CHEBI:9457 - terpinolene

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name terpinolene
ChEBI ID CHEBI:9457
Definition A p-menthadiene with double bonds at positions 1 and 4(8).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C10H16
Net Charge 0
Average Mass 136.23404
Monoisotopic Mass 136.12520
InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
InChIKey MOYAFQVGZZPNRA-UHFFFAOYSA-N
SMILES CC1=CCC(CC1)=C(C)C
Metabolite of Species Details
Melaleuca alternifolia (NCBI:txid164405) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): 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.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 tea tree oil (CHEBI:83629) has part terpinolene (CHEBI:9457)
IUPAC Names
1-methyl-4-(propan-2-ylidene)cyclohexene
p-mentha-1,4(8)-diene
Synonyms Sources
1,4(8)-p-menthadiene ChemIDplus
1-methyl-4-(1-methylethylidene)-1-cyclohexene NIST Chemistry WebBook
1-methyl-4-(1-methylethylidene)cyclohexene ChemIDplus
4-isopropylidene-1-methylcyclohexene ChemIDplus
α-terpinolene NIST Chemistry WebBook
isoterpinene ChemIDplus
Terpinolen ChemIDplus
terpinolene UniProt
Terpinolene KEGG COMPOUND
Manual Xrefs Databases
2016 BPDB
C00000861 KNApSAcK
C06075 KEGG COMPOUND
CPD-4890 MetaCyc
HMDB0036994 HMDB
LMPR0102090062 LIPID MAPS
View more database links
Registry Numbers Types Sources
1851203 Beilstein Registry Number Beilstein
1851203 Reaxys Registry Number Reaxys
586-62-9 CAS Registry Number ChemIDplus
586-62-9 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
22160253 PubMed citation Europe PMC
22428252 PubMed citation Europe PMC
22740904 PubMed citation Europe PMC
23339024 PubMed citation Europe PMC
Last Modified
23 October 2015