CHEBI:10577 - γ-terpinene

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ChEBI Name γ-terpinene
ChEBI ID CHEBI:10577
ChEBI ASCII Name gamma-terpinene
Definition One of three isomeric monoterpenes differing in the positions of their two double bonds (α- and β-terpinene being the others). In γ-terpinene the double bonds are at the 1- and 4-positions of the p-menthane skeleton.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H16
Net Charge 0
Average Mass 136.23404
Monoisotopic Mass 136.125
InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3
InChIKey YKFLAYDHMOASIY-UHFFFAOYSA-N
SMILES CC(C)C1=CCC(C)=CC1
Metabolite of Species Details
Melaleuca alternifolia (NCBI:txid164405) Found in leaf (BTO:0000713). See: PubMed
Homo sapiens (NCBI:txid9606) Found in faeces (UBERON:0001988). See: PubMed
Homo sapiens (NCBI:txid9606) Found in saliva (UBERON:0001836). See: PubMed
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
volatile oil component
Any metabolite that is found naturally as a component of a volatile oil.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing γ-terpinene (CHEBI:10577) has role antioxidant (CHEBI:22586)
γ-terpinene (CHEBI:10577) has role human xenobiotic metabolite (CHEBI:76967)
γ-terpinene (CHEBI:10577) has role plant metabolite (CHEBI:76924)
γ-terpinene (CHEBI:10577) has role volatile oil component (CHEBI:27311)
γ-terpinene (CHEBI:10577) is a cyclic olefin (CHEBI:33642)
γ-terpinene (CHEBI:10577) is a monocyclic hydrocarbon (CHEBI:33664)
γ-terpinene (CHEBI:10577) is a monoterpene (CHEBI:35187)
Incoming tea tree oil (CHEBI:83629) has part γ-terpinene (CHEBI:10577)
IUPAC Name
1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene
Synonyms Sources
1,4-p-Menthadiene HMDB
1-Isopropyl-4-methyl-1,4-cyclohexadiene HMDB
1-Isopropyl-4-methylcyclohexa-1,4-diene HMDB
1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene ChemIDplus
1-methyl-4-propan-2-ylcyclohexa-1,4-diene ChEBI
4-Isopropyl-1-methyl-1,4-cyclohexadiene ChemIDplus
Crithmene ChemIDplus
gamma-Terpinene KEGG COMPOUND
γ-terpinene UniProt
Moslene ChemIDplus
p-Mentha-1,4-diene ChemIDplus
Database Links Databases
C00003061 KNApSAcK
C09900 KEGG COMPOUND
CPD-8736 MetaCyc
HMDB0005806 HMDB
LMPR0102090027 LIPID MAPS
Terpinene Wikipedia
View more database links
Registry Numbers Types Sources
2038347 Reaxys Registry Number Reaxys
99-85-4 CAS Registry Number KEGG COMPOUND
99-85-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12696969 PubMed citation Europe PMC
17314143 PubMed citation Europe PMC
22284503 PubMed citation Europe PMC
24066512 PubMed citation Europe PMC
24421258 PubMed citation Europe PMC
Last Modified
24 March 2016