Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:05:52 UTC
Update Date2023-02-21 17:25:00 UTC
HMDB IDHMDB0036031
Secondary Accession Numbers
  • HMDB36031
Metabolite Identification
Common NameLabienoxime
DescriptionLabienoxime belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl). Labienoxime is a cassis, grapefruit, and green tasting compound. Based on a literature review very few articles have been published on Labienoxime.
Structure
Data?1677000300
Synonyms
ValueSource
2,4,4,7-Tetramethylnona-6,8-dien-3-one oximeHMDB
6,8-Nonadien-3-one, 2,4,4,7-tetramethyl-, oximeHMDB
Chemical FormulaC13H23NO
Average Molecular Weight209.3278
Monoisotopic Molecular Weight209.177964363
IUPAC Name(Z)-N-[(6E)-2,4,4,7-tetramethylnona-6,8-dien-3-ylidene]hydroxylamine
Traditional Name(Z)-N-[(6E)-2,4,4,7-tetramethylnona-6,8-dien-3-ylidene]hydroxylamine
CAS Registry Number81783-01-9
SMILES
CC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C
InChI Identifier
InChI=1S/C13H23NO/c1-7-11(4)8-9-13(5,6)12(14-15)10(2)3/h7-8,10,15H,1,9H2,2-6H3/b11-8+,14-12-
InChI KeyMEJYWDUBOCZFFS-FENWIEIGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl).
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOximes
Direct ParentKetoximes
Alternative Parents
Substituents
  • Ketoxime
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point306.62 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.61 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.140The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.053 g/LALOGPS
logP4.26ALOGPS
logP4.51ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)10.73ChemAxon
pKa (Strongest Basic)2.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.59 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity66.77 m³·mol⁻¹ChemAxon
Polarizability25.22 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]+152.46431661259
DarkChem[M-H]-149.06531661259
DeepCCS[M+H]+157.53530932474
DeepCCS[M-H]-155.17730932474
DeepCCS[M-2H]-188.06330932474
DeepCCS[M+Na]+163.62830932474
AllCCS[M+H]+149.932859911
AllCCS[M+H-H2O]+146.332859911
AllCCS[M+NH4]+153.332859911
AllCCS[M+Na]+154.232859911
AllCCS[M-H]-152.932859911
AllCCS[M+Na-2H]-154.032859911
AllCCS[M+HCOO]-155.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
LabienoximeCC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C2080.8Standard polar33892256
LabienoximeCC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C1472.6Standard non polar33892256
LabienoximeCC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C1530.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Labienoxime GC-MS (Non-derivatized) - 70eV, Positivesplash10-007o-9600000000-ba67860127708e6ff78f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Labienoxime 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 - Labienoxime 10V, Positive-QTOFsplash10-03di-2590000000-7ebf1d080497b2b2e0dd2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 20V, Positive-QTOFsplash10-0hi6-6910000000-da22db54becea80ec5f52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 40V, Positive-QTOFsplash10-0v00-9500000000-f85c8d075c7b2c5efeec2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 10V, Negative-QTOFsplash10-0a4i-1190000000-076cb201817f32b5e3462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 20V, Negative-QTOFsplash10-0a4i-6790000000-a4fa3a84780a32b04cf62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 40V, Negative-QTOFsplash10-00xu-6900000000-67afd501022e57a745a52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 10V, Positive-QTOFsplash10-03mr-7940000000-e9d09cbe6cbe75011f1f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 20V, Positive-QTOFsplash10-070i-9400000000-7488b6d02a89f706c4ee2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 40V, Positive-QTOFsplash10-0a4j-9200000000-ce5ccaafb218671d97d02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 10V, Negative-QTOFsplash10-0a4i-0190000000-9f156aec99eff2399b6c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 20V, Negative-QTOFsplash10-0ab9-2960000000-5c6e17ddcd3e64538d0c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Labienoxime 40V, Negative-QTOFsplash10-066s-6900000000-979afbf1350b1f868ecb2021-09-25Wishart 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+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
  • 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 IDFDB014850
KNApSAcK IDNot Available
Chemspider ID30777155
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6432934
PDB IDNot Available
ChEBI ID172451
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1131061
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.. .