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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:31:35 UTC
Update Date2022-03-07 02:53:51 UTC
HMDB IDHMDB0033765
Secondary Accession Numbers
  • HMDB33765
Metabolite Identification
Common NameMethyl (Z)-2-decene-4,6,8-triynoate
DescriptionMethyl (Z)-2-decene-4,6,8-triynoate, also known as dehydromatricaria methyl ester or (e)-2-decene-4,6,8-triynoate methyl ester, 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 Methyl (Z)-2-decene-4,6,8-triynoate.
Structure
Data?1563862456
Synonyms
ValueSource
(e)-2-Decene-4,6,8-triynoic acid methyl esterKegg
(e)-2-Decene-4,6,8-triynoate methyl esterGenerator
Methyl (Z)-2-decene-4,6,8-triynoic acidGenerator
cis-Dehydromaticaria esterMeSH
Dehydromatricaria methyl esterMeSH
Dehydromatricaria methyl ester, (e)-isomerMeSH
Dehydromatricaria methyl ester, 1-(14)C-labeledMeSH
cis-Dehydromatricaria methyl esterMeSH
Dehydromatricaria methyl ester, (Z)-isomerMeSH
(Z)-2-Decene-4,6,8-triynoic acid methylesterHMDB
2Z-Dehydromatricaria esterHMDB
Methyl ester(Z)-2-decene-4,6,8-triynoic acidHMDB
Chemical FormulaC11H8O2
Average Molecular Weight172.18
Monoisotopic Molecular Weight172.0524295
IUPAC Namemethyl (2E)-dec-2-en-4,6,8-triynoate
Traditional Namedehydromatricaria ester
CAS Registry Number2739-57-3
SMILES
COC(=O)\C=C\C#CC#CC#CC
InChI Identifier
InChI=1S/C11H8O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h9-10H,1-2H3/b10-9+
InChI KeyLBAVIXQTLKRIGP-MDZDMXLPSA-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
  • Methyl 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

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point114 - 115 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.42Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.016 g/LALOGPS
logP2.76ALOGPS
logP2.72ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity53.42 m³·mol⁻¹ChemAxon
Polarizability19.7 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]+144.76831661259
DarkChem[M-H]-144.73731661259
DeepCCS[M+H]+128.82130932474
DeepCCS[M-H]-125.7430932474
DeepCCS[M-2H]-162.70430932474
DeepCCS[M+Na]+137.80530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl (Z)-2-decene-4,6,8-triynoateCOC(=O)\C=C\C#CC#CC#CC2424.5Standard polar33892256
Methyl (Z)-2-decene-4,6,8-triynoateCOC(=O)\C=C\C#CC#CC#CC1601.3Standard non polar33892256
Methyl (Z)-2-decene-4,6,8-triynoateCOC(=O)\C=C\C#CC#CC#CC1680.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-03dl-3900000000-cffa9b3f82e26028d9ef2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 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 - Methyl (Z)-2-decene-4,6,8-triynoate 10V, Positive-QTOFsplash10-00dl-0900000000-49e99284cef53b98b3f42016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 20V, Positive-QTOFsplash10-006w-5900000000-ba604304f938231e1de42016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 40V, Positive-QTOFsplash10-0gxt-9400000000-55baec04e721b2b63ee22016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 10V, Negative-QTOFsplash10-00di-0900000000-560a67a335507b08b8142016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 20V, Negative-QTOFsplash10-00dr-1900000000-7d634a20f71503d823502016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 40V, Negative-QTOFsplash10-000f-9700000000-27bc3f46b11c422a7d342016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 10V, Positive-QTOFsplash10-000i-9400000000-f5789fcb84c3a59ddbed2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 20V, Positive-QTOFsplash10-03dr-9300000000-cbf1399ee8c988a625332021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 40V, Positive-QTOFsplash10-01ya-9300000000-9300de353e9c3e8dc8a02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 10V, Negative-QTOFsplash10-00di-0900000000-f04fd6be92e3fffe5f8d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 20V, Negative-QTOFsplash10-03di-2900000000-8534f73fe2b24b1f995d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl (Z)-2-decene-4,6,8-triynoate 40V, Negative-QTOFsplash10-03dr-9500000000-6ea76b020e649ec23f292021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • 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 IDFDB011908
KNApSAcK IDC00001280
Chemspider ID4444586
KEGG Compound IDC08446
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5281146
PDB IDNot Available
ChEBI ID4366
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents 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.