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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:33:47 UTC
Update Date2021-10-13 07:12:03 UTC
HMDB IDHMDB0038279
Secondary Accession Numbers
  • HMDB38279
Metabolite Identification
Common Namecis-3-Hexenyl tiglate
Descriptioncis-3-Hexenyl tiglate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a significant number of articles have been published on cis-3-Hexenyl tiglate.
Structure
Data?1563863171
Synonyms
ValueSource
cis-3-Hexenyl tiglic acidGenerator
(e,Z)-2-Methyl-2-butenoic acid 3-hexenyl esterHMDB
(Z)-3-Hexenyl 2-methylcrotonateHMDB
2-Methyl-(3Z)-3-hexen-1-yl ester(2E)-2-butenoic acidHMDB
2-Methyl-(3Z)-3-hexenyl ester(2E)-2-butenoic acidHMDB
2-Methyl-3-hexenyl ester(e,Z)-2-butenoic acidHMDB
cis-3-Hexenyl-2-methyl-trans-2-butenoateHMDB
cis-Hex-3-ene-1-yl trans-2-methyl-2-butenoateHMDB
FEMA 3931HMDB
Chemical FormulaC11H18O2
Average Molecular Weight182.2594
Monoisotopic Molecular Weight182.13067982
IUPAC Name(3Z)-hex-3-en-1-yl (2E)-2-methylbut-2-enoate
Traditional Name(3Z)-hex-3-en-1-yl (2E)-2-methylbut-2-enoate
CAS Registry Number67883-79-8
SMILES
CC\C=C/CCOC(=O)C(\C)=C\C
InChI Identifier
InChI=1S/C11H18O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h5-7H,4,8-9H2,1-3H3/b7-6-,10-5+
InChI KeyJNWQKXUWZWKUAY-JQEGGOPCSA-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
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate 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

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling Point140.00 °C. @ 30.00 mm HgThe Good Scents Company Information System
Water Solubility23.73 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.200 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP10(3.56) g/LALOGPS
logP10(3.55) g/LChemAxon
logS10(-3) g/LALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity56.28 m³·mol⁻¹ChemAxon
Polarizability21.73 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.05131661259
DarkChem[M-H]-141.01231661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
cis-3-Hexenyl tiglateCC\C=C/CCOC(=O)C(\C)=C\C1709.7Standard polar33892256
cis-3-Hexenyl tiglateCC\C=C/CCOC(=O)C(\C)=C\C1280.5Standard non polar33892256
cis-3-Hexenyl tiglateCC\C=C/CCOC(=O)C(\C)=C\C1320.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - cis-3-Hexenyl tiglate GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-fca4c39a00d243515a882017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-3-Hexenyl tiglate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 10V, Positive-QTOFsplash10-001i-6900000000-f178ec133a9564bb77752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 20V, Positive-QTOFsplash10-001i-9200000000-8e40b3d8aeb6777885f52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 40V, Positive-QTOFsplash10-0f8c-9000000000-2a9ceb76cec2d21c8ec52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 10V, Negative-QTOFsplash10-001i-4900000000-a8592de3d31fa82247172016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 20V, Negative-QTOFsplash10-000t-9200000000-28888571988311de1bde2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 40V, Negative-QTOFsplash10-0a5a-9000000000-24d79d8675a3aa12e2c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 10V, Negative-QTOFsplash10-001i-3900000000-a73a08cbff081332d3392021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 20V, Negative-QTOFsplash10-0002-9000000000-ed13a12739ba80295aec2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 40V, Negative-QTOFsplash10-0a4i-9000000000-f30fef0bbcfc844c3e4c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 10V, Positive-QTOFsplash10-001i-9100000000-5a4031d0f75c0b6ca6852021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 20V, Positive-QTOFsplash10-053r-9000000000-29936bd9439e1ec0bcfc2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl tiglate 40V, Positive-QTOFsplash10-0a4i-9000000000-d51cb76310172885f8642021-09-24Wishart LabView Spectrum
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 IDFDB017577
KNApSAcK IDC00055590
Chemspider ID16737344
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15461361
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1002611
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.