.790  -2.347  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.959   1.691   1.071  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.531   1.645   1.102  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.762   0.748   1.521  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.247   2.155   0.669  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.418   0.697  -1.911  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.052   1.442  -0.362  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.436  -0.296  -0.732  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.717   0.936   1.901  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.832  -0.382   1.414  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.205  -0.807   1.890  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.088  -0.696  -2.710  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   13   13
CONECT    3    4    4
CONECT    4    5   12
CONECT    5    6    6   11
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT   10   11   11   27
CONECT   11   28
CONECT   12   13
CONECT   13   14
CONECT   14   15   29   30
CONECT   15   16
CONECT   16   17   18   19
CONECT   17   31   32   33
CONECT   18   34   35   36
CONECT   19   20   20   21
CONECT   21   37
END

HMDB0257296
     RDKit          3D
Romazarit
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.4077   -1.6885    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.6784    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073   -0.8263    0.3732 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9306    0.3433   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.4140   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0081   -0.2385   -1.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397   -0.2201   -1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1107    0.5182   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8538    0.7024   -0.8223 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4194    1.1866    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0307    1.1341    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    1.1042   -0.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1016    0.5618    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    0.9210    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    1.1292   -0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4430    0.1025   -0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7039    0.5537   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7619   -0.0067    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701   -1.2184   -0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -2.2663   -0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -1.3366   -1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200   -1.1274    2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -2.1069    2.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230   -2.4688    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.8322   -2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0013   -0.7899   -2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    1.6914    1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313    1.6454    1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7622    0.7478    1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2474    2.1554    0.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182    0.6972   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0524    1.4422   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4364   -0.2961   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    0.9363    1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8322   -0.3825    1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2054   -0.8074    1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0880   -0.6957   -2.7102 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 13  2  2  0
 11  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{[2-(4-chlorophenyl)-4-methyl-1,3-oxazol-5-yl]methoxy}-2-methylpropanoate	Generator
2-((2-(4-Chlorophenyl)-4-methyl-5-oxazolyl)methoxy)-2-methylpropionic acid	MeSH

Chemical Formula

C₁₅H₁₆ClNO₄

Average Molecular Weight

309.75

Monoisotopic Molecular Weight

309.0767857

IUPAC Name

2-{[2-(4-chlorophenyl)-4-methyl-1,3-oxazol-5-yl]methoxy}-2-methylpropanoic acid

Traditional Name

romazarit

CAS Registry Number

Not Available

SMILES

CC1=C(COC(C)(C)C(O)=O)OC(=N1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C15H16ClNO4/c1-9-12(8-20-15(2,3)14(18)19)21-13(17-9)10-4-6-11(16)7-5-10/h4-7H,8H2,1-3H3,(H,18,19)

InChI Key

LNXXSBRGLBOASF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

Phenyl-1,3-oxazoles

Alternative Parents

Substituents

Phenyl-1,3-oxazole
2,4,5-trisubstituted 1,3-oxazole
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
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	3.31	ALOGPS
logP	2.95	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.01	ChemAxon
pKa (Strongest Basic)	-0.049	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.56 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88 m³·mol⁻¹	ChemAxon
Polarizability	32.15 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]+	173.172	30932474
DeepCCS	[M-H]-	170.814	30932474
DeepCCS	[M-2H]-	203.699	30932474
DeepCCS	[M+Na]+	179.265	30932474
AllCCS	[M+H]+	168.1	32859911
AllCCS	[M+H-H2O]+	164.9	32859911
AllCCS	[M+NH4]+	171.0	32859911
AllCCS	[M+Na]+	171.9	32859911
AllCCS	[M-H]-	172.0	32859911
AllCCS	[M+Na-2H]-	171.8	32859911
AllCCS	[M+HCOO]-	171.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.35 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6146 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.4 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2058.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	427.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	192.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	218.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	111.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	660.1 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	803.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1267.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	488.1 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	1370.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	438.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	424.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	408.9 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	12.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Romazarit	CC1=C(COC(C)(C)C(O)=O)OC(=N1)C1=CC=C(Cl)C=C1	3425.9	Standard polar	33892256
Romazarit	CC1=C(COC(C)(C)C(O)=O)OC(=N1)C1=CC=C(Cl)C=C1	2337.5	Standard non polar	33892256
Romazarit	CC1=C(COC(C)(C)C(O)=O)OC(=N1)C1=CC=C(Cl)C=C1	2364.4	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 - Romazarit GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9240000000-eff7b7de34aae0ad85ad	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Romazarit GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Romazarit GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Romazarit GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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 - Romazarit 10V, Positive-QTOF	splash10-03di-3159000000-80cffe597ab894067b46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Romazarit 20V, Positive-QTOF	splash10-0c03-4191000000-37b857f5e9cb2e6608b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Romazarit 40V, Positive-QTOF	splash10-0a4r-9300000000-88542116291f180afc5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Romazarit 10V, Negative-QTOF	splash10-0pb9-2629000000-343b44fb4583b2b616c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Romazarit 20V, Negative-QTOF	splash10-0udi-2900000000-e138b7353578c4efed33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Romazarit 40V, Negative-QTOF	splash10-0a4i-9300000000-ed2b757720fc26a1490a	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64429

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Romazarit (HMDB0257296)

MOL for HMDB0257296 (Romazarit)

3D MOL for HMDB0257296 (Romazarit)

3D SDF for HMDB0257296 (Romazarit)

3D-SDF for HMDB0257296 (Romazarit)

PDB for HMDB0257296 (Romazarit)

3D PDB for HMDB0257296 (Romazarit)

SMILES for HMDB0257296 (Romazarit)

INCHI for HMDB0257296 (Romazarit)

Structure for HMDB0257296 (Romazarit)

3D Structure for HMDB0257296 (Romazarit)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra