Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:02:29 UTC
Update Date2022-09-22 17:44:25 UTC
HMDB IDHMDB0254656
Secondary Accession NumbersNone
Metabolite Identification
Common NameMethylone
Description1-(2H-1,3-benzodioxol-5-yl)-2-(methylamino)propan-1-one, also known as 2-(methylamino)-1-(1,3-benzodioxol-5-yl)-1-propanone, belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. 1-(2H-1,3-benzodioxol-5-yl)-2-(methylamino)propan-1-one is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Methylone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methylone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
2-(Methylamino)-1-(1,3-benzodioxol-5-yl)-1-propanoneKegg
beta-Keto-3,4-methylenedioxymethamphetamineMeSH
3,4-Methylenedioxy-N-methylcathinonmethyloneMeSH
Chemical FormulaC11H13NO3
Average Molecular Weight207.229
Monoisotopic Molecular Weight207.089543283
IUPAC Name1-(2H-1,3-benzodioxol-5-yl)-2-(methylamino)propan-1-one
Traditional Namemethylone
CAS Registry NumberNot Available
SMILES
CNC(C)C(=O)C1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=1S/C11H13NO3/c1-7(12-2)11(13)8-3-4-9-10(5-8)15-6-14-9/h3-5,7,12H,6H2,1-2H3
InChI KeyVKEQBMCRQDSRET-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodioxoles
Sub ClassNot Available
Direct ParentBenzodioxoles
Alternative Parents
Substituents
  • Benzodioxole
  • Aryl ketone
  • Aryl alkyl ketone
  • Benzenoid
  • Alpha-aminoketone
  • Ketone
  • Acetal
  • Secondary aliphatic amine
  • Secondary amine
  • Oxacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
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
logP0.86ALOGPS
logP1.23ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)18.52ChemAxon
pKa (Strongest Basic)7.96ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.56 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity54.86 m³·mol⁻¹ChemAxon
Polarizability21.5 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+147.76530932474
DeepCCS[M-H]-145.40730932474
DeepCCS[M-2H]-178.99630932474
DeepCCS[M+Na]+153.91530932474
AllCCS[M+H]+146.032859911
AllCCS[M+H-H2O]+141.932859911
AllCCS[M+NH4]+149.932859911
AllCCS[M+Na]+151.032859911
AllCCS[M-H]-148.632859911
AllCCS[M+Na-2H]-148.932859911
AllCCS[M+HCOO]-149.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MethyloneCNC(C)C(=O)C1=CC2=C(OCO2)C=C12552.3Standard polar33892256
MethyloneCNC(C)C(=O)C1=CC2=C(OCO2)C=C11733.2Standard non polar33892256
MethyloneCNC(C)C(=O)C1=CC2=C(OCO2)C=C11713.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Methylone,1TMS,isomer #1CC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C1843.7Semi standard non polar33892256
Methylone,1TMS,isomer #1CC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C1844.6Standard non polar33892256
Methylone,1TMS,isomer #1CC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C2501.4Standard polar33892256
Methylone,1TBDMS,isomer #1CC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C2087.2Semi standard non polar33892256
Methylone,1TBDMS,isomer #1CC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C2065.9Standard non polar33892256
Methylone,1TBDMS,isomer #1CC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C2637.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methylone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4j-9700000000-ceea6d2c323ab2a3b8882021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methylone 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 - Methylone 10V, Positive-QTOFsplash10-0a4i-1290000000-080cf201a80e0817cc602019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 20V, Positive-QTOFsplash10-0a4i-2950000000-f1eb161a00da5b9a94a82019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 40V, Positive-QTOFsplash10-0a4i-9800000000-c043a42d42653d53fc232019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 10V, Negative-QTOFsplash10-0a4i-0090000000-2263c1947a885774e5c52019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 20V, Negative-QTOFsplash10-0a4i-1590000000-0ef50b536b07044697d32019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 40V, Negative-QTOFsplash10-05i4-4900000000-80967fdbda5c8ea253102019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 10V, Positive-QTOFsplash10-052f-0970000000-8674fe50bde3671777142021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 20V, Positive-QTOFsplash10-0006-0900000000-de7bd29b57d8038fac742021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 40V, Positive-QTOFsplash10-00di-1900000000-f80dab08986bc0950b712021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 10V, Negative-QTOFsplash10-0a4i-0090000000-50c30aa91340cc3b89bf2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 20V, Negative-QTOFsplash10-056r-0930000000-21a95dd0f0f2d6ff007d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methylone 40V, Negative-QTOFsplash10-0002-2900000000-fceecf3d94f18b1bb6d52021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC20126
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound45789647
PDB IDNot Available
ChEBI IDNot Available
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]