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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:48:43 UTC
Update Date2023-02-21 17:24:26 UTC
HMDB IDHMDB0034880
Secondary Accession Numbers
  • HMDB34880
Metabolite Identification
Common Name3-Methyl-2,4-nonanedione
Description3-Methyl-2,4-nonanedione belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom. 3-Methyl-2,4-nonanedione is a burnt, caramel, and fruity tasting compound. 3-Methyl-2,4-nonanedione has been detected, but not quantified in, several different foods, such as green tea, teas (Camellia sinensis), fats and oils, red tea, and black tea. This could make 3-methyl-2,4-nonanedione a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Methyl-2,4-nonanedione.
Structure
Data?1677000266
Synonyms
ValueSource
3-Methyl-2,4-nonandioneHMDB
3-Methylnonane-2,4-dioneHMDB
3-Octylpentane-2,4-dioneHMDB
3-Methyl-2,4-nonanedioneMeSH
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Name3-methylnonane-2,4-dione
Traditional Name3-methylnonane-2,4-dione
CAS Registry Number113486-29-6
SMILES
CCCCCC(=O)C(C)C(C)=O
InChI Identifier
InChI=1S/C10H18O2/c1-4-5-6-7-10(12)8(2)9(3)11/h8H,4-7H2,1-3H3
InChI KeyBGVBGAIWXAXBLP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentBeta-diketones
Alternative Parents
Substituents
  • 1,3-diketone
  • Ketone
  • Organic oxide
  • 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 Point235.00 to 236.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility511.4 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.661 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.32 g/LALOGPS
logP2.76ALOGPS
logP2.91ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)9.61ChemAxon
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity49.09 m³·mol⁻¹ChemAxon
Polarizability19.97 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
DeepCCS[M+H]+146.17330932474
DeepCCS[M-H]-142.48730932474
DeepCCS[M-2H]-180.17530932474
DeepCCS[M+Na]+155.45730932474
AllCCS[M+H]+142.232859911
AllCCS[M+H-H2O]+138.332859911
AllCCS[M+NH4]+145.832859911
AllCCS[M+Na]+146.932859911
AllCCS[M-H]-143.932859911
AllCCS[M+Na-2H]-145.732859911
AllCCS[M+HCOO]-147.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Methyl-2,4-nonanedioneCCCCCC(=O)C(C)C(C)=O1677.0Standard polar33892256
3-Methyl-2,4-nonanedioneCCCCCC(=O)C(C)C(C)=O1217.5Standard non polar33892256
3-Methyl-2,4-nonanedioneCCCCCC(=O)C(C)C(C)=O1240.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Methyl-2,4-nonanedione,1TMS,isomer #1CCCCCC(O[Si](C)(C)C)=C(C)C(C)=O1437.2Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TMS,isomer #1CCCCCC(O[Si](C)(C)C)=C(C)C(C)=O1386.7Standard non polar33892256
3-Methyl-2,4-nonanedione,1TMS,isomer #2CCCCCC(=O)C(C)=C(C)O[Si](C)(C)C1439.9Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TMS,isomer #2CCCCCC(=O)C(C)=C(C)O[Si](C)(C)C1404.5Standard non polar33892256
3-Methyl-2,4-nonanedione,1TMS,isomer #3CCCCC=C(O[Si](C)(C)C)C(C)C(C)=O1389.6Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TMS,isomer #3CCCCC=C(O[Si](C)(C)C)C(C)C(C)=O1352.6Standard non polar33892256
3-Methyl-2,4-nonanedione,1TMS,isomer #4C=C(O[Si](C)(C)C)C(C)C(=O)CCCCC1342.8Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TMS,isomer #4C=C(O[Si](C)(C)C)C(C)C(=O)CCCCC1382.0Standard non polar33892256
3-Methyl-2,4-nonanedione,2TMS,isomer #1C=C(O[Si](C)(C)C)C(C)=C(CCCCC)O[Si](C)(C)C1542.4Semi standard non polar33892256
3-Methyl-2,4-nonanedione,2TMS,isomer #1C=C(O[Si](C)(C)C)C(C)=C(CCCCC)O[Si](C)(C)C1521.1Standard non polar33892256
3-Methyl-2,4-nonanedione,2TMS,isomer #2CCCCC=C(O[Si](C)(C)C)C(C)=C(C)O[Si](C)(C)C1571.1Semi standard non polar33892256
3-Methyl-2,4-nonanedione,2TMS,isomer #2CCCCC=C(O[Si](C)(C)C)C(C)=C(C)O[Si](C)(C)C1514.5Standard non polar33892256
3-Methyl-2,4-nonanedione,2TMS,isomer #3C=C(O[Si](C)(C)C)C(C)C(=CCCCC)O[Si](C)(C)C1495.7Semi standard non polar33892256
3-Methyl-2,4-nonanedione,2TMS,isomer #3C=C(O[Si](C)(C)C)C(C)C(=CCCCC)O[Si](C)(C)C1485.7Standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #1CCCCCC(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=O1664.1Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #1CCCCCC(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=O1589.3Standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #2CCCCCC(=O)C(C)=C(C)O[Si](C)(C)C(C)(C)C1659.2Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #2CCCCCC(=O)C(C)=C(C)O[Si](C)(C)C(C)(C)C1607.8Standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #3CCCCC=C(O[Si](C)(C)C(C)(C)C)C(C)C(C)=O1616.2Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #3CCCCC=C(O[Si](C)(C)C(C)(C)C)C(C)C(C)=O1537.4Standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #4C=C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)CCCCC1564.6Semi standard non polar33892256
3-Methyl-2,4-nonanedione,1TBDMS,isomer #4C=C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)CCCCC1582.0Standard non polar33892256
3-Methyl-2,4-nonanedione,2TBDMS,isomer #1C=C(O[Si](C)(C)C(C)(C)C)C(C)=C(CCCCC)O[Si](C)(C)C(C)(C)C1983.1Semi standard non polar33892256
3-Methyl-2,4-nonanedione,2TBDMS,isomer #1C=C(O[Si](C)(C)C(C)(C)C)C(C)=C(CCCCC)O[Si](C)(C)C(C)(C)C1918.4Standard non polar33892256
3-Methyl-2,4-nonanedione,2TBDMS,isomer #2CCCCC=C(O[Si](C)(C)C(C)(C)C)C(C)=C(C)O[Si](C)(C)C(C)(C)C2002.8Semi standard non polar33892256
3-Methyl-2,4-nonanedione,2TBDMS,isomer #2CCCCC=C(O[Si](C)(C)C(C)(C)C)C(C)=C(C)O[Si](C)(C)C(C)(C)C1928.9Standard non polar33892256
3-Methyl-2,4-nonanedione,2TBDMS,isomer #3C=C(O[Si](C)(C)C(C)(C)C)C(C)C(=CCCCC)O[Si](C)(C)C(C)(C)C1952.3Semi standard non polar33892256
3-Methyl-2,4-nonanedione,2TBDMS,isomer #3C=C(O[Si](C)(C)C(C)(C)C)C(C)C(=CCCCC)O[Si](C)(C)C(C)(C)C1889.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-2,4-nonanedione GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-9100000000-140a68c0405c550868a72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-2,4-nonanedione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-2,4-nonanedione 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 - 3-Methyl-2,4-nonanedione 10V, Positive-QTOFsplash10-00di-2900000000-f5296ca6bd86a3f02d3c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 20V, Positive-QTOFsplash10-0002-9200000000-135baf39d468d8ad66582016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 40V, Positive-QTOFsplash10-0a4i-9000000000-c40f53abdfcb471712fb2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 10V, Negative-QTOFsplash10-014i-1900000000-e8a66447d39990b823a32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 20V, Negative-QTOFsplash10-01b9-6900000000-3831c27d8f31a17283d42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 40V, Negative-QTOFsplash10-0600-9200000000-5eed12a33c24be5fe3c72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 10V, Negative-QTOFsplash10-016r-0900000000-d3dd81cef7234aee26b72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 20V, Negative-QTOFsplash10-014i-9700000000-8d24207fef9ecc87fdc72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 40V, Negative-QTOFsplash10-0006-9000000000-7542dadafec7a667821e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 10V, Positive-QTOFsplash10-00dj-9500000000-e315b1dcee900e09b3e42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 20V, Positive-QTOFsplash10-007n-9200000000-899745b4ffdd43b8e05f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-2,4-nonanedione 40V, Positive-QTOFsplash10-0007-9000000000-c2b89c1e7bac91b473012021-09-24Wishart 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
  • 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 IDFDB013455
KNApSAcK IDNot Available
Chemspider ID461444
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound529481
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1552451
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.. .