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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 IDHMDB0030428
Secondary Accession Numbers
  • HMDB30428
Metabolite Identification
Common NameLinalyl isovalerate
DescriptionLinalyl isovalerate 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 significant number of articles have been published on Linalyl isovalerate.
Structure
Data?1563861983
Synonyms
ValueSource
Linalyl isovaleric acidGenerator
1,5-Dimethyl-1-vinyl-4-hexenyl 3-methylbutanoateHMDB
1,6-Octadien-3-ol, 4,7-dimethyl-, isovalerateHMDB
3,7-Dimethyl-1,6-octadien-3-yl isovalerateHMDB, MeSH
FEMA 2646HMDB
Linalyl 3-methylbutanoateHMDB
Linalyl iso-valerateHMDB
3,7-Dimethylocta-1,6-dien-3-yl 3-methylbutanoic acidGenerator
Linalyl isovalerateMeSH
Chemical FormulaC15H26O2
Average Molecular Weight238.3657
Monoisotopic Molecular Weight238.193280076
IUPAC Name3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate
Traditional Name3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate
CAS Registry Number1118-27-0
SMILES
CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C
InChI Identifier
InChI=1S/C15H26O2/c1-7-15(6,10-8-9-12(2)3)17-14(16)11-13(4)5/h7,9,13H,1,8,10-11H2,2-6H3
InChI KeyWCDGWAIZRYMVOW-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
  • 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
Ontology
Not AvailableNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point188.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.31 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.222 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0083 g/LALOGPS
logP4.83ALOGPS
logP4.52ChemAxon
logS-4.5ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity73.13 m³·mol⁻¹ChemAxon
Polarizability28.74 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]+158.36331661259
DarkChem[M-H]-155.52231661259
DeepCCS[M+H]+164.31630932474
DeepCCS[M-H]-161.95830932474
DeepCCS[M-2H]-194.98830932474
DeepCCS[M+Na]+170.40930932474
AllCCS[M+H]+161.932859911
AllCCS[M+H-H2O]+158.632859911
AllCCS[M+NH4]+165.032859911
AllCCS[M+Na]+165.932859911
AllCCS[M-H]-163.532859911
AllCCS[M+Na-2H]-164.532859911
AllCCS[M+HCOO]-165.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Linalyl isovalerateCC(C)CC(=O)OC(C)(CCC=C(C)C)C=C1743.5Standard polar33892256
Linalyl isovalerateCC(C)CC(=O)OC(C)(CCC=C(C)C)C=C1446.2Standard non polar33892256
Linalyl isovalerateCC(C)CC(=O)OC(C)(CCC=C(C)C)C=C1486.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Linalyl isovalerate EI-B (Non-derivatized)splash10-0006-9000000000-5d233945f4b2049b1bf82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Linalyl isovalerate EI-B (Non-derivatized)splash10-0006-9000000000-5d233945f4b2049b1bf82018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl isovalerate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kr-9400000000-5cf51c40b26c5209f2352017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl isovalerate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linalyl isovalerate 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 isovalerate 10V, Positive-QTOFsplash10-000i-6890000000-81dd1df734270b2b813e2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Positive-QTOFsplash10-000i-9300000000-45ecee37cbf7b1d7ff1a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Positive-QTOFsplash10-014i-9100000000-8b09ad266cebe7bb5af02016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 10V, Negative-QTOFsplash10-000i-3590000000-a37f33f38864e03cf24e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Negative-QTOFsplash10-0udr-3930000000-84e6a346bfdf03327ad42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Negative-QTOFsplash10-0fui-8900000000-4bf6b49b6b6dd7f910f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 10V, Negative-QTOFsplash10-0f79-0950000000-2e3f00a472b77aefa5b82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Negative-QTOFsplash10-000i-2900000000-ecea135b2dc110f7ccc62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Negative-QTOFsplash10-0fe0-3900000000-c1fe72bf857e605020402021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 10V, Positive-QTOFsplash10-001i-9400000000-7f502a22a8dc244c0ec82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Positive-QTOFsplash10-001i-9200000000-69a7219c258dc292e77a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Positive-QTOFsplash10-05nu-9300000000-cf5a2e90ccc189b0469e2021-09-24Wishart 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 IDFDB002292
KNApSAcK IDC00053436
Chemspider ID209768
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound240119
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1030641
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.