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CHEBI:144485 - cis-cis-nepetalactol

ChEBI IDCHEBI:144485
ChEBI Namecis-cis-nepetalactol
Stars
ASCII Namecis-cis-nepetalactol
DefinitionA cyclopentapyran that is (4aR,7aS)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by methyl groups (the 4aR,7S,7aS)-diastereomer.
Last Modified16 August 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC10H16O2
Net Charge0
Average Mass168.236
Monoisotopic Mass168.11503
SMILES[H][C@@]12CC[C@H](C)[C@]1([H])C(O)OC=C2C
InChIInChI=1S/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-11H,3-4H2,1-2H3/t6-,8-,9-,10?/m0/s1
InChIKeyOJGPEAXUHQRLNC-DJOKAMFZSA-N
Species of MetaboliteComponentSourceComments
Nepeta mussinii (ncbitaxon:54731) - PubMed (24263441)
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.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
cis-cis-nepetalactol (CHEBI:144485) has role pheromone (CHEBI:26013)
cis-cis-nepetalactol (CHEBI:144485) has role plant metabolite (CHEBI:76924)
cis-cis-nepetalactol (CHEBI:144485) is a cyclopentapyran (CHEBI:38606)
cis-cis-nepetalactol (CHEBI:144485) is a iridoid monoterpenoid (CHEBI:50563)
cis-cis-nepetalactol (CHEBI:144485) is a lactol (CHEBI:38131)
IUPAC Name 
(4aR,7S,7aS)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
Synonyms  Source
cis,cis-nepetalactolChEBI
(4aR,7S,7aS)-nepetalactolChEBI
(1RS,4aR,7S,7aS)-nepetalactolChEBI
UniProt Name  Source
cis-cis-nepetalactolUniProt
Registry NumbersSources
CAS:185399-79-5ChEBI
Citations