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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12N2O2
Molecular Weight 192.2145
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5,7-DIHYDROXYTRYPTAMINE

SMILES

NCCC1=CNC2=C1C=C(O)C=C2O

InChI

InChIKey=LXWHQTNFZDTKBH-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C10H12N2O2
Molecular Weight 192.2145
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of fenfluramine on free-operant timing behaviour: evidence for involvement of 5-HT2A receptors.
2004-11
Serotonergic modulation in aplysia. II. Cellular and behavioral consequences of increased serotonergic tone.
2004-10
Serotonergic modulation in aplysia. I. Distributed serotonergic network persistently activated by sensitizing stimuli.
2004-10
Anxiolytic-like effects of median raphe nucleus lesion in the elevated T-maze.
2004-08-12
Fractionating impulsivity: contrasting effects of central 5-HT depletion on different measures of impulsive behavior.
2004-07
Fluoxetine, but not sertraline or citalopram, potentiates the locomotor stimulant effect of cocaine: possible pharmacokinetic effects.
2004-07
Serotonin reuptake inhibitors do not prevent 5,7-dihydroxytryptamine-induced depletion of serotonin in rat brain.
2004-05-08
Cognitive inflexibility after prefrontal serotonin depletion.
2004-05-07
ADAM is an effective tool for in vivo study of serotonergic function: validation in rat models.
2004-05
Influence of the corticosterone rhythm on photic entrainment of locomotor activity in rats.
2004-04
Constitutive activity of the serotonin2C receptor inhibits in vivo dopamine release in the rat striatum and nucleus accumbens.
2004-03-31
Serotonergic mechanisms of formation of emotional behavior of rats in ontogeny.
2004-03-05
[Delayed effects of neurotensin microinjections into the substantia nigra on conditioned motor reactions of rats with lesions to serotoninergic neurons].
2004-02-13
Differential role of serotonergic projections arising from the dorsal and median raphe nuclei in locomotor hyperactivity and prepulse inhibition.
2003-12
Neonatal depletion of serotonin increases the numbers of callosally projecting neurons in cat visual areas 17 and 18.
2003-11-13
Intrathecal treatment with 6-hydroxydopamine or 5,7-dihydroxytryptamine blocks the antinociception induced by endomorphin-1 and endomorphin-2 given intracerebroventricularly in the mouse.
2003-11
Interaction between serotonergic and noradrenergic axons during axonal regeneration.
2003-11
Serotonin (5-HT) transporter (SERT) function after graded destruction of serotonergic neurons.
2003-11
Serotonergic regulation of the GABAergic transmission in the rat basal ganglia.
2003-11
Antidepressant-induced increase in high-affinity rolipram binding sites in rat brain: dependence on noradrenergic and serotonergic function.
2003-10
Neonatal 5-hydroxytryptamine depletion induces depressive-like behavior in adult rats.
2003-09-18
Cerebrospinal fluid monoamine and metabolite concentrations and aggression in rats.
2003-09
The dorsal raphe nucleus exerts opposed control on generalized anxiety and panic-related defensive responses in rats.
2003-06-16
The serotonergic modulation of synaptic plasticity in the rat hippocampo-medial prefrontal cortex pathway.
2003-05-22
Possible antinociceptive mechanisms of opioid receptor antagonists in the mouse formalin test.
2003-05
Serotonin, locomotion, exploration, and place recall in the rat.
2003-05
Cholinergic and serotonergic neocortical projection lesions given singly or in combination cause only mild impairments on tests of skilled movement in rats: evaluation of a model of dementia.
2003-04-25
Proliferative activity and nestin expression in periventricular cells of the adult rat brain.
2003-03-24
Serotonin-GABA interactions in the modulation of mu- and kappa-opioid analgesia.
2003-03
Improvement by repeated administration of 6R-tetrahydrobiopterin of 5,7-dihydroxytryptamine-induced abnormal behaviors in immature rats.
2003-02-28
Effect of serotonin depletion on the neuronal, endocrine and behavioural responses to corticotropin-releasing factor in the rat.
2003-02-27
Acute effect of simultaneous administration of tryptophan and ethanol on serotonin metabolites in the locus coeruleus in rats.
2003-02-21
Serotonin depletion in rat hippocampus attenuates L-NAME-induced spatial learning deficits.
2003-02-14
Protein 4.1N is required for translocation of inositol 1,4,5-trisphosphate receptor type 1 to the basolateral membrane domain in polarized Madin-Darby canine kidney cells.
2003-02-07
Mapping of neurokinin-like immunoreactivity in the human brainstem.
2003-02-04
Intraventricular 5,7-dihydroxytryptamine lesions disrupt acquisition of working memory task rules but not performance once learned.
2003-02
Behavioural and microdialysis study after neurotoxic lesion of the dorsal raphe nucleus in rats.
2003-02
Neurotransmitter release and its presynaptic modulation in the rat hippocampus after selective damage to cholinergic or/and serotonergic afferents.
2003-01-30
[Influence of neurotensin on behavior of rats with lesions in serotonergic neurons].
2003-01-17
Host brain regulation of dopaminergic grafts function: role of the serotonergic and noradrenergic systems in amphetamine-induced responses.
2003-01
Antagonism by WAY-100635 of the effects of 8-OH-DPAT on performance on a free-operant timing schedule in intact and 5-HT-depleted rats.
2002-12
Destruction of serotonergic nerve terminals prevents fluoxetine-induced desensitization of hypothalamic 5-HT(1A) receptors.
2002-12
Dual 5-HT mechanisms in basolateral and central nuclei of amygdala in the regulation of the defensive behavior induced by electrical stimulation of the inferior colliculus.
2002-11-30
[125I]Epibatidine-labelled nicotinic receptors in the extended striatum and cerebral cortex: lack of association with serotonergic afferents.
2002-11-08
5,7-Dihydroxytryptamine lesions enhance and serotonergic grafts normalize the evoked overflow of acetylcholine in rat hippocampal slices.
2002-11
Raphé grafts and 3,4-diaminopyridine-evoked overflow of serotonin in the rat hippocampus after 5,7-dihydroxytryptamine lesions: evidence for 5-HT1A autoreceptors.
2002-10-28
Anxiogenic effect of median raphe nucleus lesion in stressed rats.
2002-10
[Anxiety-like behavior in rats neonatally and adultly treated with 5,7-dihydroxytryptamine].
2002-10
5,7-Dihydroxytryptamine--a selective marker of dopaminergic or serotonergic neurons?
2002-10
Self-biting induced by activation of L-type calcium channels in mice: serotonergic influences.
2002
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:53:51 GMT 2025
Edited
by admin
on Mon Mar 31 19:53:51 GMT 2025
Record UNII
Y4K1D1H82S
Record Status Validated (UNII)
Record Version
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Name Type Language
5,7-DHT
Preferred Name English
5,7-DIHYDROXYTRYPTAMINE
Systematic Name English
3-(2-AMINOETHYL)-1H-INDOLE-5,7-DIOL
Systematic Name English
Code System Code Type Description
FDA UNII
Y4K1D1H82S
Created by admin on Mon Mar 31 19:53:51 GMT 2025 , Edited by admin on Mon Mar 31 19:53:51 GMT 2025
PRIMARY
CAS
31363-74-3
Created by admin on Mon Mar 31 19:53:51 GMT 2025 , Edited by admin on Mon Mar 31 19:53:51 GMT 2025
PRIMARY
WIKIPEDIA
5,7-DIHYDROXYTRYPTAMINE
Created by admin on Mon Mar 31 19:53:51 GMT 2025 , Edited by admin on Mon Mar 31 19:53:51 GMT 2025
PRIMARY
PUBCHEM
35781
Created by admin on Mon Mar 31 19:53:51 GMT 2025 , Edited by admin on Mon Mar 31 19:53:51 GMT 2025
PRIMARY
EPA CompTox
DTXSID00185285
Created by admin on Mon Mar 31 19:53:51 GMT 2025 , Edited by admin on Mon Mar 31 19:53:51 GMT 2025
PRIMARY
ECHA (EC/EINECS)
250-591-6
Created by admin on Mon Mar 31 19:53:51 GMT 2025 , Edited by admin on Mon Mar 31 19:53:51 GMT 2025
PRIMARY