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

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ChEBI Name	(1S,6S,7R)-sesquipiperitol

ChEBI ID	CHEBI:173121

ChEBI ASCII Name	(1S,6S,7R)-sesquipiperitol

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Tereza Calounova

Supplier Information

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Formula

C15H26O

Net Charge

Average Mass

222.372

Monoisotopic Mass

222.19837

InChI

InChI=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

InChIKey

ZOYAMQNIYAMHTE-QLFBSQMISA-N

SMILES

[H][C@]1(CCC(C)=C[C@H]1O)[C@H](C)CCC=C(C)C

Metabolite of Species	Details
Tibraca limbativentris (NCBI:txid1392414)	See: PubMed
Murgantia histrionica (NCBI:txid460024)	See: PubMed

Roles Classification
Biological Role(s):	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	(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

Last Modified

17 August 2023