Serotonin

Possibly Marketed Outside US

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 Search

SMILES

NCCC1=CNC2=CC=C(O)C=C12

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
Sources: https://onlinelibrary.wiley.com/doi/pdf/10.1107/S0365110X65004267 | https://www.novusbio.com/products/serotonin-antibody_nb100-2052 | https://pubs.acs.org/doi/abs/10.1021/ja01155a580

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

Targets

Primary Target	Pharmacology	Potency
Serotonin 5a (5-HT5a) receptor 11 Target ID: CHEMBL3426 Sources: Roth, B.L. (2008) The Serotonin Receptors, page 133, retrieved from: https://books.google.ru/books?id=J6i6YpvCQfIC	Agonist 2752	170.0 nM [Ki]
Serotonin 3 (5-HT3) receptor 59 Target ID: CHEMBL2094116 Sources: B. Olivier, I. van Wijngaarden, W. Soudijn (1997) Serotonin Receptors and their Ligands, page 230, retrieved from: https://books.google.ru/books?id=lfo0hGqIex0C	Agonist 2752	692.0 nM [Ki]
Serotonin (5-HT) receptor 34 Target ID: CHEMBL2094123 Sources: Sanders-Bush, E. (2012) The Serotonin Receptors, page 32, retrieved from: https://books.google.ru/books?id=GZ4ACAAAQBAJ	Agonist 2752

PubMed

Title	Date	PubMed
Functional reconstitution and characterization of recombinant human alpha 1-glycine receptors.	2001-06-15	11145968
Pharmacological characterization of the rat paw edema induced by Bothrops lanceolatus (Fer de lance) venom.	2001-06	11137542
Interaction of serotonin 5-hydroxytryptamine type 2C receptors with PDZ10 of the multi-PDZ domain protein MUPP1.	2001-04-20	11150294
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.	2001-04-06	11139582
Peripheral interleukin-6 administration increases extracellular concentrations of serotonin and the evoked release of serotonin in the rat striatum.	2001-04	11137624
Substrate and inhibitor specificities for human monoamine oxidase A and B are influenced by a single amino acid.	2001-03-30	11134050
Presynaptic neuronal antigens expressed by a small cell lung carcinoma cell line.	2001-02-01	11137587
Identification of the aromatic L-amino acid decarboxylase (AADC) gene and its expression in the attachment and metamorphosis of the barnacle, Balanus amphitrite.	2001-02	11148450
New avenues in treatment of paediatric migraine: a review of the literature.	2001-02	11145638
Evidence for a serotonin transporter deficit in experimental acute liver failure.	2001-02	11137885
Human platelet calcium mobilisation in response to beta-amyloid (25-35): buffer dependency and unchanged response in Alzheimer's disease.	2001-02	11137883
Distribution and chemical coding of orphanin FQ/nociceptin-immunoreactive neurons in the myenteric plexus of guinea pig intestines and sphincter of Oddi.	2001-01-29	11135242
Mapping of 5-HT2A receptors and their mRNA in monkey brain: [3H]MDL100,907 autoradiography and in situ hybridization studies.	2001-01-22	11135236
Brain function in a patient with torture related post-traumatic stress disorder before and after fluoxetine treatment: a positron emission tomography provocation study.	2001-01-12	11121880
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).	2001-01-08	11140733
Inhibition of evoked glutamate release by the neuroprotective 5-HT(1A) receptor agonist BAY x 3702 in vitro and in vivo.	2001-01-05	11146061
M100,907, a selective 5-HT(2A) antagonist, attenuates dopamine release in the rat medial prefrontal cortex.	2001-01-05	11146051
Alcohol-induced euphoria: exclusion of serotonin.	2001-01-05	11139411
Functional effects of corticosterone on 5-HT(1A) and 5-HT(1B) receptor activity in rat brain: in vivo microdialysis studies.	2001-01-05	11137865
Alternating rhythmic activity induced by dorsal root stimulation in the neonatal rat spinal cord in vitro.	2001-01-01	11136862
Necessity of thromboxane A2 for initiation of platelet-mediated contact sensitivity: dual activation of platelets and vascular endothelial cells.	2001-01-01	11123345
Cisapride and dexamethasone in the prevention of delayed emesis after cisplatin administration.	2001-01	11147145
Atrial arrhythmia in a woman treated with fluoxetine: is there a causal relationship?	2001-01	11145788
Radiosynthesis of [123I]betaCIT, a selective ligand for the study of the dopaminergic and serotoninergic systems in human brain.	2001-01	11144258
Trimethoprim-sulfamethoxazole and clozapine.	2001-01	11141546
Misdiagnosis of schizophrenia for a patient with epilepsy.	2001-01	11141543
Antisocial personality - part II.	2001-01	11137962
Changes of biogenic amine levels in haemolymph during diapausing and non-diapausing status in Pieris brassicae L.	2001-01	11137444
Chronic endothelial dysfunction after oversized coronary balloon angioplasty in pigs: a 12-week follow-up of coronary vasoreactivity in vivo and in vitro.	2001-01	11137083
Levels of serotonin receptor 2A higher in suicide victims?	2001-01	11136659
Paroxetine in breast milk.	2001-01	11136654
A novel augmentation strategy for treating resistant major depression.	2001-01	11136647
The effect of paroxetine on 5-HT(2A) receptors in depression: an [(18)F]setoperone PET imaging study.	2001-01	11136637
Depression among pregnant adolescents: an integrated treatment approach.	2001-01	11136628
Ondansetron hydrochloride for the treatment of delirium after coronary artery surgery.	2001-01	11135174
Ischemic preconditioning with opening of mitochondrial adenosine triphosphate-sensitive potassium channels or Na/H exchange inhibition: which is the best protective strategy for heart transplants?	2001-01	11135172
Role of dorsal raphe neurons in paradoxical sleep generation in the cat: no evidence for a serotonergic mechanism.	2001-01	11135008
Prevention of galanin upregulation following neonatal infraorbital nerve transection or attenuation of axoplasmic transport does not rescue central vibrissae-related patterns in the rat.	2001-01	11135001
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.	2001-01	11133664
Ondansetron is no more effective than supplemental intraoperative oxygen for prevention of postoperative nausea and vomiting.	2001-01	11133611
Effects of PKC isozyme inhibitors on constrictor responses in the feline pulmonary vascular bed.	2001-01	11133494
Hypothesized treatment for migraines using low doses of tryptophan, niacin, calcium, caffeine, and acetylsalicylic acid.	2001-01	11133261
The antidepressant-sensitive dopamine transporter in Drosophila melanogaster: a primordial carrier for catecholamines.	2001-01	11125028
ANP, BNP, and CNP enhance bradycardic responses to cardiopulmonary chemoreceptor activation in conscious sheep.	2001-01	11124162
Effect of inhibition of MAO and COMT on intrarenal dopamine and serotonin and on renal function.	2001-01	11124158
A single serotonergic modulatory cell can mediate reinforcement in the withdrawal network of the terrestrial snail.	2001-01	11124045
Melatonin potentiates contractile responses to serotonin in isolated porcine coronary arteries.	2001-01	11123220
Vasoactive intestinal peptide: cardiovascular effects.	2001-01	11121793
New abortive agents for the treatment of migraine.	2001	11147249
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	11135422

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:52:43 GMT 2025` Edited by `admin` on `Mon Mar 31 17:52:43 GMT 2025`
Record UNII	333DO1RDJY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ENTERAMINE

Preferred Name

English

Serotonin

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

SEROTONIN [MART.]

Common Name

English

3-(.BETA.-AMINOETHYL)-5-HYDROXYINDOLE

Systematic Name

English

Classification Tree Code System Code

LOINC

14910-4