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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-03-07 21:31:58 UTC

Update Date

2022-03-07 03:17:36 UTC

HMDB ID

HMDB0059832

Secondary Accession Numbers

HMDB59832

Metabolite Identification

Common Name

4-Ethyl-o-xylene

Description

4-Ethyl-o-xylene belongs to the class of organic compounds known as o-xylenes. These are aromatic compounds that contain a o-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 2-positions. These are compounds containing a benzene ring which bears a methane group. 4-Ethyl-o-xylene is possibly neutral. Outside of the human body, 4-Ethyl-o-xylene has been detected, but not quantified in, cauliflowers and corns. This could make 4-ethyl-O-xylene a potential biomarker for the consumption of these foods.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methyl-p-ethyltoluene	HMDB
4-Ethyl-1,2-dimethylbenzene	HMDB

Chemical Formula

C₁₀H₁₄

Average Molecular Weight

134.2182

Monoisotopic Molecular Weight

134.109550448

IUPAC Name

4-ethyl-1,2-dimethylbenzene

Traditional Name

4-ethyl-1,2-dimethylbenzene

CAS Registry Number

Not Available

SMILES

CCC1=CC(C)=C(C)C=C1

InChI Identifier

InChI=1S/C10H14/c1-4-10-6-5-8(2)9(3)7-10/h5-7H,4H2,1-3H3

InChI Key

SBUYFICWQNHBCM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-xylenes. These are aromatic compounds that contain a o-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 2-positions.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Xylenes

Direct Parent

o-Xylenes

Alternative Parents

Substituents

O-xylene
Aromatic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059832)
Cell membrane (HMDB: HMDB0059832)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0059832)

Source

Exogenous

Exogenous (HMDB: HMDB0059832)

Food

Vegetable

Cabbage

Cauliflower (FooDB: FOOD00031)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Process

Naturally occurring process

Biological process

Biochemical pathway

Asthma (HMDB: HMDB0059832)

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
Water Solubility	0.02 g/L	ALOGPS
logP	4.33	ALOGPS
logP	3.96	ChemAxon
logS	-3.8	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	45.78 m³·mol⁻¹	ChemAxon
Polarizability	17.08 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]+	129.389	31661259
DarkChem	[M-H]-	128.848	31661259
DeepCCS	[M+H]+	137.425	30932474
DeepCCS	[M-H]-	133.597	30932474
DeepCCS	[M-2H]-	170.975	30932474
DeepCCS	[M+Na]+	146.514	30932474
AllCCS	[M+H]+	124.1	32859911
AllCCS	[M+H-H2O]+	119.3	32859911
AllCCS	[M+NH4]+	128.6	32859911
AllCCS	[M+Na]+	129.8	32859911
AllCCS	[M-H]-	128.6	32859911
AllCCS	[M+Na-2H]-	130.3	32859911
AllCCS	[M+HCOO]-	132.2	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.	6.97 minutes	32390414
Predicted by Siyang on May 30, 2022	18.46 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2119.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	694.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	269.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	474.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	779.5 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	781.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	166.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1579.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	651.2 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	1690.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	549.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	458.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	542.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	441.1 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	20.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Ethyl-o-xylene	CCC1=CC(C)=C(C)C=C1	1375.5	Standard polar	33892256
4-Ethyl-o-xylene	CCC1=CC(C)=C(C)C=C1	1064.1	Standard non polar	33892256
4-Ethyl-o-xylene	CCC1=CC(C)=C(C)C=C1	1098.9	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-o-xylene CI-B (Non-derivatized)	splash10-000i-0900000000-46ce365cca68bdd3a601	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Ethyl-o-xylene CI-B (Non-derivatized)	splash10-000i-0900000000-46ce365cca68bdd3a601	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-o-xylene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-3900000000-03c08f854c9e1fb18bd1	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-o-xylene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-o-xylene 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-o-xylene 10V, Positive-QTOF	splash10-000i-0900000000-27c19ad1facaec10135b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 20V, Positive-QTOF	splash10-000i-1900000000-8304b475ace8d2937a2c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 40V, Positive-QTOF	splash10-0uxu-9400000000-16a17840aaf78718ce8a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 10V, Negative-QTOF	splash10-001i-0900000000-e3eaa2a9746266b28ae5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 20V, Negative-QTOF	splash10-001i-0900000000-08a9276b22cfcc52ae31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 40V, Negative-QTOF	splash10-0159-3900000000-b9224306651876c6442e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 10V, Positive-QTOF	splash10-052r-1900000000-d5e025b0ae352617e378	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 20V, Positive-QTOF	splash10-0a7l-9700000000-c42a5ddb3ba73b62cc9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 40V, Positive-QTOF	splash10-00ou-9100000000-562e670a101ca69dbd46	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 10V, Negative-QTOF	splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 20V, Negative-QTOF	splash10-001i-0900000000-306a837d17e424baddf0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-o-xylene 40V, Negative-QTOF	splash10-014i-1900000000-3179ca65d9233db14366	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Breath
Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Breath	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	21749985	details

Associated Disorders and Diseases

Disease References

Asthma
Ibrahim B, Basanta M, Cadden P, Singh D, Douce D, Woodcock A, Fowler SJ: Non-invasive phenotyping using exhaled volatile organic compounds in asthma. Thorax. 2011 Sep;66(9):804-9. doi: 10.1136/thx.2010.156695. Epub 2011 Jul 11. [PubMed:21749985 ]

Associated OMIM IDs

600807 (Asthma)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007614

KNApSAcK ID

Not Available

Chemspider ID

13040

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13629

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

Not Available

Showing metabocard for 4-Ethyl-o-xylene (HMDB0059832)

MOL for HMDB0059832 (4-Ethyl-o-xylene)

3D MOL for HMDB0059832 (4-Ethyl-o-xylene)

3D SDF for HMDB0059832 (4-Ethyl-o-xylene)

3D-SDF for HMDB0059832 (4-Ethyl-o-xylene)

PDB for HMDB0059832 (4-Ethyl-o-xylene)

3D PDB for HMDB0059832 (4-Ethyl-o-xylene)

SMILES for HMDB0059832 (4-Ethyl-o-xylene)

INCHI for HMDB0059832 (4-Ethyl-o-xylene)

Structure for HMDB0059832 (4-Ethyl-o-xylene)

3D Structure for HMDB0059832 (4-Ethyl-o-xylene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra