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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:36:43 UTC
Update Date2022-03-07 02:52:32 UTC
HMDB IDHMDB0030426
Secondary Accession Numbers
  • HMDB30426
Metabolite Identification
Common NameLinalyl isobutyrate
DescriptionLinalyl isobutyrate belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a small amount of articles have been published on Linalyl isobutyrate.
Structure
Data?1563861983
Synonyms
ValueSource
Linalyl isobutyric acidGenerator
3,7-Dimethyl-1,6-octadien-3-yl isobutyrateMeSH
(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-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
3,7-Dimethylocta-1,6-dien-3-yl 2-methylpropanoic acidGenerator
Linalyl isobutyrateMeSH
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
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
  • 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
Physiological effect
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling Point228.00 to 230.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility10 mg/L @ 20 °C (exp)The Good Scents Company Information System
LogP4.770 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+154.58831661259
DarkChem[M-H]-153.32831661259
DeepCCS[M+H]+158.20830932474
DeepCCS[M-H]-155.8530932474
DeepCCS[M-2H]-189.46330932474
DeepCCS[M+Na]+164.5130932474
AllCCS[M+H]+155.632859911
AllCCS[M+H-H2O]+152.132859911
AllCCS[M+NH4]+158.932859911
AllCCS[M+Na]+159.832859911
AllCCS[M-H]-158.032859911
AllCCS[M+Na-2H]-159.032859911
AllCCS[M+HCOO]-160.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Linalyl isobutyrateCC(C)C(=O)OC(C)(CCC=C(C)C)C=C1660.2Standard polar33892256
Linalyl isobutyrateCC(C)C(=O)OC(C)(CCC=C(C)C)C=C1378.8Standard non polar33892256
Linalyl isobutyrateCC(C)C(=O)OC(C)(CCC=C(C)C)C=C1399.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Linalyl isobutyrate EI-B (Non-derivatized)splash10-0006-9100000000-95e0e1093fb13ae052312017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Linalyl isobutyrate EI-B (Non-derivatized)splash10-0006-9100000000-95e0e1093fb13ae052312018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00rf-9300000000-db34caace2e4450a7e032017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl isobutyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl isobutyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 10V, Positive-QTOFsplash10-004i-5690000000-f7d8af9f52d56cacac272016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Positive-QTOFsplash10-00y0-9410000000-0eac462fe1f7a7b4346d2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Positive-QTOFsplash10-00xr-9000000000-399a506587238b8f643e2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 10V, Negative-QTOFsplash10-00di-1290000000-70a952bdbd50ab7c69092016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Negative-QTOFsplash10-00dr-8980000000-3d7c928cce758bf031732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Negative-QTOFsplash10-00kr-9500000000-f8fef26cf1ae8bc6dee22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 10V, Positive-QTOFsplash10-001i-9400000000-6f4fbb7c4a851ba3cf142021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Positive-QTOFsplash10-001i-9100000000-a9b16ac375f5cb47a13e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Positive-QTOFsplash10-05nu-9200000000-a21a4a94de9ff5d815332021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 10V, Negative-QTOFsplash10-000i-1900000000-af42979973af05d9059e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 20V, Negative-QTOFsplash10-000i-3900000000-9aba2849c1536ba92dbe2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isobutyrate 40V, Negative-QTOFsplash10-0079-6900000000-8a8769c8744e95a53a542021-09-22Wishart LabView Spectrum
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
FooDB 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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1023421
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.