CHEBI:28790 - serotonin

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ChEBI Name serotonin
ChEBI ID CHEBI:28790
Definition A primary amino compound that is the 5-hydroxy derivative of tryptamine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:49894, CHEBI:1420, CHEBI:26652
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Formula C10H12N2O
Net Charge 0
Average Mass 176.215
Monoisotopic Mass 176.09496
InChI InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2
InChIKey QZAYGJVTTNCVMB-UHFFFAOYSA-N
SMILES C1=CC(=CC=2C(=CNC12)CCN)O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Paramuricea clavata (NCBI:txid317549) CH2Cl2:MeOH(1:1) extract of lyophilized material See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
neurotransmitter
An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
molecular messenger

(via monoamine molecular messenger )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing serotonin (CHEBI:28790) has functional parent tryptamine (CHEBI:16765)
serotonin (CHEBI:28790) has role human metabolite (CHEBI:77746)
serotonin (CHEBI:28790) has role mouse metabolite (CHEBI:75771)
serotonin (CHEBI:28790) has role neurotransmitter (CHEBI:25512)
serotonin (CHEBI:28790) is a hydroxyindoles (CHEBI:84729)
serotonin (CHEBI:28790) is a monoamine molecular messenger (CHEBI:25375)
serotonin (CHEBI:28790) is a phenols (CHEBI:33853)
serotonin (CHEBI:28790) is a primary amino compound (CHEBI:50994)
serotonin (CHEBI:28790) is a tryptamines (CHEBI:27162)
serotonin (CHEBI:28790) is conjugate base of serotonin(1+) (CHEBI:350546)
Incoming (2E)-N-{2-[5,5'-dihydroxy-3'-(2-{[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}ethyl)-1H,1'H-[4,4'-biindole]-3-yl]ethyl}-3-(4-hydroxy-3-methoxyphenyl)prop-2-enimidic acid (CHEBI:184799) has functional parent serotonin (CHEBI:28790)
(2E)-N-{2-[5,5'-dihydroxy-3'-(2-{[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}ethyl)-1H,1'H-[4,4'-biindole]-3-yl]ethyl}-3-(4-hydroxyphenyl)prop-2-enimidic acid (CHEBI:185584) has functional parent serotonin (CHEBI:28790)
1-(5-methoxy-1H-indol-3-yl)-2-propanamine (CHEBI:125422) has functional parent serotonin (CHEBI:28790)
1-[5-(thiophen-2-ylmethoxy)-1H-indol-3-yl]-2-propanamine (CHEBI:91556) has functional parent serotonin (CHEBI:28790)
2,2,2-trideuterio-N-[1,1,2,2-tetradeuterio-2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide (CHEBI:125590) has functional parent serotonin (CHEBI:28790)
2-methylserotonin (CHEBI:31085) has functional parent serotonin (CHEBI:28790)
3-(2-aminoethyl)-6-methoxy-1H-indol-5-ol 2-amino-3-methyl-4H-imidazol-5-one (CHEBI:125692) has functional parent serotonin (CHEBI:28790)
3-(2-aminoethyl)-7-methoxy-1H-indol-5-ol 2-amino-3-methyl-4H-imidazol-5-one (CHEBI:125691) has functional parent serotonin (CHEBI:28790)
5-Methoxy DL-tryptophan (CHEBI:86571) has functional parent serotonin (CHEBI:28790)
5-Methoxy-DL-tryptophan (CHEBI:194846) has functional parent serotonin (CHEBI:28790)
5-methoxytryptamine (CHEBI:2089) has functional parent serotonin (CHEBI:28790)
5-nonyloxytryptamine (CHEBI:64149) has functional parent serotonin (CHEBI:28790)
N,O-dimethylserotonin (CHEBI:189635) has functional parent serotonin (CHEBI:28790)
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-L-glutamine residue (CHEBI:167174) has functional parent serotonin (CHEBI:28790)
N-acylserotonin (CHEBI:134175) has functional parent serotonin (CHEBI:28790)
N-arachidonoyl-2-oxoserotonin (CHEBI:132256) has functional parent serotonin (CHEBI:28790)
N-methylserotonin (CHEBI:48294) has functional parent serotonin (CHEBI:28790)
Creatinine sulfate mixture with serotonin (CHEBI:166585) has functional parent serotonin (CHEBI:28790)
N6-cis-p-Coumaroylserotonin (CHEBI:175113) has functional parent serotonin (CHEBI:28790)
Serotonin hydrochloride (CHEBI:181195) has functional parent serotonin (CHEBI:28790)
serotonin(1+) (CHEBI:350546) is conjugate acid of serotonin (CHEBI:28790)
IUPAC Name
3-(2-aminoethyl)-1H-indol-5-ol
Synonyms Sources
3-(2-Aminoethyl)-1H-indol-5-ol KEGG COMPOUND
3-(2-Aminoethyl)-1H-indol-5-ol KEGG COMPOUND
5-HT IUPHAR
5-Hydroxytryptamine KEGG COMPOUND
Enteramine KEGG COMPOUND
Serotonin KEGG COMPOUND
SEROTONIN PDBeChem
sérotonine ChEBI
thrombocytin ChemIDplus
thrombotonin ChemIDplus
Manual Xrefs Databases
C00001429 KNApSAcK
C00780 KEGG COMPOUND
HMDB0000259 HMDB
LSM-6589 LINCS
Serotonin Wikipedia
SEROTONIN MetaCyc
SRO PDBeChem
View more database links
Registry Numbers Types Sources
143524 Reaxys Registry Number Reaxys
1861995 Gmelin Registry Number Gmelin
50-67-9 CAS Registry Number KEGG COMPOUND
50-67-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18593914 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
24136337 PubMed citation Europe PMC
Last Modified
14 December 2016