FComEx: gamma-Terpinene (PC000792)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:40 UTC

Update date

2017-01-19 02:36:36 UTC

FoodComEx ID

PC000792

FoodDB Record

FDB015968

Chemical Information

Name

gamma-Terpinene

Description

gamma-Terpinene belongs to the class of organic compounds known as menthane monoterpenoids. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Menthanes 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 an isopropyl 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. gamma-Terpinene is one of 4 isomeric monoterpenes differing in the positions of their two double bonds (alpha- and beta-terpinene being the others). In gamma-terpinene the double bonds are at the 1- and 4-positions of the p-menthane skeleton.

CAS Number

99-85-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Isopropyl-4-methyl-1,4-cyclohexadiene	db_source
1-Isopropyl-4-methyl-cyclohexa-1,4-diene	biospider
1-Isopropyl-4-methylcyclohexa-1,4-diene	biospider
1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene	ChEBI
1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene, 9CI	db_source
1-Methyl-4-(propan-2-yl)cyclohexa-1,4-diene	biospider
1-Methyl-4-isopropyl-1,4-cyclohexadiene	biospider
1-Methyl-4-isopropylcyclohexadiene-1,4	biospider
1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-	biospider
1,4-Cyclohexadiene, 1-methyl-4-isopropyl-	biospider
1,4-p-Menthadiene	biospider
4-Isopropyl-1-methyl-1,4-cyclohexadiene	biospider
alpha Terpinene	HMDB
Crithmene	db_source
FEMA 3559	db_source
g-Terpinene	db_source
gamma Terpinene	HMDB
gamma-Terpinen	HMDB
gamma-terpinene	biospider
Moslene	db_source
P-Mentha-1,4-diene	ChEBI
Terpinene	HMDB
γ-terpinene	Generator

Chemical Formula

C10H16

IUPAC name

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

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

Isomeric SMILES

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

Average Molecular Weight

136.238

Monoisotopic Molecular Weight

136.125200515

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