Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H7NO |
| Molecular Weight | 133.1473 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C2NC=CC2=C1
InChI
InChIKey=LMIQERWZRIFWNZ-UHFFFAOYSA-N
InChI=1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H
| Molecular Formula | C8H7NO |
| Molecular Weight | 133.1473 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Tryptophan hydroxylase gene 1 (TPH1) variants associated with cerebrospinal fluid 5-hydroxyindole acetic acid and homovanillic acid concentrations in healthy volunteers. | 2010-12-30 |
|
| Importance of M2-M3 loop in governing properties of genistein at the α7 nicotinic acetylcholine receptor inferred from α7/5-HT3A chimera. | 2010-11-25 |
|
| N-(3,5-dihydroxybenzoyl)-6-hydroxytryptamine as a novel human tyrosinase inhibitor that inactivates the enzyme in cooperation with l-3,4-dihydroxyphenylalanine. | 2010-11 |
|
| Alterations in hippocampal serotonergic and INSR function in streptozotocin induced diabetic rats exposed to stress: neuroprotective role of pyridoxine and Aegle marmelose. | 2010-09-25 |
|
| Effects of Bushen Huoxue formula on the learning and memory function and the cerebral neurotransmitters in diabetic mice. | 2010-09 |
|
| Serotonin synthesis, release and reuptake in terminals: a mathematical model. | 2010-08-19 |
|
| Chemical composition, antibacterial and antioxidant activity of the essential oil of Bupleurum longiradiatum. | 2010-07 |
|
| Melatonin plays a protective role in postburn rodent gut pathophysiology. | 2010-05-17 |
|
| Inhibitory effect of hydroxyindoles and their analogues on human melanoma tyrosinase. | 2010-04-02 |
|
| Bicyclic compounds repress membrane vesicle production and Pseudomonas quinolone signal synthesis in Pseudomonas aeruginosa. | 2010-03 |
|
| Modulation of alpha-synuclein aggregation by dopamine analogs. | 2010-02-16 |
|
| GBR 12909 administration as a mouse model of bipolar disorder mania: mimicking quantitative assessment of manic behavior. | 2010-02 |
|
| Stereoselective effect of kynurenine enantiomers on the excretion of serotonin and its metabolite in rat urine. | 2010-02 |
|
| An overview of Indian research in schizophrenia. | 2010-01 |
|
| An Open-label Trial of Risperidone and Fluoxetine in Children with Autistic Disorder. | 2010-01 |
|
| The anti-apoptotic action of 5-hydroxyindole: protection of mitochondrial integrity. | 2010 |
|
| Activating mutations in TOR are in similar structures as oncogenic mutations in PI3KCalpha. | 2009-12-18 |
|
| Violacein-producing Collimonas sp. from the sea surface microlayer of costal waters in Trøndelag, Norway. | 2009-11-12 |
|
| Microsecond analysis of transient molecules using bi-directional capillary electrophoresis. | 2009-11-01 |
|
| Serum cortisol and testosterone levels in idiopathic central serous chorioretinopathy. | 2009-10-29 |
|
| Comparative pharmacology and computational modelling yield insights into allosteric modulation of human alpha7 nicotinic acetylcholine receptors. | 2009-10-01 |
|
| Upregulation of serotonin transporter by alcohol in human dendritic cells: possible implication in neuroimmune deregulation. | 2009-10 |
|
| Physico-chemical evaluation of rationally designed melanins as novel nature-inspired radioprotectors. | 2009-09-30 |
|
| Discovery of leukotriene A4 hydrolase inhibitors using metabolomics biased fragment crystallography. | 2009-08-13 |
|
| N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells. | 2009-08-01 |
|
| Evaluation of alpha7 nicotinic acetylcholine receptor agonists and positive allosteric modulators using the parallel oocyte electrophysiology test station. | 2009-08 |
|
| Simultaneous determination of 5-hydroxyindoles and catechols from urine using polymer monolith microextraction coupled to high-performance liquid chromatography with fluorescence detection. | 2009-07-01 |
|
| Ribosomal synthesis of cyclic peptides with a fluorogenic oxidative coupling reaction. | 2009-06-15 |
|
| Structural optimization and biological evaluation of 2-substituted 5-hydroxyindole-3-carboxylates as potent inhibitors of human 5-lipoxygenase. | 2009-06-11 |
|
| Influence of intracerebroventricular or intraperitoneal administration of cannabinoid receptor agonist (WIN 55,212-2) and inverse agonist (AM 251) on the regulation of food intake and hypothalamic serotonin levels. | 2009-05 |
|
| Activation and desensitization of nicotinic alpha7-type acetylcholine receptors by benzylidene anabaseines and nicotine. | 2009-05 |
|
| [Primary carcinoid tumor of the testis metastatic to the para-aortic lymph nodes in six years after the first operation: a case report]. | 2009-04 |
|
| Relationships among body mass, brain size, gut length, and blood tryptophan and serotonin in young wild-type mice. | 2009-03-25 |
|
| Positive modulation of alpha7 nAChR responses in rat hippocampal interneurons to full agonists and the alpha7-selective partial agonists, 4OH-GTS-21 and S 24795. | 2009-03 |
|
| [Determination of 6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline, 5-hydroxytryptamine and 5-hydroxyindole acetic acid in the neonatal rat brains using high performance iquid chromatography-electrochemical detection]. | 2009-03 |
|
| Electronic structure of 5-hydroxyindole: from gas phase to explicit solvation. | 2009-02-26 |
|
| Both stimulatory and inhibitory effects of dietary 5-hydroxytryptophan and tyrosine are found on urinary excretion of serotonin and dopamine in a large human population. | 2009 |
|
| The L293 residue in transmembrane domain 2 of the 5-HT3A receptor is a molecular determinant of allosteric modulation by 5-hydroxyindole. | 2008-06 |
|
| Origin of the blood hyperserotonemia of autism. | 2008-05-22 |
|
| Modulation of spontaneous hippocampal synaptic events with 5-hydroxyindole, 4OH-GTS-21, and rAAV-mediated alpha7 nicotinic receptor gene transfer. | 2008-04-08 |
|
| Functional properties of alpha7 nicotinic acetylcholine receptors co-expressed with RIC-3 in a stable recombinant CHO-K1 cell line. | 2008-04 |
|
| The 5-HT3B subunit confers spontaneous channel opening and altered ligand properties of the 5-HT3 receptor. | 2008-03-14 |
|
| Molecular actions of propofol on human 5-HT3A receptors: enhancement as well as inhibition by closely related phenol derivatives. | 2008-03 |
|
| Synthesis and biological evaluation of novel angular fused Pyrrolocoumarins. | 2008-02 |
|
| Anandamide inhibition of 5-HT3A receptors varies with receptor density and desensitization. | 2008-02 |
|
| The intense world syndrome--an alternative hypothesis for autism. | 2007-11 |
|
| The metabolism of serotonin in neuronal cells in culture and platelets. | 2007-11 |
|
| Advances in the discovery of novel positive allosteric modulators of the alpha7 nicotinic acetylcholine receptor. | 2007-06 |
|
| Allosteric potentiation of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells by 5-hydroxyindole and analogues. | 1997-04-01 |
|
| 5-Hydroxyindole slows desensitization of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells. | 1993-02 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:14:34 GMT 2025
by
admin
on
Mon Mar 31 19:14:34 GMT 2025
|
| Record UNII |
320UN7XZYN
|
| Record Status |
Validated (UNII)
|
| Record Version |
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320UN7XZYN
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87503
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DTXSID00173187
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217-782-6
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16054
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C026785
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1953-54-4
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89649
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