Cannabis Compound Database: Showing Compound Card for p-Xylene (CDB000657)

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Record Information

Version

1.0

Created at

2020-03-19 00:49:22 UTC

Updated at

2020-12-07 19:07:37 UTC

CannabisDB ID

CDB000657

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

p-Xylene

Description

p-Xylene, also known as para-xylene or p-methyltoluene, compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene which is substituted by a variable number of methyl groups in different positions. As such, p-xylene is a monocyclic benzene carrying two methyl groups at positions 1 and 4. p-Xylene occurs naturally in petroleum and coal tar. It is a constitutional isomer of m-xylene and o-xylene, the mixture being called xylene or xylenes. It is emitted by most combustion sources, including automobile exhaust and tobacco smoke. It has also been reported to a volatile component of cannabis plants (PMID: 26657499 ). p-Xylene is a colorless, slightly oily flammable liquid. p-Xylene has been detected, but not quantified in, several different foods, such as pepper (C. annuum), green bell peppers, parsley, yellow bell peppers, and red bell peppers. This could make p-xylene a potential biomarker for the consumption of these foods. p-Xylene is a potentially toxic compound. Inhaling p-xylene can cause dizziness, headache, drowsiness, and nausea. If p-xylene is ingested one's mouth should be rinsed, and vomiting should not be induced. p-Xylene can cause issues with the central nervous system and if swallowed could cause chemical pneumonitis when breathed into the lungs. It is a component in the production of terephthalic acid for polyesters such as polyethylene terephthalate (generally known as PET).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,4-Dimethylbenzene	ChEBI
1,4-Dimethylbenzol	ChEBI
4-Methyltoluene	ChEBI
4-Xylene	ChEBI
p-Dimethylbenzene	ChEBI
p-Methyltoluene	ChEBI
p-Xylol	ChEBI
PARA-xylene	ChEBI
1,4-Xylene	HMDB
Paraxylene	HMDB

Chemical Formula

C₈H₁₀

Average Molecular Weight

106.17

Monoisotopic Molecular Weight

106.0783

IUPAC Name

1,4-xylene

Traditional Name

para-xylene

CAS Registry Number

Not Available

SMILES

CC1=CC=C(C)C=C1

InChI Identifier

InChI=1S/C8H10/c1-7-3-5-8(2)6-4-7/h3-6H,1-2H3

InChI Key

URLKBWYHVLBVBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-xylenes. These are aromatic compounds that contain a p-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 4-positions.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Xylenes

Direct Parent

p-Xylenes

Alternative Parents

Substituents

P-xylene
Aromatic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

xylene (CHEBI:27417 )
an aromatic compound (CPD-1422 )

Ontology

Sludge

Route of exposure:

Parenteral:

Enteral:

Ingestion

Biological location:

Subcellular:

Biofluid and excreta:

Role

Indirect biological role:

Toxin

Environmental role:

Physical Properties

State

Solid

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.15	ALOGPS
logP	3	ChemAxon
logS	-2.7	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	36.14 m³·mol⁻¹	ChemAxon
Polarizability	13.12 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-052f-9500000000-313b5b919e2804de352e	2014-09-20	View Spectrum
GC-MS	p-Xylene, non-derivatized, GC-MS Spectrum	splash10-052f-9400000000-4b2097f841009fc7a1f9	Spectrum
GC-MS	p-Xylene, non-derivatized, GC-MS Spectrum	splash10-052f-9400000000-58e5d57804187b27c6c5	Spectrum
GC-MS	p-Xylene, non-derivatized, GC-MS Spectrum	splash10-0a4i-0900000000-3bf7450495bd2c1b9ae3	Spectrum
GC-MS	p-Xylene, non-derivatized, GC-MS Spectrum	splash10-052f-9400000000-4b2097f841009fc7a1f9	Spectrum
GC-MS	p-Xylene, non-derivatized, GC-MS Spectrum	splash10-052f-9400000000-58e5d57804187b27c6c5	Spectrum
GC-MS	p-Xylene, non-derivatized, GC-MS Spectrum	splash10-0a4i-0900000000-3bf7450495bd2c1b9ae3	Spectrum
Predicted GC-MS	p-Xylene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-4900000000-1ec9768719ddef2a0c60	Spectrum
Predicted GC-MS	p-Xylene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	p-Xylene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-4772806c99a8f48026de	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0900000000-8925e888b29ad16f979b	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pdi-9300000000-cad6676e80b49deb4ca3	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-987fa9bb840efccd55d2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-987fa9bb840efccd55d2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-4900000000-5f8059855d9428f65159	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-4900000000-4ad4cb819bede18f8cf0	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9100000000-cd6c0b30c7e9933348f5	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fvl-9000000000-a902105af7410297b68e	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-861947f0491f909a2588	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-861947f0491f909a2588	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-3900000000-e442490a7749a4a80a2a	2021-10-12	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0059924

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB005820

KNApSAcK ID

Not Available

Chemspider ID

7521

KEGG Compound ID

C06756

BioCyc ID

CPD-1422

BiGG ID

Not Available

Wikipedia Link

P-Xylene

METLIN ID

Not Available

PubChem Compound

7809

PDB ID

Not Available

ChEBI ID

27417

References

General References

Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Showing Compound Card for p-Xylene (CDB000657)

Structure for CDB000657 (p-Xylene)