Showing Compound Nb-Methylserotonin (FDB017273)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:59 UTC

Update date

2019-11-26 03:14:35 UTC

Primary ID

FDB017273

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Nb-Methylserotonin

Description

N-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 Number

1134-01-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
N-Methylserotonin oxalate salt	HMDB
3-(2-(Methylamino)ethyl)-1H-indol-5-ol	HMDB
3-[2-(Methylamino)ethyl]-1H-indol-5-ol	HMDB
Lopac-m-1514	HMDB
3-(2-Methylaminoethyl)-1H-indol-5-ol, 9CI	db_source
3-[2-(methylamino)ethyl]-1H-indol-5-ol	biospider
5-Hydroxy-N-omega-methyltryptamine	manual
5-Hydroxy-Nw-methyltryptamine	db_source
N-Methylserotonin	biospider
Nb-Methylserotonin	manual

Predicted Properties

Property	Value	Source
Water Solubility	0.75 g/L	ALOGPS
logP	1.55	ALOGPS
logP	0.69	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.45	ChemAxon
pKa (Strongest Basic)	10.44	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	48.05 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	57.13 m³·mol⁻¹	ChemAxon
Polarizability	21.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C11H14N2O

IUPAC name

3-[2-(methylamino)ethyl]-1H-indol-5-ol

InChI Identifier

InChI=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 Key

ASUSBMNYRHGZIG-UHFFFAOYSA-N

Isomeric SMILES

CNCCC1=CNC2=C1C=C(O)C=C2

Average Molecular Weight

190.2417

Monoisotopic Molecular Weight

190.11061308

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Serotonins

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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:48294 )
tryptamines (CHEBI:48294 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Blood

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 69.45%; H 7.42%; N 14.72%; O 8.41%	DFC
Melting Point	Mp 153-156° (as oxalate)	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Nb-Methylserotonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9300000000-514cf662a4e6c5a603df	Spectrum
Predicted GC-MS	Nb-Methylserotonin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9120000000-4c9438c3246e1f92d1f5	Spectrum
Predicted GC-MS	Nb-Methylserotonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-0900000000-646686588892f9e597f5	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dl-1900000000-a768b9399c8fcac6cd0e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01q9-2900000000-543fe5365e1fa682b60e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-b4a2e8f1bf6e3e782690	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-970029b3b4e6dd32e53a	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2900000000-9851a5693e2c284d3b9d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-0900000000-068fac34efa1b5ba779c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-46a702a381d3892e40b4	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f8c-2900000000-d17d6394f323b90f889c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-737a601f9d97628ca508	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0019-0900000000-58467315e6d4795f2488	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2900000000-cdd5d680769ece6297e4	Spectrum