Structure via PubChem · Public domain (PubChem)
N-methylserotonin
Sign in to save'''N-Methylserotonin, also known as norbufotenin or as 5-hydroxy-N-methyltryptamine (5-HO-NMT'), is a tryptamine alkaloid. Chemically, it is a derivative of serotonin in which a methyl group resides at its alkyl amine. It is also called Nω-methylserotonin (N''ω-methyl-5-hydroxytryptamine) to distinguish it from tryptamine-derived compounds in which a methyl group is bonded to the nitrogen atom of the indole group.
Chemical data
- Formula
- C11H14N2O
- Molecular weight
- 190.24 g/mol
- IUPAC name
- 3-[2-(methylamino)ethyl]-1H-indol-5-ol
- SMILES
- CNCCC1=CNC2=C1C=C(C=C2)O
- InChIKey
- ASUSBMNYRHGZIG-UHFFFAOYSA-N
- XLogP
- 0.7
- Polar surface area
- 48.1 Ų
- H-bond donors
- 3
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 190.110613
Show 3 more facts
- found in taxon
- tomato
- chemical formula
- C₁₁H₁₄N₂O
- canonical SMILES
- CNCCC1=CNC2=C1C=C(C=C2)O
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
10 sectionsContents
- Pharmacology
- Pharmacodynamics
- Chemistry
- Analogues
- Society and culture
- Legal status
- United States
- Florida
- See also
- References
'''N-Methylserotonin, also known as norbufotenin or as 5-hydroxy-N-methyltryptamine (5-HO-NMT'), is a tryptamine alkaloid. Chemically, it is a derivative of serotonin in which a methyl group resides at its alkyl amine. It is also called Nω-methylserotonin (Nω-methyl-5-hydroxytryptamine) to distinguish it from tryptamine-derived compounds in which a methyl group is bonded to the nitrogen atom of the indole group.
N-Methylserotonin is found in plants, animals, and fungi. These include the plants, Actaea racemosa (black cohosh) and Zanthoxylum piperitum, the Green and Golden Bell Frog, Litoria aurea, and Amanita mushrooms.
Excerpted from Wikipedia’s “N-methylserotonin” article, available under the CC BY-SA 4.0 licence.