Record Information
Version1.0
Creation date2010-04-08 22:11:21 UTC
Update date2019-11-26 03:10:22 UTC
Primary IDFDB014582
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(R)-Citronellal
Description(R)-(+)-Citronellal belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Thus, (R)-(r)-(r)-(+)-citronellal is considered to be an isoprenoid lipid molecule (R)-(+)-Citronellal exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule.
CAS Number2385-77-5
Structure
Thumb
Synonyms
SynonymSource
(3R)-(+)-CitronellalChEBI
(3R)-3,7-Dimethyl-6-octenalChEBI
(R)-3,7-Dimethyl-6-octenalChEBI
(R)-3,7-Dimethyloct-6-enalChEBI
(+)-CitronellalHMDB
(3R)-3,7-Dimethyloct-6-enalHMDB
3,7-Dimethyl-(3R)-6-octenalHMDB
(R)-(+)-CitronellalHMDB
(+)-citronellalbiospider
(3R)-3,7-dimethyl-6-octenalbiospider
(3R)-3,7-dimethyloct-6-enalbiospider
(r)-(+)-citronellalbiospider
(R)-Citronellalbiospider
6-Octenal, 3,7-dimethyl-, (3R)-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.36 g/LALOGPS
logP3.25ALOGPS
logP2.71ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)16.09ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity49.3 m³·mol⁻¹ChemAxon
Polarizability19.18 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H18O
IUPAC name(3R)-3,7-dimethyloct-6-enal
InChI IdentifierInChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3/t10-/m1/s1
InChI KeyNEHNMFOYXAPHSD-SNVBAGLBSA-N
Isomeric SMILESC[C@H](CCC=C(C)C)CC=O
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
Classification
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
  • Medium-chain aldehyde
  • Alpha-hydrogen aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 77.87%; H 11.76%; O 10.37%DFC
Melting Point< 25 oC
Boiling PointBp14 90°DFC
Experimental Water SolubilityNot Available
Experimental logP3.83GRIFFIN,S ET AL. (1999)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]18D +13.1DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn20D 1.4477DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05mo-9400000000-66027f2c2237a17f4437JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1900000000-facaeed6253aef58db1eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-9700000000-246e147d68730886b936JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldl-9000000000-a497aaf732131b397f9bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-804231e21b402460f30fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-2900000000-e11d5a0124399999066aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-55b14a46099707c2eeb9JSpectraViewer
ChemSpider ID67959
ChEMBL IDCHEMBL1081721
KEGG Compound IDC09848
Pubchem Compound ID75427
Pubchem Substance IDNot Available
ChEBI ID299
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35820
CRC / DFC (Dictionary of Food Compounds) IDJSX87-E:JST36-U
EAFUS IDNot Available
Dr. Duke ID(+)-CITRONELLAL
BIGG IDNot Available
KNApSAcK IDC00003037
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1106481
SuperScent IDNot Available
Wikipedia IDCitronellal
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fresh
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
citrus
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.