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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:01:10 UTC

Update Date

2022-03-07 02:56:14 UTC

HMDB ID

HMDB0039531

Secondary Accession Numbers

HMDB39531

Metabolite Identification

Common Name

Ethoxyquin

Description

Ethoxyquin is an antioxidant used in animal feeds and for the preservation of colour in the production of chili powder, paprika and ground chilli. Ethoxyquin is formerly used as an agricultural pesticide/herbicide, now superseded. Also used as a post-harvest dip for apples and pears to prevent scald.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0039531
     RDKit          3D
Ethoxyquin
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.9749    0.3373   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386   -0.0715    0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -0.7262    1.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -0.1889    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603    1.0982    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025    1.5709   -0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    0.7908   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -0.4936    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9530    0.8140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -1.3484    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.7230    1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5654   -0.8696    0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8112    0.4923   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7842    1.2070    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5346    0.3296   -1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.2816   -0.3535 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2351    1.4207   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668   -0.2200   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1555    0.0985   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847   -0.6819    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5604    0.8810    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    1.7152    0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7013    2.5781   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058   -1.9706    1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519   -2.5978    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.2715    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -3.2603    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340   -1.5086    0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8240    0.8044    0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452    2.2818    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5409    0.9631    1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365    1.1596   -2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    0.2137   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.5903   -2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261    2.2515   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  9  4  1  0
 16  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
M  END

  Mrv1652305271900112D          

 16 17  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    4.2868    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
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
 10  2  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039531

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC2=C(NC(C)(C)C=C2C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3

> <INCHI_KEY>
DECIPOUIJURFOJ-UHFFFAOYSA-N

> <FORMULA>
C14H19NO

> <MOLECULAR_WEIGHT>
217.3068

> <EXACT_MASS>
217.146664235

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.929862704836772

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.0028499050000006

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.14515564729768

> <JCHEM_POLAR_SURFACE_AREA>
21.259999999999998

> <JCHEM_REFRACTIVITY>
69.67580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethoxyquin

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039531
     RDKit          3D
Ethoxyquin
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.9749    0.3373   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386   -0.0715    0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -0.7262    1.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -0.1889    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603    1.0982    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025    1.5709   -0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    0.7908   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -0.4936    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9530    0.8140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -1.3484    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.7230    1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5654   -0.8696    0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8112    0.4923   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7842    1.2070    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5346    0.3296   -1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.2816   -0.3535 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2351    1.4207   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668   -0.2200   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1555    0.0985   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847   -0.6819    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5604    0.8810    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    1.7152    0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7013    2.5781   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058   -1.9706    1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519   -2.5978    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.2715    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -3.2603    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340   -1.5086    0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8240    0.8044    0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452    2.2818    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5409    0.9631    1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365    1.1596   -2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    0.2137   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.5903   -2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261    2.2515   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  9  4  1  0
 16  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.519   0.267   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.529  -1.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   10                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    1   16                                                       
CONECT    6    7   11                                                       
CONECT    7    6   13                                                       
CONECT    8   11   12                                                       
CONECT    9   10   14                                                       
CONECT   10    2    9   12                                                  
CONECT   11    6    8   16                                                  
CONECT   12    8   10   13                                                  
CONECT   13    7   12   15                                                  
CONECT   14    3    4    9   15                                             
CONECT   15   13   14                                                       
CONECT   16    5   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0039531
HETATM    1  C1  UNL     1       4.975   0.337  -0.420  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.639  -0.072   0.982  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.413  -0.726   1.056  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.196  -0.189   0.697  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.060   1.098   0.215  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.802   1.571  -0.126  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.337   0.791  -0.001  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.212  -0.494   0.479  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.033  -0.953   0.814  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.407  -1.348   0.624  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.183  -2.723   1.149  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.565  -0.870   0.293  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.811   0.492  -0.231  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.784   1.207   0.702  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.535   0.330  -1.559  1.00  0.00           C  
HETATM   16  N1  UNL     1      -1.625   1.282  -0.353  1.00  0.00           N  
HETATM   17  H1  UNL     1       5.235   1.421  -0.486  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.867  -0.220  -0.784  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.155   0.099  -1.152  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.485  -0.682   1.375  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.560   0.881   1.588  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.943   1.715   0.117  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.701   2.578  -0.503  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.106  -1.971   1.191  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.652  -2.598   2.127  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.136  -3.271   1.256  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.500  -3.260   0.458  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.434  -1.509   0.405  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.824   0.804   0.545  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.845   2.282   0.504  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.541   0.963   1.761  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.337   1.160  -2.243  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.615   0.214  -1.351  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.100  -0.590  -2.047  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.726   2.252  -0.717  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   16
CONECT    8    9    9   10
CONECT    9   24
CONECT   10   11   12   12
CONECT   11   25   26   27
CONECT   12   13   28
CONECT   13   14   15   16
CONECT   14   29   30   31
CONECT   15   32   33   34
CONECT   16   35
END

HMDB0039531
     RDKit          3D
Ethoxyquin
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.9749    0.3373   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386   -0.0715    0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -0.7262    1.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -0.1889    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603    1.0982    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025    1.5709   -0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    0.7908   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -0.4936    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9530    0.8140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -1.3484    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.7230    1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5654   -0.8696    0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8112    0.4923   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7842    1.2070    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5346    0.3296   -1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.2816   -0.3535 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2351    1.4207   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668   -0.2200   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1555    0.0985   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847   -0.6819    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5604    0.8810    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    1.7152    0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7013    2.5781   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058   -1.9706    1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519   -2.5978    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.2715    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -3.2603    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340   -1.5086    0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8240    0.8044    0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452    2.2818    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5409    0.9631    1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365    1.1596   -2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    0.2137   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.5903   -2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261    2.2515   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  9  4  1  0
 16  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Dihydro-2,2,4-trimethyl-6-ethoxyquinoline	ChEBI
1,2-Dihydro-2,2,4-trimethyl-6-quinolyl ethyl ether	ChEBI
1,2-Dihydro-6-ethoxy-2,2,4-trimethylquinoline	ChEBI
2,2,4-Trimethyl-6-ethoxy-1,2-dihydroquinoline	ChEBI
6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline	ChEBI
e 324	ChEBI
e324	ChEBI
Ethoxyquine	ChEBI
Ethyl 2,2,4-trimethyl-1,2-dihydro-6-quinolinyl ether	ChEBI
Ethyl 2,2,4-trimethyl-1,2-dihydro-6-quinolyl ether	ChEBI
Santoquin	MeSH
6-ETMDQ	MeSH
6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline	MeSH
(-)-Lobeline	HMDB
2,2, 4-Trimethyl-6-ethoxy-1,2-dihydroquinoline	HMDB
6-(Ethyloxy)-2,2,4-trimethyl-1,2-dihydroquinoline	HMDB
6-Ethoxy-1, 2-dihydro-2,2,4-trimethylquinoline	HMDB
6-Ethoxy-1,2-dihydro-2,2,4-trimethyl-quinoline	HMDB
6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline, 9ci, 8ci	HMDB
6-Ethoxy-2,2,4-trimethyl-1, 2-dihydroquinoline	HMDB
Alterungsschutzmittel ec	HMDB
Antage aw	HMDB
Antioxidant ec	HMDB
Antox	HMDB
Aries antox	HMDB
Dawe'S nutrigard	HMDB
EMQ	HMDB
EQ	HMDB
Ethoxychin	HMDB
Lobeline	HMDB
Niflex	HMDB
Niflex D	HMDB
Nix-scald	HMDB
Nocrac aw	HMDB
Nocrack aw	HMDB
Permanax 103	HMDB
Polyflex	HMDB
Quinol ed	HMDB
Santoflex	HMDB
Santoflex a	HMDB
Santoflex aw	HMDB
Santoquine	HMDB
Santoquineq	HMDB
Stop-scald	HMDB

Chemical Formula

C₁₄H₁₉NO

Average Molecular Weight

217.3068

Monoisotopic Molecular Weight

217.146664235

IUPAC Name

6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline

Traditional Name

ethoxyquin

CAS Registry Number

91-53-2

SMILES

CCOC1=CC2=C(NC(C)(C)C=C2C)C=C1

InChI Identifier

InChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3

InChI Key

DECIPOUIJURFOJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Hydroquinolones

Alternative Parents

Substituents

Dihydroquinolone
Dihydroquinoline
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Benzenoid
Azacycle
Secondary amine
Ether
Amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:77323 )
quinolines (CHEBI:77323 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039531)
Cell membrane (HMDB: HMDB0039531)

Source

Exogenous

Exogenous (HMDB: HMDB0039531)

Food

Food (HMDB: HMDB0039531)

Synthetic

Synthetic (HMDB: HMDB0039531)

Process

Not Available

Role

Industrial application

Food and nutrition

Food and nutrition (HMDB: HMDB0039531)

Biological role

Nutrient (HMDB: HMDB0039531)

Environmental role

Environmental contaminant (HMDB: HMDB0039531)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	332.00 to 333.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	17.46 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.105 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	4.01	ALOGPS
logP	3	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	5.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	21.26 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.68 m³·mol⁻¹	ChemAxon
Polarizability	25.93 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	151.624	31661259
DarkChem	[M-H]-	151.886	31661259
DeepCCS	[M+H]+	155.732	30932474
DeepCCS	[M-H]-	153.374	30932474
DeepCCS	[M-2H]-	186.305	30932474
DeepCCS	[M+Na]+	161.825	30932474
AllCCS	[M+H]+	147.9	32859911
AllCCS	[M+H-H2O]+	143.9	32859911
AllCCS	[M+NH4]+	151.7	32859911
AllCCS	[M+Na]+	152.8	32859911
AllCCS	[M-H]-	156.9	32859911
AllCCS	[M+Na-2H]-	157.0	32859911
AllCCS	[M+HCOO]-	157.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethoxyquin	CCOC1=CC2=C(NC(C)(C)C=C2C)C=C1	2384.8	Standard polar	33892256
Ethoxyquin	CCOC1=CC2=C(NC(C)(C)C=C2C)C=C1	1737.9	Standard non polar	33892256
Ethoxyquin	CCOC1=CC2=C(NC(C)(C)C=C2C)C=C1	1776.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethoxyquin,1TMS,isomer #1	CCOC1=CC=C2C(=C1)C(C)=CC(C)(C)N2[Si](C)(C)C	1853.1	Semi standard non polar	33892256
Ethoxyquin,1TMS,isomer #1	CCOC1=CC=C2C(=C1)C(C)=CC(C)(C)N2[Si](C)(C)C	1919.0	Standard non polar	33892256
Ethoxyquin,1TBDMS,isomer #1	CCOC1=CC=C2C(=C1)C(C)=CC(C)(C)N2[Si](C)(C)C(C)(C)C	2116.4	Semi standard non polar	33892256
Ethoxyquin,1TBDMS,isomer #1	CCOC1=CC=C2C(=C1)C(C)=CC(C)(C)N2[Si](C)(C)C(C)(C)C	2172.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Ethoxyquin GC-MS (1 TMS)	splash10-00dj-2690000000-2b783a3c0e06c9476b86	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethoxyquin GC-MS (Non-derivatized)	splash10-00dj-2690000000-2b783a3c0e06c9476b86	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethoxyquin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fki-0920000000-e7b66012b60323079c3c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethoxyquin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0uk9-1980000000-25958a756414a6631547	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-014i-0090000000-a10faf6f2ad9a301d328	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-014i-0090000000-4e661aa96345ca11a4dc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-014i-0970000000-95e3dd12809eada73bd0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-0hmw-0910000000-30509ee0b909df1db28b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-01wb-0900000000-ac750e6f3eb663d9dda4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-01wb-0900000000-6ac6089762818c098d38	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-02aj-2900000000-8cf867953c6d56b1df7b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-0159-4900000000-29f53200e56ee7740ec2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin LC-ESI-QFT , positive-QTOF	splash10-0159-8900000000-c30df52c0104a240a165	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 45V, Positive-QTOF	splash10-014i-0960000000-ea4a09ea32cff102e76c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 60V, Positive-QTOF	splash10-01vt-0910000000-8cc1fa05bcdbd09e32e9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 30V, Positive-QTOF	splash10-014i-0190000000-fa3625e950af550b6d23	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 15V, Positive-QTOF	splash10-014i-0090000000-3601351bc5c6b7736789	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 30V, Positive-QTOF	splash10-014i-0090000000-494356038cb566f97b41	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 75V, Positive-QTOF	splash10-01wb-0900000000-7bd39873f18f852a5744	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 90V, Positive-QTOF	splash10-01wb-0900000000-04e5d011d9ab9b152605	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 120V, Positive-QTOF	splash10-02aj-2900000000-2060e3cd29f3dcc87384	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 15V, Positive-QTOF	splash10-014i-0090000000-76c8d5edb3bd28e19bec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxyquin 45V, Positive-QTOF	splash10-014i-0980000000-bb83ab7a0c4f542d856d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxyquin 10V, Positive-QTOF	splash10-014i-0190000000-8be63631af40c6c4279a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxyquin 20V, Positive-QTOF	splash10-014i-1970000000-42c681d6c7c9f7b238fe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxyquin 40V, Positive-QTOF	splash10-05fr-1900000000-dec276bdd56140e41f8b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxyquin 10V, Negative-QTOF	splash10-014i-0190000000-421634377cab228d8503	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxyquin 20V, Negative-QTOF	splash10-014r-0980000000-26cd4b9aa32fdb765488	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxyquin 40V, Negative-QTOF	splash10-00di-0900000000-fade67d3785d3b8dac3b	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethoxyquin

METLIN ID

Not Available

PubChem Compound

3293

PDB ID

Not Available

ChEBI ID

77323

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Ethoxyquin (HMDB0039531)

MOL for HMDB0039531 (Ethoxyquin)

3D MOL for HMDB0039531 (Ethoxyquin)

3D SDF for HMDB0039531 (Ethoxyquin)

3D-SDF for HMDB0039531 (Ethoxyquin)

PDB for HMDB0039531 (Ethoxyquin)

3D PDB for HMDB0039531 (Ethoxyquin)

SMILES for HMDB0039531 (Ethoxyquin)

INCHI for HMDB0039531 (Ethoxyquin)

Structure for HMDB0039531 (Ethoxyquin)

3D Structure for HMDB0039531 (Ethoxyquin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra