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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:33:44 UTC
Update Date2019-07-23 06:26:10 UTC
HMDB IDHMDB0038278
Secondary Accession Numbers
  • HMDB38278
Metabolite Identification
Common Namecis-3-Hexenyl 3-methylbutanoate
Descriptioncis-3-Hexenyl 3-methylbutanoate, also known as (Z)-3-hexenyl isopentanoate or (Z)-hex-3-enyl isovalerate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. cis-3-Hexenyl 3-methylbutanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563863170
Synonyms
ValueSource
cis-3-Hexenyl 3-methylbutanoic acidGenerator
(3Z)-3-Hexenyl 3-methylbutanoateHMDB
(Z)-3-Hexen-1-yl isovalerateHMDB
(Z)-3-Hexenyl 3-methylbutanoateHMDB
(Z)-3-Hexenyl 3-methylbutyrateHMDB
(Z)-3-Hexenyl isopentanoateHMDB
(Z)-3-Hexenyl isovalerateHMDB
(Z)-Hex-3-enyl 3-methylbutanoateHMDB
(Z)-Hex-3-enyl isovalerateHMDB
3-Hexen-1-yl 3-methylbutanoateHMDB
3-Hexenyl 3-methylbutanoateHMDB
3-Hexenyl ester(Z)-isovaleric acidHMDB
3-Hexenyl isopentanoateHMDB
3-Hexenyl isovalerateHMDB
3-Methyl-3-hexenyl ester(Z)-butanoic acidHMDB
Butanoic acid, 3-methyl-, (3Z)-3-hexen-1-yl esterHMDB
Butanoic acid, 3-methyl-, (3Z)-3-hexenyl esterHMDB
Butanoic acid, 3-methyl-, 3-hexen-1-yl esterHMDB
Butanoic acid, 3-methyl-, 3-hexenyl esterHMDB
cis-3-Hexenyl isopentanoateHMDB
cis-3-Hexenyl isovalerateHMDB
cis-Hex-3-enyl 3-methylbutanoateHMDB
FEMA 3498HMDB
Hex-3-enyl isovalerateHMDB
Isovaleric acid cis-3-hexenyl esterHMDB
Isovaleric acid, 3-hexenyl esterHMDB
(Z)-3-Hexenyl 3-methylbutanoic acidGenerator
Chemical FormulaC11H20O2
Average Molecular Weight184.2753
Monoisotopic Molecular Weight184.146329884
IUPAC Name(3Z)-hex-3-en-1-yl 3-methylbutanoate
Traditional Name(3Z)-hex-3-en-1-yl 3-methylbutanoate
CAS Registry Number35154-45-1
SMILES
CC\C=C/CCOC(=O)CC(C)C
InChI Identifier
InChI=1S/C11H20O2/c1-4-5-6-7-8-13-11(12)9-10(2)3/h5-6,10H,4,7-9H2,1-3H3/b6-5-
InChI KeyAIQLNKITFBJPFO-WAYWQWQTSA-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 Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

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 Solubility0.13 g/LALOGPS
logP3.65ALOGPS
logP3.21ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity55.38 m³·mol⁻¹ChemAxon
Polarizability22.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ap0-9000000000-0c809782830a2df98a23Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-7900000000-fecf9121d448127a0c49Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001r-9100000000-2e7eef2378186000febdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-fa5db637641e3c3fba29Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-8900000000-54963f5b4493bb2ae704Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f89-9500000000-833812d3933fd77ddfe6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-9100000000-7ba0e90b1b3972856931Spectrum
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 IDFDB017576
KNApSAcK IDC00029347
Chemspider ID4519169
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5367681
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.