CHEBI:59959 - (3R,6E)-nerolidol

ChEBI IDCHEBI:59959
ChEBI Name(3R,6E)-nerolidol
Stars
ASCII Name(3R,6E)-nerolidol
DefinitionA (6E)-nerolidol in which the hydroxy group at positon 3 adopts an R-configuration. It is a fertility-related volatile compound secreted by the queens of higher termites from the subfamily Syntermitinae.
Last Modified4 June 2021
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC15H26O
Net Charge0
Average Mass222.372
Monoisotopic Mass222.19837
SMILESC=C[C@](C)(O)CC/C=C(\C)CCC=C(C)C
InChIInChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+/t15-/m0/s1
InChIKeyFQTLCLSUCSAZDY-GOFCXVBSSA-N
Species of MetaboliteComponentSourceComments
Embiratermes neotenicus (ncbitaxon:1367269) - PubMed (30920958)
Silvestritermes heyeri (ncbitaxon:1934602) - PubMed (30920958)
Cyrilliotermes angulariceps (ncbitaxon:377900) - PubMed (30920958)
Labiotermes labralis (ncbitaxon:370423) - PubMed (30920958)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
insect attractant  A chemical that attracts insects.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
volatile oil component  Any plant metabolite that is found naturally as a component of a volatile oil.
pheromone  A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
herbicide  A substance used to destroy plant pests.
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
cosmetic  The role played by a substance in enhancing the appearance or odour of the human body; a name given to the substance itself or to a component of it.
ChEBI Ontology
Outgoing Relation(s)
(3R,6E)-nerolidol (CHEBI:59959) has role animal metabolite (CHEBI:75767)
(3R,6E)-nerolidol (CHEBI:59959) is a (6E)-nerolidol (CHEBI:141283)
(3R,6E)-nerolidol (CHEBI:59959) is enantiomer of (3S,6E)-nerolidol (CHEBI:59958)
Incoming Relation(s)
(3S,6E)-nerolidol (CHEBI:59958) is enantiomer of (3R,6E)-nerolidol (CHEBI:59959)
IUPAC Name 
(3R,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol
Synonym  Source
(3R)-(6E)-nerolidolSUBMITTER
UniProt Name  Source
(3R,6E)-nerolidolUniProt
Manual XrefsDatabases
28UPDBeChem
CPD-8843MetaCyc
9416582ChemSpider
Registry NumbersSources
Beilstein:4307250Beilstein
CAS:77551-75-8ChemIDplus
Citations