Record Information
Version1.0
Creation date2010-04-08 22:12:59 UTC
Update date2019-11-26 03:14:35 UTC
Primary IDFDB017273
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNb-Methylserotonin
DescriptionN-Methylserotonin, also known as lopac-m-1514, belongs to the class of organic compounds known as serotonins. Serotonins are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5. N-Methylserotonin is a very strong basic compound (based on its pKa). N-Methylserotonin has been detected, but not quantified in, citrus. This could make N-methylserotonin a potential biomarker for the consumption of these foods.
CAS Number1134-01-6
Structure
Thumb
Synonyms
SynonymSource
N-Methylserotonin oxalate saltHMDB
3-(2-(Methylamino)ethyl)-1H-indol-5-olHMDB
3-[2-(Methylamino)ethyl]-1H-indol-5-olHMDB
Lopac-m-1514HMDB
3-(2-Methylaminoethyl)-1H-indol-5-ol, 9CIdb_source
3-[2-(methylamino)ethyl]-1H-indol-5-olbiospider
5-Hydroxy-N-omega-methyltryptaminemanual
5-Hydroxy-Nw-methyltryptaminedb_source
N-Methylserotoninbiospider
Nb-Methylserotoninmanual
Predicted Properties
PropertyValueSource
Water Solubility0.75 g/LALOGPS
logP1.55ALOGPS
logP0.69ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)10.44ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area48.05 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity57.13 m³·mol⁻¹ChemAxon
Polarizability21.4 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H14N2O
IUPAC name3-[2-(methylamino)ethyl]-1H-indol-5-ol
InChI IdentifierInChI=1S/C11H14N2O/c1-12-5-4-8-7-13-11-3-2-9(14)6-10(8)11/h2-3,6-7,12-14H,4-5H2,1H3
InChI KeyASUSBMNYRHGZIG-UHFFFAOYSA-N
Isomeric SMILESCNCCC1=CNC2=C1C=C(O)C=C2
Average Molecular Weight190.2417
Monoisotopic Molecular Weight190.11061308
Classification
Description Belongs to the class of organic compounds known as serotonins. Serotonins are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassTryptamines and derivatives
Direct ParentSerotonins
Alternative Parents
Substituents
  • Serotonin
  • Hydroxyindole
  • 3-alkylindole
  • Indole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Benzenoid
  • Substituted pyrrole
  • Pyrrole
  • Heteroaromatic compound
  • Secondary aliphatic amine
  • Secondary amine
  • Azacycle
  • Amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 69.45%; H 7.42%; N 14.72%; O 8.41%DFC
Melting PointMp 153-156° (as oxalate)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSNb-Methylserotonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9300000000-514cf662a4e6c5a603dfSpectrum
Predicted GC-MSNb-Methylserotonin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9120000000-4c9438c3246e1f92d1f5Spectrum
Predicted GC-MSNb-Methylserotonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-0900000000-646686588892f9e597f5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-1900000000-a768b9399c8fcac6cd0eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q9-2900000000-543fe5365e1fa682b60eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-b4a2e8f1bf6e3e782690Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-970029b3b4e6dd32e53aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-2900000000-9851a5693e2c284d3b9dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-0900000000-068fac34efa1b5ba779cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-46a702a381d3892e40b4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f8c-2900000000-d17d6394f323b90f889cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-737a601f9d97628ca508Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0019-0900000000-58467315e6d4795f2488Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-2900000000-cdd5d680769ece6297e4Spectrum
NMRNot Available
ChemSpider ID132989
ChEMBL IDCHEMBL277362
KEGG Compound IDC06212
Pubchem Compound ID150885
Pubchem Substance IDNot Available
ChEBI ID32707
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB04369
CRC / DFC (Dictionary of Food Compounds) IDHDV23-B:KWX87-R
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID47668
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
Tryptophan MetabolismSMP00063 map00380
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference