File:Serotonin-2D-skeletal.svg · Wikimedia Commons · See Wikimedia Commons
เซโรโทนิน
Sign in to saveAlso known as thrombotonin, thrombocytin, Antemoqua, Hippophaine, 5-hydroxy-tryptamine, Antemovis, 3-(2-Aminoethyl)-1H-indol-5-ol, 3-(2-azanylethyl)-1H-indol-5-ol
Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and also peripheral tissues. It is involved in mood, cognition, reward, learning, memory, and physiological processes such as vomiting and vasoconstriction. In the CNS, serotonin regulates mood, appetite, and sleep.
OverviewAI-generated
Serotonin is a chemical compound with the formula C₁₀H₁₂N₂O. Its IUPAC name is 3-(2-aminoethyl)-1H-indol-5-ol. The substance has a mass of 176.095 and a weight of 176.21. It features a melting point of 167.5 and a boiling point of 416. The pKa value is 10.4, and the electric dipole moment measures 2.98.
Chemical properties include an xlogp of 0.2 and a tpsa of 62. The molecule contains three hydrogen bond donors and two hydrogen bond acceptors, with a charge of 0. The canonical SMILES notation is C1=CC2=C(C=C1O)C(=CN2)CCN.
Serotonin is associated with a PubMed count of 166094. It is referenced by 3,616 other encyclopedia articles.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.IUPAC_name
- 3-(2-Aminoethyl)-1H-indol-5-ol
- Drug.synonyms
- 5-HT, 5-Hydroxytryptamine, Enteramine, Thrombocytin, 3-(β-Aminoethyl)-5-hydroxyl solution, Thrombotonin
- Drug.image
- Serotonin-2D-skeletal.svg
- Drug.image_class
- skin-invert-image
- Drug.alt
- Skeletal formula of serotonin
- Drug.image2
- Serotonin-Spartan-HF-based-on-xtal-3D-balls-web.png
- Drug.image_class2
- bg-transparent
- Drug.alt2
- Ball-and-stick model of the serotonin molecule
- Drug.source_tissues
- raphe nuclei, enterochromaffin cells
- Drug.target_tissues
- system-wide
- Drug.receptors
- 5-HT1, 5-HT2, 5-HT3, 5-HT4, 5-HT5, 5-HT6, 5-HT7
- Drug.agonists
- Indirectly: SSRIs, MAOIs
- Drug.precursor
- 5-HTP
- Drug.biosynthesis
- Aromatic L-amino acid decarboxylase
- Drug.metabolism
- MAO
- Drug.CAS_number
- 50-67-9
- Drug.PubChem
- 5202
- Drug.ChemSpiderID
- 5013
via Wikipedia infobox
Chemical data
- Formula
- C10H12N2O
- Molecular weight
- 176.21 g/mol
- IUPAC name
- 3-(2-aminoethyl)-1H-indol-5-ol
- SMILES
- C1=CC2=C(C=C1O)C(=CN2)CCN
- InChIKey
- QZAYGJVTTNCVMB-UHFFFAOYSA-N
- XLogP
- 0.2
- Polar surface area
- 62 Ų
- H-bond donors
- 3
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- Chemotherapy-induced nausea and vomiting
via ChEMBL · EBI
Research
166,094 papers- Serotonin Pathway in Cancer.ReviewInternational journal of molecular sciences · 2021Balakrishna P, George S, Hatoum H et al.DOI: 10.3390/ijms22031268
- Serotonin in depression and Alzheimer's disease: Focus on SSRI's beneficial effects.ReviewAgeing research reviews · 2024Tahiri J, Mian M, Aftan F et al.DOI: 10.1016/j.arr.2024.102537
- Serotonin signalling in cancer: Emerging mechanisms and therapeutic opportunities.ReviewClinical and translational medicine · 2024Chen L, Huang S, Wu X et al.DOI: 10.1002/ctm2.1750
- [The pharmacological basis of the serotonin system: Application to antidepressant response].ReviewL'Encephale · 2016David DJ, Gardier AMDOI: 10.1016/j.encep.2016.03.012
- Serotonin, hematopoiesis and stem cells.ReviewPharmacological research · 2019Fouquet G, Coman T, Hermine O et al.DOI: 10.1016/j.phrs.2018.08.005
- Serotonin regulation of mitochondria in kidney diseases.ReviewPharmacological research · 2024Hurtado K, Scholpa NE, Schnellmann JG et al.DOI: 10.1016/j.phrs.2024.107154
- Serotonin and orthodontic tooth movement.ReviewBiochimie · 2019Dhenain T, Côté F, Coman TDOI: 10.1016/j.biochi.2019.04.002
- Serotonin as a Mitogen in the Gastrointestinal Tract: Revisiting a Familiar Molecule in a New Role.ReviewCellular and molecular gastroenterology and hepatology · 2021Shah PA, Park CJ, Shaughnessy MP et al.DOI: 10.1016/j.jcmgh.2021.05.008
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 176.095
Show 10 more facts
- Commons category
- Serotonin
- topic's main category
- Category:Serotonin
- subject has role
- serotonin receptor agonists
- chemical formula
- C₁₀H₁₂N₂O
- canonical SMILES
- C1=CC2=C(C=C1O)C(=CN2)CCN
- melting point
- 167.5
- boiling point
- 416
- pKa
- 10.4
- electric dipole moment
- 2.98
- found in taxon
- Rhodospirillum rubrum
via Wikidata · CC0
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