Psychedelics are substances (natural or laboratory made) which cause profound changes in a one’s perceptions of reality. While under the influence of hallucinogens, users might hallcuniate visually and auditorily.
This is an Experimental Substance with little data. This is most likely because the substance is is not very old. Information is limite and incomplete.
Disclaimer: Psychedelic drugs offer some of the most powerful and intense psychological experiences. Additionally these substances are illegal in many places. We understand that even though these substances are illegal, their use occurs frequently. We do not condone breaking of the law. By providing accurate information about these substances, we encourage the user to make responsible decisions and practice harm reduction.
Description
Mexamine Also known as:
- 5-Methoxytryptamine[Wiki]
- 145587[Beilstein]
- 1H-Indole-3-ethanam
ine, 5-methoxy- [ACD/Index Name]
- 2-(5-Methoxy-1H-ind
ol-3-yl)ethanamin [German][ACD/IUPAC Name]
- 2-(5-Methoxy-1H-ind
ol-3-yl)ethanamine [ACD/IUPAC Name]
- 2-(5-Méthoxy-1H-ind
ol-3-yl)éthanamine [French][ACD/IUPAC Name]
- 2-(5-methoxyindol-3
-yl)ethylamine
- 210-153-7[EINECS]
- 3-(2-aminoethyl)-5-
methoxyindole
- 5-Methoxyindole-3-e
thanamine
- 5-Mot
- 5-MT
- Deacetylmelatonin
- Indole, 3- (2-amino
ethyl)-5-methoxy-
- meksamin
- Methoxytryptamine[Wiki]
- mexamine
- O-methylserotonin
- Tryptamine, 5-metho
xy-
- [2-(5-methoxy-1H-in
dol-3-yl)ethyl]amine
- 2-(5-methoxy-1H-ind
ol-3-yl)ethan-1-ami ne
- 2-(5-methoxy-1H-ind
ol-3-yl)ethylamine
- 2-(5-Methoxy-1H-ind
ol-3-yl)-ethylamine
- 2-(5-methoxy-1H-ind
ol-3-yl)ethylammoni um
- 2-[5-(Methyloxy)-1H
-indol-3-yl]ethanam ine
- 2-[5-Methoxyindol-3
-yl]ethylamine
- 3-(2-Aminoethyl)-5-
methoxy-1H-indole
- 5 Methoxytryptamine
- 51627-47-5[RN]
- 5-22-12-00018[Beilstein]
- 5-MeOT
- 5-methoxy-1H-indole
-3-ethanamine
- 5-methoxy-3-(2-amin
oethyl)indole
- 5-Methoxytryptamine
-α,α,β,β-d4
- 66-83-1[RN]
- 96236-05-4[RN]
- Ethanamine,2-(5-met
hoxy-3-indolyl)-
- Indole, 3-(2-aminoe
thyl)-5-methoxy-
- Mexamine base
- T56 BMJ D2Z GO1[WLN]
5-Methoxytryptamine, a tryptamine derivative that naturally occurs in the body at low levels. No evidence of recreational use. Apparently enhances dreams.
Chemistry
Common Name | 5-Methoxytryptamine |
Systematic name | 5-Methoxytryptamine |
Formula | C_{11}H_{14}N_{2}O |
SMILES | COc1ccc2c(c1)c(c[nH]2)CCN |
Std. InChi | InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3 |
Std. InChiKey | JTEJPPKMYBDEMY-UHFFFAOYSA-N |
Avg. Mass | 190.2417 Da |
Molecular Weight | 190.2417 |
Monoisotopic Mass | 190.110611 Da |
Nominal Mass | 190 |
ChemSpider ID | 1767 |
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Resources
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A&A Life Science 2863B
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A&J Pharmtech AJ-09618
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A&J Pharmtech AJ-144910
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Abblis Chemicals AB1005675
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abcr AB169224
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ABI Chemicals AC1Q4F1U
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ABI Chemicals AC1Q56M4
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ABI Chemicals AC2A00IJ9
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ACToR: Aggregated Computational Toxicology Resource 608-07-1
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AEchem Scientific AE020291
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AK Scientific A633
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Aurora Fine Chemicals A00.535.289
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Aurora Fine Chemicals K01.173.467
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BePharm 2-(5-Methoxy-1H-indol-3-yl)ethanamine
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BePharm B8420
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BGS International BG00602661
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BGS International BG01509001
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BGS International BG04202427
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Bide Pharmatech BD8420
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Biosynth M-3550
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Cambridge Chem CB48938
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ChEBI
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ChEBI CHEBI:2089
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ChemBank CBMicro_004933
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ChemBank KBio2_000673
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ChemBank KBio2_003241
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ChemBank KBio2_005809
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ChemBank KBioGR_001124
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ChemBank KBioSS_000673
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ChemBank SPBio_001242
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ChemBank Spectrum_000193
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ChemBank Spectrum2_001111
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ChemBank Spectrum4_000602
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ChEMBL CHEMBL8165
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Chembo Pharma KB-197912
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ChemBridge 3020075
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ChemDB 3965072
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ChemDB 5705061
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Chemenu CM115689
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ChemIDplus 000608071
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ChemIDplus 608071
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Chemspace CSC000755253
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Collaborative Drug Discovery 14277
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King Scientific KSC00048C
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Laboratory Chemical Safety Summary 1833
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Labseeker SC-12097
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Labseeker SC-18330
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LeadScope LS-82282
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Matrix Scientific 036774
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Molport MolPort-000-004-525
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MuseChem R053332
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OXchem
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Rosewachem RW060981
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Rostar Global RS-0541389
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Royal Society of Chemistry b819469f
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Royal Society of Chemistry C7MD00428A
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Royal Society of Chemistry C8MD00148K
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Royal Society of Chemistry C8MD00484F
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Ryan Scientific 000-51395
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Ryan Scientific 072-25190
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Ryan Scientific 074-58307
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Ryan Scientific 076-62319
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Ryan Scientific 077-38162
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Sabio-RK 8046
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Shanghai IS Chemical Technology I05-0057
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Sigma-Aldrich 1380116
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Sigma-Aldrich 286583
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Sigma-Aldrich 65372
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Sigma-Aldrich ALDRICH-286583
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Sigma-Aldrich SIAL-65372
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Sigma-Aldrich USP-1380116
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SORD SST0025398
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Springer Nature 5-Methoxyindoles in pineal gland of cow, pig, sheep and rat
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Springer Nature Aflatoxin B1 hepatotoxicity in rats pretreated with ethanol
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Springer Nature An NMR study of the relative interaction abilities of different pyrimidine nucleosides with serotonin
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Springer Nature Apurinic acid, a modified DNA with anticancer activity
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Springer Nature Autoreceptors can modulate 5-hydroxytryptamine release from porcine and human small intestine in vitro
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Springer Nature Changes in the circadian rhythmicity of hydroxyindole-O-methyl transferase (HIOMT) activity in the synthesis of 5-methoxyindoles in the pineal gland of 28 day old male Wistar rats exposed to white, red and green light
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Springer Nature Characterization of a serotonin receptor endogenous to frog melanophores
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Springer Nature Chemiluminescence determination of melatonin and some of its derivatives using potassium permanganate and formaldehyde system
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Springer Nature Circadian rhythmicity in the stimulation of bioluminescence by biogenic amines and MAO inhibitors inGonyaulax polyedra
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Springer Nature Comparison of serotonin and 5-methoxytryptamine immunoreactivity in rat raphe nuclei
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Springer Nature Concentration of 5-methoxyindoles in the human pineal gland
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Springer Nature Daily 5-methoxytryptamine injections inhibit short-day-induced testicular atrophy in golden hamsters
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Springer Nature Daily and seasonal rhythmicity in the methylation of pineal indolic compounds in adult male golden hamsters, kept under natural conditions
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Springer Nature Detrimental effects ofCinchona leaf alkaloids on larvae of the polyphagous insectSpodoptera exigua
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Springer Nature Differential anti-lipid peroxidative activity of melatonin
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Springer Nature Effect of 5-hydroxytryptamine antibodies on pigment migration in the erythrophores of the fiddler crab,Uca pugilator: Further evidence for 5-hydroxytryptamine as a neurotransmitter that stimulates release of red pigment-dispersing hormone
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Springer Nature Effect of 5-methoxytryptamine on testicular atrophy induced by experimental or natural short photoperiods in the golden hamster (mesocricetus auratus)
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Springer Nature Effect of 5-methoxytryptophan and 5-methoxytryptamine on the reproductive system of the male golden hamster
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Springer Nature Effect of chemical radioprotectors on the cAMP/cGMP ratio in mouse bone marrow
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Springer Nature Effect of different photoperiods on the diurnal rhythm of 5-methoxytryptamine in the pineal gland of golden hamsters (Mesocricetus auratus)
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Springer Nature Effect of photoperiod and pineal indoles on the reproductive system of young female white-footed mice
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Springer Nature Effect of pineal peptide preparation epithalamin on serotonin metabolism in the rat pineal gland
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Springer Nature Effect of pinealectomy and a constant high level of circulating melatonin or of 5-methoxytryptamine on the vasopressinergic innervation in the brain of the European hamster (Cricetus cricetus, L)
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Springer Nature Effect of precursors and some analogs of serotonin on the cerebral circulation
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Springer Nature Effect of the monoamine oxidase inhibitor indopan on experimental pneumococcal infection in rats
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Springer Nature Empfindliche und spezifische Bestimmung von Serotonin neben Tryptamin und 5-Methoxytryptamin mit der Hochdruckfl??ssig-Chromatographie
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Springer Nature Evidence for 5-HT2B and 5-HT7 receptor-mediated relaxation in pulmonary arteries of weaned pigs
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Springer Nature Immunohistochemistry of brain 5-hydroxytryptamine
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Springer Nature In-vitro uptake and metabolism of [3H]-5-hydroxytryptamine in the pineal glands of the rabbit, rat and hamster
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Springer Nature Indole derivatives
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Springer Nature Induction of cyst formation by low temperature in the dinoflagellateGonyaulax polyedra Stein: Dependence on circadian phase and requirement of light
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Springer Nature Influence of some pteridines on pineal 5-methoxy-indole synthesis in male wistar rats periodically exposed to either white or red light
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Springer Nature MAO inhibition and the effects of centrally administered LSD, serotonin, and 5-methoxytryptamine on the conditioned avoidance response in rats
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Springer Nature Mass-spectrometric investigation of some indole derivatives
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Springer Nature Mechanism of depression of the spinal pain syndrome by serotonin derivatives
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Springer Nature Mechanism of species differences in sensitivity of monkeys and dogs to the emetic action of various drugs
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Springer Nature Melatonin, hormone of darkness and more ? occurrence, control mechanisms, actions and bioactive metabolites
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Springer Nature Methoxyindole synthesis in the retina of the frog (rana esculenta) during a diurnal period
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Springer Nature Morning injections of large doses of melatonin, but not of 5-methoxytryptamine, prevent in the hamster the antigonadotropic effect of 5-methoxytryptamine administered late in the afternoon
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Springer Nature Nervous component in the mechanism of action of radioprotective substances
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Springer Nature null
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Springer Nature Physiological disposition of 5-methoxytryptamine and the rope climbing performance of rats
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Springer Nature Pineal indoles stimulate the gene expression of immunomodulating cytokines
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Springer Nature Pineal-thyroid interaction: Distorting effect of experimental partial thyroidectomy of antihydroid effect of pineal methoxyindoles
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Springer Nature Plasma concentrations of 5-methoxytryptamine, 5-methoxytryptophol and melatonin after 5-methoxytryptamine administration of golden hamsters: physiological implications
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Springer Nature Potentiation by deprenyl of the autoreceptor-mediated inhibition of [3H]-5-hydroxytryptamine release by 5-methoxytryptamine
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Springer Nature Radioprotective effect of immobilized cystamine
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Springer Nature Radioprotective effectiveness of some serotonin-like compounds
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Springer Nature Radioprotective properties of indralin combined with cystamine and mexamine
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Springer Nature Receptor-mediated effects of serotonin and 5-methoxytryptamine on noradrenaline release in the rat vena cava and in the heart of the pithed rat
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Springer Nature Receptors for 5-hydroxytryptamine on the sympathetic nerves of the rabbit heart
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Springer Nature SDZ 205-557, a selective, surmountable antagonist for 5-HT4 receptors in the isolated guinea pig ileum
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Springer Nature Seasonal variations in HIOMT activity during the night in the pineal gland of 21 day old male wistar rats
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Springer Nature Serotonin preparations
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Springer Nature Serotonin, serotoninergic agents and their antagonists suppress humoral immune reaction in vitro
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Springer Nature Simple methods of in vivo testing for peripheral M- and D-antagonists of serotonin
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Springer Nature Simultaneous detection of indoleamines and dopamine in rat dorsal raphe nuclei using specific antibodies
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Springer Nature Synthesis and hypoglycemic activity of N-acyl-5-methoxytryptamines
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Springer Nature Synthesis and pharmacological activity of 5,6-and 4,5-ethylenedioxytryptamines
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Springer Nature Synthesis of melatonin analogs
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Springer Nature The distribution of strictosidine-synthase activity and alkaloids in Cinchona plants
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Springer Nature The effect of melatonin and other indole derivatives in maintaining ovulation in rats kept in continuous light and the influence of these indoles on HIOMT activity in the pineal gland
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Springer Nature The effect of reduced neopterin on the synthesis of several methylated indoles in the pineal gland of adult male golden hamsters, kept under standardized conditions
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Springer Nature The independency of an intact pineal gland of the inhibition by 5-methoxytryptamine of the reproductive organs in the male hamster
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Springer Nature The influence of different 5-methoxyindoles on the process of protein/peptide secretion characterized by the formation of granular vesicles in the mouse pineal gland
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Springer Nature The influence of light of different wavelengths on the methylating capacity of the pineal gland of male golden hamsters in relation to reproduction
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Springer Nature The influence of simultaneously administered mexamine on the distribution of cystamine-35S
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Springer Nature The influence of some pteridines on pineal 5-methoxyindole synthesis in male Wistar rats periodically exposed to either white or green light
-
Springer Nature The pineal gland of the mole (Talpa europaea L.) VII. Activity of hydroxyindole-O-methyltransferase (HIOMT) in the formation of 5-methoxytryptophan, 5-methoxytryptamine, 5-methoxyindole-3-acetic acid, 5-methoxytryptophol and melatonin in the eyes and the pineal gland
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Springer Nature The presence and function of melatonin and structurally related indoleamines in a dinoflagellate, and a hypothesis on the evolutionary significance of these tryptophan metabolites in unicellulars
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Springer Nature The role of the serotonergic system in foot shock-induced behavior in mice
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Springer Nature Ultrastructural characterization of asexual cysts ofGonyaulax polyedra Stein (Dinoflagellata)
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Springer Nature Unravelling the pharmacological profile of the canine external carotid vasodilator '5-HT1-like' receptors: coexistence of sympatho-inhibitory 5-HT1B and postjunctional 5-HT7 receptors
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SynQuest 4H30-1-3V
-
TCI M0131
-
The Merck Index Online cs000000012269
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Thieme Chemistry SD-215-00090
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Thomson Pharma 00056735
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Timtec SBB002534
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Tractus Company Limited TC-071750
-
Tractus Company Limited TRA0073390
-
Urine Metabolome Database HMDB0004095
-
Vitas-M STK386888
-
VulcanChem VC250141
-
W&J PharmaChem, Inc. 50A161999
-
W&J PharmaChem, Inc. 50A161999
-
Wikidata Q4352011
-
Wikipedia 5-Methoxytryptamine
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ZINC ZINC00057163
-
zjartschem ZCF09289
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