(z)-3-Hexenyl acetate (YMDB15910)

Identification
YMDB IDYMDB15910
Name(z)-3-Hexenyl acetate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
Descriptioncis-3-Hexenyl acetate, also known as (Z)-3-hexenol acetic acid or (Z)-hex-3-enyl acetate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). cis-3-Hexenyl acetate exists in all eukaryotes, ranging from yeast to plants to humans. Based on a literature review a significant number of articles have been published on cis-3-Hexenyl acetate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • (Z)-3-Hexen-1-yl acetate
  • (Z)-3-Hexenol acetate
  • (Z)-3-Hexenyl acetate
  • (Z)-Hex-3-enyl acetate
  • 3Z-Hexenyl acetate
  • cis-3-Hexen-1-yl acetate
  • cis-3-Hexenyl ethanoate
  • (3Z)-Hex-3-en-1-yl acetate
  • (Z)-3-Hexen-1-yl acetic acid
  • (Z)-3-Hexenol acetic acid
  • (Z)-3-Hexenyl acetic acid
  • (Z)-Hex-3-enyl acetic acid
  • 3Z-Hexenyl acetic acid
  • cis-3-Hexen-1-yl acetic acid
  • cis-3-Hexenyl ethanoic acid
  • (3Z)-Hex-3-en-1-yl acetic acid
  • cis-3-Hexenyl acetic acid
  • (3Z)-3-Hexenyl acetate
  • (Z)-3-Hexen-1-ol acetate
  • (Z)-3-Hexen-1-yl, acetate
  • 1-Acetate(3Z)-3-hexen-1-ol
  • 3(Z)-Hexenyl acetate
  • 3-Hexenol acetate, cis
  • Acetate(3Z)-3-hexen-1-ol
  • Acetate(Z)-3-hexen-1-ol
  • Acetic acid cis-3-hexenyl ester
  • cis-3-Hexen-1-ol, acetate
  • cis-3-Hexenol acetate
  • cis-3-Hexenyl-1-acetate
  • cis-Hex-3-enyl acetate
  • FEMA 3171
  • Hex-3(Z)-enyl acetate
  • Z-Hex-3-en-1-yl acetate
  • 3-Hexenylacetate
  • 3-Hexenyl acetate
  • cis-3-Hexenyl acetate
  • (3Z)-Hexen-1-yl acetate
  • (Z)-Hex-3-en-1-yl acetate
  • 3Z-Hexen-1-ol acetate
  • cis-3-Hexen-1-ol acetate
  • cis-Hex-3-en-1-yl acetate
CAS numberNot Available
WeightAverage: 142.1956
Monoisotopic: 142.099379692
InChI KeyNPFVOOAXDOBMCE-PLNGDYQASA-N
InChIInChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h4-5H,3,6-7H2,1-2H3/b5-4-
IUPAC Name(3Z)-hex-3-en-1-yl acetate
Traditional IUPAC Name(Z)-3-hexenyl acetate
Chemical FormulaC8H14O2
SMILESCC\C=C/CCOC(C)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.98 g/LALOGPS
logP2.47ALOGPS
logP1.77ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.6 m³·mol⁻¹ChemAxon
Polarizability16.44 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
AppleFDB019927
BananaFDB019927
FreshFDB019927
FruityFDB019927
GrassyFDB019927
GreenFDB019927
SweetFDB019927
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-92d448bb2099c2ca8a3eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-92d448bb2099c2ca8a3eJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-f0acc67e981853b1d215JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-4900000000-5520b4c1a8e0f15f98a3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9200000000-0c1cce4833b8fb266c60JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-36ca2a715407a2dd7680JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-7900000000-db796ac26e9c69e96528JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-9200000000-289d9b380c452347bbc5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-c8bb62799d02cf5f0d9cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-053r-9000000000-a56ff074a6b1befb6aa1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-d9067f1965f70e27bba9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-2a8e4bb754618aaff1ecJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4l-9500000000-24eb76b6258468844355JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-c01bbbf5bed889264ddbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-1411093172d173726d27JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-00kf-9000000000-b9d062023fc53ab220c0JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Robinson AL, Ebeler SE, Heymann H, Boss PK, Solomon PS, Trengove RD. (2009). "Interactions between wine volatile compounds and grape and wine matrix components influence aroma compound headspace partitioning." J Agric Food Chem. 2009 Nov 11;57(21):10313-22.19845354
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID61316
HMDB IDHMDB0040215
Pubchem Compound ID5363388
Kegg IDC19757
ChemSpider ID4515742
FOODB IDFDB019927
Wikipedia IDNot Available
BioCyc IDNot Available