Bovine Metabolome Database: Showing metabocard for p-Cymene (BMDB0005805)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:18:46 UTC

Update Date

2020-06-04 18:58:14 UTC

BMDB ID

BMDB0005805

Secondary Accession Numbers

BMDB05805

Metabolite Identification

Common Name

p-Cymene

Description

p-Cymene, also known as p-methylcumene or p-cymol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Thus, p-cymene is considered to be an isoprenoid lipid molecule. p-Cymene exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. p-Cymene exists in all living species, ranging from bacteria to humans. p-Cymene is a potentially toxic compound.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1-Isopropyl-4-methylbenzene	ChEBI
1-Methyl-4-(1-methylethyl)benzene	ChEBI
1-Methyl-4-(propan-2-yl)benzene	ChEBI
1-Methyl-4-isopropylbenzene	ChEBI
4-Cymene	ChEBI
4-Isopropyl-1-methylbenzene	ChEBI
4-Isopropyltoluene	ChEBI
4-Methyl-1-isopropylbenzene	ChEBI
Cymene	ChEBI
Isopropyltoluene	ChEBI
p-Cimene	ChEBI
p-Cymol	ChEBI
p-Isopropyltoluene	ChEBI
p-Methylcumene	ChEBI
p-Methylisopropylbenzene	ChEBI
Para-cymene	ChEBI
1-Isopropyl-4-methyl-benzene	HMDB
1-Methyl-4-(1-methylethyl)-benzene	HMDB
2-p-Tolylpropane	HMDB
4-Isopropylbenzyl radical	HMDB
4-Methyl-1-(propan-2-yl)benzene	HMDB
Camphogen	HMDB
Cymol	HMDB
Dolcymene	HMDB
P- Isopropylmethylbenzene	HMDB
P-Mentha-1,3,5-triene	HMDB
P-Methyl cumene	HMDB
P-Methyl-cumene	HMDB
Paracymene	HMDB
Paracymol	HMDB
4-Methylisopropylbenzene	PhytoBank

Chemical Formula

C₁₀H₁₄

Average Molecular Weight

134.222

Monoisotopic Molecular Weight

134.109550451

IUPAC Name

1-methyl-4-(propan-2-yl)benzene

Traditional Name

cymene

CAS Registry Number

99-87-6

SMILES

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

InChI Identifier

InChI=1S/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H3

InChI Key

HFPZCAJZSCWRBC-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Aromatic monoterpenoid
P-cymene
Phenylpropane
Cumene
Toluene
Benzenoid
Monocyclic benzene moiety
Aromatic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

toluenes (CHEBI:28768 )
monoterpene (CHEBI:28768 )
Menthane monoterpenoids (C06575 )
Cyclic monoterpenes (C06575 )
Menthane monoterpenoids (LMPR0102090014 )
a monoterpenoid (CPD-1001 )

Ontology

Status

Detected and Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-68.9 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0234 mg/mL at 25 °C	Not Available
LogP	4.1	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	4.17	ALOGPS
logP	3.73	ChemAxon
logS	-3.9	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	45.29 m³·mol⁻¹	ChemAxon
Polarizability	17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-4900000000-f403355796ccc97b5011	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-3900000000-18fab12c9b06d75f28d4	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-0900000000-146f5d56238ffde0a8d0	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-007x-4900000000-14f27e732fc9b57e0b12	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-4900000000-f403355796ccc97b5011	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-3900000000-18fab12c9b06d75f28d4	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-0900000000-146f5d56238ffde0a8d0	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-007x-4900000000-14f27e732fc9b57e0b12	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-8900000000-176f8c1c70e1e67b3d82	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-94c1bdcd85003d97aefc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-2900000000-5ed611e91a5f86fc7019	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbc-9700000000-f812cd4b0a2fcb99f91a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-3043af674a7adea6117a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-589b3edc66f090e075e5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00lu-4900000000-9166f98044ef814ac56b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9200000000-0d66e02ef78a9a9bac9a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000f-9800000000-f6dc3a9bc8c029e844ff	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9100000000-31308f391d491363333e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-9000000000-0f55cd38142065afafc3	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-014i-4900000000-c8d4189d8e9f124c75ad	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, CDCl₃, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Milk
Muscle

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Milk	Detected and Quantified	0.000537 +/- 0.000767 uM	Not Specified	Not Specified	Normal	PMID: 12463694	details
Milk	Detected and Quantified	0.000767 +/- 0.000998 uM	Not Specified	Not Specified	Normal	PMID: 12463694	details
Muscle	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 23871026	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0005805

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

P-cymene

METLIN ID

Not Available

PubChem Compound

7463

PDB ID

Not Available

ChEBI ID

28768

References

Synthesis Reference

Fevre, Catherine G. Le; Fevre, Raymond J. W. Le; Robertson, Kathleen W. Dipole moments of p-cymene, 2- and 3-halogeno-pcymenes, carvacrol and thymol, p-ethyltoluene, p-tert-butyltoluene, 1,3-dimethyl-5-tert-butylbenzene, tert-butyl-benzene and its p-nitro

Material Safety Data Sheet (MSDS)

Not Available

General References

Toso B, Procida G, Stefanon B: Determination of volatile compounds in cows' milk using headspace GC-MS. J Dairy Res. 2002 Nov;69(4):569-77. [PubMed:12463694 ]

Showing metabocard for p-Cymene (BMDB0005805)

Structure for BMDB0005805 (p-Cymene)