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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:11:13 UTC

Update Date

2021-09-26 23:01:32 UTC

HMDB ID

HMDB0250205

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide

Description

N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide, also known as 293B CPD, belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Based on a literature review very few articles have been published on N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-n-methylethanesulfonamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide 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

HMDB0250205
     RDKit          3D
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulf...
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.3663    0.6360    0.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5697    1.7646    0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.2587   -0.8110 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1093    0.6479   -1.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327    2.5478   -1.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222    0.1810   -0.2256 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7099   -1.0270    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    0.2967   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    0.6970    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441    2.0141    0.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    2.4256    1.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929    3.7967    2.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587    4.9091    2.5361 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729    1.4546    2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844    0.1201    2.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -0.2692    1.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -1.6136    0.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -1.7740   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -3.2264   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -1.6200   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -0.7953   -1.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -1.5269   -2.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.0181    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683    1.0473    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    0.0173    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2712    2.4962   -0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527   -1.0732    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -1.2200   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -1.9630   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    1.2068   -1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    2.7858    0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471    1.7459    3.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934   -0.6292    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5529   -3.5836   -0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -3.3700   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -3.8559   -1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1259   -0.5395   -1.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758   -2.0382   -2.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7132   -2.1508   -0.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730   -0.3068   -2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0155   -1.7676   -3.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  2  0
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 16  9  1  0
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M  END

  Mrv1652309112109112D          

 22 23  0  0  0  0            999 V2000
   -1.4289    2.4750    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
   -0.7145    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   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
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -1.6500    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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
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  9 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250205

> <DATABASE_NAME>
hmdb

> <SMILES>
CCS(=O)(=O)N(C)C1C(O)C(C)(C)OC2=C1C=C(C=C2)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C15H20N2O4S/c1-5-22(19,20)17(4)13-11-8-10(9-16)6-7-12(11)21-15(2,3)14(13)18/h6-8,13-14,18H,5H2,1-4H3

> <INCHI_KEY>
HVSJHHXUORMCGK-UHFFFAOYSA-N

> <FORMULA>
C15H20N2O4S

> <MOLECULAR_WEIGHT>
324.4

> <EXACT_MASS>
324.114378306

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.57980220469174

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl)-N-methylethane-1-sulfonamide

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
0.7990567053333338

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.225288398569145

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5750588544658557

> <JCHEM_POLAR_SURFACE_AREA>
90.63000000000001

> <JCHEM_REFRACTIVITY>
82.25080000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-4-yl)-N-methylethanesulfonamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250205
     RDKit          3D
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulf...
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.3663    0.6360    0.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5697    1.7646    0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.2587   -0.8110 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1093    0.6479   -1.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327    2.5478   -1.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222    0.1810   -0.2256 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7099   -1.0270    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    0.2967   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    0.6970    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441    2.0141    0.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    2.4256    1.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929    3.7967    2.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587    4.9091    2.5361 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729    1.4546    2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844    0.1201    2.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -0.2692    1.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -1.6136    0.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -1.7740   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -3.2264   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -1.6200   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -0.7953   -1.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -1.5269   -2.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.0181    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683    1.0473    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    0.0173    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0731    2.2829    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2712    2.4962   -0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527   -1.0732    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -1.2200   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -1.9630   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    1.2068   -1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    2.7858    0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471    1.7459    3.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934   -0.6292    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5529   -3.5836   -0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -3.3700   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -3.8559   -1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1259   -0.5395   -1.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758   -2.0382   -2.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7132   -2.1508   -0.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730   -0.3068   -2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0155   -1.7676   -3.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  2  0
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  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  3  0
 11 14  2  0
 14 15  1  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 21  8  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
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 10 32  1  0
 14 33  1  0
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 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  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      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0      -1.334   2.310   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      -2.104   0.976   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.564   3.644   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.668   0.770   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.873  -2.364   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.150  -3.616   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11   20   21                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18                                                            
CONECT   20   10                                                            
CONECT   21   10                                                            
CONECT   22    9                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0250208
HETATM    1  C1  UNL     1       4.590   0.950   0.889  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.574   0.695  -0.197  1.00  0.00           C  
HETATM    3  S1  UNL     1       2.156  -0.181   0.495  1.00  0.00           S  
HETATM    4  O1  UNL     1       1.654   0.627   1.639  1.00  0.00           O  
HETATM    5  O2  UNL     1       2.758  -1.465   1.059  1.00  0.00           O  
HETATM    6  N1  UNL     1       1.077  -0.431  -0.746  1.00  0.00           N  
HETATM    7  C3  UNL     1       1.615  -1.235  -1.788  1.00  0.00           C  
HETATM    8  C4  UNL     1      -0.300  -0.427  -0.533  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.861   0.915  -0.161  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.131   2.066  -0.240  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.722   3.267   0.123  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.023   4.504   0.051  1.00  0.00           C  
HETATM   13  N2  UNL     1       0.636   5.485  -0.001  1.00  0.00           N  
HETATM   14  C9  UNL     1      -2.029   3.265   0.553  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.788   2.121   0.642  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.168   0.926   0.271  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.921  -0.239   0.355  1.00  0.00           O  
HETATM   18  C12 UNL     1      -2.347  -1.525   0.156  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.021  -2.493   1.101  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.500  -1.999  -1.272  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.853  -1.420   0.428  1.00  0.00           C  
HETATM   22  O4  UNL     1      -0.350  -2.706   0.235  1.00  0.00           O  
HETATM   23  H1  UNL     1       4.212   1.785   1.514  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.591   1.116   0.482  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.629   0.027   1.514  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.050   0.036  -0.954  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.246   1.608  -0.717  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.789  -2.289  -1.452  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.901  -1.241  -2.646  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.570  -0.763  -2.126  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.792  -0.625  -1.535  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.874   2.027  -0.578  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.461   4.221   0.829  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.810   2.168   0.985  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.412  -1.920   1.966  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.336  -3.295   1.425  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.867  -2.970   0.579  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.287  -2.800  -1.350  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.563  -2.511  -1.635  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.718  -1.155  -1.947  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.762  -1.108   1.495  1.00  0.00           H  
HETATM   42  H20 UNL     1       0.055  -3.011   1.094  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    4    5    5
CONECT    3    6
CONECT    6    7    8
CONECT    7   28   29   30
CONECT    8    9   21   31
CONECT    9   10   10   16
CONECT   10   11   32
CONECT   11   12   14   14
CONECT   12   13   13   13
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17
CONECT   17   18
CONECT   18   19   20   21
CONECT   19   35   36   37
CONECT   20   38   39   40
CONECT   21   22   41
CONECT   22   42
END

HMDB0250205
     RDKit          3D
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulf...
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.3663    0.6360    0.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5697    1.7646    0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.2587   -0.8110 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1093    0.6479   -1.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327    2.5478   -1.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222    0.1810   -0.2256 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7099   -1.0270    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    0.2967   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    0.6970    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441    2.0141    0.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    2.4256    1.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929    3.7967    2.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587    4.9091    2.5361 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729    1.4546    2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844    0.1201    2.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -0.2692    1.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -1.6136    0.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -1.7740   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -3.2264   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -1.6200   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -0.7953   -1.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -1.5269   -2.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.0181    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683    1.0473    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    0.0173    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0731    2.2829    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2712    2.4962   -0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527   -1.0732    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -1.2200   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -1.9630   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    1.2068   -1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    2.7858    0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471    1.7459    3.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934   -0.6292    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5529   -3.5836   -0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -3.3700   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -3.8559   -1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1259   -0.5395   -1.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758   -2.0382   -2.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7132   -2.1508   -0.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730   -0.3068   -2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0155   -1.7676   -3.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  2  0
  3  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  3  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 21  8  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 14 33  1  0
 15 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulphonamide	Generator
293b CPD	HMDB

Chemical Formula

C₁₅H₂₀N₂O₄S

Average Molecular Weight

324.4

Monoisotopic Molecular Weight

324.114378306

IUPAC Name

N-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl)-N-methylethane-1-sulfonamide

Traditional Name

N-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-4-yl)-N-methylethanesulfonamide

CAS Registry Number

Not Available

SMILES

CCS(=O)(=O)N(C)C1C(O)C(C)(C)OC2=C1C=C(C=C2)C#N

InChI Identifier

InChI=1S/C15H20N2O4S/c1-5-22(19,20)17(4)13-11-8-10(9-16)6-7-12(11)21-15(2,3)14(13)18/h6-8,13-14,18H,5H2,1-4H3

InChI Key

HVSJHHXUORMCGK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Alkyl aryl ether
Organic sulfonic acid amide
Organosulfonic acid amide
Benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Secondary alcohol
Ether
Carbonitrile
Nitrile
Oxacycle
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzopyran (CHEBI:34781 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.6	ALOGPS
logP	0.8	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.23	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	90.63 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	82.25 m³·mol⁻¹	ChemAxon
Polarizability	32.58 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]+	173.842	30932474
DeepCCS	[M-H]-	171.484	30932474
DeepCCS	[M-2H]-	205.656	30932474
DeepCCS	[M+Na]+	180.883	30932474
AllCCS	[M+H]+	174.2	32859911
AllCCS	[M+H-H2O]+	171.1	32859911
AllCCS	[M+NH4]+	177.1	32859911
AllCCS	[M+Na]+	177.9	32859911
AllCCS	[M-H]-	175.9	32859911
AllCCS	[M+Na-2H]-	176.1	32859911
AllCCS	[M+HCOO]-	176.5	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide,1TMS,isomer #1	CCS(=O)(=O)N(C)C1C2=CC(C#N)=CC=C2OC(C)(C)C1O[Si](C)(C)C	2384.0	Semi standard non polar	33892256
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide,1TMS,isomer #1	CCS(=O)(=O)N(C)C1C2=CC(C#N)=CC=C2OC(C)(C)C1O[Si](C)(C)C	2584.4	Standard non polar	33892256
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide,1TMS,isomer #1	CCS(=O)(=O)N(C)C1C2=CC(C#N)=CC=C2OC(C)(C)C1O[Si](C)(C)C	3390.5	Standard polar	33892256
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide,1TBDMS,isomer #1	CCS(=O)(=O)N(C)C1C2=CC(C#N)=CC=C2OC(C)(C)C1O[Si](C)(C)C(C)(C)C	2615.7	Semi standard non polar	33892256
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide,1TBDMS,isomer #1	CCS(=O)(=O)N(C)C1C2=CC(C#N)=CC=C2OC(C)(C)C1O[Si](C)(C)C(C)(C)C	2873.6	Standard non polar	33892256
N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide,1TBDMS,isomer #1	CCS(=O)(=O)N(C)C1C2=CC(C#N)=CC=C2OC(C)(C)C1O[Si](C)(C)C(C)(C)C	3504.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufr-4190000000-4c2bcea4e5e83683552c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide 10V, Positive-QTOF	splash10-004i-0039000000-6b5aaaaee8628741dc98	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide 20V, Positive-QTOF	splash10-0f89-0940000000-36ef2b73d63adb117186	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide 40V, Positive-QTOF	splash10-000l-2900000000-0c324970f947c6d3f596	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide 10V, Negative-QTOF	splash10-00di-0019000000-039a2df93396e53cfba3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide 20V, Negative-QTOF	splash10-03di-9030000000-b94e3c9bc35072a4f52b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide 40V, Negative-QTOF	splash10-03di-9100000000-ee9b4d1afe964e5c4aa9	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

571068

KEGG Compound ID

C13778

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

656731

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide (HMDB0250205)

MOL for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

3D MOL for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

3D SDF for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

3D-SDF for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

PDB for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

3D PDB for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

SMILES for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

INCHI for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

Structure for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

3D Structure for HMDB0250205 (N-(6-Cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-methylethanesulfonamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra