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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:52 UTC
Update Date2019-07-23 06:09:17 UTC
HMDB IDHMDB0031691
Secondary Accession Numbers
  • HMDB31691
Metabolite Identification
Common Namecis-3-Hexenyl pentanoate
Descriptioncis-3-Hexenyl pentanoate, also known as (e)-3-hexen-1-ol, pentanoate or (e)-hex-3-enyl valerate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. cis-3-Hexenyl pentanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563862157
Synonyms
ValueSource
cis-3-Hexenyl pentanoic acidGenerator
(3Z)-3-Hexenyl pentanoateHMDB
(e)-3-Hexen-1-ol, pentanoateHMDB
(e)-Hex-3-enyl valerateHMDB
(Z)-3-Hexen-1-ol, pentanoateHMDB
(Z)-3-Hexenyl pentanoateHMDB
(Z)-3-Hexenyl valerateHMDB
(Z)-Hex-3-enyl valerateHMDB
2,2-Dimethylpropyl ethylphosphonofluoridateHMDB
3-Hexenyl ester(Z)-pentanoic acidHMDB
3-Hexenyl ester(Z)-valeric acidHMDB
cis-3-Hexenyl N-valerateHMDB
cis-3-Hexenyl valerateHMDB
FEMA 3936HMDB
Neopentyl ethylphosphonofluoridoateHMDB
Pentanoic acid, (3Z)-3-hexen-1-yl esterHMDB
Pentanoic acid, (3Z)-3-hexenyl esterHMDB
Z-3-Hexenyl valerateHMDB
Chemical FormulaC11H20O2
Average Molecular Weight184.2753
Monoisotopic Molecular Weight184.146329884
IUPAC Name(3Z)-hex-3-en-1-yl pentanoate
Traditional Name(3Z)-hex-3-en-1-yl pentanoate
CAS Registry Number35852-46-1
SMILES
CCCCC(=O)OCC\C=C/CC
InChI Identifier
InChI=1S/C11H20O2/c1-3-5-7-8-10-13-11(12)9-6-4-2/h5,7H,3-4,6,8-10H2,1-2H3/b7-5-
InChI KeyXPFTVTFOOTVHIA-ALCCZGGFSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • 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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

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 Solubility0.083 g/LALOGPS
logP3.79ALOGPS
logP3.36ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity55.43 m³·mol⁻¹ChemAxon
Polarizability22.66 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o9-9000000000-3e1a4f898f761efb7fa6Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05o9-9000000000-3e1a4f898f761efb7fa6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-067r-9100000000-9bd7ac1dea826722b26dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-6900000000-0ecf7c3d4fc231ff2c23Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001r-9200000000-8a91170520999c0c747cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000x-9000000000-7797b1f40e5a5996e66bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-7900000000-3314b5fde87697648df3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f89-9600000000-a9afa5a6ba332b473ba0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053u-9100000000-53a59491d385c2536193Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB008354
KNApSAcK IDNot Available
Chemspider ID4519170
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5367682
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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. [PubMed:16902246 ]
  3. 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. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.