Record Information
Version1.0
Creation date2010-04-08 22:05:19 UTC
Update date2018-05-29 18:26:49 UTC
Primary IDFDB002291
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLinalyl butyrate
DescriptionLinalyl butyrate is used in perfumery and food flavouring. Present in oils of kumquat peel, lavender and Artemesia porrecta var. coerulea. It is also found in herbs and spices and fruits.
CAS Number78-36-4
Structure
Thumb
Synonyms
SynonymSource
Linalyl butyric acidGenerator
1,5-Dimethyl-1-vinyl-4-hexenyl butyrateHMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, butyrateHMDB
1-Ethenyl-1,5-dimethyl-4-hexenyl butanoateHMDB
3,7-Dimethyl-1,6-octadien-3-yl butanoateHMDB
3,7-Dimethyl-1,6-octadien-3-yl butyrateHMDB
Butanoic acid, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl esterHMDB
Butanoic acid, 1-ethenyl-1,5-dimethyl-4-hexenyl esterHMDB
Butyric acid, 1, 5-dimethyl-1-vinyl-4-hexenyl esterHMDB
Butyric acid, 1,5-dimethyl-1-vinyl-4-hexenyl esterHMDB
Butyric acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester (8ci)HMDB
Butyric acid, linalyl esterHMDB
FEMA 2639HMDB
Linalyl butanoateHMDB
3,7-Dimethylocta-1,6-dien-3-yl butanoic acidGenerator
Linalyl butyrateMeSH
Butyric acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility0.016 g/LALOGPS
logP4.8ALOGPS
logP4.23ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity68.59 m³·mol⁻¹ChemAxon
Polarizability27.36 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H24O2
IUPAC name3,7-dimethylocta-1,6-dien-3-yl butanoate
InChI IdentifierInChI=1S/C14H24O2/c1-6-9-13(15)16-14(5,7-2)11-8-10-12(3)4/h7,10H,2,6,8-9,11H2,1,3-5H3
InChI KeyFHLGUOHLUFIAAA-UHFFFAOYSA-N
Isomeric SMILESCCCC(=O)OC(C)(CCC=C(C)C)C=C
Average Molecular Weight224.3392
Monoisotopic Molecular Weight224.177630012
Classification
Description belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Fatty acid ester
  • Fatty acyl
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 74.95%; H 10.78%; O 14.26%DFC
Melting PointNot Available
Boiling PointBp0.2 80-82°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd 0.9DFC
Refractive Indexn25D 1.4483DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-17b123e13e809fe56da9View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-17b123e13e809fe56da9View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05tu-9400000000-b2f87f134980e4cfefd6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-7890000000-1e0497be70cd88426633View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0l70-9300000000-da145dc49262f43464ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9000000000-181a2a04a29fbed3bb08View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-3590000000-18b29edd2421ee17e55aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uki-5920000000-9ae5c9ce0af4120e3777View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00n0-9800000000-d4337afa8dbb8d3ac2eeView in MoNA
ChemSpider ID56116
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID62321
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30427
CRC / DFC (Dictionary of Food Compounds) IDJXL03-D:CJO28-K
EAFUS ID2044
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet ID78-36-4
GoodScent IDrw1030551
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
pear
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sweet
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
bergamot
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
banana
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
berry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference