5,7-Dihydroxytryptamine

5,7-Dihydroxytryptamine
Names
	Preferred IUPAC name 3-(2-Aminoethyl)-1H-indole-5,7-diol
	Other names 5,7-Dihydroxytryptamine
Identifiers
CAS Number	31363-74-3 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL26726 ;
ChemSpider	32913 ;
ECHA InfoCard	100.045.977
EC Number	250-591-6;
PubChem CID	35781;
UNII	Y4K1D1H82S ;
CompTox Dashboard (EPA)	DTXSID00185285 ;
	InChI 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 Key: LXWHQTNFZDTKBH-UHFFFAOYSA-N ; 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;
	SMILES Oc1cc2c(c(O)c1)[nH]cc2CCN;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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.

References

^ Cairncross, KD; Cox, B; Forster, C; Wren, A (1977). "The ability of local injection of 6-OHDA, 5,6-DHT and 5,7-DHT into the olfactory bulbs to mimic the effects of bilateral bulbectomy in the rat proceedings". British Journal of Pharmacology. 61 (1): 145P–146P. doi:10.1111/j.1476-5381.1977.tb09748.x. PMC 1667625. PMID 912193.
^ Liu, J; Chu, YX; Zhang, QJ; Wang, S; Feng, J; Li, Q (2007). "5,7-dihydroxytryptamine lesion of the dorsal raphe nucleus alters neuronal activity of the subthalamic nucleus in normal and 6-hydroxydopamine-lesioned rats". Brain Research. 1149: 216–22. doi:10.1016/j.brainres.2007.02.052. PMID 17376410. S2CID 46596561.
^ Martin-Iverson, M.T., Leclere, J.F. and Fibiger, H.C., Cholinergic-dopaminergic interactions and the mechanisms of action of antidepressants, European Journal of Pharmacology, 94 (1983) 193–201.

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[1] Cairncross, KD; Cox, B; Forster, C; Wren, A (1977). "The ability of local injection of 6-OHDA, 5,6-DHT and 5,7-DHT into the olfactory bulbs to mimic the effects of bilateral bulbectomy in the rat proceedings". British Journal of Pharmacology. 61 (1): 145P–146P. doi:10.1111/j.1476-5381.1977.tb09748.x. PMC 1667625. PMID 912193.

[2] Liu, J; Chu, YX; Zhang, QJ; Wang, S; Feng, J; Li, Q (2007). "5,7-dihydroxytryptamine lesion of the dorsal raphe nucleus alters neuronal activity of the subthalamic nucleus in normal and 6-hydroxydopamine-lesioned rats". Brain Research. 1149: 216–22. doi:10.1016/j.brainres.2007.02.052. PMID 17376410. S2CID 46596561.

[3] Martin-Iverson, M.T., Leclere, J.F. and Fibiger, H.C., Cholinergic-dopaminergic interactions and the mechanisms of action of antidepressants, European Journal of Pharmacology, 94 (1983) 193–201.

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[2]

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5,7-Dihydroxytryptamine

See also

References