CITRONELLYL ACETATE (CHEM005167)

Record Information
Version1.0
Creation Date2016-05-19 01:58:50 UTC
Update Date2026-08-18 20:42:27 UTC
Accession NumberCHEM005167
Identification
Common NameCITRONELLYL ACETATE
ClassSmall Molecule
Description
A monoterpenoid that is the acetate ester of citronellol. It has been isolated from Citrus hystrix.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
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 acetic acidGenerator
Citronellyl acetate, (S)-isomerMeSH
Chemical FormulaC12H22O2
Average Molecular Mass198.306 g/mol
Monoisotopic Mass198.162 g/mol
CAS Registry Number150-84-5
IUPAC Name3,7-dimethyloct-6-en-1-yl acetate
Traditional Namecitronellyl acetate
SMILESCC(CCOC(C)=O)CCC=C(C)C
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot 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
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0034160
FooDB IDFDB012446
Phenol Explorer IDNot Available
KNApSAcK IDC00035564
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID8667
ChEBI ID70478
PubChem Compound ID9017
Kegg Compound IDC12298
YMDB IDYMDB01657
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20964319
2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
3. 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.
4. 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.
5. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
6. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
7. The lipid handbook with CD-ROM