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Substance Name: Serotonin
RN: 50-67-9
UNII: 333DO1RDJY
InChIKey: QZAYGJVTTNCVMB-UHFFFAOYSA-N

Note

  • A biochemical messenger and regulator, synthesized from the essential amino acid L-TRYPTOPHAN. In humans it is found primarily in the central nervous system, gastrointestinal tract, and blood platelets. Serotonin mediates several important physiological functions including neurotransmission, gastrointestinal motility, hemostasis, and cardiovascular integrity. Multiple receptor families (RECEPTORS, SEROTONIN) explain the broad physiological actions and distribution of this biochemical mediator.

Molecular Formula

  • C10-H12-N2-O

Molecular Weight

  • 176.2178
 

Classification Codes

  • Drug / Therapeutic Agent
  • Neurotransmitter Agents
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin Receptor Agonists
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Names and Synonyms

Name of Substance

  • Serotonin

MeSH Heading

  • Serotonin

Synonyms

  • 3-(2-Aminoethyl)-1H-indol-5-ol
  • 3-(2-Aminoethyl)indol-5-ol
  • 3-(beta-Aminoethyl)-5-hydroxyindole
  • 5-22-12-00016 (Beilstein Handbook Reference)
  • 5-HT
  • 5-Hta
  • 5-Hydroxy-3-(beta-aminoethyl)indole
  • 5-Hydroxytryptamine
  • Antemoqua
  • Antemovis
  • BRN 0143524
  • Ds substance
  • EINECS 200-058-9
  • Enteramine
  • Hippophain
  • Hippophaine
  • Serotonin
  • Serotonine
  • Substance DS
  • Substanz DS
  • Thrombocytin
  • Thrombotonin
  • Tryptamine, 5-hydroxy-
  • UNII-333DO1RDJY

Systematic Names

  • 1H-Indol-5-ol, 3-(2-aminoethyl)-
  • 3-(2-Aminoethyl)indol-5-ol
  • Indol-5-ol, 3-(2-aminoethyl)-

Registry Numbers

CAS Registry Number

  • 50-67-9

FDA UNII

  • 333DO1RDJY

System Generated Number

  • 0000050679

Structure Descriptors

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

c1cc2c(cc1O)c(c[nH]2)CCN

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 5mg/kg (5mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Farmakologiya i Toksikologiya Vol. 26, Pg. 10, 1963.
guinea pig LD50 intravenous 12800ug/kg (12.8mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 168, Pg. 373, 1967.
mouse LD50 intramuscular 750mg/kg (750mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 112, Pg. 319, 1957.
mouse LD50 intraperitoneal 160mg/kg (160mg/kg)   Indian Journal of Physiology and Pharmacology. Vol. 17, Pg. 31, 1973.
mouse LD50 intravenous 81mg/kg (81mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Farmakologiya i Toksikologiya Vol. 26, Pg. 10, 1963.
mouse LD50 oral 60mg/kg (60mg/kg)   Meditsinskii Zhurnal Uzbekistana. Vol. (3), Pg. 61, 1985.
mouse LD50 subcutaneous 601mg/kg (601mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Farmakologiya i Toksikologiya Vol. 26, Pg. 10, 1963.
mouse LD50 unreported 250mg/kg (250mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 8(1), Pg. 122, 1982.
rat LD50 intravenous 30mg/kg (30mg/kg)   Psychopharmacology Service Center, Bulletin. Vol. 2, Pg. 17, 1963.
rat LD50 subcutaneous 285mg/kg (285mg/kg)   Psychopharmacology Service Center, Bulletin. Vol. 2, Pg. 17, 1963.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 167.5 deg C   EXP
pKa Dissociation Constant 9.97 (none) 25 EXP
log P (octanol-water) 0.21 (none)   EXP
Water Solubility 2.00E+04 mg/L 27 EXP
Vapor Pressure 1.91E-06 mm Hg 25 EST
Henry's Law Constant 1.39E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.33E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.