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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:36:43 UTC
Update Date2019-07-23 06:06:23 UTC
HMDB IDHMDB0030426
Secondary Accession Numbers
  • HMDB30426
Metabolite Identification
Common NameLinalyl isobutyrate
DescriptionLinalyl isobutyrate is found in herbs and spices. Linalyl isobutyrate is used in perfumery and food flavouring. Linalyl isobutyrate is found in lavender and Ceylon cinnamon oil
Structure
Data?1563861983
Synonyms
ValueSource
(1)-1,5-Dimethyl-1-vinylhex-4-enyl isobutyrateHMDB
1,5-Dimethyl-1-vinyl-4-hexenyl 2-methylpropanoateHMDB
1,5-Dimethyl-1-vinyl-4-hexenyl isobutyrateHMDB
1,5-Dimethyl-1-vinylhex-4-enyl isobutyrateHMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, isobutyrateHMDB
1-Ethenyl-1,5-dimethyl-4-hexenyl 2-methylpropanoateHMDB
3, 7-Dimethyl-1,6-octadien-3-yl isobutyrateHMDB
3,7-Dimethyl-1, 6-octadienyl isobutyrateHMDB
3,7-Dimethyl-1,6-octadien-3-ol isobutyrateHMDB
3,7-Dimethyl-1,6-octadien-3-yl 2-methylpropanoateHMDB
3,7-Dimethyl-1,6-octadien-3-yl isobutanoateHMDB
3,7-Dimethyl-1,6-octadien-3-yl isobutyrateHMDB
3,7-Dimethyl-1,6-octadienyl isobutyrateHMDB
FEMA 2640HMDB
Isobutyric acid, 1,5-dimethyl-1-vinyl-4-hexenyl esterHMDB
Isobutyric acid, linalyl esterHMDB
Isobutyric acid, linalyl ester (6ci)HMDB
Linalol isobutyrateHMDB
Linalool isobutyrateHMDB
Linalool, isobutyrateHMDB
Linalyl 2-methylpropanoateHMDB
Chemical FormulaC14H24O2
Average Molecular Weight224.3392
Monoisotopic Molecular Weight224.177630012
IUPAC Name3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate
Traditional Name3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate
CAS Registry Number78-35-3
SMILES
CC(C)C(=O)OC(C)(CCC=C(C)C)C=C
InChI Identifier
InChI=1S/C14H24O2/c1-7-14(6,10-8-9-11(2)3)16-13(15)12(4)5/h7,9,12H,1,8,10H2,2-6H3
InChI KeyJZIARAQCPRDGAC-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • 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
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.021 g/LALOGPS
logP4.53ALOGPS
logP4.33ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity68.56 m³·mol⁻¹ChemAxon
Polarizability27.06 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-95e0e1093fb13ae05231JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-95e0e1093fb13ae05231JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00rf-9300000000-db34caace2e4450a7e03JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-5690000000-f7d8af9f52d56cacac27JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00y0-9410000000-0eac462fe1f7a7b4346dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xr-9000000000-399a506587238b8f643eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1290000000-70a952bdbd50ab7c6909JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dr-8980000000-3d7c928cce758bf03173JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-9500000000-f8fef26cf1ae8bc6dee2JSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002290
KNApSAcK IDNot Available
Chemspider ID6284
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6532
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.