ContaminantDB: Limonene

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 04:13:23 UTC

Update Date

2016-10-28 10:02:50 UTC

Accession Number

CHEM017298

Identification

Common Name

Limonene

Class

Small Molecule

Description

A monoterpene that is cyclohex-1-ene substituted by a methyl group at position 1 and a prop-1-en-2-yl group at position 4 respectively.

Contaminant Sources

Cosmetic Chemicals
FooDB Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-(RS)-Limonene	ChEBI
(+/-)-limonene	ChEBI
1,8-p-Menthadiene	ChEBI
1-Methyl-4-(1-methylethenyl)cyclohexene	ChEBI
4-Isopropenyl-1-methylcyclohexene	ChEBI
Cajeputene	ChEBI
Dipentene	ChEBI
DL-Limonene	ChEBI
Kautschin	ChEBI
Limonene	Kegg
(+/-)-P-mentha-1,8-diene homopolymer	HMDB
Cyclohexene, 1-methyl-4-(1-methylethenyl)-, homopolymer	HMDB
Dipentene polymer	HMDB
Dipentene, homopolymer	HMDB
Limonene polymer	HMDB
P-Mentha-1,8-diene, homopolymer (7ci)	HMDB
P-Mentha-1,8-diene, polymers (8ci)	HMDB
Polydipentene	HMDB
(D)-Limonene	MeSH, HMDB
AISA 5203-L (+)limonene	MeSH, HMDB
(4S)-1-Methyl-4-isopropenylcyclohex-1-ene	MeSH, HMDB
D-Limonene	MeSH, HMDB
Limonene, (R)-isomer	MeSH, HMDB
(-)-Limonene	MeSH, HMDB
4-Mentha-1,8-diene	MeSH, HMDB
(+)-Limonene	MeSH, HMDB
Limonene, (+-)-isomer	MeSH, HMDB
Limonene, (S)-isomer	MeSH, HMDB
(+)-(R)-4-Isopropenyl-1-methylcyclohexene	MeSH
(4R)-1-Methyl-4-(1-methylethenyl)cyclohexene	MeSH
(R)-(+)-Limonene	MeSH
(R)-4-Isopropenyl-1-methylcyclohexene	MeSH
D Limonene	MeSH
4 Mentha 1,8 diene	MeSH

Chemical Formula

C₁₀H₁₆

Average Molecular Mass

136.238 g/mol

Monoisotopic Mass

136.125 g/mol

CAS Registry Number

138-86-3

IUPAC Name

1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene

Traditional Name

limonene, (+)-

SMILES

CC(=C)C1CCC(C)=CC1

InChI Identifier

InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3

InChI Key

XMGQYMWWDOXHJM-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Branched unsaturated hydrocarbon
Cycloalkene
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

monoterpene (CHEBI:15384 )
Menthane monoterpenoids (C06078 )
Terpenoids (C06078 )
a limonene (CPD-8785 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.46 g/L	ALOGPS
logP	4.5	ALOGPS
logP	3.22	ChemAxon
logS	-2.5	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	46.48 m³·mol⁻¹	ChemAxon
Polarizability	17.55 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0006-9300000000-132287e3db63dda49102	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00kf-9300000000-d7348db845e3e79845dd	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-df40612bbf371089d7ac	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0a4o-9000000000-893d8151186383a89b6a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2900000000-bce8f8616cfd3b16cac9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9600000000-583a2621a826cedbca61	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1000-9100000000-d78cd6fbdd7a13fe9dfa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-2950ad058f77d7bc9f76	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-6f48f3b0b500d4f25ec9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014r-5900000000-1c30c00bfa4058f5e22b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001a-9400000000-fb09a1cdd4bc09480281	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0564-9000000000-dc5effa7f00987fc8567	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00mo-9000000000-40d99aa482e2ce5a66f1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-8900000000-d835e92fba2c2a238797	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-014l-9100000000-498293086493b60c2094	Spectrum