Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:52 UTC
Update Date2023-02-21 17:21:11 UTC
HMDB IDHMDB0031692
Secondary Accession Numbers
  • HMDB31692
Metabolite Identification
Common Namecis-3-Hexenyl trans-4-hexenoate
Descriptioncis-3-Hexenyl trans-4-hexenoate 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 small amount of articles have been published on cis-3-Hexenyl trans-4-hexenoate.
Structure
Data?1677000071
Synonyms
ValueSource
cis-3-Hexenyl trans-4-hexenoic acidGenerator
(3Z)-Hex-3-en-1-yl (4E)-hex-4-enoic acidHMDB
Chemical FormulaC12H20O2
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
IUPAC Name(3Z)-hex-3-en-1-yl (4E)-hex-4-enoate
Traditional Name(3Z)-hex-3-en-1-yl (4E)-hex-4-enoate
CAS Registry Number74638-19-0
SMILES
CC\C=C/CCOC(=O)CC\C=C\C
InChI Identifier
InChI=1S/C12H20O2/c1-3-5-7-9-11-14-12(13)10-8-6-4-2/h4-7H,3,8-11H2,1-2H3/b6-4+,7-5-
InChI KeyWGKGNHCLNHFGQO-GUBXDBFYSA-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
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point225.00 to 226.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility8.59 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.650 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.042 g/LALOGPS
logP4ALOGPS
logP3.45ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity61.15 m³·mol⁻¹ChemAxon
Polarizability23.73 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]+149.65431661259
DarkChem[M-H]-144.81231661259
DeepCCS[M+H]+151.0730932474
DeepCCS[M-H]-148.10330932474
DeepCCS[M-2H]-184.61230932474
DeepCCS[M+Na]+160.18830932474
AllCCS[M+H]+150.932859911
AllCCS[M+H-H2O]+147.432859911
AllCCS[M+NH4]+154.332859911
AllCCS[M+Na]+155.232859911
AllCCS[M-H]-151.332859911
AllCCS[M+Na-2H]-152.732859911
AllCCS[M+HCOO]-154.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
cis-3-Hexenyl trans-4-hexenoateCC\C=C/CCOC(=O)CC\C=C\C1744.8Standard polar33892256
cis-3-Hexenyl trans-4-hexenoateCC\C=C/CCOC(=O)CC\C=C\C1335.3Standard non polar33892256
cis-3-Hexenyl trans-4-hexenoateCC\C=C/CCOC(=O)CC\C=C\C1424.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - cis-3-Hexenyl trans-4-hexenoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-015a-9100000000-84eeade7ced1b68d77842017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 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 trans-4-hexenoate 10V, Positive-QTOFsplash10-0002-6900000000-fd30c9f2d68786a086672016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 20V, Positive-QTOFsplash10-001j-9200000000-11f4d79ca498b8ca68d52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 40V, Positive-QTOFsplash10-0f7o-9000000000-909fe15edbf07d89979c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 10V, Negative-QTOFsplash10-0002-7900000000-ef498befd1524e8969932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 20V, Negative-QTOFsplash10-01ot-9700000000-8e30e500b67e57afd7352016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 40V, Negative-QTOFsplash10-07be-9100000000-d32f9ad9b1bc509e2ddf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 10V, Negative-QTOFsplash10-0002-3900000000-df0b747b5a58e239cdb52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 20V, Negative-QTOFsplash10-01ot-9700000000-f07097c04d7cf1d8851c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 40V, Negative-QTOFsplash10-014j-9000000000-42f5fc022858e89081f62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 10V, Positive-QTOFsplash10-001j-9100000000-6c91d3f626972f8f7e972021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 20V, Positive-QTOFsplash10-067j-9000000000-8de287ff723cd7e430cf2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl trans-4-hexenoate 40V, Positive-QTOFsplash10-069r-9000000000-0938ee459bd7c04bb94e2021-09-23Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDFDB008355
KNApSAcK IDNot Available
Chemspider ID30776914
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound129837271
PDB IDNot Available
ChEBI ID172043
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1624901
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.