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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:07:37 UTC

Update Date

2023-02-21 17:26:10 UTC

HMDB ID

HMDB0037871

Secondary Accession Numbers

HMDB37871

Metabolite Identification

Common Name

4,5-Dimethyl-2-(1-methylethyl)oxazole

Description

4,5-Dimethyl-2-(1-methylethyl)oxazole belongs to the class of organic compounds known as 2,4,5-trisubstituted oxazoles. 2,4,5-trisubstituted oxazoles are compounds containing an oxazole ring substituted at positions 2, 4 and 5 only. Oxazole is a five-membered aromatic heterocycle with one oxygen, one nitrogen, and three carbon atoms. Isomers include 1,2-oxazole and 1,3-oxazole. 4,5-Dimethyl-2-(1-methylethyl)oxazole has been detected, but not quantified in, several different foods, such as coffee and coffee products, potatos (Solanum tuberosum), nuts, arabica coffees (Coffea arabica), and cocoa and cocoa products. This could make 4,5-dimethyl-2-(1-methylethyl)oxazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4,5-Dimethyl-2-(1-methylethyl)oxazole.

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-iso-Propyl-4,5-dimethyloxazole	HMDB
2-Isopropyl-4,5-dimethyl-1,3-oxazole	HMDB
2-Isopropyl-4,5-dimethyloxazole	HMDB
4,5-Dimethyl-2-(1-methylethyl)-oxazole	HMDB
4,5-Dimethyl-2-(1-methylethyl)oxazole, 9ci	HMDB
4,5-Dimethyl-2-isopropyloxazole	HMDB

Chemical Formula

C₈H₁₃NO

Average Molecular Weight

139.1949

Monoisotopic Molecular Weight

139.099714043

IUPAC Name

4,5-dimethyl-2-(propan-2-yl)-1,3-oxazole

Traditional Name

2-isopropyl-4,5-dimethyl-1,3-oxazole

CAS Registry Number

19519-45-0

SMILES

CC(C)C1=NC(C)=C(C)O1

InChI Identifier

InChI=1S/C8H13NO/c1-5(2)8-9-6(3)7(4)10-8/h5H,1-4H3

InChI Key

OHMVVHYBMWXHSY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,4,5-trisubstituted oxazoles. 2,4,5-Trisubstituted oxazoles are compounds containing an oxazole ring substituted at positions 2, 4 and 5 only. Oxazole is a five-membered aromatic heterocycle with one oxygen, one nitrogen, and three carbon atoms. Isomers include 1,2-oxazole and 1,3-oxazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

2,4,5-trisubstituted oxazoles

Alternative Parents

Substituents

2,4,5-trisubstituted 1,3-oxazole
Heteroaromatic compound
Oxacycle
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037871)
Cell membrane (HMDB: HMDB0037871)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037871)

Source

Exogenous

Food

Food (HMDB: HMDB0037871)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Nut

Nuts (FooDB: FOOD00869)

Not Available

Nutrient (HMDB: HMDB0037871)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	174.00 to 176.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	367.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.069 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.57 g/L	ALOGPS
logP	2.71	ALOGPS
logP	1.61	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	1.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.03 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40.15 m³·mol⁻¹	ChemAxon
Polarizability	16.59 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]+	129.6	31661259
DarkChem	[M-H]-	128.088	31661259
DeepCCS	[M+H]+	141.268	30932474
DeepCCS	[M-H]-	138.71	30932474
DeepCCS	[M-2H]-	175.027	30932474
DeepCCS	[M+Na]+	150.274	30932474
AllCCS	[M+H]+	129.2	32859911
AllCCS	[M+H-H2O]+	124.8	32859911
AllCCS	[M+NH4]+	133.3	32859911
AllCCS	[M+Na]+	134.5	32859911
AllCCS	[M-H]-	129.7	32859911
AllCCS	[M+Na-2H]-	131.6	32859911
AllCCS	[M+HCOO]-	133.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,5-Dimethyl-2-(1-methylethyl)oxazole	CC(C)C1=NC(C)=C(C)O1	1248.0	Standard polar	33892256
4,5-Dimethyl-2-(1-methylethyl)oxazole	CC(C)C1=NC(C)=C(C)O1	943.1	Standard non polar	33892256
4,5-Dimethyl-2-(1-methylethyl)oxazole	CC(C)C1=NC(C)=C(C)O1	957.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole EI-B (Non-derivatized)	splash10-0596-9400000000-252a0d1583f7b5c9579f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole EI-B (Non-derivatized)	splash10-0596-9400000000-252a0d1583f7b5c9579f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-00y4-9300000000-a11779b25ba95094572d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00dl-9500000000-37d16ab931b1e674ff26	2015-03-01	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 - 4,5-Dimethyl-2-(1-methylethyl)oxazole 10V, Positive-QTOF	splash10-0006-0900000000-593988a40b7c295e2621	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 20V, Positive-QTOF	splash10-0006-9700000000-ed98a24b505de8494483	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 40V, Positive-QTOF	splash10-0udi-9000000000-3cd7b5ddd1ae5f905551	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 10V, Negative-QTOF	splash10-000i-1900000000-331b622514173c6ce877	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 20V, Negative-QTOF	splash10-000i-6900000000-4655b947f157e334ca87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 40V, Negative-QTOF	splash10-0006-9100000000-e1d802938307bc121330	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 10V, Positive-QTOF	splash10-0006-9300000000-1db3cb24fac7f042cbde	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 20V, Positive-QTOF	splash10-0006-9000000000-d1dccf3098dbaa32df77	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 40V, Positive-QTOF	splash10-0006-9000000000-e30b7d19a8fc309e710c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 10V, Negative-QTOF	splash10-000i-0900000000-89a4a4f6dfa3953a0e71	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 20V, Negative-QTOF	splash10-0f7c-9300000000-4adf0e136d5ab21879a8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dimethyl-2-(1-methylethyl)oxazole 40V, Negative-QTOF	splash10-014l-9000000000-86b4b715d5a0f59bb377	2021-09-25	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

Membrane

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

FDB017024

KNApSAcK ID

Not Available

Chemspider ID

27551

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

29644

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1586981

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 4,5-Dimethyl-2-(1-methylethyl)oxazole (HMDB0037871)

MOL for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

3D MOL for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

3D SDF for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

3D-SDF for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

PDB for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

3D PDB for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

SMILES for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

INCHI for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

Structure for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

3D Structure for HMDB0037871 (4,5-Dimethyl-2-(1-methylethyl)oxazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra