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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-31 14:55:39 UTC

Update Date

2021-09-26 22:48:58 UTC

HMDB ID

HMDB0242467

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl

Description

(2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl, also known as 2-ETOO or OXANO, belongs to the class of organic compounds known as oxazolidines. Oxazolidines are compounds containing an oxazolidine moiety, which consists of a saturated aliphatic five-member ring with one oxygen atom, one nitrogen, three carbon atoms, and two double bonds. Based on a literature review very few articles have been published on (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2-ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

COMPND    HMDB0242467
HETATM    1  C1  UNL     1       2.785  -0.895   0.678  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.740   0.010   1.238  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.737   0.459   0.194  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.469   1.202  -0.897  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.197   1.335   0.738  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.304   1.245  -0.077  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.422  -0.254  -0.286  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.121  -0.502  -1.589  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.163  -0.794   0.906  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.031  -0.658  -0.304  1.00  0.00           N  
HETATM   11  O2  UNL     1       0.089  -1.702   0.575  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.623  -0.933   1.434  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.256  -0.509  -0.249  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.416  -1.920   0.528  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.181   0.915   1.696  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.226  -0.534   2.062  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.780   1.910  -1.412  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.929   0.522  -1.628  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.235   1.845  -0.383  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.232   1.808  -1.006  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.208   1.612   0.464  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.392  -1.552  -1.754  1.00  0.00           H  
HETATM   23  H12 UNL     1      -2.989   0.182  -1.659  1.00  0.00           H  
HETATM   24  H13 UNL     1      -1.425  -0.209  -2.401  1.00  0.00           H  
HETATM   25  H14 UNL     1      -3.177  -0.345   0.895  1.00  0.00           H  
HETATM   26  H15 UNL     1      -2.148  -1.880   0.996  1.00  0.00           H  
HETATM   27  H16 UNL     1      -1.659  -0.357   1.816  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4    5   10
CONECT    4   17   18   19
CONECT    5    6
CONECT    6    7   20   21
CONECT    7    8    9   10
CONECT    8   22   23   24
CONECT    9   25   26   27
CONECT   10   11
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-ETOO	HMDB
2-Ethyl-2,5,5-trimethyl-3-oxazolidinoxyl	HMDB
OXANO	HMDB

Chemical Formula

C₈H₁₆NO₂

Average Molecular Weight

158.221

Monoisotopic Molecular Weight

158.118103759

IUPAC Name

(2-ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl

Traditional Name

2-ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yloxidanyl

CAS Registry Number

Not Available

SMILES

CCC1(C)OCC(C)(C)N1[O]

InChI Identifier

InChI=1S/C8H16NO2/c1-5-8(4)9(10)7(2,3)6-11-8/h5-6H2,1-4H3

InChI Key

QMRWLYIBEMOECY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxazolidines. Oxazolidines are compounds containing an oxazolidine moiety, which consists of a saturated aliphatic five-member ring with one oxygen atom, one nitrogen, three carbon atoms, and two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Oxazolidines

Direct Parent

Oxazolidines

Alternative Parents

Substituents

Oxazolidine
Oxacycle
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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	0.97	ALOGPS
logP	1.21	ChemAxon
logS	-0.01	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	42.61 m³·mol⁻¹	ChemAxon
Polarizability	17.49 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
DeepCCS	[M+H]+	142.725	30932474
DeepCCS	[M-H]-	139.411	30932474
DeepCCS	[M-2H]-	176.624	30932474
DeepCCS	[M+Na]+	151.806	30932474

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.	2.76 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7568 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.64 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1655.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	338.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	137.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	451.6 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	532.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	65.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	867.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	337.9 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	1277.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	272.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	302.0 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	30.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl	CCC1(C)OCC(C)(C)N1[O]	1435.3	Standard polar	33892256
(2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl	CCC1(C)OCC(C)(C)N1[O]	991.7	Standard non polar	33892256
(2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl	CCC1(C)OCC(C)(C)N1[O]	983.6	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-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-05iu-9100000000-fdf7ad8aa723bc24f90c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl 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-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl 10V, Positive-QTOF	splash10-0a4i-1900000000-278712815e79f0ed72e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl 20V, Positive-QTOF	splash10-0a4i-9500000000-056ccd70af7d5aaadef8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl 40V, Positive-QTOF	splash10-0a4i-9100000000-d8f347a42cc17992ca00	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl 10V, Negative-QTOF	splash10-0a4i-0900000000-a111a8f715d162b812fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl 20V, Negative-QTOF	splash10-0a4l-1900000000-f24be17453b2d670ca13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl 40V, Negative-QTOF	splash10-00b9-4900000000-9a7e5346da1ea62a1f8f	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart 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 but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

143147

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163077

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl (HMDB0242467)

MOL for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

3D MOL for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

3D SDF for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

3D-SDF for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

PDB for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

3D PDB for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

SMILES for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

INCHI for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

Structure for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

3D Structure for HMDB0242467 ((2-Ethyl-2,4,4-trimethyl-1,3-oxazolidin-3-yl)oxidanyl)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra