Record Information
Version1.0
Creation date2010-04-08 22:12:19 UTC
Update date2015-07-20 23:27:34 UTC
Primary IDFDB016237
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCitronellyl alpha-toluate
DescriptionCitronellyl alpha-toluate, also known as citronellyl a-toluic acid or citronellyl phenylacetate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Citronellyl alpha-toluate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number139-70-8
Structure
Thumb
Synonyms
SynonymSource
Citronellyl a-toluateGenerator
Citronellyl a-toluic acidGenerator
Citronellyl alpha-toluic acidGenerator
Citronellyl α-toluateGenerator
Citronellyl α-toluic acidGenerator
3,7-Dimethyl-6-octen-1-yl phenylacetateHMDB
3,7-Dimethyl-6-octenyl benzeneacetateHMDB
3,7-Dimethyl-6-octenyl phenylacetateHMDB
Acetic acid, phenyl-, 3,7-dimethyl-6-octenyl esterHMDB
Benzeneacetic acid, 3,7-dimethyl-6-octen-1-yl esterHMDB
Benzeneacetic acid, 3,7-dimethyl-6-octenyl esterHMDB
Citronellyl phenylacetateHMDB
e 2157HMDB
FEMA 2315HMDB
Citronellyl alpha-toluatebiospider
E 2157db_source
Predicted Properties
PropertyValueSource
Water Solubility0.0019 g/LALOGPS
logP5.76ALOGPS
logP5.03ChemAxon
logS-5.2ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity84.36 m³·mol⁻¹ChemAxon
Polarizability33.36 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H26O2
IUPAC name3,7-dimethyloct-6-en-1-yl 2-phenylacetate
InChI IdentifierInChI=1S/C18H26O2/c1-15(2)8-7-9-16(3)12-13-20-18(19)14-17-10-5-4-6-11-17/h4-6,8,10-11,16H,7,9,12-14H2,1-3H3
InChI KeyCVJBFMVLVJZZMM-UHFFFAOYSA-N
Isomeric SMILESCC(CCOC(=O)CC1=CC=CC=C1)CCC=C(C)C
Average Molecular Weight274.3978
Monoisotopic Molecular Weight274.193280076
Classification
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
  • Monocyclic monoterpenoid
  • Aromatic monoterpenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

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 78.79%; H 9.55%; O 11.66%DFC
Melting PointNot Available
Boiling PointBp 342°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd20 1.51DFC
Refractive Indexn20D 1.5100DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-073702b258e1adfe291bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-2790000000-b80b9ebf5d1e9988ae87View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-5910000000-59459f13b0171cad74f2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9200000000-d3285050c4c3bcf49bafView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00xr-1960000000-3cc848e5dff32cce0761View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-1910000000-91f60ec045db0c03d31eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014u-5900000000-dbca8249a000b0f9eeccView in MoNA
ChemSpider ID8437
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID8767
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37230
CRC / DFC (Dictionary of Food Compounds) IDJRJ33-M:KOY20-T
EAFUS ID702
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1020951
SuperScent IDNot Available
Wikipedia IDNot Available
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.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  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