Showing Compound Terpenene (FDB007475)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:38 UTC

Update date

2020-09-17 15:31:31 UTC

Primary ID

FDB007475

Secondary Accession Numbers

FDB015967
FDB003993

Chemical Information

FooDB Name

Terpenene

Description

Alpha-Terpinene is one of four isomers of terpinene (the other three being beta terpinene, gamma terpenine, and delta terpinine or terpimolene) that differ in the position of carbon-carbon double bonds. Alpha-Terpinene belongs to the class of organic compounds known as menthane monoterpenes. These are monoterpenes 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. alpha-Terpinene is a naturally occurring monoterpene found in allspice, cardamom, and marjoram. alpha-Terpinene is a constituent of many essential oils with oil from Litsea ceylanica being is a major source (20%) of it. alpha-Terpinene has been found in Citrus, Eucalyptus and Juniperus species. alpha-Terpinene is a flavouring agent and is produced industrially by acid-catalyzed rearrangement of Œ±-pinene. It has perfume and flavoring properties but is mainly used to confer a pleasant odor to industrial fluids.

CAS Number

Not Available

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Isopropyl-4-methyl-1,3-cyclohexadiene	ChEBI
1-Methyl-4-(1-methylethyl)-1,3-cyclohexadiene	ChEBI
p-Mentha-1,3-diene	ChEBI
Terpilene	ChEBI
a-Terpinene	Generator
Α-terpinene	Generator
1-Isopropyl-4-methyl-cyclohexa-1,3-diene	HMDB
1-Isopropyl-4-methylcyclohexa-1,3-diene	HMDB
1-Methyl-4-(propan-2-yl)cyclohexa-1,3-diene	HMDB
1-Methyl-4-isopropyl-1,3-cyclohexadiene	HMDB
1-Methyl-4-isopropylcyclohexadiene-1,3	HMDB
alpha -Terpinene	HMDB
FEMA 3558	HMDB
1,4-p-Menthadiene	HMDB
beta-Terpinene	HMDB
gamma-Terpinene	HMDB
4-Isopropyl-1-methyl-1,3-cyclohexadiene	PhytoBank
alpha-Terpinen	PhytoBank
α-Terpinen	PhytoBank
alpha-Terpinene	PhytoBank

Predicted Properties

Property	Value	Source
Water Solubility	0.5 g/L	ALOGPS
logP	4.51	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	17.59 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

Chemical Formula

C10H16

IUPAC name

1-methyl-4-(propan-2-yl)cyclohexa-1,3-diene

InChI Identifier

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

InChI Key

YHQGMYUVUMAZJR-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

136.238

Monoisotopic Molecular Weight

136.125200515

Classification

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
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

monoterpene (CHEBI:10334 )
Menthane monoterpenoids (C09898 )
Cyclic monoterpenes (C09898 )
Menthane monoterpenoids (LMPR0102090026 )
a monoterpenoid (CPD-8735 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Extracellular

Subcellular:

Biofluid and excreta:

Saliva

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0096-9400000000-322df4fdc907d6ef5f6f	2015-03-01	View Spectrum
GC-MS	Terpinene, non-derivatized, GC-MS Spectrum	splash10-006x-9500000000-e60fb974334faa2cf625	Spectrum
GC-MS	Terpinene, non-derivatized, GC-MS Spectrum	splash10-00du-6900000000-41fde84dbd73528ad68f	Spectrum
GC-MS	Terpinene, non-derivatized, GC-MS Spectrum	splash10-006x-9500000000-e60fb974334faa2cf625	Spectrum
GC-MS	Terpinene, non-derivatized, GC-MS Spectrum	splash10-00du-6900000000-41fde84dbd73528ad68f	Spectrum
GC-MS	Terpinene, non-derivatized, GC-MS Spectrum	splash10-006x-9500000000-e78a04a46a017816d9f9	Spectrum
Predicted GC-MS	Terpinene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006x-9300000000-9e298f76f2606ff289fa	Spectrum
Predicted GC-MS	Terpinene, 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-2900000000-52130a4409b06401c277	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9700000000-349bdb9de1ad5c9d7917	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1000-9100000000-4f3636bfa36656ebc350	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-954e07bd601b6ad95425	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-e41a6714348b3249ddac	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014u-5900000000-9a9e0414dcb34d920983	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000j-9600000000-17d717eb220781ad4cc1	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0536-9100000000-3f771329175d59bc664c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00mo-9000000000-68b4409b06699bad322f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9400000000-20ffbcb6b8f03ba79f67	2021-09-24	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

TERPENENE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound Terpenene (FDB007475)

Structure for FDB007475 (Terpenene)