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CHEBI:229666 - geranylgeranyl acetate

ChEBI IDCHEBI:229666
ChEBI Namegeranylgeranyl acetate
Stars
DefinitionAn acetate ester obtained by the formal condensation of acetic acid with (E,E,E)-geranylgeraniol.
Last Modified29 February 2024
Submitterdoughowe
DownloadsMolfile
FormulaC22H36O2
Net Charge0
Average Mass332.528
Monoisotopic Mass332.27153
SMILESCC(=O)OC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C
InChIInChI=1S/C22H36O2/c1-18(2)10-7-11-19(3)12-8-13-20(4)14-9-15-21(5)16-17-24-22(6)23/h10,12,14,16H,7-9,11,13,15,17H2,1-6H3/b19-12+,20-14+,21-16+
InChIKeyNHYSRKKHKHCRGR-RFRQLJORSA-N
Species of MetaboliteComponentSourceComments
Nannotrigona testaceicornis (ncbitaxon:166427) - PubMed (11382068) Found in dufour gland secretion.
Bombus cullumanus (ncbitaxon:2562068) - PubMed (17193334) Found in cephalic labial gland secretion.
Bombus semenoviellus (ncbitaxon:395561) - PubMed (17193334) Found in cephalic labial gland secretion.
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
pheromone  A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
ChEBI Ontology
Outgoing Relation(s)
geranylgeranyl acetate (CHEBI:229666) has functional parent (E,E,E)-geranylgeraniol (CHEBI:46762)
geranylgeranyl acetate (CHEBI:229666) has role antibacterial agent (CHEBI:33282)
geranylgeranyl acetate (CHEBI:229666) has role pheromone (CHEBI:26013)
geranylgeranyl acetate (CHEBI:229666) is a acetate ester (CHEBI:47622)
IUPAC Name 
(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl acetate
Synonyms  Source
3,7,11,15-tetramethyl-2E,6E,10E,14-hexadecatetraenyl acetateLIPID MAPS
all-trans-geranylgeranyl acetateChEBI
(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl acetateNIST Chemistry WebBook
Manual XrefsDatabases
LMFA07010351LIPID MAPS
Registry NumbersSources
CAS:61691-98-3NIST Chemistry WebBook
Citations