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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:16:35 UTC

Update Date

2023-02-21 17:24:14 UTC

HMDB ID

HMDB0034431

Secondary Accession Numbers

HMDB34431

Metabolite Identification

Common Name

2,2-Dimethyloxirane

Description

2,2-Dimethyloxirane, also known as 2-MEP, 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). 2,2-Dimethyloxirane has been detected, but not quantified in, herbs and spices. This could make 2,2-dimethyloxirane a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,2-Dimethyloxirane.

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-MEP	MeSH
2-Methyl-1,2-epoxypropane	MeSH
1, 1-Dimethylethylene oxide	HMDB
1, 2-Isobutylene oxide	HMDB
1,1-Dimethylethylene oxide	HMDB
1,1-Dimethyloxirane	HMDB
1,2-Epoxy-2-methyl-propane	HMDB
1,2-Epoxy-2-methylpropane	HMDB
1,2-Epoxy-2-methylpropane, 8ci	HMDB
1,2-Epoxy-isobutane	HMDB
1,2-Epoxyisobutane	HMDB
1,2-Isobutylene oxide	HMDB
2,2-Dimethyl-oxirane	HMDB
2-Methyl-1, 2-epoxypropane	HMDB
2-Methyl-1-propene oxide	HMDB
Isobutene oxide	HMDB
Isobutylene epoxide	HMDB
Isobutylene oxide	HMDB
Isobutyleneoxide	HMDB

Chemical Formula

C₄H₈O

Average Molecular Weight

72.1057

Monoisotopic Molecular Weight

72.057514878

IUPAC Name

2,2-dimethyloxirane

Traditional Name

2,2-dimethyloxirane

CAS Registry Number

558-30-5

SMILES

CC1(C)CO1

InChI Identifier

InChI=1S/C4H8O/c1-4(2)3-5-4/h3H2,1-2H3

InChI Key

GELKGHVAFRCJNA-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

Cellular substructure

Extracellular (HMDB: HMDB0034431)
Cytoplasm (HMDB: HMDB0034431)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034431)

Source

Exogenous

Exogenous (HMDB: HMDB0034431)

Food

Food (HMDB: HMDB0034431)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034431)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034431)

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	58 mg/mL at 20 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	65.5 g/L	ALOGPS
logP	0.56	ALOGPS
logP	0.65	ChemAxon
logS	-0.04	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	20.1 m³·mol⁻¹	ChemAxon
Polarizability	8.21 Å³	ChemAxon
Number of Rings	1	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]+	113.278	31661259
DarkChem	[M-H]-	106.815	31661259
DeepCCS	[M+H]+	123.403	30932474
DeepCCS	[M-H]-	121.508	30932474
DeepCCS	[M-2H]-	156.939	30932474
DeepCCS	[M+Na]+	131.323	30932474
AllCCS	[M+H]+	113.9	32859911
AllCCS	[M+H-H2O]+	108.8	32859911
AllCCS	[M+NH4]+	118.6	32859911
AllCCS	[M+Na]+	120.0	32859911
AllCCS	[M-H]-	120.7	32859911
AllCCS	[M+Na-2H]-	125.4	32859911
AllCCS	[M+HCOO]-	130.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,2-Dimethyloxirane	CC1(C)CO1	994.8	Standard polar	33892256
2,2-Dimethyloxirane	CC1(C)CO1	504.3	Standard non polar	33892256
2,2-Dimethyloxirane	CC1(C)CO1	499.1	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 - 2,2-Dimethyloxirane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0596-9000000000-bfb36689ae20f2a75db4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2-Dimethyloxirane 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 - 2,2-Dimethyloxirane 10V, Positive-QTOF	splash10-00di-9000000000-2b182e7a2306617b151f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 20V, Positive-QTOF	splash10-00di-9000000000-c4b6efed102dbe1655b4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 40V, Positive-QTOF	splash10-0ab9-9000000000-1146f75085b07b0a1d72	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 10V, Negative-QTOF	splash10-00di-9000000000-a3675f139be37728ce1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 20V, Negative-QTOF	splash10-00di-9000000000-dd29cf81379c9ad17239	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 40V, Negative-QTOF	splash10-0a4i-9000000000-729dd241cbdf30c05a58	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 10V, Negative-QTOF	splash10-00di-9000000000-77e5dcf17bd83eca2c67	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 20V, Negative-QTOF	splash10-00di-9000000000-1f69493528f483cc64b1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 40V, Negative-QTOF	splash10-00di-9000000000-7a8a8be4376d4a401039	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 10V, Positive-QTOF	splash10-0a4i-9000000000-97a0c3aa82bcf91116ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 20V, Positive-QTOF	splash10-0a4i-9000000000-d3769dcb0413238eeb69	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2-Dimethyloxirane 40V, Positive-QTOF	splash10-0a4r-9000000000-eb72788d614ad81b8032	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB012831

KNApSAcK ID

Not Available

Chemspider ID

10735

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11208

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1338391

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 2,2-Dimethyloxirane (HMDB0034431)

MOL for HMDB0034431 (2,2-Dimethyloxirane)

3D MOL for HMDB0034431 (2,2-Dimethyloxirane)

3D SDF for HMDB0034431 (2,2-Dimethyloxirane)

3D-SDF for HMDB0034431 (2,2-Dimethyloxirane)

PDB for HMDB0034431 (2,2-Dimethyloxirane)

3D PDB for HMDB0034431 (2,2-Dimethyloxirane)

SMILES for HMDB0034431 (2,2-Dimethyloxirane)

INCHI for HMDB0034431 (2,2-Dimethyloxirane)

Structure for HMDB0034431 (2,2-Dimethyloxirane)

3D Structure for HMDB0034431 (2,2-Dimethyloxirane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra