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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:41:40 UTC

Update Date

2021-09-26 23:16:07 UTC

HMDB ID

HMDB0258894

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tetraglyme

Description

tetraglyme, also known as CH3O[CH2CH2O]4ch3 or glyme 5, belongs to the class of organic compounds known as dialkyl ethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups. Based on a literature review very few articles have been published on tetraglyme. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tetraglyme is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tetraglyme 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

HMDB0258894
     RDKit          3D
Tetraglyme
 37 36  0  0  0  0  0  0  0  0999 V2000
    4.5500   -1.8792    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -0.6585    0.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411    0.3792    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128    1.7080    0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3036    2.1123   -0.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1682    1.4103   -0.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650    1.2451    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1541    0.5074    0.1815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6465    1.0184   -0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    0.0074   -0.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042   -0.0359    0.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.9071    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5838   -0.5614   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272   -1.4443   -0.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1942   -1.4802    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3003   -2.1081    0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746   -2.6720    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241   -1.8620   -0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3624    0.3564   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6534    0.1794    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677    1.7305    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449    2.4797    0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    1.9511   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3931    0.4214   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969    0.6543    1.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8796    2.2049    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1655    1.9568   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    1.2628   -1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648   -1.0192   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4349    0.2738   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544   -0.7422    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770   -1.9617    0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9214    0.4923   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2400   -0.5785   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5145   -1.7888    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5767   -0.4514    1.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0590   -2.2011    0.7355 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

  Mrv1533004171519352D          

 15 14  0  0  0  0            999 V2000
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258894

> <DATABASE_NAME>
hmdb

> <SMILES>
COCCOCCOCCOCCOC

> <INCHI_IDENTIFIER>
InChI=1S/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3

> <INCHI_KEY>
ZUHZGEOKBKGPSW-UHFFFAOYSA-N

> <FORMULA>
C10H22O5

> <MOLECULAR_WEIGHT>
222.281

> <EXACT_MASS>
222.146723808

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.149675230651525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5,8,11,14-pentaoxapentadecane

> <ALOGPS_LOGP>
-0.12

> <JCHEM_LOGP>
-0.06335259833333345

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4402456646496753

> <JCHEM_POLAR_SURFACE_AREA>
46.150000000000006

> <JCHEM_REFRACTIVITY>
57.18650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetraglyme

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258894
     RDKit          3D
Tetraglyme
 37 36  0  0  0  0  0  0  0  0999 V2000
    4.5500   -1.8792    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -0.6585    0.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411    0.3792    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128    1.7080    0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3036    2.1123   -0.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1682    1.4103   -0.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650    1.2451    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1541    0.5074    0.1815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6465    1.0184   -0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    0.0074   -0.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042   -0.0359    0.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.9071    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5838   -0.5614   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272   -1.4443   -0.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1942   -1.4802    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3003   -2.1081    0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746   -2.6720    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241   -1.8620   -0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3624    0.3564   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6534    0.1794    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677    1.7305    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449    2.4797    0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    1.9511   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3931    0.4214   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969    0.6543    1.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8796    2.2049    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1655    1.9568   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    1.2628   -1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648   -1.0192   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4349    0.2738   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544   -0.7422    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770   -1.9617    0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9214    0.4923   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2400   -0.5785   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5145   -1.7888    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5767   -0.4514    1.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0590   -2.2011    0.7355 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.860   8.002   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      17.861   8.772   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      21.862   8.002   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      25.863   8.772   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      29.864   8.002   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      31.198   8.772   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0258894
HETATM    1  C1  UNL     1       4.550  -1.879   0.012  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.925  -0.658   0.231  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.841   0.379   0.251  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.213   1.708   0.484  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.304   2.112  -0.423  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.168   1.410  -0.635  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.265   1.245   0.533  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.154   0.507   0.181  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.647   1.018  -0.795  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.799   0.007  -0.958  1.00  0.00           C  
HETATM   11  O4  UNL     1      -2.404  -0.036   0.280  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.485  -0.907   0.377  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.584  -0.561  -0.561  1.00  0.00           C  
HETATM   14  O5  UNL     1      -5.627  -1.444  -0.439  1.00  0.00           O  
HETATM   15  C10 UNL     1      -6.194  -1.480   0.792  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.300  -2.108   0.816  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.775  -2.672   0.031  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.124  -1.862  -0.935  1.00  0.00           H  
HETATM   19  H4  UNL     1       5.362   0.356  -0.745  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.653   0.179   1.007  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.868   1.730   1.543  1.00  0.00           H  
HETATM   22  H7  UNL     1       5.045   2.480   0.471  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.633   1.951  -1.487  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.393   0.421  -1.073  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.797   0.654   1.314  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.880   2.205   0.937  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.165   1.957  -0.437  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.202   1.263  -1.752  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.365  -1.019  -1.142  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.435   0.274  -1.799  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.854  -0.742   1.436  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.177  -1.962   0.255  1.00  0.00           H  
HETATM   33  H18 UNL     1      -4.921   0.492  -0.371  1.00  0.00           H  
HETATM   34  H19 UNL     1      -4.240  -0.578  -1.618  1.00  0.00           H  
HETATM   35  H20 UNL     1      -5.514  -1.789   1.605  1.00  0.00           H  
HETATM   36  H21 UNL     1      -6.577  -0.451   1.027  1.00  0.00           H  
HETATM   37  H22 UNL     1      -7.059  -2.201   0.735  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   15
CONECT   15   35   36   37
END

HMDB0258894
     RDKit          3D
Tetraglyme
 37 36  0  0  0  0  0  0  0  0999 V2000
    4.5500   -1.8792    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -0.6585    0.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411    0.3792    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128    1.7080    0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3036    2.1123   -0.4226 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1682    1.4103   -0.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650    1.2451    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1541    0.5074    0.1815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6465    1.0184   -0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    0.0074   -0.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042   -0.0359    0.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.9071    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5838   -0.5614   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272   -1.4443   -0.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1942   -1.4802    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3003   -2.1081    0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746   -2.6720    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241   -1.8620   -0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3624    0.3564   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6534    0.1794    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677    1.7305    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449    2.4797    0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    1.9511   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3931    0.4214   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969    0.6543    1.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8796    2.2049    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1655    1.9568   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    1.2628   -1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648   -1.0192   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4349    0.2738   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544   -0.7422    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770   -1.9617    0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9214    0.4923   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2400   -0.5785   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5145   -1.7888    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5767   -0.4514    1.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0590   -2.2011    0.7355 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bis[2-(2-methoxyethoxy)ethyl] ether	ChEBI
CH3O[CH2CH2O]4ch3	ChEBI
Dimethoxytetraethylene glycol	ChEBI
Glyme 5	ChEBI
Tetraethylene glycol dimethyl ether	ChEBI

Chemical Formula

C₁₀H₂₂O₅

Average Molecular Weight

222.281

Monoisotopic Molecular Weight

222.146723808

IUPAC Name

2,5,8,11,14-pentaoxapentadecane

Traditional Name

tetraglyme

CAS Registry Number

Not Available

SMILES

COCCOCCOCCOCCOC

InChI Identifier

InChI=1S/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3

InChI Key

ZUHZGEOKBKGPSW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkyl ethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Dialkyl ethers

Alternative Parents

Hydrocarbon derivatives

Substituents

Dialkyl ether
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

polyether (CHEBI:46785 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0258894)

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	-0.12	ALOGPS
logP	-0.063	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.15 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	57.19 m³·mol⁻¹	ChemAxon
Polarizability	26.15 Å³	ChemAxon
Number of Rings	0	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]+	149.106	30932474
DeepCCS	[M-H]-	145.302	30932474
DeepCCS	[M-2H]-	182.779	30932474
DeepCCS	[M+Na]+	158.295	30932474
AllCCS	[M+H]+	152.3	32859911
AllCCS	[M+H-H2O]+	149.0	32859911
AllCCS	[M+NH4]+	155.3	32859911
AllCCS	[M+Na]+	156.2	32859911
AllCCS	[M-H]-	155.3	32859911
AllCCS	[M+Na-2H]-	156.8	32859911
AllCCS	[M+HCOO]-	158.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetraglyme	COCCOCCOCCOCCOC	2122.1	Standard polar	33892256
Tetraglyme	COCCOCCOCCOCCOC	1465.0	Standard non polar	33892256
Tetraglyme	COCCOCCOCCOCCOC	1498.8	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 - Tetraglyme GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f72-9500000000-981936962d4c7419c606	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetraglyme 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 90V, Positive-QTOF	splash10-0a4i-9000000000-5c18185df6099c5ff626	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 75V, Positive-QTOF	splash10-0a4i-9000000000-40e9d92a804c6759b407	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 35V, Positive-QTOF	splash10-0pb9-9600000000-c88671536fac8320e09c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 120V, Positive-QTOF	splash10-0a4i-9000000000-ec6a6e4374138d8301fb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 10V, Positive-QTOF	splash10-0092-0930000000-72fedceaf9de3f4c41c4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 20V, Positive-QTOF	splash10-0002-0900000000-eb3048b6986de2da8d6e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 30V, Positive-QTOF	splash10-0pb9-9700000000-0d54a3a0970e02dea41c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 15V, Positive-QTOF	splash10-0zfr-5900000000-061a92ac1b761d31ba05	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 45V, Positive-QTOF	splash10-0a4i-9200000000-039515a9c7d1959aee54	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetraglyme 60V, Positive-QTOF	splash10-0a4i-9000000000-53a87b2c142b80ab2bed	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraglyme 10V, Positive-QTOF	splash10-00di-1290000000-418f453952fadca2c193	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraglyme 20V, Positive-QTOF	splash10-00di-8970000000-09c577aa48a15d0f98c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraglyme 40V, Positive-QTOF	splash10-0a6s-9100000000-2edca62ac497461fdb01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraglyme 10V, Negative-QTOF	splash10-00di-2390000000-6714dca3f8b2ae921e5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraglyme 20V, Negative-QTOF	splash10-00di-6790000000-31c976de0cbc14952e05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraglyme 40V, Negative-QTOF	splash10-05r3-9500000000-20eaa5aaf42aa39222b6	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13835433

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetraethylene glycol dimethyl ether

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

46785

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1287291

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 Tetraglyme (HMDB0258894)

MOL for HMDB0258894 (Tetraglyme)

3D MOL for HMDB0258894 (Tetraglyme)

3D SDF for HMDB0258894 (Tetraglyme)

3D-SDF for HMDB0258894 (Tetraglyme)

PDB for HMDB0258894 (Tetraglyme)

3D PDB for HMDB0258894 (Tetraglyme)

SMILES for HMDB0258894 (Tetraglyme)

INCHI for HMDB0258894 (Tetraglyme)

Structure for HMDB0258894 (Tetraglyme)

3D Structure for HMDB0258894 (Tetraglyme)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra