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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:45:09 UTC
Update Date2020-04-30 16:53:06 UTC
HMDB IDHMDB0040215
Secondary Accession Numbers
  • HMDB40215
Metabolite Identification
Common Namecis-3-Hexenyl acetate
Descriptioncis-3-Hexenyl acetate, also known as (Z)-3-hexenol acetic acid or acetate(3Z)-3-hexen-1-ol, 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 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. cis-3-Hexenyl acetate is a sweet, apple, and banana tasting compound. Outside of the human body, cis-3-Hexenyl acetate has been detected, but not quantified in, several different foods, such as tamarinds, sunburst squash (pattypan squash), carobs, pepper (c. baccatum), and swedes. This could make cis-3-hexenyl acetate a potential biomarker for the consumption of these foods. An acetate ester that results from the formal condensation of acetic acid with (Z)-hex-3-en-1-ol.
Structure
Data?1588265586
Synonyms
ValueSource
(Z)-3-Hexen-1-yl acetateChEBI
(Z)-3-Hexenol acetateChEBI
(Z)-3-Hexenyl acetateChEBI
(Z)-Hex-3-enyl acetateChEBI
3Z-Hexenyl acetateChEBI
cis-3-Hexen-1-yl acetateChEBI
cis-3-Hexenyl ethanoateChEBI
(3Z)-Hex-3-en-1-yl acetateKegg
(Z)-3-Hexen-1-yl acetic acidGenerator
(Z)-3-Hexenol acetic acidGenerator
(Z)-3-Hexenyl acetic acidGenerator
(Z)-Hex-3-enyl acetic acidGenerator
3Z-Hexenyl acetic acidGenerator
cis-3-Hexen-1-yl acetic acidGenerator
cis-3-Hexenyl ethanoic acidGenerator
(3Z)-Hex-3-en-1-yl acetic acidGenerator
cis-3-Hexenyl acetic acidGenerator
(3Z)-3-Hexenyl acetateHMDB
(Z)-3-Hexen-1-ol acetateHMDB
(Z)-3-Hexen-1-yl, acetateHMDB
1-Acetate(3Z)-3-hexen-1-olHMDB
3(Z)-Hexenyl acetateHMDB
3-Hexenol acetate, cisHMDB
Acetate(3Z)-3-hexen-1-olHMDB
Acetate(Z)-3-hexen-1-olHMDB
Acetic acid cis-3-hexenyl esterHMDB
cis-3-Hexen-1-ol, acetateHMDB
cis-3-Hexenol acetateHMDB
cis-3-Hexenyl-1-acetateHMDB
cis-Hex-3-enyl acetateHMDB
FEMA 3171HMDB
Hex-3(Z)-enyl acetateHMDB
Z-Hex-3-en-1-yl acetateHMDB
3-HexenylacetateHMDB
3-Hexenyl acetateHMDB
cis-3-Hexenyl acetateChEBI
(3Z)-Hexen-1-yl acetateHMDB
(Z)-Hex-3-en-1-yl acetateHMDB
3Z-Hexen-1-ol acetateHMDB
cis-3-Hexen-1-ol acetateHMDB
cis-Hex-3-en-1-yl acetateHMDB
Chemical FormulaC8H14O2
Average Molecular Weight142.1956
Monoisotopic Molecular Weight142.099379692
IUPAC Name(3Z)-hex-3-en-1-yl acetate
Traditional Name(Z)-3-hexenyl acetate
CAS Registry Number3681-71-8
SMILES
CC\C=C/CCOC(C)=O
InChI Identifier
InChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h4-5H,3,6-7H2,1-2H3/b5-4-
InChI KeyNPFVOOAXDOBMCE-PLNGDYQASA-N
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-92d448bb2099c2ca8a3eSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-92d448bb2099c2ca8a3eSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-f0acc67e981853b1d215Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-7900000000-db796ac26e9c69e96528Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-9200000000-289d9b380c452347bbc5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-c8bb62799d02cf5f0d9cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-4900000000-5520b4c1a8e0f15f98a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9200000000-0c1cce4833b8fb266c60Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-36ca2a715407a2dd7680Spectrum
MSMass Spectrum (Electron Ionization)splash10-00kf-9000000000-b9d062023fc53ab220c0Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019927
KNApSAcK IDC00048964
Chemspider ID4515742
KEGG Compound IDC19757
BioCyc IDCPD-12846
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5363388
PDB IDNot Available
ChEBI ID61316
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .