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5,7-Dihydroxytryptamine

Chemical compound From Wikipedia, the free encyclopedia

5,7-Dihydroxytryptamine (5,7-DHT) is a monoaminergic neurotoxin[1][2] used in scientific research to decrease concentrations of serotonin in the brain. The mechanism behind this effect is not well understood, but it is speculated to selectively destroy serotonergic neurons, in a manner similar to the dopaminergic neurotoxicity of 6-hydroxydopamine (6-OHDA). What is known is that this compound is in fact not selective in depleting serotonin content, but also depletes norepinephrine. To selectively deplete serotonin stores, it is commonly administered in conjunction with desmethylimipramine (desipramine),[3] which inhibits the norepinephrine transporter.

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5,7-Dihydroxytryptamine
Names
Preferred IUPAC name
3-(2-Aminoethyl)-1H-indole-5,7-diol
Other names
5,7-Dihydroxytryptamine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.045.977 Edit this at Wikidata
EC Number
  • 250-591-6
UNII
  • InChI=1S/C10H12N2O2/c11-2-1-6-5-12-10-8(6)3-7(13)4-9(10)14/h3-5,12-14H,1-2,11H2 checkY
    Key: LXWHQTNFZDTKBH-UHFFFAOYSA-N checkY
  • InChI=1/C10H12N2O2/c11-2-1-6-5-12-10-8(6)3-7(13)4-9(10)14/h3-5,12-14H,1-2,11H2
    Key: LXWHQTNFZDTKBH-UHFFFAOYAC
  • Oc1cc2c(c(O)c1)[nH]cc2CCN
Properties
C10H12N2O2
Molar mass 192.214 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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