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CHEBI:9457 - terpinolene

ChEBI IDCHEBI:9457
ChEBI Nameterpinolene
Stars
DefinitionA p-menthadiene with double bonds at positions 1 and 4(8).
Last Modified23 October 2015
DownloadsMolfile
FormulaC10H16
Net Charge0
Average Mass136.238
Monoisotopic Mass136.12520
SMILESCC1=CCC(=C(C)C)CC1
InChIInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
InChIKeyMOYAFQVGZZPNRA-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Melaleuca alternifolia (ncbitaxon:164405) leaf (BTO:0000713) PubMed (16418522)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
volatile oil component  Any plant metabolite that is found naturally as a component of a volatile oil.
Applications:
insect repellent  An insecticide that acts as a repellent to insects.
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
ChEBI Ontology
Outgoing Relation(s)
terpinolene (CHEBI:9457) has role insect repellent (CHEBI:71692)
terpinolene (CHEBI:9457) has role plant metabolite (CHEBI:76924)
terpinolene (CHEBI:9457) has role sedative (CHEBI:35717)
terpinolene (CHEBI:9457) has role volatile oil component (CHEBI:27311)
terpinolene (CHEBI:9457) is a p-menthadiene (CHEBI:50073)
Incoming Relation(s)
tea tree oil (CHEBI:83629) has part terpinolene (CHEBI:9457)
IUPAC Names 
p-mentha-1,4(8)-diene
1-methyl-4-(propan-2-ylidene)cyclohexene
Synonyms  Source
TerpinoleneKEGG COMPOUND
4-isopropylidene-1-methylcyclohexeneChemIDplus
1-methyl-4-(1-methylethylidene)cyclohexeneChemIDplus
TerpinolenChemIDplus
1,4(8)-p-menthadieneChemIDplus
1-methyl-4-(1-methylethylidene)-1-cyclohexeneNIST Chemistry WebBook
UniProt Name  Source
terpinoleneUniProt
Manual XrefsDatabases
C06075KEGG COMPOUND
CPD-4890MetaCyc
LMPR0102090062LIPID MAPS
HMDB0036994HMDB
C00000861KNApSAcK
2016BPDB
Registry NumbersSources
Reaxys:1851203Reaxys
CAS:586-62-9KEGG COMPOUND
CAS:586-62-9NIST Chemistry WebBook
CAS:586-62-9ChemIDplus
Citations