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 Beilstein Registry Number Beilstein
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