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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:04:48 UTC
Update Date2022-03-07 02:54:22 UTC
HMDB IDHMDB0035136
Secondary Accession Numbers
  • HMDB35136
Metabolite Identification
Common NameGlucosyl (E)-2,6-Dimethyl-2,5-heptadienoate
DescriptionGlucosyl (E)-2,6-Dimethyl-2,5-heptadienoate belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate has been detected, but not quantified in, fruits. This could make glucosyl (e)-2,6-dimethyl-2,5-heptadienoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate.
Structure
Data?1563862671
Synonyms
ValueSource
Glucosyl (e)-2,6-dimethyl-2,5-heptadienoic acidGenerator
(2E)-2,6-Dimethyl-2,5-heptadienoic acid beta-D-glucopyranosyl esterHMDB
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (2E)-2,6-dimethylhepta-2,5-dienoic acidGenerator
Chemical FormulaC15H24O7
Average Molecular Weight316.3469
Monoisotopic Molecular Weight316.152203122
IUPAC Name3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2E)-2,6-dimethylhepta-2,5-dienoate
Traditional Name3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2E)-2,6-dimethylhepta-2,5-dienoate
CAS Registry Number261949-43-3
SMILES
CC(C)=CC\C=C(/C)C(=O)OC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1S/C15H24O7/c1-8(2)5-4-6-9(3)14(20)22-15-13(19)12(18)11(17)10(7-16)21-15/h5-6,10-13,15-19H,4,7H2,1-3H3/b9-6+
InChI KeyBHPXBBXWEPCSOK-RMKNXTFCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Fatty acid ester
  • Fatty acyl
  • Oxane
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Secondary alcohol
  • Acetal
  • Carboxylic acid derivative
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Primary alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility10.4 g/LALOGPS
logP0.07ALOGPS
logP0.5ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area116.45 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity78.95 m³·mol⁻¹ChemAxon
Polarizability32.77 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+176.96731661259
DarkChem[M-H]-169.57431661259
DeepCCS[M+H]+175.28330932474
DeepCCS[M-H]-172.92530932474
DeepCCS[M-2H]-206.47630932474
DeepCCS[M+Na]+181.70330932474
AllCCS[M+H]+177.132859911
AllCCS[M+H-H2O]+174.132859911
AllCCS[M+NH4]+179.832859911
AllCCS[M+Na]+180.632859911
AllCCS[M-H]-174.732859911
AllCCS[M+Na-2H]-175.332859911
AllCCS[M+HCOO]-176.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoateCC(C)=CC\C=C(/C)C(=O)OC1OC(CO)C(O)C(O)C1O3735.5Standard polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoateCC(C)=CC\C=C(/C)C(=O)OC1OC(CO)C(O)C(O)C1O2370.3Standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoateCC(C)=CC\C=C(/C)C(=O)OC1OC(CO)C(O)C(O)C1O2457.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O2473.7Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TMS,isomer #2CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O2442.4Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TMS,isomer #3CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O2434.2Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TMS,isomer #4CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C2447.5Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O2490.7Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TMS,isomer #2CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O2493.8Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TMS,isomer #3CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C2488.5Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TMS,isomer #4CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O2469.9Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TMS,isomer #5CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C2475.0Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TMS,isomer #6CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C2473.9Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O2513.6Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TMS,isomer #2CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C2531.8Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TMS,isomer #3CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C2496.1Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TMS,isomer #4CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C2496.3Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,4TMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C2536.8Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TBDMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O2705.6Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TBDMS,isomer #2CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O2700.0Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TBDMS,isomer #3CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O2682.7Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,1TBDMS,isomer #4CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C2713.8Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TBDMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O2937.7Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TBDMS,isomer #2CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O2933.3Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TBDMS,isomer #3CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C2938.2Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TBDMS,isomer #4CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O2939.4Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TBDMS,isomer #5CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C2943.8Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,2TBDMS,isomer #6CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C2936.1Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TBDMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O3181.8Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TBDMS,isomer #2CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C3214.7Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TBDMS,isomer #3CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C3167.7Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,3TBDMS,isomer #4CC(C)=CC/C=C(\C)C(=O)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C3154.0Semi standard non polar33892256
Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate,4TBDMS,isomer #1CC(C)=CC/C=C(\C)C(=O)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C3389.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4s-9860000000-b63e05bf7802b9c1faad2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate GC-MS (4 TMS) - 70eV, Positivesplash10-000l-2301190000-415adbc483f654e9f5b32017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 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 - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 10V, Positive-QTOFsplash10-0a4r-0911000000-114776a467e39d04464c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 20V, Positive-QTOFsplash10-053i-5900000000-5274acbcd1e7f322c0392016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 40V, Positive-QTOFsplash10-0aor-9700000000-0a8479ff08250d5b783b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 10V, Negative-QTOFsplash10-0uy0-1913000000-f80eeeda8ff41dad7c762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 20V, Negative-QTOFsplash10-0udi-2910000000-b57c6a9c838d5b58f1542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 40V, Negative-QTOFsplash10-0kfx-9600000000-dd99c2befb0bacdbba312016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 10V, Positive-QTOFsplash10-053r-8903000000-730fe130266aee367cea2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 20V, Positive-QTOFsplash10-001i-9200000000-942092fd25e2a2c0b2ba2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 40V, Positive-QTOFsplash10-05po-9100000000-b33907c09295cd6667452021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 10V, Negative-QTOFsplash10-014i-0609000000-b392e1934722396f83192021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 20V, Negative-QTOFsplash10-0pb9-2901000000-41c8711e71a0b21671ad2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosyl (E)-2,6-Dimethyl-2,5-heptadienoate 40V, Negative-QTOFsplash10-0pbc-9300000000-56f282bc97177e0977752021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart 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 IDFDB013772
KNApSAcK IDC00036341
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751671
PDB IDNot Available
ChEBI ID167927
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .