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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12N2O
Molecular Weight 176.2151
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SEROTONIN

SMILES

NCCC1=CNC2=C1C=C(O)C=C2

InChI

InChIKey=QZAYGJVTTNCVMB-UHFFFAOYSA-N
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

HIDE SMILES / InChI
Molecular Formula C10H12N2O
Molecular Weight 176.2151
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Serotonin (5-hydroxytryptamine, or 5-HT) is a monoamine neurotransmitter produced by serotonergic neurons in the CNS and enterochromaffin cells in the gastrointestinal tract. Pharmacologic action of serotonin is mediated by a large and diverse range of 5-HT receptors. Serotonin plays an important part in the biochemistry of depression, migraine, bipolar disorder, and anxiety. It is also believed to be influential on sexuality and appetite. Creatinine is a product of the metabolic breakdown of creatine phosphate in muscle. Creatinine is filtered by healthy kidneys. Serotonin creatinine sulfate complex was the first isolated salt form of serotonin.

Approval Year

Unknown
134361
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2662
 170.0 nM [Ki]
Agonist
2662
 692.0 nM [Ki]
Agonist
2662
PubMed

PubMed

TitleDatePubMed
High-affinity agonist binding correlates with efficacy (intrinsic activity) at the human serotonin 5-HT2A and 5-HT2C receptors: evidence favoring the ternary complex and two-state models of agonist action.
1999 May
Pharmacological profile of YM-31636, a novel 5-HT3 receptor agonist, in vitro.
2000 Dec 8
Isolation of the serotoninergic 5-HT4(e) receptor from human heart and comparative analysis of its pharmacological profile in C6-glial and CHO cell lines.
2000 Feb
Structure of the human serotonin 5-HT4 receptor gene and cloning of a novel 5-HT4 splice variant.
2000 Feb
The effect of fenfluramine on the pulmonary disposition of 5-hydroxytryptamine in the isolated perfused rat lung: a comparison with chlorphentermine.
2000 Jan
Probing the role of a conserved M1 proline residue in 5-hydroxytryptamine(3) receptor gating.
2000 Jun
New abortive agents for the treatment of migraine.
2001
A clinical trial on a plate? The potential of 384-well format solid phase extraction for high-throughput bioanalysis using liquid chromatography/tandem mass spectrometry.
2001
Peripheral interleukin-6 administration increases extracellular concentrations of serotonin and the evoked release of serotonin in the rat striatum.
2001 Apr
Interaction of serotonin 5-hydroxytryptamine type 2C receptors with PDZ10 of the multi-PDZ domain protein MUPP1.
2001 Apr 20
Conversion of the ion selectivity of the 5-HT(3a) receptor from cationic to anionic reveals a conserved feature of the ligand-gated ion channel superfamily.
2001 Apr 6
Identification of the aromatic L-amino acid decarboxylase (AADC) gene and its expression in the attachment and metamorphosis of the barnacle, Balanus amphitrite.
2001 Feb
New avenues in treatment of paediatric migraine: a review of the literature.
2001 Feb
Evidence for a serotonin transporter deficit in experimental acute liver failure.
2001 Feb
Human platelet calcium mobilisation in response to beta-amyloid (25-35): buffer dependency and unchanged response in Alzheimer's disease.
2001 Feb
Presynaptic neuronal antigens expressed by a small cell lung carcinoma cell line.
2001 Feb 1
Biophysical characterization of the cocaine binding pocket in the serotonin transporter using a fluorescent cocaine analogue as a molecular reporter.
2001 Feb 16
Functional role of critical stripe residues in transmembrane span 7 of the serotonin transporter. Effects of Na+, Li+, and methanethiosulfonate reagents.
2001 Feb 9
Cisapride and dexamethasone in the prevention of delayed emesis after cisplatin administration.
2001 Jan
Atrial arrhythmia in a woman treated with fluoxetine: is there a causal relationship?
2001 Jan
Radiosynthesis of [123I]betaCIT, a selective ligand for the study of the dopaminergic and serotoninergic systems in human brain.
2001 Jan
Trimethoprim-sulfamethoxazole and clozapine.
2001 Jan
Misdiagnosis of schizophrenia for a patient with epilepsy.
2001 Jan
Antisocial personality - part II.
2001 Jan
Changes of biogenic amine levels in haemolymph during diapausing and non-diapausing status in Pieris brassicae L.
2001 Jan
Chronic endothelial dysfunction after oversized coronary balloon angioplasty in pigs: a 12-week follow-up of coronary vasoreactivity in vivo and in vitro.
2001 Jan
Levels of serotonin receptor 2A higher in suicide victims?
2001 Jan
Paroxetine in breast milk.
2001 Jan
A novel augmentation strategy for treating resistant major depression.
2001 Jan
The effect of paroxetine on 5-HT(2A) receptors in depression: an [(18)F]setoperone PET imaging study.
2001 Jan
Depression among pregnant adolescents: an integrated treatment approach.
2001 Jan
Selective loss of Sertoli cell and germ cell function leads to a disruption in sertoli cell-germ cell communication during aging in the Brown Norway rat.
2001 Jan
Melatonin potentiates contractile responses to serotonin in isolated porcine coronary arteries.
2001 Jan
Rapid bidirectional modulation of mRNA expression and export accompany long-term facilitation and depression of Aplysia synapses.
2001 Jan
Low versus standard dose mCPP challenge in obsessive-compulsive patients.
2001 Jan
Desensitization of 5-HT(1A) autoreceptors by a low chronic fluoxetine dose effect of the concurrent administration of WAY-100635.
2001 Jan
Amphetamine-type central nervous system stimulants release norepinephrine more potently than they release dopamine and serotonin.
2001 Jan
Effects of chronic antidepressant treatments on 5-HT and NA transporters in rat brain: an autoradiographic study.
2001 Jan
Alternating rhythmic activity induced by dorsal root stimulation in the neonatal rat spinal cord in vitro.
2001 Jan 1
Serum pancreastatin levels predict response to hepatic artery chemoembolization and somatostatin analogue therapy in metastatic neuroendocrine tumors.
2001 Jan 12
Mapping of 5-HT2A receptors and their mRNA in monkey brain: [3H]MDL100,907 autoradiography and in situ hybridization studies.
2001 Jan 22
Distribution and chemical coding of orphanin FQ/nociceptin-immunoreactive neurons in the myenteric plexus of guinea pig intestines and sphincter of Oddi.
2001 Jan 29
Inhibition of evoked glutamate release by the neuroprotective 5-HT(1A) receptor agonist BAY x 3702 in vitro and in vivo.
2001 Jan 5
M100,907, a selective 5-HT(2A) antagonist, attenuates dopamine release in the rat medial prefrontal cortex.
2001 Jan 5
Functional effects of corticosterone on 5-HT(1A) and 5-HT(1B) receptor activity in rat brain: in vivo microdialysis studies.
2001 Jan 5
Phenyl benzenesulfonamides are novel and selective 5-HT6 antagonists: identification of N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide (SB-357134).
2001 Jan 8
Alcohol-induced euphoria: exclusion of serotonin.
2001 Jan-Feb
Pharmacological characterization of the rat paw edema induced by Bothrops lanceolatus (Fer de lance) venom.
2001 Jun
Functional reconstitution and characterization of recombinant human alpha 1-glycine receptors.
2001 Jun 15
The dynamin-dependent, arrestin-independent internalization of 5-hydroxytryptamine 2A (5-HT2A) serotonin receptors reveals differential sorting of arrestins and 5-HT2A receptors during endocytosis.
2001 Mar 16
Patents

Patents

JP1045363A
7
JP2000080081A
5
JP2001220375A
5
JP2001278792A
5
JP2001504847A
40
JP2002523363A
5
JP2002539127A
5
JP2002540841A
10
JP2002541106A
97
JP2002542287A
27
JP2002544223A
5
JP2003525844A
5
JP2004277319A
5
JP2004309133A
5
JP2005013147A
5
JP2005082508A
5
JP2005325143A
5
JP2006516977A
31
JP2006519171A
5
JP2007078637A
5
JP2007314441A
5
JP2007314534A
11
JP2007504918A
22
JP2007508290A
21
JP2007509152A
34
JP2007513052A
13
JP2007532915A
9
JP2008506640A
5
JP2009073748A
5
JP2009102364A
13
JP2009531466A
75
JP2010215649A
5
JP2011063586A
5
JP2011088858A
6
JP2011507842A
17
JP4312456B2
11
JP4510290B2
5
JP4684221B2
5
JP4728956B2
9
JP4759141B2
5
JPH00834784A
5
JPH02191276A
5
JPH03227987A
5
JPH03262493A
13
JPH03275673A
5
JPH04221310A
5
JPH04247038A
5
JPH04327579A
5
JPH0452554A
5
JPH05163270A
5
JPH0625293A
5
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:48:05 UTC 2023
Edited
by admin
on Wed Jul 05 22:48:05 UTC 2023
Record UNII
333DO1RDJY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SEROTONIN
MART.   MI   WHO-DD  
Common Name English
THROMBOTONIN
Common Name English
SEROTONIN [MI]
Common Name English
3-(2-AMINOETHYL)-1H-INDOL-5-OL
Systematic Name English
5-HYDROXYTRYPTAMINE
Systematic Name English
Serotonin [WHO-DD]
Common Name English
ENTERAMINE
Common Name English
SEROTONIN [MART.]
Common Name English
3-(.BETA.-AMINOETHYL)-5-HYDROXYINDOLE
Systematic Name English
Classification Tree Code System Code
LOINC 14910-4
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
NCI_THESAURUS C687
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 2939-7
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
DSLD 4216 (Number of products:1)
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 42671-8
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 32339-4
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 25524-0
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 34373-1
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 34374-9
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 25981-2
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 17003-5
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 2940-5
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 18375-6
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 2941-3
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 71804-9
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 18253-5
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 56978-0
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 26035-6
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
LOINC 27057-9
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
Code System Code Type Description
PUBCHEM
5202
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
WIKIPEDIA
SEROTONIN
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
SMS_ID
100000078432
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
CHEBI
350546
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
NCI_THESAURUS
C828
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
MERCK INDEX
M9871
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
200-058-9
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
MESH
D012701
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
CHEBI
28790
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
CAS
50-67-9
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
RXCUI
1311214
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY RxNorm
EPA CompTox
DTXSID8075330
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
DRUG BANK
DB08839
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
FDA UNII
333DO1RDJY
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
DAILYMED
333DO1RDJY
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
EVMPD
SUB15230MIG
Created by admin on Wed Jul 05 22:48:05 UTC 2023 , Edited by admin on Wed Jul 05 22:48:05 UTC 2023
PRIMARY
Related Record Type Details
OCT-1
TRANSPORTER -> SUBSTRATE
5-HYDROXYTRYPTAMINE RECEPTOR 2C
TARGET -> AGONIST
AGONIST
Structure of SEROTONIN HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Structure of 6-APB
ACTIVATOR OF RELEASE->TARGET
Structure of SEROTONIN CREATINE SULFATE MONOHYDRATE
SALT/SOLVATE -> PARENT
Structure of SEROTONIN ADIPATE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of HYDROXYTYROSOL
METABOLITE -> PARENT
Structure of 5-HYDROXYINDOLE-3-ACETIC ACID
METABOLITE -> PARENT
Structure of 3-METHOXYPHENYLETHYLAMINE
METABOLITE -> PARENT
Structure of TRYPTOPHAN
PARENT -> METABOLITE ACTIVE
Related Record Type Details
Structure of SEROTONIN
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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