Record Information
Version1.0
Creation date2010-04-08 22:13:09 UTC
Update date2015-07-20 23:39:37 UTC
Primary IDFDB017550
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGeranyl acetoacetate
DescriptionGeranyl acetoacetate, also known as fema 2510 or geranyl 3-oxobutanoate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Geranyl acetoacetate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number10032-00-5
Structure
Thumb
Synonyms
SynonymSource
Geranyl acetoacetic acidGenerator
(e)-3,7-Dimethyl-2,6-octadienyl 3-oxobutanoateHMDB
(e)-3,7-Dimethyl-2,6-octadienyl acetoacetateHMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-acetoacetic acidHMDB
Acetoacetic acid, 3,7-dimethyl-2,6-octadienyl esterHMDB
FEMA 2510HMDB
Geranyl 3-oxobutanoateHMDB
Geranyl beta-ketobutyrateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl 3-oxobutanoateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl acetoacetateHMDB
(E)-3,7-Dimethyl-2,6-octadienyl acetoacetatebiospider
3,7-Dimethyl-2,6-octadien-1-yl 3-oxobutanoate, trans-biospider
3,7-Dimethyl-2,6-octadien-1-yl acetoacetate, trans-biospider
3,7-Dimethyl-2,6-octadienyl 3-oxobutanoate, (E)-biospider
3,7-Dimethyl-2,6-octadienyl acetoacetate, (E)-biospider
Acetoacetic acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-biospider
Geranyl acetoacetatedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.7ALOGPS
logP3.17ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)10.39ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity70.23 m³·mol⁻¹ChemAxon
Polarizability27.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H22O3
IUPAC name(2Z)-3,7-dimethylocta-2,6-dien-1-yl 3-oxobutanoate
InChI IdentifierInChI=1S/C14H22O3/c1-11(2)6-5-7-12(3)8-9-17-14(16)10-13(4)15/h6,8H,5,7,9-10H2,1-4H3/b12-8-
InChI KeyRYILZWKGLGVPOC-WQLSENKSSA-N
Isomeric SMILESCC(=O)CC(=O)OC\C=C(\C)CCC=C(C)C
Average Molecular Weight238.3227
Monoisotopic Molecular Weight238.15689457
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
  • Acyclic monoterpenoid
  • Monoterpenoid
  • Beta-keto acid
  • Fatty acid ester
  • 1,3-dicarbonyl compound
  • Keto acid
  • Carboxylic acid ester
  • Ketone
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 70.56%; H 9.30%; O 20.14%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd25 0.96DFC
Refractive Indexn25D 1.4670DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ku-9700000000-464bbd7934d9173adbafJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-4790000000-97db0649e83f5b5bae96JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9500000000-640dd734c70bcee51f77JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0670-9100000000-90966489ab2f1b35805bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0019-8690000000-16ea337a0db3b28e6a31JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pc0-9700000000-d0f333fc4eb48adf9423JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9300000000-bc23db33f8ce067ee6a4JSpectraViewer
ChemSpider ID30777244
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID54611954
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38256
CRC / DFC (Dictionary of Food Compounds) IDJVC33-F:KYH02-A
EAFUS ID1468
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1024841
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
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
winey
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fermented
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
apple skin
  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