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CHEBI:173121 - (1S,6S,7R)-sesquipiperitol

ChEBI IDCHEBI:173121
ChEBI Name(1S,6S,7R)-sesquipiperitol
Stars
ASCII Name(1S,6S,7R)-sesquipiperitol
DefinitionA sesquiterpenoid that is bisabolane having double bonds at positions 2 and 9 as well as a hydroxy substituent at position 1 (the 1S,6S,7R-stereoisomer). It is a male produced sex pheromone of Tibraca limbativentris.
Last Modified17 August 2023
SubmitterTereza Calounova
DownloadsMolfile
FormulaC15H26O
Net Charge0
Average Mass222.372
Monoisotopic Mass222.19837
SMILES[H][C@@]1([C@H](C)CCC=C(C)C)CCC(C)=C[C@H]1O
InChIInChI=1S/C15H26O/c1-11(2)6-5-7-13(4)14-9-8-12(3)10-15(14)16/h6,10,13-16H,5,7-9H2,1-4H3/t13-,14+,15-/m1/s1
InChIKeyZOYAMQNIYAMHTE-QLFBSQMISA-N
Species of MetaboliteComponentSourceComments
Murgantia histrionica (ncbitaxon:460024) - PubMed (30139915)
Tibraca limbativentris (ncbitaxon:1392414) - PubMed (31840210)
Roles Classification
Biological Roles:
pheromone  A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
ChEBI Ontology
Outgoing Relation(s)
(1S,6S,7R)-sesquipiperitol (CHEBI:173121) has parent hydride bisabolane (CHEBI:36480)
(1S,6S,7R)-sesquipiperitol (CHEBI:173121) has role animal metabolite (CHEBI:75767)
(1S,6S,7R)-sesquipiperitol (CHEBI:173121) has role pheromone (CHEBI:26013)
(1S,6S,7R)-sesquipiperitol (CHEBI:173121) is a sesquiterpenoid (CHEBI:26658)
(1S,6S,7R)-sesquipiperitol (CHEBI:173121) is a volatile organic compound (CHEBI:134179)
IUPAC Name 
(1S,6S)-3-methyl-6-[(2R)-6-methylhept-5-en-2-yl]cyclohex-2-en-1-ol
Synonym  Source
(1S,6S,7R)-2,10-bisaboladien-1-olChEBI
UniProt Name  Source
(1S,6S,7R)-sesquipiperitolUniProt
Citations