ContaminantDB: Gamma-terpinene

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2014-09-11 05:21:03 UTC

Update Date

2016-11-09 01:09:13 UTC

Accession Number

CHEM003846

Identification

Common Name

Gamma-terpinene

Class

Small Molecule

Description

The terpinenes are three isomeric hydrocarbons that are classified as terpenes. Gamma-terpinene is one these three isomeric hydrocarbons. It is natural and has been isolated from a variety of plant sources (Wikipedia). It is a major component of essential oils made from Citrus Fruits and has strong antioxidant activity. It has a lemon odor and widely used in food, flavours, soaps, cosmetics, pharmaceutical, tabacco, confectionery and perfume industries (http://www.gyanflavoursexport.com).

Contaminant Sources

EAFUS Chemicals
FooDB Chemicals
HMDB Contaminants - Feces
HMDB Contaminants - Urine
HPV EPA Chemicals
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Cosmetic Toxin
Food Toxin
Metabolite
Natural Compound
Organic Compound
Plant Toxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,4-p-Menthadiene	ChEBI
1-Isopropyl-4-methyl-1,4-cyclohexadiene	ChEBI
1-Isopropyl-4-methylcyclohexa-1,4-diene	ChEBI
1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene	ChEBI
1-Methyl-4-propan-2-ylcyclohexa-1,4-diene	ChEBI
4-Isopropyl-1-methyl-1,4-cyclohexadiene	ChEBI
Crithmene	ChEBI
Moslene	ChEBI
p-Mentha-1,4-diene	ChEBI
g-Terpinene	Generator
Γ-terpinene	Generator
1-Methyl-4-(propan-2-yl)cyclohexa-1,4-diene	HMDB
alpha Terpinene	HMDB
gamma Terpinene	HMDB
gamma-Terpinen	HMDB
Terpinene	HMDB
1-Methyl-4-isopropyl-1,4-cyclohexadiene	PhytoBank
gamma-Terpinene	PhytoBank
γ-Terpinen	PhytoBank

Chemical Formula

C₁₀H₁₆

Average Molecular Mass

136.238 g/mol

Monoisotopic Mass

136.125 g/mol

CAS Registry Number

99-85-4

IUPAC Name

1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene

Traditional Name

α terpinene

SMILES

CC(C)C1=CCC(C)=CC1

InChI Identifier

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

InChI Key

YKFLAYDHMOASIY-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Branched unsaturated hydrocarbons

Direct Parent

Branched unsaturated hydrocarbons

Alternative Parents

Substituents

Branched unsaturated hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Olefin
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

monoterpene (CHEBI:10577 )
Menthane monoterpenoids (C09900 )
Cyclic monoterpenes (C09900 )
Menthane monoterpenoids (LMPR0102090027 )
a monoterpenoid (CPD-8736 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Extracellular
Membrane

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

Liquid

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	-10 °C
Boiling Point	Not Available
Solubility	0.00868 mg/mL at 22 °C

Predicted Properties

Property	Value	Source
Water Solubility	0.54 g/L	ALOGPS
logP	4.36	ALOGPS
logP	3.16	ChemAxon
logS	-2.4	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	47.55 m³·mol⁻¹	ChemAxon
Polarizability	17.61 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 - EI-B (Non-derivatized)	splash10-0006-9200000000-b05d52aa0731550051f6	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9400000000-a5cb265912cd3b36ec3f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9500000000-2b0e829aa7638afa325e	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9200000000-b05d52aa0731550051f6	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9400000000-a5cb265912cd3b36ec3f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9500000000-2b0e829aa7638afa325e	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-Q (Non-derivatized)	splash10-0006-9200000000-85beacebb887bcf22446	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-78ed493eae24d7cd7247	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0019-8900000000-4f8f18604be188d356c8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-015c-9000000000-7cd3ebd6c5315af11ec5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-002f-9000000000-796d72dfa199c02320d2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-0006-9200000000-ddf6ab2c599f6a3a0e04	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0006-9400000000-701e197e734bd825ea09	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0006-9500000000-156890c59245ff11b54d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-Q-TOF/MS 25V, negative	splash10-000i-0900000000-98cfc7dd6d4b6ccbba0b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-Q-TOF/MS 30V, negative	splash10-0019-2900000000-898e1880d94396f2ba76	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2900000000-7132f17a85333e784956	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9700000000-f4bee8ac3721685bb606	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1000-9100000000-dbeffc46ec6acbacb6ef	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-545d284bbb3189d5973d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-838b737755ef4340d8a2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ku-6900000000-6351b5255caae6105b15	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000m-9500000000-380389192d752a66b55d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0036-9000000000-6d366a78065dacee15ff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00mo-9000000000-ce8dcdbeb3aaa0e18205	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	splash10-00kf-9600000000-571ac1102d9ec6dc4852	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9300000000-97923633c0b05f03274f	Spectrum
1D NMR	1H NMR Spectrum	Not Available	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

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0005806

FooDB ID

FDB015968

Phenol Explorer ID

Not Available

KNApSAcK ID

C00003061

BiGG ID

Not Available

BioCyc ID

CPD-8736

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

ECMDB ID

Not Available

References

Synthesis Reference

Richter, Friedrich; Wolff, Werner; Presting, W. g-Terpinene. II. Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1930), 63B 1714-21. CODEN: BDCBAD ISSN:0365-9488. CAN 24:46537 AN 1930:46537

MSDS

Link

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12696969

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17314143

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22284503

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24066512

5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24421258

6. Richter, Friedrich; Wolff, Werner; Presting, W. g-Terpinene. II. Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1930), 63B 1714-21. CODEN: BDCBAD ISSN:0365-9488. CAN 24:46537 AN 1930:46537

7. Richter, Friedrich; Wolff, Werner; Presting, W. g-Terpinene. II. Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1930), 63B 1714-21. CODEN: BDCBAD ISSN:0365-9488. CAN 24:46537 AN 1930:46537

Gamma-terpinene (CHEM003846)

Structure for CHEM003846: Gamma-terpinene