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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:05:14 UTC
Update Date2021-10-13 06:32:20 UTC
HMDB IDHMDB0033371
Secondary Accession Numbers
  • HMDB33371
Metabolite Identification
Common NameCitronellyl formate
DescriptionCitronellyl formate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a small amount of articles have been published on Citronellyl formate.
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

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point235.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility19.61 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.800The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP10(3.86) g/LALOGPS
logP10(3.14) g/LChemAxon
logS10(-3.1) g/LALOGPS
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
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+144.89931661259
DarkChem[M-H]-140.26331661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Citronellyl formate EI-B (Non-derivatized)splash10-014i-9100000000-716f863fe49bf99429d82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Citronellyl formate EI-B (Non-derivatized)splash10-00lr-9100000000-62cabec8ecf5956214be2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Citronellyl formate EI-B (Non-derivatized)splash10-014i-9100000000-716f863fe49bf99429d82018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Citronellyl formate EI-B (Non-derivatized)splash10-00lr-9100000000-62cabec8ecf5956214be2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl formate GC-MS (Non-derivatized) - 70eV, Positivesplash10-067l-9400000000-77d836f97f08fb4c47762017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl formate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl formate 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 - Citronellyl formate 10V, Negative-QTOFsplash10-001i-1900000000-4137d9bcef8e50645e752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 20V, Negative-QTOFsplash10-001l-7900000000-6458a8d8fbf5940091ec2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 40V, Negative-QTOFsplash10-0006-9300000000-48ea1dc5cad87035e9912016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 10V, Negative-QTOFsplash10-053r-2900000000-9ef1292fc21e650680932021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 20V, Negative-QTOFsplash10-0006-9000000000-d948d5d95ae14e701f572021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 40V, Negative-QTOFsplash10-0006-9000000000-20647fba0207a01d78822021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 10V, Positive-QTOFsplash10-000i-1900000000-8f1a33518143ec5cf5a02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 20V, Positive-QTOFsplash10-000i-8900000000-d85cb2976e510935416f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 40V, Positive-QTOFsplash10-066r-9100000000-880577b40eb349d5b9462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 10V, Positive-QTOFsplash10-001i-9500000000-9c1e960dd6d4a64a24f82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 20V, Positive-QTOFsplash10-00lr-9000000000-0daad7e74fbe5b09ed382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl formate 40V, Positive-QTOFsplash10-067l-9000000000-5c73ec0697fcfdc5222d2021-09-22Wishart 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 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 IDNot Available
Good Scents IDrw1017871
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.