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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:05:14 UTC
Update Date2019-07-23 06:13:15 UTC
HMDB IDHMDB0033371
Secondary Accession Numbers
  • HMDB33371
Metabolite Identification
Common NameCitronellyl formate
DescriptionCitronellyl formate, also known as citronellyl methanoate or fema 2314, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Citronellyl formate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563862395
Synonyms
ValueSource
Citronellyl formic acidGenerator
(+)-3,7-Dimethyloct-6-enyl formateHMDB
(-)-3,7-Dimethyloct-6-enyl formateHMDB
(1)-3,7-Dimethyloct-6-enyl formateHMDB
2, 6-Dimethyl-2-octen-8-yl formateHMDB
2,6-Dimethyl-2-octen-8-yl formateHMDB
3,7-Dimethyl-6-octen-1-yl formateHMDB
3,7-Dimethyl-6-octen-1-yl methanoateHMDB
3,7-Dimethyl-6-octenyl formateHMDB
6-Octen-1-ol, 3,7-dimethyl-, 1-formateHMDB
6-Octen-1-ol, 3,7-dimethyl-, formateHMDB
Citronellol formateHMDB
Citronellol formate (6ci)HMDB
Citronellyl methanoateHMDB
Citronelyl formateHMDB
FEMA 2314HMDB
Formic acid, 3,7-dimethyl-6-octen-1-yl esterHMDB
Formic acid, citronellyl esterHMDB
Chemical FormulaC11H20O2
Average Molecular Weight184.2753
Monoisotopic Molecular Weight184.146329884
IUPAC Name3,7-dimethyloct-6-en-1-yl formate
Traditional Namecitronellyl formate
CAS Registry Number105-85-1
SMILES
CC(CCOC=O)CCC=C(C)C
InChI Identifier
InChI=1S/C11H20O2/c1-10(2)5-4-6-11(3)7-8-13-9-12/h5,9,11H,4,6-8H2,1-3H3
InChI KeyDZNVIZQPWLDQHI-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 Solubility0.14 g/LALOGPS
logP3.86ALOGPS
logP3.14ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity55.15 m³·mol⁻¹ChemAxon
Polarizability22.24 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)splash10-014i-9100000000-716f863fe49bf99429d8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00lr-9100000000-62cabec8ecf5956214beSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-9100000000-716f863fe49bf99429d8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00lr-9100000000-62cabec8ecf5956214beSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-067l-9400000000-77d836f97f08fb4c4776Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-8f1a33518143ec5cf5a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-8900000000-d85cb2976e510935416fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066r-9100000000-880577b40eb349d5b946Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1900000000-4137d9bcef8e50645e75Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001l-7900000000-6458a8d8fbf5940091ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-48ea1dc5cad87035e991Spectrum
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 IDFDB011401
KNApSAcK IDC00035565
Chemspider ID7490
KEGG Compound IDC12295
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7778
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.