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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2014-09-22 19:36:27 UTC

Update Date

2023-02-21 17:30:27 UTC

HMDB ID

HMDB0061749

Secondary Accession Numbers

HMDB61749

Metabolite Identification

Common Name

Methyl-tert-butyl ether

Description

Methyl-tert-butyl ether, also known as tert-butyl methyl ether, methyl t-butyl ether or MTBE, is classified as a member of the dialkyl ethers. Dialkyl ethers are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups. Methyl-tert-butyl ether is considered to be soluble (in water) and basic. It is used as a gasoline additive. Exposure may occur by breathing air contaminated with auto exhaust or gasoline fumes while refueling autos. Respiratory irritation, dizziness, and disorientation have been reported by some motorists and occupationally exposed workers. Acute (short-term) exposure of humans to methyl tert-butyl ether also has occurred during its use as a medical treatment to dissolve cholesterol gallstones. Chronic (long-term) inhalation exposure to methyl-tert-butyl ether has resulted in central nervous system (CNS) effects, respiratory irritation, liver and kidney effects, and decreased body weight gain in animals. United States Environmental Protection Agency has not classified methyl-tert-butyl ether with respect to potential carcinogenicity. (ChemoSummarizer)

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Methoxy-2-methylpropane	ChEBI
2-Methyl-2-methoxypropane	ChEBI
Methyl 1,1-dimethylethyl ether	ChEBI
Methyl t-butyl ether	ChEBI
Methyl tertiary-butyl ether	ChEBI
MTBE	ChEBI
t-Butyl methyl ether	ChEBI
Tert-butyl methyl ether	ChEBI
Tert-C4H9OCH3	ChEBI
Methyl tert-butyl ether	MeSH

Chemical Formula

C₅H₁₂O

Average Molecular Weight

88.1482

Monoisotopic Molecular Weight

88.088815006

IUPAC Name

2-methoxy-2-methylpropane

Traditional Name

methyl tertiary-butyl ether

CAS Registry Number

Not Available

SMILES

COC(C)(C)C

InChI Identifier

InChI=1S/C5H12O/c1-5(2,3)6-4/h1-4H3

InChI Key

BZLVMXJERCGZMT-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

ether (CHEBI:27642 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061749)

Cellular substructure

Macromolecular complex

Cytoskeleton (HMDB: HMDB0061749)

Organelle

Mitochondrion (HMDB: HMDB0061749)

Source

Exogenous

Exogenous (HMDB: HMDB0061749)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Metabolic Pathways (HMDB: HMDB0061749)
Fatty Acid Metabolism (HMDB: HMDB0061749)
Toluene Degradation (HMDB: HMDB0061749)
Pentose Phosphate Pathway (HMDB: HMDB0061749)
Fatty Acid Degradation (HMDB: HMDB0061749)
Carotenoid BIosynthesis (HMDB: HMDB0061749)

Protein pathway

Hiv Protease Inhibitors (HMDB: HMDB0061749)
Cyclooxygenase Inhibitors (HMDB: HMDB0061749)

Disease pathway

Antidiabetics (HMDB: HMDB0061749)

Biochemical process

Cell cycle (HMDB: HMDB0061749)

Eicosanoids (HMDB: HMDB0061749)

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Fuel additive (HMDB: HMDB0061749)

Non-polar solvent (HMDB: HMDB0061749)

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	1.53	ALOGPS
logP	1.18	ChemAxon
logS	-0.77	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	26.82 m³·mol⁻¹	ChemAxon
Polarizability	10.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	117.779	31661259
DarkChem	[M-H]-	112.891	31661259
DeepCCS	[M+H]+	125.858	30932474
DeepCCS	[M-H]-	123.471	30932474
DeepCCS	[M-2H]-	159.495	30932474
DeepCCS	[M+Na]+	134.261	30932474
AllCCS	[M+H]+	122.1	32859911
AllCCS	[M+H-H2O]+	117.8	32859911
AllCCS	[M+NH4]+	126.1	32859911
AllCCS	[M+Na]+	127.3	32859911
AllCCS	[M-H]-	128.7	32859911
AllCCS	[M+Na-2H]-	133.6	32859911
AllCCS	[M+HCOO]-	138.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl-tert-butyl ether	COC(C)(C)C	649.3	Standard polar	33892256
Methyl-tert-butyl ether	COC(C)(C)C	536.0	Standard non polar	33892256
Methyl-tert-butyl ether	COC(C)(C)C	540.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Methyl-tert-butyl ether EI-B (Non-derivatized)	splash10-00dl-9000000000-c99c6047991f4119a54d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methyl-tert-butyl ether EI-B (Non-derivatized)	splash10-00dl-9000000000-c99c6047991f4119a54d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl-tert-butyl ether GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abc-9000000000-651517b2de94bd0492da	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl-tert-butyl ether GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-9000000000-bd5ad180def6e051bcf2	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Positive-QTOF	splash10-000i-9000000000-8fd7f0a618493b65d168	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Positive-QTOF	splash10-000i-9000000000-43f195b561c86d33dda4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Positive-QTOF	splash10-05gr-9000000000-a71afeb5d5bd34d1b337	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Negative-QTOF	splash10-000i-9000000000-285f600b56e7677f7651	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Negative-QTOF	splash10-000i-9000000000-1ce88cdce3b655f8c3c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Negative-QTOF	splash10-059i-9000000000-52ee459c2aa884864a6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Negative-QTOF	splash10-000i-9000000000-dd8f1f11d4928285c04e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Negative-QTOF	splash10-000i-9000000000-18304ea17c8f3d727d16	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Negative-QTOF	splash10-05fr-9000000000-069ba006ce9ea142fcb7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Positive-QTOF	splash10-0a4i-9000000000-2aeeb231544bed908c5f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Positive-QTOF	splash10-0a4i-9000000000-bd5fe9ec2fbb27231a3a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Positive-QTOF	splash10-0a4i-9000000000-1ded2c00d90b18581a8f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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 and Quantified	0.0000710 (0.0000346-0.000146) uM	Adult (>18 years old)	Not Specified	Normal	National Health a...	details
Blood	Detected and Quantified	0.0000664 (0.0000319-0.000149) uM	Children (1-13 years old)	Not Specified	Normal	National Health a...	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

Not Available

KEGG Compound ID

C11344

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

MTBE

METLIN ID

Not Available

PubChem Compound

15413

PDB ID

Not Available

ChEBI ID

27642

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

Vojdani A, Namatalla G, Brautbar N: Methyl tertiary-butyl ether antibodies among gasoline service station attendants. Ann N Y Acad Sci. 1997 Dec 26;837:96-104. [PubMed:9472332 ]

Showing metabocard for Methyl-tert-butyl ether (HMDB0061749)

MOL for HMDB0061749 (Methyl-tert-butyl ether)

3D MOL for HMDB0061749 (Methyl-tert-butyl ether)

3D SDF for HMDB0061749 (Methyl-tert-butyl ether)

3D-SDF for HMDB0061749 (Methyl-tert-butyl ether)

PDB for HMDB0061749 (Methyl-tert-butyl ether)

3D PDB for HMDB0061749 (Methyl-tert-butyl ether)

SMILES for HMDB0061749 (Methyl-tert-butyl ether)

INCHI for HMDB0061749 (Methyl-tert-butyl ether)

Structure for HMDB0061749 (Methyl-tert-butyl ether)

3D Structure for HMDB0061749 (Methyl-tert-butyl ether)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra