Compound

N-acetylserotonin

An N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid.

Definition from ChEBI (CHEBI:17697), read 2026-09-23. CC BY 4.0.

CHEBI:17697ChEBI

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Structure

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A generated conformer of N-acetylserotonin — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C12H14N2O2
Mass: 218.256 g/mol
Charge: 0
InChIKey: MVAWJSIDNICKHF-UHFFFAOYSA-N
SMILES: CC(=O)NCCc1cnc2ccc(O)cc12
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

melatoninCompoundCHEBI:16796converted toInferred only103 paths45 endpoints
ASMTProteinUNIPROT:P46597substrate ofInferred only9 paths9 endpoints

What the reference databases state

Statements

5 statements

5 statements · 2 reference databases · Subject: N-acetylserotonin · Sources: Human-GEM, Rhea

Order

N-acetylserotonin is converted to melatoninCompoundHuman-GEM MAR04547Inferred only
melatonin is converted to N-acetylserotoninCompoundRhea RHEA:15573Inferred only
N-acetylserotonin is converted to serotoninCompoundRhea RHEA:25217Inferred only
serotonin is converted to N-acetylserotoninCompoundRhea RHEA:25217Inferred only
N-acetylserotonin is a substrate of ASMTProteinHuman-GEM MAR04547Inferred only

Reactions

5 reactions

CHEBI:15351+serotoninCHEBI:1146900+proton+N-acetylserotonin
Catalysed by AANAT
Reaction pageLeft to rightBalancedEC 2.3.1.87cytosol
Human-GEM MAR04546CC BY 4.0Reference data
N-acetylserotonin+S-adenosyl-L-methionineproton+melatonin+CHEBI:16680
Catalysed by ASMT
Reaction pageLeft to rightBalancedEC 2.1.1.4cytosol
Human-GEM MAR04547CC BY 4.0Reference data
N-acetylserotonin+S-adenosyl-L-methioninemelatonin+S-adenosyl-L-homocysteine+hydron
Catalysed by ASMT
Reaction pageRight to leftBalanced
Rhea RHEA:15573CC BY 4.0Reference data
serotonin+acetyl-CoAN-acetylserotonin+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:25217CC BY 4.0Reference data
N-acetylserotonin+waterserotonin+acetate
Reaction pageDirection not assertedBalanced
Rhea RHEA:67196CC BY 4.0Reference data

Other names

3 names

Resolves to: N-acetylserotonin

Also called: N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)acetamideN-Acetyl-5-hydroxytryptamine
Systematic name: N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide