200,000+ products from a single source!
sales@angenechem.com
Home > Indoles and Oxindole > 1953-54-4
1953-54-4 | 1H-Indol-5-ol
CAS No: 1953-54-4 Catalog No: AG00I3DH MDL No:MFCD00005677
Product Description
Catalog Number:
AG00I3DH
Chemical Name:
1H-Indol-5-ol
CAS Number:
1953-54-4
Molecular Formula:
C8H7NO
Molecular Weight:
133.1473
MDL Number:
MFCD00005677
IUPAC Name:
1H-indol-5-ol
InChI:
InChI=1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H
InChI Key:
LMIQERWZRIFWNZ-UHFFFAOYSA-N
SMILES:
Oc1ccc2c(c1)cc[nH]2
EC Number:
217-782-6
UNII:
320UN7XZYN
NSC Number:
87503
Properties
Complexity:
126
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
133.053g/mol
Formal Charge:
0
Heavy Atom Count:
10
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
133.15g/mol
Monoisotopic Mass:
133.053g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
36A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2
Literature
| Title | Journal |
|---|---|
| Synthesis and structure based optimization of 2-(4-phenoxybenzoyl)-5-hydroxyindole as a novel CaMKII inhibitor. | Bioorganic & medicinal chemistry 20121201 |
| On the generation and quenching of reactive-oxygen-species by aqueous vitamin B2 and serotonin under visible-light irradiation. | Journal of photochemistry and photobiology. B, Biology 20120801 |
| 5-HIAA excretion is not associated with bone metabolism in carcinoid syndrome patients. | Bone 20120601 |
| Prospective acetylcholinesterase inhibitory activity of indole and its analogs. | Bioorganic & medicinal chemistry letters 20120415 |
| In vitro bioactivation of bazedoxifene and 2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol in human liver microsomes. | Chemico-biological interactions 20120415 |
| High-performance liquid chromatography with fluorescence detection and ultra-performance liquid chromatography with electrospray tandem mass spectrometry method for the determination of indoleamine neurotransmitters and their metabolites in sea lamprey plasma. | Analytica chimica acta 20120406 |
| Pharmacological characterization of native α7 nicotinic ACh receptors and their contribution to depolarization-elicited exocytosis in human chromaffin cells. | British journal of pharmacology 20120201 |
| Pre-gestational stress reduces the ratio of 5-HIAA to 5-HT and the expression of 5-HT1A receptor and serotonin transporter in the brain of foetal rat. | BMC neuroscience 20120101 |
| REM Sleep Rebound as an Adaptive Response to Stressful Situations. | Frontiers in neurology 20120101 |
| Ureteric obstruction: A unique case. | Indian journal of urology : IJU : journal of the Urological Society of India 20120101 |
| Neuroanatomical Assessment of the Integrin β3 Mouse Model Related to Autism and the Serotonin System Using High Resolution MRI. | Frontiers in psychiatry 20120101 |
| Insulinoma and anaesthetic implications. | Indian journal of anaesthesia 20120101 |
| Following the excited state relaxation dynamics of indole and 5-hydroxyindole using time-resolved photoelectron spectroscopy. | The Journal of chemical physics 20111121 |
| Violacein and related tryptophan metabolites produced by Chromobacterium violaceum: biosynthetic mechanism and pathway for construction of violacein core. | Applied microbiology and biotechnology 20110901 |
| Exploring QSARs for 5-lipoxygenase (5-LO) inhibitory activity of 2-substituted 5-hydroxyindole-3-carboxylates by CoMFA and CoMSIA. | Chemical biology & drug design 20110801 |
| Differential stress-induced alterations in tryptophan hydroxylase activity and serotonin turnover in two inbred mouse strains. | Neuropharmacology 20110301 |
| CoMFA and CoMSIA studies on 5-hydroxyindole-3-carboxylate derivatives as 5-lipoxygenase inhibitors: generation of homology model and docking studies. | Bioorganic & medicinal chemistry letters 20110101 |
| Creatine transporter (CrT; Slc6a8) knockout mice as a model of human CrT deficiency. | PloS one 20110101 |
| Smoking related diseases: the central role of monoamine oxidase. | International journal of environmental research and public health 20110101 |
| Transcriptional dysregulation of 5-HT1A autoreceptors in mental illness. | Molecular brain 20110101 |
| [Development of novel fluorescence-derivatization-HPLC methods enabling highly sensitive and selective analysis of biological compounds]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20110101 |
| Effect of chronic administration of low dose aspirin on haloperidol induced catalepsy in rats. | Journal of pharmacology & pharmacotherapeutics 20110101 |
| Protection of melanized Cryptococcus neoformans from lethal dose gamma irradiation involves changes in melanin's chemical structure and paramagnetism. | PloS one 20110101 |
| Tryptophan hydroxylase gene 1 (TPH1) variants associated with cerebrospinal fluid 5-hydroxyindole acetic acid and homovanillic acid concentrations in healthy volunteers. | Psychiatry research 20101230 |
| Importance of M2-M3 loop in governing properties of genistein at the α7 nicotinic acetylcholine receptor inferred from α7/5-HT3A chimera. | European journal of pharmacology 20101125 |
| N-(3,5-dihydroxybenzoyl)-6-hydroxytryptamine as a novel human tyrosinase inhibitor that inactivates the enzyme in cooperation with l-3,4-dihydroxyphenylalanine. | Chemical & pharmaceutical bulletin 20101101 |
| Effects of Bushen Huoxue formula on the learning and memory function and the cerebral neurotransmitters in diabetic mice. | Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan 20100901 |
| Chemical composition, antibacterial and antioxidant activity of the essential oil of Bupleurum longiradiatum. | Natural product communications 20100701 |
| Bicyclic compounds repress membrane vesicle production and Pseudomonas quinolone signal synthesis in Pseudomonas aeruginosa. | FEMS microbiology letters 20100301 |
| Stereoselective effect of kynurenine enantiomers on the excretion of serotonin and its metabolite in rat urine. | Chirality 20100201 |
| GBR 12909 administration as a mouse model of bipolar disorder mania: mimicking quantitative assessment of manic behavior. | Psychopharmacology 20100201 |
| Modulation of alpha-synuclein aggregation by dopamine analogs. | PloS one 20100101 |
| Inhibitory effect of hydroxyindoles and their analogues on human melanoma tyrosinase. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20100101 |
| The anti-apoptotic action of 5-hydroxyindole: protection of mitochondrial integrity. | Biological & pharmaceutical bulletin 20100101 |
| Melatonin plays a protective role in postburn rodent gut pathophysiology. | International journal of biological sciences 20100101 |
| Serotonin synthesis, release and reuptake in terminals: a mathematical model. | Theoretical biology & medical modelling 20100101 |
| Alterations in hippocampal serotonergic and INSR function in streptozotocin induced diabetic rats exposed to stress: neuroprotective role of pyridoxine and Aegle marmelose. | Journal of biomedical science 20100101 |
| An Open-label Trial of Risperidone and Fluoxetine in Children with Autistic Disorder. | Indian journal of psychological medicine 20100101 |
| An overview of Indian research in schizophrenia. | Indian journal of psychiatry 20100101 |
| Activating mutations in TOR are in similar structures as oncogenic mutations in PI3KCalpha. | ACS chemical biology 20091218 |
| Violacein-producing Collimonas sp. from the sea surface microlayer of costal waters in Trøndelag, Norway. | Marine drugs 20091201 |
| Microsecond analysis of transient molecules using bi-directional capillary electrophoresis. | Analytical chemistry 20091101 |
| Comparative pharmacology and computational modelling yield insights into allosteric modulation of human alpha7 nicotinic acetylcholine receptors. | Biochemical pharmacology 20091001 |
| Upregulation of serotonin transporter by alcohol in human dendritic cells: possible implication in neuroimmune deregulation. | Alcoholism, clinical and experimental research 20091001 |
| Discovery of leukotriene A4 hydrolase inhibitors using metabolomics biased fragment crystallography. | Journal of medicinal chemistry 20090813 |
| N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells. | Bioorganic & medicinal chemistry letters 20090801 |
| Evaluation of alpha7 nicotinic acetylcholine receptor agonists and positive allosteric modulators using the parallel oocyte electrophysiology test station. | Assay and drug development technologies 20090801 |
| Simultaneous determination of 5-hydroxyindoles and catechols from urine using polymer monolith microextraction coupled to high-performance liquid chromatography with fluorescence detection. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090701 |
| Ribosomal synthesis of cyclic peptides with a fluorogenic oxidative coupling reaction. | Chembiochem : a European journal of chemical biology 20090615 |
| Structural optimization and biological evaluation of 2-substituted 5-hydroxyindole-3-carboxylates as potent inhibitors of human 5-lipoxygenase. | Journal of medicinal chemistry 20090611 |
| Activation and desensitization of nicotinic alpha7-type acetylcholine receptors by benzylidene anabaseines and nicotine. | The Journal of pharmacology and experimental therapeutics 20090501 |
| 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. | The British journal of nutrition 20090501 |
| [Primary carcinoid tumor of the testis metastatic to the para-aortic lymph nodes in six years after the first operation: a case report]. | Hinyokika kiyo. Acta urologica Japonica 20090401 |
| [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]. | Se pu = Chinese journal of chromatography 20090301 |
| 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. | Neuropharmacology 20090301 |
| Electronic structure of 5-hydroxyindole: from gas phase to explicit solvation. | The journal of physical chemistry. B 20090226 |
| Relationships among body mass, brain size, gut length, and blood tryptophan and serotonin in young wild-type mice. | BMC physiology 20090101 |
| 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. | Neuropsychiatric disease and treatment 20090101 |
| Physico-chemical evaluation of rationally designed melanins as novel nature-inspired radioprotectors. | PloS one 20090101 |
| Serum cortisol and testosterone levels in idiopathic central serous chorioretinopathy. | Indian journal of ophthalmology 20090101 |
| The L293 residue in transmembrane domain 2 of the 5-HT3A receptor is a molecular determinant of allosteric modulation by 5-hydroxyindole. | Neuropharmacology 20080601 |
| Modulation of spontaneous hippocampal synaptic events with 5-hydroxyindole, 4OH-GTS-21, and rAAV-mediated alpha7 nicotinic receptor gene transfer. | Brain research 20080408 |
| Functional properties of alpha7 nicotinic acetylcholine receptors co-expressed with RIC-3 in a stable recombinant CHO-K1 cell line. | Assay and drug development technologies 20080401 |
| The 5-HT3B subunit confers spontaneous channel opening and altered ligand properties of the 5-HT3 receptor. | The Journal of biological chemistry 20080314 |
| Molecular actions of propofol on human 5-HT3A receptors: enhancement as well as inhibition by closely related phenol derivatives. | Anesthesia and analgesia 20080301 |
| Allosteric modulators of the alpha7 nicotinic acetylcholine receptor. | Journal of medicinal chemistry 20080227 |
| Anandamide inhibition of 5-HT3A receptors varies with receptor density and desensitization. | Molecular pharmacology 20080201 |
| Synthesis and biological evaluation of novel angular fused Pyrrolocoumarins. | Journal of enzyme inhibition and medicinal chemistry 20080201 |
| Origin of the blood hyperserotonemia of autism. | Theoretical biology & medical modelling 20080101 |
| The metabolism of serotonin in neuronal cells in culture and platelets. | Experimental brain research 20071101 |
| The intense world syndrome--an alternative hypothesis for autism. | Frontiers in neuroscience 20071101 |
| In vitro screening strategies for nicotinic receptor ligands. | Biochemical pharmacology 20071015 |
| Distinct profiles of alpha7 nAChR positive allosteric modulation revealed by structurally diverse chemotypes. | Molecular pharmacology 20070901 |
| Partial agonist and neuromodulatory activity of S 24795 for alpha7 nAChR responses of hippocampal interneurons. | Neuropharmacology 20070701 |
| Serotonin and 5-hydroxy indole acetic acid in infantile hydrocephalus. | Pediatric surgery international 20070601 |
| Advances in the discovery of novel positive allosteric modulators of the alpha7 nicotinic acetylcholine receptor. | Recent patents on CNS drug discovery 20070601 |
| Aromatic L-amino acid decarboxylase enzyme activity in deficient patients and heterozygotes. | Molecular genetics and metabolism 20070401 |
| Association between the levels of biogenic amines and superoxide anion production in brain regions of rats after subchronic exposure to TCDD. | Toxicology 20061207 |
| Modulation of the function of presynaptic alpha7 and non-alpha7 nicotinic receptors by the tryptophan metabolites, 5-hydroxyindole and kynurenate in mouse brain. | British journal of pharmacology 20061101 |
| Excitation of rat hippocampal interneurons via modulation of endogenous agonist activity at the alpha7 nicotinic ACh receptor. | The Journal of physiology 20060801 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Rat tumor response to the vascular-disrupting agent 5,6-dimethylxanthenone-4-acetic acid as measured by dynamic contrast-enhanced magnetic resonance imaging, plasma 5-hydroxyindoleacetic acid levels, and tumor necrosis. | Neoplasia (New York, N.Y.) 20060301 |
| Simultaneous liquid chromatographic measurement of melatonin and related indoles through post-column electrochemical demethylation and fluorescence derivatization. | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20060201 |
| Effect of three different cultivars of Lepidium meyenii (Maca) on learning and depression in ovariectomized mice. | BMC complementary and alternative medicine 20060101 |
| Successful receptor-mediated radiation therapy of xenografted human midgut carcinoid tumour. | British journal of cancer 20051114 |
| Carcinoid syndrome: diagnosis and medical management. | Arquivos brasileiros de endocrinologia e metabologia 20051001 |
| Brain tryptophan metabolism remained unaltered in restraint stressed rats following fluoxetine administration. | Pakistan journal of pharmaceutical sciences 20050701 |
| Molecular dissection of tropisetron, an alpha7 nicotinic acetylcholine receptor-selective partial agonist. | Neuroscience letters 20050422 |
| Effects of 3,4-methylenedioxymethamphetamine (MDMA, 'Ecstasy') and para-methoxyamphetamine on striatal 5-HT when co-administered with moclobemide. | Brain research 20050411 |
| Structural determinants of arylacetic acid nonsteroidal anti-inflammatory drugs necessary for binding and activation of the prostaglandin D2 receptor CRTH2. | Molecular pharmacology 20050301 |
| Identification and reactivity of the triplet excited state of 5-hydroxytryptophan. | Journal of photochemistry and photobiology. B, Biology 20050301 |
| Increased urinary excretion rates of serotonin and metabolites during bedrest. | Acta astronautica 20050101 |
| Statistical distribution of blood serotonin as a predictor of early autistic brain abnormalities. | Theoretical biology & medical modelling 20050101 |
| Urinary 5-hydroxy indole acetic acid as a test for early diagnosis of acute appendicitis. | Clinical biochemistry 20041101 |
| The effects of infrared laser and medical treatments on pain and serotonin degradation products in patients with myofascial pain syndrome. A controlled trial. | Rheumatology international 20040901 |
| Citalopram, a selective serotonin reuptake inhibitor augments harmaline-induced tremor in rats. | Behavioural brain research 20040812 |
| A single point mutation confers properties of the muscle-type nicotinic acetylcholine receptor to homomeric alpha7 receptors. | Molecular pharmacology 20040701 |
| Characterization of serotonin in protein and membrane mimetic environments: a spectroscopic study. | Chemistry & biodiversity 20040601 |
| The value of 5-hydroxy indole acetic acid measurement in spot urine in diagnosis of acute appendicitis. | East African medical journal 20040101 |
| Nicotinic cholinergic stimulation promotes survival and reduces motility of cultured rat cerebellar granule cells. | Neuroscience 20040101 |
| Interaction of singlet molecular oxygen with melatonin and related indoles. | Photochemistry and photobiology 20031101 |
| Successful use of 111In-pentetrotide scintigraphy for localizing ectopic adrenocorticotropin-producing bronchial carcinoid tumor in a patient with Cushing's syndrome. | Internal medicine (Tokyo, Japan) 20031001 |
| Simultaneous determination of 5-hydroxyindoles and catechols by high-performance liquid chromatography with fluorescence detection following derivatization with benzylamine and 1,2-diphenylethylenediamine. | Journal of chromatography. A 20030919 |
| Combined effect of dopamine and MPP+ on membrane permeability in mitochondria and cell viability in PC12 cells. | Neurochemistry international 20030701 |
| Detection and quantification of 5-hydroxyoxindole in mammalian sera and tissues by high performance liquid chromatography with multi-electrode electrochemical detection. | Clinical biochemistry 20030501 |
| Effect of 5-hydroxyindole on ethanol potentiation of 5-hydroxytryptamine (5-HT)3 receptor-activated ion current in NCB-20 neuroblastoma cells. | Neuroscience letters 20030220 |
| Influence of time of day on hypothalamic monoaminergic activity in early pregnancy: effect of a previous reproductive experience. | Psychoneuroendocrinology 20030201 |
| 5-hydroxyindole causes convulsions and increases transmitter release in the CA1 region of the rat hippocampus. | British journal of pharmacology 20030101 |
| Hypothalamic indolamines during embryonic development and effects of steroid exposure. | General and comparative endocrinology 20030101 |
| Lasting chemiluminescence of 3-indoleglyoxylyl chloride and its enhancement. | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20030101 |
| Modulation of noradrenergic and serotonergic transmission by noxious stimuli and intrathecal morphine differs in the dorsal raphe nucleus of anesthetized rat: in vivo voltammetric studies. | Neuroscience research 20020901 |
| 5-Hydroxyindole potentiates human alpha 7 nicotinic receptor-mediated responses and enhances acetylcholine-induced glutamate release in cerebellar slices. | Neuropharmacology 20020901 |
| Low temperature luminescence behaviours of 7-azatryptophan, 5-hydroxytryptophan and their chromophoric moieties. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20020701 |
| Polyunsaturated fatty acids (PUFA) regulate neurotransmitter contents in rat brain. | Indian journal of biochemistry & biophysics 20011001 |
| Serotonergic neurotoxicity of 3,4-(+/-)-methylenedioxyamphetamine and 3,4-(+/-)-methylendioxymethamphetamine (ecstasy) is potentiated by inhibition of gamma-glutamyl transpeptidase. | Chemical research in toxicology 20010701 |
| Neurochemical studies on Indian Hypericum perforatum L. | Indian journal of experimental biology 20010401 |
| Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms. | Drug metabolism and disposition: the biological fate of chemicals 20010301 |
| Spot urine 5-hydroxy indole acetic acid and acute appendicitis. | Hepato-gastroenterology 20010101 |
| Diltiazem causes open channel block of recombinant 5-HT3 receptors. | The Journal of physiology 19990915 |
| Allosteric potentiation of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells by 5-hydroxyindole and analogues. | Neuropharmacology 19970101 |
| 5-Hydroxyindole slows desensitization of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells. | British journal of pharmacology 19930201 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.