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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:27:27 UTC

Update Date

2023-02-21 17:26:22 UTC

HMDB ID

HMDB0038175

Secondary Accession Numbers

HMDB38175

Metabolite Identification

Common Name

2-Acetyloxazole

Description

2-Acetyloxazole belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetyloxazole has been detected, but not quantified in, a few different foods, such as cocoa and cocoa products, cocoa beans (Theobroma cacao), and nuts. This could make 2-acetyloxazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Acetyloxazole.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(2-Oxazolyl)ethanone, 9ci	HMDB

Chemical Formula

C₅H₅NO₂

Average Molecular Weight

111.0987

Monoisotopic Molecular Weight

111.032028409

IUPAC Name

1-(1,3-oxazol-2-yl)ethan-1-one

Traditional Name

1-(1,3-oxazol-2-yl)ethanone

CAS Registry Number

77311-07-0

SMILES

CC(=O)C1=NC=CO1

InChI Identifier

InChI=1S/C5H5NO2/c1-4(7)5-6-2-3-8-5/h2-3H,1H3

InChI Key

QCDUAXSWPGEYBB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Heteroaromatic compound
Oxazole
Azole
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038175)
Cytoplasm (HMDB: HMDB0038175)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038175)

Source

Exogenous

Food

Food (HMDB: HMDB0038175)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Nut

Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0038175)
Theobroma cacao (HMDB: HMDB0038175)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038175)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	177.00 to 178.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	215700 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.213 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	35.5 g/L	ALOGPS
logP	0.09	ALOGPS
logP	-0.15	ChemAxon
logS	-0.5	ALOGPS
pKa (Strongest Acidic)	13.11	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.1 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	26.65 m³·mol⁻¹	ChemAxon
Polarizability	10.36 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	121.487	31661259
DarkChem	[M-H]-	116.051	31661259
DeepCCS	[M+H]+	125.918	30932474
DeepCCS	[M-H]-	123.857	30932474
DeepCCS	[M-2H]-	159.402	30932474
DeepCCS	[M+Na]+	134.001	30932474
AllCCS	[M+H]+	123.4	32859911
AllCCS	[M+H-H2O]+	118.6	32859911
AllCCS	[M+NH4]+	128.0	32859911
AllCCS	[M+Na]+	129.3	32859911
AllCCS	[M-H]-	119.0	32859911
AllCCS	[M+Na-2H]-	121.6	32859911
AllCCS	[M+HCOO]-	124.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Acetyloxazole	CC(=O)C1=NC=CO1	1629.2	Standard polar	33892256
2-Acetyloxazole	CC(=O)C1=NC=CO1	849.9	Standard non polar	33892256
2-Acetyloxazole	CC(=O)C1=NC=CO1	907.6	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 - 2-Acetyloxazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-9b095d42e098b1d238f2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyloxazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyloxazole 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-Acetyloxazole 10V, Positive-QTOF	splash10-03di-0900000000-984b4af632ceaeeae47d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 20V, Positive-QTOF	splash10-03dl-5900000000-840159bac8f4f5347c77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 40V, Positive-QTOF	splash10-0006-9000000000-40f7b6066d16d2b28890	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 10V, Negative-QTOF	splash10-03di-0900000000-c5ff80b55a3c6ede5a24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 20V, Negative-QTOF	splash10-03xr-5900000000-6d58217110c29cd9cec0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 40V, Negative-QTOF	splash10-014i-9000000000-69813b5f4a42bdd4706e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 10V, Positive-QTOF	splash10-01ox-9500000000-64170529835767eced5a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 20V, Positive-QTOF	splash10-0006-9000000000-bfd7c78ad71524e45914	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 40V, Positive-QTOF	splash10-0006-9000000000-f44e56dba54e1c50645f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 10V, Negative-QTOF	splash10-014i-9000000000-a8b06e9f9daf7f10a323	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 20V, Negative-QTOF	splash10-014l-9000000000-b7f8be220b14f7469129	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyloxazole 40V, Negative-QTOF	splash10-0006-9000000000-6684281aaaa4f4ea6e40	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

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

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

FDB017414

KNApSAcK ID

Not Available

Chemspider ID

14356986

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19782729

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1117721

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-Acetyloxazole (HMDB0038175)

MOL for HMDB0038175 (2-Acetyloxazole)

3D MOL for HMDB0038175 (2-Acetyloxazole)

3D SDF for HMDB0038175 (2-Acetyloxazole)

3D-SDF for HMDB0038175 (2-Acetyloxazole)

PDB for HMDB0038175 (2-Acetyloxazole)

3D PDB for HMDB0038175 (2-Acetyloxazole)

SMILES for HMDB0038175 (2-Acetyloxazole)

INCHI for HMDB0038175 (2-Acetyloxazole)

Structure for HMDB0038175 (2-Acetyloxazole)

3D Structure for HMDB0038175 (2-Acetyloxazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra