Cannabis Compound Database: Showing Compound Card for p-Cymene (CDB000054)

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Record Information

Version

1.0

Created at

2020-03-18 23:23:05 UTC

Updated at

2020-12-07 19:07:01 UTC

CannabisDB ID

CDB000054

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

p-Cymene

Description

p-Cymene, also known as p-cymol or isopropyltoluene, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.Its structure consists of a benzene ring para-substituted with a methyl group and an isopropyl group. Thus, p-cymene is considered to be an isoprenoid lipid molecule. p-Cymene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.It has a role as a plant metabolite, a volatile oil component. p-Cymene

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

134.22

Monoisotopic Molecular Weight

134.1096

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

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Cucurbitaceae

Biological location:

Cell and elements:

Extracellular

Subcellular:

Biofluid and excreta:

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-68.9 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.023 mg/mL at 25 °C	Not Available
logP	4.10	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	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)	splash10-014i-4900000000-c8d4189d8e9f124c75ad	2014-09-20	View Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-014i-4900000000-f403355796ccc97b5011	Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-014i-3900000000-18fab12c9b06d75f28d4	Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-001i-0900000000-146f5d56238ffde0a8d0	Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-007x-4900000000-14f27e732fc9b57e0b12	Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-014i-4900000000-f403355796ccc97b5011	Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-014i-3900000000-18fab12c9b06d75f28d4	Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-001i-0900000000-146f5d56238ffde0a8d0	Spectrum
GC-MS	p-Cymene, non-derivatized, GC-MS Spectrum	splash10-007x-4900000000-14f27e732fc9b57e0b12	Spectrum
Predicted GC-MS	p-Cymene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014l-8900000000-176f8c1c70e1e67b3d82	Spectrum
Predicted GC-MS	p-Cymene, 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	splash10-000i-0900000000-94c1bdcd85003d97aefc	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-2900000000-5ed611e91a5f86fc7019	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbc-9700000000-f812cd4b0a2fcb99f91a	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-3043af674a7adea6117a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-589b3edc66f090e075e5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00lu-4900000000-9166f98044ef814ac56b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9200000000-0d66e02ef78a9a9bac9a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000f-9800000000-f6dc3a9bc8c029e844ff	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9100000000-31308f391d491363333e	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-9000000000-0f55cd38142065afafc3	2021-09-25	View Spectrum

NMR

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