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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:08:07 UTC

Update Date

2023-02-21 17:26:13 UTC

HMDB ID

HMDB0037881

Secondary Accession Numbers

HMDB37881

Metabolite Identification

Common Name

4-Ethyl-5-methyl-2-propyloxazole

Description

4-Ethyl-5-methyl-2-propyloxazole 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. Based on a literature review very few articles have been published on 4-Ethyl-5-methyl-2-propyloxazole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Ethyl-5-methyl-2-propyl-1,3-oxazole	HMDB
Oxazole, 4-ethyl-5-methyl-2-propyl	HMDB

Chemical Formula

C₉H₁₅NO

Average Molecular Weight

153.2215

Monoisotopic Molecular Weight

153.115364107

IUPAC Name

4-ethyl-5-methyl-2-propyl-1,3-oxazole

Traditional Name

4-ethyl-5-methyl-2-propyl-1,3-oxazole

CAS Registry Number

84027-94-1

SMILES

CCCC1=NC(CC)=C(C)O1

InChI Identifier

InChI=1S/C9H15NO/c1-4-6-9-10-8(5-2)7(3)11-9/h4-6H2,1-3H3

InChI Key

NUKWARDPXKRLRG-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: HMDB0037881)
Cell membrane (HMDB: HMDB0037881)

Source

Exogenous

Exogenous (HMDB: HMDB0037881)

Food

Food (HMDB: HMDB0037881)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037881)

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	105.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.33 g/L	ALOGPS
logP	3.23	ALOGPS
logP	2.21	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	1.74	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	3	ChemAxon
Refractivity	44.8 m³·mol⁻¹	ChemAxon
Polarizability	18.73 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]+	133.904	31661259
DarkChem	[M-H]-	132.734	31661259
DeepCCS	[M+H]+	142.325	30932474
DeepCCS	[M-H]-	138.982	30932474
DeepCCS	[M-2H]-	176.136	30932474
DeepCCS	[M+Na]+	151.393	30932474
AllCCS	[M+H]+	135.0	32859911
AllCCS	[M+H-H2O]+	130.6	32859911
AllCCS	[M+NH4]+	139.0	32859911
AllCCS	[M+Na]+	140.2	32859911
AllCCS	[M-H]-	138.0	32859911
AllCCS	[M+Na-2H]-	139.6	32859911
AllCCS	[M+HCOO]-	141.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.33 minutes	32390414
Predicted by Siyang on May 30, 2022	15.8405 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.62 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1500.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	584.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	214.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	359.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	139.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	557.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	681.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1258.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	479.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1493.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	413.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	450.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	550.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	16.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Ethyl-5-methyl-2-propyloxazole	CCCC1=NC(CC)=C(C)O1	1339.7	Standard polar	33892256
4-Ethyl-5-methyl-2-propyloxazole	CCCC1=NC(CC)=C(C)O1	1073.4	Standard non polar	33892256
4-Ethyl-5-methyl-2-propyloxazole	CCCC1=NC(CC)=C(C)O1	1071.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole EI-B (Non-derivatized)	splash10-0g6u-8900000000-ce26c908da9dc76ed943	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole EI-B (Non-derivatized)	splash10-0g6u-8900000000-ce26c908da9dc76ed943	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bi-6900000000-2b412eafd0b6e5100028	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 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 - 4-Ethyl-5-methyl-2-propyloxazole 10V, Positive-QTOF	splash10-0udi-0900000000-081a552080c78f70c058	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 20V, Positive-QTOF	splash10-0udi-6900000000-237f4559be20e16e98fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 40V, Positive-QTOF	splash10-014l-9000000000-a606e8eac286c44e8740	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 10V, Negative-QTOF	splash10-0udi-3900000000-e7a0d86018750e542dd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 20V, Negative-QTOF	splash10-0udi-2900000000-069cef0d8ee25b2cfc77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 40V, Negative-QTOF	splash10-0udi-9200000000-1a028848dd460294efd1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 10V, Negative-QTOF	splash10-0udi-0900000000-5b91114f7b3c03540b81	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 20V, Negative-QTOF	splash10-0udi-9800000000-feb1a910413de8aad779	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 40V, Negative-QTOF	splash10-0uxu-9100000000-a2da0fec919521021c32	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 10V, Positive-QTOF	splash10-0udi-2900000000-81d6aede9cb06f11d8d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 20V, Positive-QTOF	splash10-0w4i-4900000000-f97f1b2a3ca7fd8b3855	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-propyloxazole 40V, Positive-QTOF	splash10-0006-9000000000-0ecd606fd8fb6ca48e10	2021-09-22	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

FDB017034

KNApSAcK ID

Not Available

Chemspider ID

504472

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

580375

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1863981

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-Ethyl-5-methyl-2-propyloxazole (HMDB0037881)

MOL for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

3D MOL for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

3D SDF for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

3D-SDF for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

PDB for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

3D PDB for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

SMILES for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

INCHI for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

Structure for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

3D Structure for HMDB0037881 (4-Ethyl-5-methyl-2-propyloxazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra