Livestock Metabolome Database: Showing metabocard for p-Cymene (LMDB00463)

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

Record Information

Version

1.0

Creation Date

2016-07-13 19:50:24 UTC

Update Date

2016-07-20 21:01:20 UTC

Lmdb

LMDB00463

Secondary Accession Numbers

None

Metabolite Identification

Common Name

p-Cymene

Description

Cymene, or p-cymene, is a naturally occurring aromatic organic compound. It is classified as a hydrocarbon related to a monoterpene. Its structure consists of a benzene ring para-substituted with a methyl group and an isopropyl group. It is insoluble in water, but miscible with ethanol and ether. Cymene is a constituent of a number of essential oils, most commonly the oil of cumin and thyme. There are two less common geometric isomers. o-Cymene, in which the alkyl groups are ortho-substituted, and m-cymene, in which they are meta-substituted. p-Cymene is the only natural isomer. Cymene is common ligand for ruthenium. The parent compound is [(η6-cymene)MCl2]2. This [sandwich compound|half-sandwich compound is prepared by the reaction of ruthenium trichloride with the terpene α-phellandrene. The osmium complex is also known (Wikipedia).

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 but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

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