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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:41:32 UTC

Update Date

2021-09-26 23:18:06 UTC

HMDB ID

HMDB0260149

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid

Description

(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Based on a literature review very few articles have been published on (2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s)-7-tert-butyl-6-chloro-2-(trifluoromethyl)-2h-chromene-3-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-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

HMDB0260149
     RDKit          3D
(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.9156   -1.0346   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -0.0361    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795   -0.4879    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030    1.3523    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790   -0.0453   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6879   -0.3537    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484   -0.3665    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9471   -0.0504   -0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435    0.2595   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695    0.2671   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418    0.6595   -2.6773 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -0.0033   -1.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3241   -0.2302   -0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921   -0.1487   -0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080    0.1308   -2.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8157   -0.3665   -0.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0238   -0.4593    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5505    0.5965    1.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    0.6758    1.8610 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.8235    1.7191 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    0.1396    3.2196 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648   -0.6758    1.2240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4407   -1.7704    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -0.4524   -1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873   -1.5873   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823    0.2693    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728   -1.4999    1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801   -0.5475    1.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0285    2.1041   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0243    1.7225    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561    1.2637   -0.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139   -0.6027    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    0.4979   -2.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856    0.2376   -2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6815    0.1195   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -1.4008    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  1  0
 10  5  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  9 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
M  END


  Mrv1652309122101412D          

 22 23  0  0  0  0            999 V2000
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.9355    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -2.3645    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -0.9355    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Cl  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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
  5 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  6 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260149

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)C1=C(Cl)C=C2C=C(C(OC2=C1)C(F)(F)F)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H14ClF3O3/c1-14(2,3)9-6-11-7(5-10(9)16)4-8(13(20)21)12(22-11)15(17,18)19/h4-6,12H,1-3H3,(H,20,21)

> <INCHI_KEY>
QGCKNIAMHUUUDI-UHFFFAOYSA-N

> <FORMULA>
C15H14ClF3O3

> <MOLECULAR_WEIGHT>
334.72

> <EXACT_MASS>
334.0583565

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.1298610952846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid

> <ALOGPS_LOGP>
5.16

> <JCHEM_LOGP>
4.775735649666667

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.784442966268889

> <JCHEM_PKA_STRONGEST_BASIC>
-4.943128414513581

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
75.9846

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260149
     RDKit          3D
(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.9156   -1.0346   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -0.0361    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795   -0.4879    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030    1.3523    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790   -0.0453   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6879   -0.3537    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484   -0.3665    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9471   -0.0504   -0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435    0.2595   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695    0.2671   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418    0.6595   -2.6773 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -0.0033   -1.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3241   -0.2302   -0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921   -0.1487   -0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080    0.1308   -2.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8157   -0.3665   -0.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0238   -0.4593    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5505    0.5965    1.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    0.6758    1.8610 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.8235    1.7191 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    0.1396    3.2196 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648   -0.6758    1.2240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4407   -1.7704    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -0.4524   -1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873   -1.5873   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823    0.2693    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728   -1.4999    1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801   -0.5475    1.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0285    2.1041   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0243    1.7225    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561    1.2637   -0.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139   -0.6027    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    0.4979   -2.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856    0.2376   -2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6815    0.1195   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -1.4008    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  1  0
 10  5  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  9 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -4.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.746   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   16  F   UNK     0       9.336  -3.850   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0       7.232  -4.414   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0       8.772  -1.746   0.000  0.00  0.00           F+0
HETATM   19  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   22 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   14                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13    5                                                       
CONECT   15   11   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   10   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    6                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0260149
HETATM    1  C1  UNL     1      -3.916  -1.035  -0.632  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.103  -0.036   0.184  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.180  -0.488   1.627  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.703   1.352   0.122  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.679  -0.045  -0.206  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.688  -0.354   0.703  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.648  -0.366   0.355  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.947  -0.050  -0.959  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.044   0.259  -1.879  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.369   0.267  -1.518  1.00  0.00           C  
HETATM   11 CL1  UNL     1      -2.642   0.659  -2.677  1.00  0.00          CL  
HETATM   12  C11 UNL     1       2.357  -0.003  -1.294  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.324  -0.230  -0.419  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.692  -0.149  -0.956  1.00  0.00           C  
HETATM   15  O1  UNL     1       4.908   0.131  -2.181  1.00  0.00           O  
HETATM   16  O2  UNL     1       5.816  -0.367  -0.190  1.00  0.00           O  
HETATM   17  C14 UNL     1       3.024  -0.459   0.980  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.551   0.596   1.936  1.00  0.00           C  
HETATM   19  F1  UNL     1       4.907   0.676   1.861  1.00  0.00           F  
HETATM   20  F2  UNL     1       2.972   1.824   1.719  1.00  0.00           F  
HETATM   21  F3  UNL     1       3.234   0.140   3.220  1.00  0.00           F  
HETATM   22  O3  UNL     1       1.665  -0.676   1.224  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.441  -1.770   0.010  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.710  -0.452  -1.144  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.287  -1.587  -1.351  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.682   0.269   2.277  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.773  -1.500   1.772  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.280  -0.547   1.867  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.028   2.104  -0.295  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.024   1.723   1.120  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.656   1.264  -0.472  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.914  -0.603   1.743  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.258   0.498  -2.899  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.586   0.238  -2.340  1.00  0.00           H  
HETATM   35  H13 UNL     1       6.681   0.119  -0.371  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.549  -1.401   1.280  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    5
CONECT    3   26   27   28
CONECT    4   29   30   31
CONECT    5    6    6   10
CONECT    6    7   32
CONECT    7    8    8   22
CONECT    8    9   12
CONECT    9   10   10   33
CONECT   10   11
CONECT   12   13   13   34
CONECT   13   14   17
CONECT   14   15   15   16
CONECT   16   35
CONECT   17   18   22   36
CONECT   18   19   20   21
END

HMDB0260149
     RDKit          3D
(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.9156   -1.0346   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -0.0361    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795   -0.4879    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030    1.3523    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790   -0.0453   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6879   -0.3537    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484   -0.3665    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9471   -0.0504   -0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435    0.2595   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695    0.2671   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418    0.6595   -2.6773 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -0.0033   -1.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3241   -0.2302   -0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921   -0.1487   -0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080    0.1308   -2.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8157   -0.3665   -0.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0238   -0.4593    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5505    0.5965    1.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    0.6758    1.8610 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.8235    1.7191 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    0.1396    3.2196 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648   -0.6758    1.2240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4407   -1.7704    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -0.4524   -1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873   -1.5873   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823    0.2693    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728   -1.4999    1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801   -0.5475    1.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0285    2.1041   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0243    1.7225    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561    1.2637   -0.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139   -0.6027    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    0.4979   -2.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856    0.2376   -2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6815    0.1195   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -1.4008    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  1  0
 10  5  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  9 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-7-Tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate	Generator
7-Tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate	HMDB

Chemical Formula

C₁₅H₁₄ClF₃O₃

Average Molecular Weight

334.72

Monoisotopic Molecular Weight

334.0583565

IUPAC Name

7-tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid

Traditional Name

7-tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)(C)C1=C(Cl)C=C2C=C(C(OC2=C1)C(F)(F)F)C(O)=O

InChI Identifier

InChI=1S/C15H14ClF3O3/c1-14(2,3)9-6-11-7(5-10(9)16)4-8(13(20)21)12(22-11)15(17,18)19/h4-6,12H,1-3H3,(H,20,21)

InChI Key

QGCKNIAMHUUUDI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Alkyl aryl ether
Aryl chloride
Aryl halide
Benzenoid
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organic oxide
Organooxygen compound
Organofluoride
Organochloride
Organohalogen compound
Carbonyl group
Alkyl fluoride
Organic oxygen compound
Alkyl halide
Hydrocarbon derivative
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)

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	5.16	ALOGPS
logP	4.78	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.98 m³·mol⁻¹	ChemAxon
Polarizability	30.13 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
AllCCS	[M+H]+	170.094	32859911
AllCCS	[M+H-H2O]+	166.85	32859911
AllCCS	[M+Na]+	173.962	32859911
AllCCS	[M+NH4]+	173.099	32859911
AllCCS	[M-H]-	166.361	32859911
AllCCS	[M+Na-2H]-	165.727	32859911
AllCCS	[M+HCOO]-	165.167	32859911
DeepCCS	[M+H]+	174.787	30932474
DeepCCS	[M-H]-	172.429	30932474
DeepCCS	[M-2H]-	205.49	30932474
DeepCCS	[M+Na]+	180.88	30932474

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.	8.05 minutes	32390414
Predicted by Siyang on May 30, 2022	19.9155 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.82 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2769.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	670.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	247.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	418.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	895.2 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	876.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	147.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1682.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	673.3 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	1695.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	573.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	487.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	521.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	454.9 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	11.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid	CC(C)(C)C1=C(Cl)C=C2C=C(C(OC2=C1)C(F)(F)F)C(O)=O	2741.1	Standard polar	33892256
(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid	CC(C)(C)C1=C(Cl)C=C2C=C(C(OC2=C1)C(F)(F)F)C(O)=O	2035.3	Standard non polar	33892256
(2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid	CC(C)(C)C1=C(Cl)C=C2C=C(C(OC2=C1)C(F)(F)F)C(O)=O	2089.7	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 - (2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-067l-9435000000-fe01a976b40dcf24165f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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

8081394

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9905741

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 (2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid (HMDB0260149)

MOL for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

3D MOL for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

3D SDF for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

3D-SDF for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

PDB for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

3D PDB for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

SMILES for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

INCHI for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

Structure for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

3D Structure for HMDB0260149 ((2s)-7-Tert-Butyl-6-Chloro-2-(Trifluoromethyl)-2h-Chromene-3-Carboxylic Acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra