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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:44:46 UTC

Update Date

2021-09-26 23:04:26 UTC

HMDB ID

HMDB0252069

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethylene dimethanesulfonate

Description

Ethylene dimethanesulfonate, also known as 1,2-bis(mesyloxy)ethane, belongs to the class of organic compounds known as organosulfonic acid esters. These are esters of sulfonic acid, which have the general structure RS(=O)2OR' (R,R' = organyl, not H). Based on a literature review a small amount of articles have been published on Ethylene dimethanesulfonate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethylene dimethanesulfonate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethylene dimethanesulfonate 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                                 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      -1.127  -7.700   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -1.127  -6.160   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       0.413  -6.160   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.667  -6.160   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -1.127  -4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       1.540   0.000   0.000  0.00  0.00           S+0
HETATM   10  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.080  -0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ethylene dimethanesulfonic acid	Generator
Ethylene dimethanesulphonate	Generator
Ethylene dimethanesulphonic acid	Generator
1,2-Ethanediyl dimethanesulfonate	MeSH
1,2-Bis(mesyloxy)ethane	MeSH
Ethane 1,2-dimethanesulfonate	MeSH
Ethane dimethane sulfonate	MeSH
Ethane dimethanesulfonate	MeSH
Ethane dimethanesulphonate	MeSH
Ethylene dimethane sulfonate	MeSH
1,2-Bis(methanesulfonyloxy)ethane	MeSH
1,2-Ethanediol, 1,2-dimethanesulfonate	MeSH
Ethane dimethyl sulfonate	MeSH

Chemical Formula

C₄H₁₀O₆S₂

Average Molecular Weight

218.24

Monoisotopic Molecular Weight

217.99188039

IUPAC Name

2-(methanesulfonyloxy)ethyl methanesulfonate

Traditional Name

ethylene dimethanesulfonate

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)OCCOS(C)(=O)=O

InChI Identifier

InChI=1S/C4H10O6S2/c1-11(5,6)9-3-4-10-12(2,7)8/h3-4H2,1-2H3

InChI Key

QSQFARNGNIZGAW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organosulfonic acid esters. These are esters of sulfonic acid, which have the general structure RS(=O)2OR' (R,R' = organyl, not H).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfonic acids and derivatives

Sub Class

Organosulfonic acids and derivatives

Direct Parent

Organosulfonic acid esters

Alternative Parents

Substituents

Organosulfonic acid ester
Sulfonic acid ester
Sulfonyl
Methanesulfonate
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-1.1	ALOGPS
logP	-1.3	ChemAxon
logS	-1.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	86.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	40.06 m³·mol⁻¹	ChemAxon
Polarizability	19.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	137.06	30932474
DeepCCS	[M-H]-	133.233	30932474
DeepCCS	[M-2H]-	170.698	30932474
DeepCCS	[M+Na]+	146.237	30932474
AllCCS	[M+H]+	146.6	32859911
AllCCS	[M+H-H2O]+	143.0	32859911
AllCCS	[M+NH4]+	149.8	32859911
AllCCS	[M+Na]+	150.8	32859911
AllCCS	[M-H]-	139.7	32859911
AllCCS	[M+Na-2H]-	141.5	32859911
AllCCS	[M+HCOO]-	143.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethylene dimethanesulfonate	CS(=O)(=O)OCCOS(C)(=O)=O	3542.6	Standard polar	33892256
Ethylene dimethanesulfonate	CS(=O)(=O)OCCOS(C)(=O)=O	1452.9	Standard non polar	33892256
Ethylene dimethanesulfonate	CS(=O)(=O)OCCOS(C)(=O)=O	1676.6	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 dimethanesulfonate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adi-5920000000-a986ee20118e3e487d8b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylene dimethanesulfonate 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 dimethanesulfonate 10V, Positive-QTOF	splash10-0002-9030000000-cf44a96b34446d26ddde	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene dimethanesulfonate 20V, Positive-QTOF	splash10-0002-9100000000-23cfbb881fd68f13fdad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene dimethanesulfonate 40V, Positive-QTOF	splash10-003r-9100000000-6ed8584b45ae03e91f41	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene dimethanesulfonate 10V, Negative-QTOF	splash10-014i-0090000000-3a9a3e7875bedca47b89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene dimethanesulfonate 20V, Negative-QTOF	splash10-0006-9000000000-7cafdbffb3b5305c13eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene dimethanesulfonate 40V, Negative-QTOF	splash10-0006-9100000000-587dd3ae73472de3b697	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	¹H NMR Spectrum (1D, 200 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, 300 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	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	¹³C NMR Spectrum (1D, 500 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	¹H NMR Spectrum (1D, 600 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, 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	¹H NMR Spectrum (1D, 800 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, 900 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

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

19574

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20796

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 dimethanesulfonate (HMDB0252069)

MOL for HMDB0252069 (Ethylene dimethanesulfonate)

3D MOL for HMDB0252069 (Ethylene dimethanesulfonate)

3D SDF for HMDB0252069 (Ethylene dimethanesulfonate)

3D-SDF for HMDB0252069 (Ethylene dimethanesulfonate)

PDB for HMDB0252069 (Ethylene dimethanesulfonate)

3D PDB for HMDB0252069 (Ethylene dimethanesulfonate)

SMILES for HMDB0252069 (Ethylene dimethanesulfonate)

INCHI for HMDB0252069 (Ethylene dimethanesulfonate)

Structure for HMDB0252069 (Ethylene dimethanesulfonate)

3D Structure for HMDB0252069 (Ethylene dimethanesulfonate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra