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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:18:05 UTC
Update Date2019-07-23 06:28:07 UTC
HMDB IDHMDB0038954
Secondary Accession Numbers
  • HMDB38954
Metabolite Identification
Common NameCitronellyl isovalerate
DescriptionCitronellyl isovalerate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Citronellyl isovalerate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563863287
Synonyms
ValueSource
Citronellyl isovaleric acidGenerator
(1)-3,7-Dimethyloct-6-enyl isovalerateHMDB
3,7-Dimethyl-6-octen-1-yl 3-methylbutanoateHMDB
3,7-Dimethyl-6-octenyl 3-methylbutanoateHMDB
3,7-Dimethyl-6-octenyl isovalerateHMDB
3,7-Dimethyloct-6-enyl isovalerateHMDB
Butanoic acid, 3-methyl-, 3,7-dimethyl-6-octen-1-yl esterHMDB
Butanoic acid, 3-methyl-, 3,7-dimethyl-6-octenyl esterHMDB
Citronellyl iso-valerateHMDB
Chemical FormulaC15H28O2
Average Molecular Weight240.3816
Monoisotopic Molecular Weight240.20893014
IUPAC Name3,7-dimethyloct-6-en-1-yl 3-methylbutanoate
Traditional Name3,7-dimethyloct-6-en-1-yl 3-methylbutanoate
CAS Registry Number68922-10-1
SMILES
CC(C)CC(=O)OCCC(C)CCC=C(C)C
InChI Identifier
InChI=1S/C15H28O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,13-14H,6,8-11H2,1-5H3
InChI KeyWZTNQQJXPYEGAF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohol esters
Direct ParentFatty alcohol esters
Alternative Parents
Substituents
  • Fatty alcohol ester
  • Monoterpenoid
  • Acyclic monoterpenoid
  • Fatty acid ester
  • 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:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0094 g/LALOGPS
logP5.07ALOGPS
logP4.63ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity73.41 m³·mol⁻¹ChemAxon
Polarizability29.99 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o1-9300000000-a81be8d6a7ab8d4b3734Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o3-9100000000-a9a3921ca5e9af8873b4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o1-9300000000-a81be8d6a7ab8d4b3734Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o3-9100000000-a9a3921ca5e9af8873b4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bti-9810000000-ce4add1575bd7bb8b690Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000f-7790000000-5c500730fe99093cd33dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000l-9300000000-5673f5c1015d888416d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aou-9100000000-3a6e66ddcfcc86778177Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0019-7590000000-37fb81b4fa537fa95110Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zgr-9810000000-bc9541d4ff6fceddba0cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pc0-9400000000-b3e47d58160f630a35b4Spectrum
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 IDFDB018437
KNApSAcK IDNot Available
Chemspider ID99993
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound111440
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.