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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:49:17 UTC

Update Date

2021-09-26 22:57:35 UTC

HMDB ID

HMDB0247730

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid

Description

(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid belongs to the class of organic compounds known as benzisoxazoles. These are aromatic compounds containing a benzene ring fused to an isoxazole ring. Isoxazole is five-membered ring with three carbon atoms, and an oxygen atom next to a nitrogen atom. Based on a literature review very few articles have been published on (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (7r)-5-chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic 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

HMDB0247730
     RDKit          3D
(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid
 32 35  0  0  0  0  0  0  0  0999 V2000
    5.2147   -0.1476   -2.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6606    0.3192   -1.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3399    1.6634   -1.3591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436   -0.5693   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2550   -1.5819   -0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279   -0.8653   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415    0.2049    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3378    1.0270    1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999    2.3874    2.1016 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    0.7961    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2917   -0.2692   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.7609   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -0.2165   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -0.0632   -1.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9370    0.4416   -1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346    0.7975    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901    0.6563    1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2284    0.1482    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1649   -1.8497   -1.3170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -2.0132   -1.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025   -1.1013   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220    0.2142    0.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9713    2.3487   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2411   -1.0963    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475   -1.7819   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100   -2.5205   -0.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665    1.4694    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -0.3566   -2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6215    0.5630   -1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3231    1.2010    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708    0.9241    2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0313    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 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
 12 19  2  0
 19 20  1  0
 20 21  1  0
  7 22  1  0
 22  4  1  0
 21  6  1  0
 21 11  2  0
 18 13  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END


  Mrv1652309112102492D          

 22 25  0  0  0  0            999 V2000
    1.5015   -1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478   -1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341   -0.2284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410   -0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535    0.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785    0.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910   -0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -0.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535   -0.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306   -1.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842   -1.0488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -0.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7111    0.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396    1.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1527    1.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9373    1.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1088    0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    1.3721    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0333   -1.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0333   -2.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6811   -1.0488    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  1  0  0  0  0
  4  5  2  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
  4  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  5 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247730

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CC2=C3ON=C(C3=CC(Cl)=C2O1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H10ClNO4/c17-11-6-9-13(8-4-2-1-3-5-8)18-22-14(9)10-7-12(16(19)20)21-15(10)11/h1-6,12H,7H2,(H,19,20)

> <INCHI_KEY>
RVKIPRIYUGLRFF-UHFFFAOYSA-N

> <FORMULA>
C16H10ClNO4

> <MOLECULAR_WEIGHT>
315.71

> <EXACT_MASS>
315.0298355

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
30.770642038234257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-chloro-5-phenyl-3,10-dioxa-4-azatricyclo[7.3.0.0^{2,6}]dodeca-1,4,6,8-tetraene-11-carboxylic acid

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
3.565946296666666

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.943740568455707

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6602806140947161

> <JCHEM_POLAR_SURFACE_AREA>
72.56

> <JCHEM_REFRACTIVITY>
78.9994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-chloro-5-phenyl-3,10-dioxa-4-azatricyclo[7.3.0.0^{2,6}]dodeca-1,4,6,8-tetraene-11-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247730
     RDKit          3D
(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid
 32 35  0  0  0  0  0  0  0  0999 V2000
    5.2147   -0.1476   -2.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6606    0.3192   -1.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3399    1.6634   -1.3591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436   -0.5693   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2550   -1.5819   -0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279   -0.8653   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415    0.2049    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3378    1.0270    1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999    2.3874    2.1016 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    0.7961    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2917   -0.2692   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.7609   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -0.2165   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -0.0632   -1.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9370    0.4416   -1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346    0.7975    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901    0.6563    1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2284    0.1482    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1649   -1.8497   -1.3170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -2.0132   -1.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025   -1.1013   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220    0.2142    0.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9713    2.3487   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2411   -1.0963    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475   -1.7819   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100   -2.5205   -0.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665    1.4694    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -0.3566   -2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6215    0.5630   -1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3231    1.2010    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708    0.9241    2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0313    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 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
 12 19  2  0
 19 20  1  0
 20 21  1  0
  7 22  1  0
 22  4  1  0
 21  6  1  0
 21 11  2  0
 18 13  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  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       2.803  -2.584   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.396  -1.958   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.557  -0.426   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.063  -0.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.833   1.228   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.373   1.228   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.143  -0.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.373  -1.440   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.833  -1.440   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.404  -2.584   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       7.811  -1.958   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.650  -0.426   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.794   0.604   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.474   2.111   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.618   3.141   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.083   2.665   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.403   1.159   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.259   0.128   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       3.063   2.561   0.000  0.00  0.00          Cl+0
HETATM   20  C   UNK     0       0.062  -2.728   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.062  -4.268   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.271  -1.958   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4    1                                                  
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    5                                                            
CONECT   20    2   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0247730
HETATM    1  O1  UNL     1       5.215  -0.148  -2.419  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.661   0.319  -1.415  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.340   1.663  -1.359  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.344  -0.569  -0.276  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.255  -1.582  -0.645  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.028  -0.865  -0.251  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.342   0.205   0.568  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.338   1.027   1.064  1.00  0.00           C  
HETATM    9 CL1  UNL     1       1.700   2.387   2.102  1.00  0.00          CL  
HETATM   10  C7  UNL     1      -0.001   0.796   0.751  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.292  -0.269  -0.062  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.464  -0.761  -0.549  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.801  -0.217  -0.296  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.672  -0.063  -1.361  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.937   0.442  -1.163  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.335   0.798   0.119  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.490   0.656   1.198  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.228   0.148   0.973  1.00  0.00           C  
HETATM   19  N1  UNL     1      -1.165  -1.850  -1.317  1.00  0.00           N  
HETATM   20  O3  UNL     1       0.122  -2.013  -1.299  1.00  0.00           O  
HETATM   21  C16 UNL     1       0.703  -1.101  -0.567  1.00  0.00           C  
HETATM   22  O4  UNL     1       3.722   0.214   0.723  1.00  0.00           O  
HETATM   23  H1  UNL     1       4.971   2.349  -0.959  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.241  -1.096   0.111  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.347  -1.782  -1.711  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.410  -2.520  -0.075  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.767   1.469   1.161  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.318  -0.357  -2.356  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.622   0.563  -1.995  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.323   1.201   0.329  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.771   0.924   2.205  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.553   0.031   1.827  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   22   24
CONECT    5    6   25   26
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9   10   10
CONECT   10   11   27
CONECT   11   12   21   21
CONECT   12   13   19   19
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   32
CONECT   19   20
CONECT   20   21
END

HMDB0247730
     RDKit          3D
(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid
 32 35  0  0  0  0  0  0  0  0999 V2000
    5.2147   -0.1476   -2.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6606    0.3192   -1.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3399    1.6634   -1.3591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436   -0.5693   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2550   -1.5819   -0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279   -0.8653   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415    0.2049    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3378    1.0270    1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999    2.3874    2.1016 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    0.7961    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2917   -0.2692   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -0.7609   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -0.2165   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -0.0632   -1.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9370    0.4416   -1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346    0.7975    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901    0.6563    1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2284    0.1482    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1649   -1.8497   -1.3170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -2.0132   -1.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025   -1.1013   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220    0.2142    0.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9713    2.3487   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2411   -1.0963    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475   -1.7819   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100   -2.5205   -0.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665    1.4694    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -0.3566   -2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6215    0.5630   -1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3231    1.2010    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708    0.9241    2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0313    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 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
 12 19  2  0
 19 20  1  0
 20 21  1  0
  7 22  1  0
 22  4  1  0
 21  6  1  0
 21 11  2  0
 18 13  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylate	Generator
5-Chloro-7,8-dihydro-3-phenylfuro(2,3-g)1,2-benzisoxazole-7-carboxylic acid	HMDB

Chemical Formula

C₁₆H₁₀ClNO₄

Average Molecular Weight

315.71

Monoisotopic Molecular Weight

315.0298355

IUPAC Name

8-chloro-5-phenyl-3,10-dioxa-4-azatricyclo[7.3.0.0^{2,6}]dodeca-1,4,6,8-tetraene-11-carboxylic acid

Traditional Name

8-chloro-5-phenyl-3,10-dioxa-4-azatricyclo[7.3.0.0^{2,6}]dodeca-1,4,6,8-tetraene-11-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1CC2=C3ON=C(C3=CC(Cl)=C2O1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H10ClNO4/c17-11-6-9-13(8-4-2-1-3-5-8)18-22-14(9)10-7-12(16(19)20)21-15(10)11/h1-6,12H,7H2,(H,19,20)

InChI Key

RVKIPRIYUGLRFF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzisoxazoles. These are aromatic compounds containing a benzene ring fused to an isoxazole ring. Isoxazole is five-membered ring with three carbon atoms, and an oxygen atom next to a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzisoxazoles

Sub Class

Not Available

Direct Parent

Benzisoxazoles

Alternative Parents

Substituents

Coumaran
Benzisoxazole
Alkyl aryl ether
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
Isoxazole
Oxacycle
Azacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.14	ALOGPS
logP	3.57	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-0.66	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	2	ChemAxon
Refractivity	79 m³·mol⁻¹	ChemAxon
Polarizability	30.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.733	30932474
DeepCCS	[M-H]-	166.375	30932474
DeepCCS	[M-2H]-	200.139	30932474
DeepCCS	[M+Na]+	175.366	30932474
AllCCS	[M+H]+	171.2	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.4	32859911
AllCCS	[M-H]-	169.7	32859911
AllCCS	[M+Na-2H]-	168.8	32859911
AllCCS	[M+HCOO]-	167.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid	OC(=O)C1CC2=C3ON=C(C3=CC(Cl)=C2O1)C1=CC=CC=C1	3966.9	Standard polar	33892256
(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid	OC(=O)C1CC2=C3ON=C(C3=CC(Cl)=C2O1)C1=CC=CC=C1	2730.6	Standard non polar	33892256
(7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid	OC(=O)C1CC2=C3ON=C(C3=CC(Cl)=C2O1)C1=CC=CC=C1	2785.5	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 - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0wml-1592000000-fe14ce64bef49e9f4d4a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid 10V, Positive-QTOF	splash10-014i-0039000000-7c85da4eed71e5a7c506	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid 20V, Positive-QTOF	splash10-01b9-0089000000-e8ea6dd3160ac33376c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid 40V, Positive-QTOF	splash10-00di-0090000000-ee5f14b20767cd3ddbe2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid 10V, Negative-QTOF	splash10-03di-0029000000-7b313e08746af46fce3f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid 20V, Negative-QTOF	splash10-00e9-0090000000-0dd47c9925c596355bdb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid 40V, Negative-QTOF	splash10-0f6x-0390000000-71df8ec09ece7a90138d	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

5293229

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6918012

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 (7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid (HMDB0247730)

MOL for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

3D MOL for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

3D SDF for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

3D-SDF for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

PDB for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

3D PDB for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

SMILES for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

INCHI for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

Structure for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

3D Structure for HMDB0247730 ((7R)-5-Chloro-3-phenyl-7,8-dihydrofuro[2,3-g][1,2]benzoxazole-7-carboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra