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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:44:54 UTC

Update Date

2021-09-26 23:04:26 UTC

HMDB ID

HMDB0252071

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethylene glycol diglycidyl ether

Description

Ethylene glycol diglycidyl ether, also known as bis(1,2-epoxypropylether)ethanediol, belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). Based on a literature review a significant number of articles have been published on Ethylene glycol diglycidyl ether. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethylene glycol diglycidyl ether is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethylene glycol diglycidyl ether 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

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.852   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.564   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.312   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.645   1.334   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.644   2.104   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      11.082  -0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.206   3.437   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1   10                                                       
CONECT    3    7    9                                                       
CONECT    4    8   10                                                       
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    3    5   11                                                  
CONECT    8    4    6   12                                                  
CONECT    9    1    3                                                       
CONECT   10    2    4                                                       
CONECT   11    5    7                                                       
CONECT   12    6    8                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Bis(1,2-epoxypropylether)ethanediol	MeSH
Denacol ex 810	MeSH
Denacol ex-810	MeSH
EGDGE	MeSH
PEODGE polymer	MeSH
Quetol 651	MeSH
Ethylene glycol diglycidyl ether	MeSH
Poly(ethylene glycol) diglycidyl ether	MeSH
Poly(ethylene oxide) diglycidyl ether	MeSH

Chemical Formula

C₈H₁₄O₄

Average Molecular Weight

174.196

Monoisotopic Molecular Weight

174.089208931

IUPAC Name

2-({2-[(oxiran-2-yl)methoxy]ethoxy}methyl)oxirane

Traditional Name

2-{[2-(oxiran-2-ylmethoxy)ethoxy]methyl}oxirane

CAS Registry Number

Not Available

SMILES

C(COCC1CO1)OCC1CO1

InChI Identifier

InChI=1S/C8H14O4/c1(9-3-7-5-11-7)2-10-4-8-6-12-8/h7-8H,1-6H2

InChI Key

AOBIOSPNXBMOAT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Epoxides

Sub Class

Not Available

Direct Parent

Epoxides

Alternative Parents

Substituents

Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.32	ALOGPS
logP	-0.24	ChemAxon
logS	-0.44	ALOGPS
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	41.55 m³·mol⁻¹	ChemAxon
Polarizability	18.65 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]+	139.637	30932474
DeepCCS	[M-H]-	137.068	30932474
DeepCCS	[M-2H]-	173.618	30932474
DeepCCS	[M+Na]+	148.797	30932474
AllCCS	[M+H]+	139.2	32859911
AllCCS	[M+H-H2O]+	134.8	32859911
AllCCS	[M+NH4]+	143.3	32859911
AllCCS	[M+Na]+	144.5	32859911
AllCCS	[M-H]-	140.6	32859911
AllCCS	[M+Na-2H]-	141.5	32859911
AllCCS	[M+HCOO]-	142.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethylene glycol diglycidyl ether	C(COCC1CO1)OCC1CO1	2062.4	Standard polar	33892256
Ethylene glycol diglycidyl ether	C(COCC1CO1)OCC1CO1	1255.5	Standard non polar	33892256
Ethylene glycol diglycidyl ether	C(COCC1CO1)OCC1CO1	1410.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylene glycol diglycidyl ether GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9100000000-02d292e162e5d32a46d6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylene glycol diglycidyl ether 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 - Ethylene glycol diglycidyl ether 10V, Positive-QTOF	splash10-004i-1900000000-69eb9c0e4894670ec239	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 20V, Positive-QTOF	splash10-056r-7900000000-e9adb39c0f3d6975d721	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 40V, Positive-QTOF	splash10-0a4i-9000000000-c5827f8c1a99ec2dd1c1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 10V, Negative-QTOF	splash10-00di-1900000000-292e3beee2905eed835b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 20V, Negative-QTOF	splash10-00di-7900000000-0ab2def0aa1555670f05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 40V, Negative-QTOF	splash10-0596-9000000000-4365f27df30979e6f2c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 10V, Positive-QTOF	splash10-0a4i-9000000000-ae8f5711cd907b49f418	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 20V, Positive-QTOF	splash10-0a6r-9400000000-68b30309f22691517fd3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 40V, Positive-QTOF	splash10-0a4m-9100000000-27efe2628cc63166af2e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 10V, Negative-QTOF	splash10-00di-9100000000-2f3a39e362ee8f4e4920	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 20V, Negative-QTOF	splash10-08fr-9000000000-36b5cde25bf8cf062cb9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene glycol diglycidyl ether 40V, Negative-QTOF	splash10-0006-9000000000-f9805e6de9d9b8b72860	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

15820

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16683

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 Ethylene glycol diglycidyl ether (HMDB0252071)

MOL for HMDB0252071 (Ethylene glycol diglycidyl ether)

3D MOL for HMDB0252071 (Ethylene glycol diglycidyl ether)

3D SDF for HMDB0252071 (Ethylene glycol diglycidyl ether)

3D-SDF for HMDB0252071 (Ethylene glycol diglycidyl ether)

PDB for HMDB0252071 (Ethylene glycol diglycidyl ether)

3D PDB for HMDB0252071 (Ethylene glycol diglycidyl ether)

SMILES for HMDB0252071 (Ethylene glycol diglycidyl ether)

INCHI for HMDB0252071 (Ethylene glycol diglycidyl ether)

Structure for HMDB0252071 (Ethylene glycol diglycidyl ether)

3D Structure for HMDB0252071 (Ethylene glycol diglycidyl ether)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra