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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:57:19 UTC
Update Date2019-07-23 06:15:20 UTC
HMDB IDHMDB0034160
Secondary Accession Numbers
  • HMDB34160
Metabolite Identification
Common Name(±)-Citronellyl acetate
Description(±)-Citronellyl acetate, also known as b-citronellol acetic acid or cephrol acetate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol (±)-Citronellyl acetate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563862520
Synonyms
ValueSource
beta-Citronellol acetateChEBI
beta-Citronellyl acetateChEBI
3,7-Dimethyl-6-octen-1-yl acetateKegg
b-Citronellol acetateGenerator
b-Citronellol acetic acidGenerator
beta-Citronellol acetic acidGenerator
Β-citronellol acetateGenerator
Β-citronellol acetic acidGenerator
b-Citronellyl acetateGenerator
b-Citronellyl acetic acidGenerator
beta-Citronellyl acetic acidGenerator
Β-citronellyl acetateGenerator
Β-citronellyl acetic acidGenerator
3,7-Dimethyl-6-octen-1-yl acetic acidGenerator
(±)-citronellyl acetic acidGenerator
(+/-)-citronellyl acetateHMDB
1-Acetoxy-3,7-dimethyloct-6-eneHMDB
2-Octen-8-ol, 2,6-dimethyl-, acetateHMDB
3,7-Dimethyl-6-octen-1-ol acetateHMDB
3,7-Dimethyl-6-octen-1-yl ethanoateHMDB
6-Octen-1-ol, 3,7-dimethyl-, 1-acetateHMDB
6-Octen-1-ol, 3,7-dimethyl-, acetateHMDB
6-Octen-L-ol, 3,7-dimethyl-, acetateHMDB
Acetic acid, 3,7-dimethyl-6-octen-1-yl esterHMDB
Acetic acid, citronellyl esterHMDB
Cephrol acetateHMDB
DL-Citronellol acetateHMDB
FEMA 2311HMDB
Citronellyl acetate, (S)-isomerMeSH
Citronellyl acetic acidGenerator
Chemical FormulaC12H22O2
Average Molecular Weight198.306
Monoisotopic Molecular Weight198.161979948
IUPAC Name3,7-dimethyloct-6-en-1-yl acetate
Traditional Namecitronellyl acetate
CAS Registry Number150-84-5
SMILES
CC(CCOC(C)=O)CCC=C(C)C
InChI Identifier
InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3
InChI KeyJOZKFWLRHCDGJA-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
  • 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 Descriptors
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 Solubility0.068 g/LALOGPS
logP4.13ALOGPS
logP3.19ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity59.64 m³·mol⁻¹ChemAxon
Polarizability24.4 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)splash10-00l6-9100000000-045f190926c18eb95193Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o1-9200000000-6c549e192c218d0f0609Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00l6-9100000000-045f190926c18eb95193Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o1-9200000000-6c549e192c218d0f0609Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9400000000-647ee7273b1211245f77Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1900000000-d62f4d3daa7625d42573Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-5900000000-1250db2a0c197578fb4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066u-9100000000-30796815da6d847bc888Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-3900000000-12566dcfe874c1015c5cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9400000000-a8164e301b87ef9a7180Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9200000000-7ef7e7467b8fd8b4411dSpectrum
MSMass Spectrum (Electron Ionization)splash10-00l6-9100000000-51cdcd6bcfa29c08c98fSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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 IDFDB012446
KNApSAcK IDC00035564
Chemspider ID8667
KEGG Compound IDC12298
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9017
PDB IDNot Available
ChEBI ID70478
Food Biomarker OntologyNot Available
VMH 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.