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567-03-3,MFCD00067604
Catalog No.:AA00EBTN

567-03-3 | TETRAHYDRODEOXYCORTICOSTERONE

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00EBTN
Chemical Name:
TETRAHYDRODEOXYCORTICOSTERONE
CAS Number:
567-03-3
Molecular Formula:
C21H34O3
Molecular Weight:
334.4929
MDL Number:
MFCD00067604
SMILES:
OCC(=O)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@H](C2)O
Properties
Computed Properties
 
Complexity:
517  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
4.2  

Literature

Title: Urinary corticosteroid excretion predicts left ventricular mass and proteinuria in chronic kidney disease.

Journal: Clinical science (London, England : 1979) 20120901

Title: Neurosteroidogenesis is required for the physiological response to stress: role of neurosteroid-sensitive GABAA receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111214

Title: Isolation rearing-induced reduction of brain 5α-reductase expression: relevance to dopaminergic impairments.

Journal: Neuropharmacology 20110601

Title: Pharmacological enhancement of δ-subunit-containing GABA(A) receptors that generate a tonic inhibitory conductance in spinal neurons attenuates acute nociception in mice.

Journal: Pain 20110601

Title: Neurosteroid modulation of benzodiazepine-sensitive GABAA tonic inhibition in supraoptic magnocellular neurons.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20110601

Title: Kindling alters neurosteroid-induced modulation of phasic and tonic GABAA receptor-mediated currents: role of phosphorylation.

Journal: Journal of neurochemistry 20110301

Title: Differential effects of two major neurosteroids on cerebellar and cortical GABA(A) receptor binding and function.

Journal: European journal of pharmacology 20110110

Title: Mechanism of potentiation of a dysfunctional epilepsy-linked mutated GABA(A) receptor by a neurosteroid (3alpha, 21-dihydroxy-5alpha-pregnan-20-one): transient kinetic investigations.

Journal: Biochemistry 20100914

Title: Conjugated equine estrogen, with medroxyprogesterone acetate, enhances formation of 5alpha-reduced progestogens and reduces anxiety-like behavior of middle-aged rats.

Journal: Behavioural pharmacology 20100901

Title: Acute neurosteroids inhibit the spinal reflex potentiation via GABAergic neurotransmission.

Journal: American journal of physiology. Renal physiology 20100701

Title: Mnemonic effects of progesterone to mice require formation of 3alpha,5alpha-THP.

Journal: Neuroreport 20100602

Title: Multiple roles for the first transmembrane domain of GABAA receptor subunits in neurosteroid modulation and spontaneous channel activity.

Journal: Neuroscience letters 20100412

Title: Differential effects of ethanol on serum GABAergic 3alpha,5alpha/3alpha,5beta neuroactive steroids in mice, rats, cynomolgus monkeys, and humans.

Journal: Alcoholism, clinical and experimental research 20100301

Title: Mirtazapine does not influence tetrahydrodeoxycorticosterone levels in depressed patients.

Journal: The world journal of biological psychiatry : the official journal of the World Federation of Societies of Biological Psychiatry 20100301

Title: Homeostatic regulation of synaptic excitability: tonic GABA(A) receptor currents replace I(h) in cortical pyramidal neurons of HCN1 knock-out mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20100217

Title: Neuroactive steroids after estrogen exposure in depressed postmenopausal women treated with sertraline and asymptomatic postmenopausal women.

Journal: Archives of women's mental health 20100201

Title: Structure of alpha6 beta3 delta GABA(A) receptors and their lack of ethanol sensitivity.

Journal: Journal of neurochemistry 20091201

Title: Changes in CCK-4 induced panic after treatment with the GABA-reuptake inhibitor tiagabine are associated with an increase in 3alpha,5alpha-tetrahydrodeoxycorticosterone concentrations.

Journal: Psychoneuroendocrinology 20091101

Title: Infusions of bicuculline to the ventral tegmental area attenuates sexual, exploratory, and anti-anxiety behavior of proestrous rats.

Journal: Pharmacology, biochemistry, and behavior 20091001

Title: Neurosteroids differentially modulate P2X ATP-gated channels through non-genomic interactions.

Journal: Journal of neurochemistry 20090701

Title: Peripheral-type benzodiazepine receptor antagonist is effective in relieving neuropathic pain in mice.

Journal: Journal of pharmacological sciences 20090501

Title: Unanticipated structural and functional properties of delta-subunit-containing GABAA receptors.

Journal: The Journal of biological chemistry 20090320

Title: Conserved site for neurosteroid modulation of GABA A receptors.

Journal: Neuropharmacology 20090101

Title: Etomidate, propofol and the neurosteroid THDOC increase the GABA efficacy of recombinant alpha4beta3delta and alpha4beta3 GABA A receptors expressed in HEK cells.

Journal: Neuropharmacology 20090101

Title: Estrogen is necessary for 5alpha-pregnan-3alpha-ol-20-one (3alpha,5alpha-THP) infusion to the ventral tegmental area to facilitate social and sexual, but neither exploratory nor affective behavior of ovariectomized rats.

Journal: Pharmacology, biochemistry, and behavior 20081201

Title: Exploratory, anti-anxiety, social, and sexual behaviors of rats in behavioral estrus is attenuated with inhibition of 3alpha,5alpha-THP formation in the midbrain ventral tegmental area.

Journal: Behavioural brain research 20081121

Title: Tonic GABAergic inhibition of sympathetic preganglionic neurons: a novel substrate for sympathetic control.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20081119

Title: In the ventral tegmental area, progestogens' membrane-mediated actions for lordosis of rats involve the second-messenger phospholipase C.

Journal: Brain research 20080916

Title: Neuroactive steroids and GABAA receptor plasticity in the brain of the WAG/Rij rat, a model of absence epilepsy.

Journal: Journal of neurochemistry 20080901

Title: GABAA receptor-mediated tonic currents in substantia gelatinosa neurons of rat spinal trigeminal nucleus pars caudalis.

Journal: Neuroscience letters 20080829

Title: Indomethacin improves locomotor deficit and reduces brain concentrations of neuroinhibitory steroids in rats following portacaval anastomosis.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20080801

Title: Reduced serum level of THDOC, an anticonvulsant steroid, in women with perimenstrual catamenial epilepsy.

Journal: Epilepsia 20080701

Title: Cell type-specific GABA A receptor-mediated tonic inhibition in mouse neocortex.

Journal: Journal of neurophysiology 20080701

Title: alpha1beta2delta, a silent GABAA receptor: recruitment by tracazolate and neurosteroids.

Journal: British journal of pharmacology 20080301

Title: Infusions of 3alpha,5alpha-THP to the VTA enhance exploratory, anti-anxiety, social, and sexual behavior and increase levels of 3alpha,5alpha-THP in midbrain, hippocampus, diencephalon, and cortex of female rats.

Journal: Behavioural brain research 20080211

Title: The neurosteroid system: an emerging therapeutic target for hepatic encephalopathy.

Journal: Metabolic brain disease 20071201

Title: Influence of epipregnanolone on the modulation of rapid tolerance to ethanol by neurosteroids.

Journal: Revista brasileira de psiquiatria (Sao Paulo, Brazil : 1999) 20071201

Title: GABAA and glycine receptor-mediated transmission in rat lamina II neurones: relevance to the analgesic actions of neuroactive steroids.

Journal: The Journal of physiology 20070915

Title: PKC activation sets an upper limit to the functional plasticity of GABAergic transmission induced by endogenous neurosteroids.

Journal: The European journal of neuroscience 20070901

Title: Molecular basis for the GABAA receptor-mediated tonic inhibition in rat somatosensory cortex.

Journal: Cerebral cortex (New York, N.Y. : 1991) 20070801

Title: Acute effects of neurosteroids in a rodent model of primary paroxysmal dystonia.

Journal: Hormones and behavior 20070801

Title: Altered localization of GABA(A) receptor subunits on dentate granule cell dendrites influences tonic and phasic inhibition in a mouse model of epilepsy.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070711

Title: Neurosteroid modulation of neuronal excitability and synaptic transmission in the rat medial vestibular nuclei.

Journal: The European journal of neuroscience 20070701

Title: Rat alpha6beta2delta GABAA receptors exhibit two distinct and separable agonist affinities.

Journal: The Journal of physiology 20070615

Title: The neurosteroid THDOC differentially affects spatial behavior and anesthesia in Slow and Fast kindling rat strains.

Journal: Behavioural brain research 20070328

Title: Neurosteroid synthesis-mediated regulation of GABA(A) receptors: relevance to the ovarian cycle and stress.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070227

Title: Endogenous neurosteroids regulate GABAA receptors through two discrete transmembrane sites.

Journal: Nature 20061123

Title: Inhibition by alpha-tetrahydrodeoxycorticosterone (THDOC) of pre-sympathetic parvocellular neurones in the paraventricular nucleus of rat hypothalamus.

Journal: British journal of pharmacology 20061101

Title: Neurosteroid modulation of recombinant rat alpha5beta2gamma2L and alpha1beta2gamma2L GABA(A) receptors in Xenopus oocyte.

Journal: European journal of pharmacology 20061010

Title: Increased levels of pregnenolone and its neuroactive metabolite allopregnanolone in autopsied brain tissue from cirrhotic patients who died in hepatic coma.

Journal: Neurochemistry international 20060901

Title: Kindling-induced alterations in GABAA receptor-mediated inhibition and neurosteroid activity in the rat piriform cortex.

Journal: The European journal of neuroscience 20060901

Title: GABAergic tonic inhibition of substantia gelatinosa neurons in mouse spinal cord.

Journal: Neuroreport 20060821

Title: In the ventral tegmental area, progestins have actions at D1 receptors for lordosis of hamsters and rats that involve GABA A receptors.

Journal: Hormones and behavior 20060801

Title: Increased neuroactive steroid concentrations in women with bipolar disorder or major depressive disorder.

Journal: Journal of clinical psychopharmacology 20060801

Title: Plastic neuronal changes in GABA(A) receptor gene expression induced by progesterone metabolites: in vitro molecular and functional studies.

Journal: Pharmacology, biochemistry, and behavior 20060801

Title: Tonic GABA(A) receptor-mediated currents in human brain.

Journal: The European journal of neuroscience 20060801

Title: Olanzapine and fluoxetine administration and coadministration increase rat hippocampal pregnenolone, allopregnanolone and peripheral deoxycorticosterone: implications for therapeutic actions.

Journal: Pharmacology, biochemistry, and behavior 20060801

Title: Observational study on the stability of the psychological status during normal pregnancy and increased blood levels of neuroactive steroids with GABA-A receptor agonist activity.

Journal: Psychoneuroendocrinology 20060501

Title: Mid-aged and aged wild-type and progestin receptor knockout (PRKO) mice demonstrate rapid progesterone and 3alpha,5alpha-THP-facilitated lordosis.

Journal: Psychopharmacology 20060501

Title: The delta subunit of gamma-aminobutyric acid type A receptors does not confer sensitivity to low concentrations of ethanol.

Journal: The Journal of pharmacology and experimental therapeutics 20060301

Title: Action of two neuroactive steroids against motor seizures induced by pentetrazol in rats during ontogeny.

Journal: Physiological research 20060101

Title: Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20060101

Title: Anticonvulsant action of three neurosteroids against cortical epileptic afterdischarges in immature rats.

Journal: Brain research bulletin 20051230

Title: The acute anticonvulsant effects of deoxycorticosterone in developing rats: role of metabolites and mineralocorticoid-receptor responses.

Journal: Epilepsia 20051201

Title: High affinity, heterogeneous displacement of [3H]EBOB binding to cerebellar GABA A receptors by neurosteroids and GABA agonists.

Journal: Neuropharmacology 20050901

Title: Neurosteroids exhibit differential effects on mIPSCs recorded from normal and seizure prone rats.

Journal: Journal of neurophysiology 20050901

Title: Systemic ethanol administration elevates deoxycorticosterone levels and chronic ethanol exposure attenuates this response.

Journal: Brain research 20050705

Title: Plasma concentrations of anxiolytic neuroactive steroids in men with panic disorder.

Journal: Psychiatry research 20050630

Title: Rapid non-genomic effect of glucocorticoid metabolites and neurosteroids on the gamma-aminobutyric acid-A receptor.

Journal: The European journal of neuroscience 20050401

Title: Attenuating 5alpha-pregnane-3alpha-ol-20-one formation in the hippocampus of female rats increases pentylenetetrazole-induced seizures.

Journal: Epilepsy & behavior : E&B 20050301

Title: Type 10 17beta-hydroxysteroid dehydrogenase catalyzing the oxidation of steroid modulators of gamma-aminobutyric acid type A receptors.

Journal: Molecular and cellular endocrinology 20050114

Title: Panic induction with cholecystokinin-tetrapeptide (CCK-4) Increases plasma concentrations of the neuroactive steroid 3alpha, 5alpha tetrahydrodeoxycorticosterone (3alpha, 5alpha-THDOC) in healthy volunteers.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20050101

Title: Preliminary evidence for an association between aggressive and hostile behaviour and 3alpha,5alpha-tetrahydroprogesterone plasma levels in schizophrenia.

Journal: Journal of psychiatry & neuroscience : JPN 20050101

Title: Effect of pregnancy and 5alpha-pregnan-3alpha-ol-20-one on atrial receptor afferent discharge in rats.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20041201

Title: Altered expression of the delta subunit of the GABAA receptor in a mouse model of temporal lobe epilepsy.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20040929

Title: Effects of the active neurosteroid allotetrahydrodeoxycorticosterone on long-term potentiation in the rat hippocampus: implications for depression.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20040901

Title: Long-term treatment with clozapine does not affect morning circulating levels of allopregnanolone and THDOC in patients with schizophrenia: a preliminary study.

Journal: Journal of clinical psychopharmacology 20040801

Title: Sites of positive allosteric modulation by neurosteroids on ionotropic gamma-aminobutyric acid receptor subunits.

Journal: FEBS letters 20040521

Title: Psychological effect of the oral contraceptive formulation containing 3 mg of drospirenone plus 30 microg of ethinyl estradiol.

Journal: Fertility and sterility 20040301

Title: Ethanol-induced increases in neuroactive steroids in the rat brain and plasma are absent in adrenalectomized and gonadectomized rats.

Journal: European journal of pharmacology 20040126

Title: Plasma concentrations of anxiolytic neurosteroids in men with normal anxiety scores: a correlation analysis.

Journal: Neuropsychobiology 20040101

Title: In the ventral tegmental area, G-proteins and cAMP mediate the neurosteroid 3alpha,5alpha-THP's actions at dopamine type 1 receptors for lordosis of rats.

Journal: Neuroendocrinology 20040101

Title: Fluoxetine may influence lordosis of rats through effects on midbrain 3 alpha,5 alpha-THP concentrations.

Journal: Annals of the New York Academy of Sciences 20031201

Title: Neurosteroids shift partial agonist activation of GABA(A) receptor channels from low- to high-efficacy gating patterns.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20031126

Title: Effects of olanzapine infusions to the ventral tegmental area on lordosis and midbrain 3alpha,5alpha-THP concentrations in rats.

Journal: Psychopharmacology 20031101

Title: Neurosteroid secretion in panic disorder.

Journal: Psychiatry research 20030530

Title: Deletion of GABAA receptor alpha 1 subunit-containing receptors alters responses to ethanol and other anesthetics.

Journal: The Journal of pharmacology and experimental therapeutics 20030501

Title: Intact synaptic GABAergic inhibition and altered neurosteroid modulation of thalamic relay neurons in mice lacking delta subunit.

Journal: Journal of neurophysiology 20030301

Title: Is there a physiological role for the neurosteroid THDOC in stress-sensitive conditions?

Journal: Trends in pharmacological sciences 20030301

Title: Gender differences in the regulation of 3 alpha-hydroxysteroid dehydrogenase in rat brain and sensitivity to neurosteroid-mediated stress protection.

Journal: Neuroscience 20030101

Title: Changes in expression of the neuropeptide Y Y1 receptor gene in the medial amygdala of transgenic mice during pregnancy and after delivery.

Journal: Journal of neurochemistry 20020901

Title: Alpha1 and alpha6 subunits specify distinct desensitization, deactivation and neurosteroid modulation of GABA(A) receptors containing the delta subunit.

Journal: Neuropharmacology 20020901

Title: GABA(A) receptor delta subunit deletion prevents neurosteroid modulation of inhibitory synaptic currents in cerebellar neurons.

Journal: Neuropharmacology 20020901

Title: Membrane-initiated events account for progesterone's ability to regulate intracellular free calcium levels and inhibit rat granulosa cell mitosis.

Journal: Biology of reproduction 20020801

Title: The clinical potentials of endogenous neurosteroids.

Journal: Drugs of today (Barcelona, Spain : 1998) 20020701

Title: Prevention of the stress-induced increase in the concentration of neuroactive steroids in rat brain by long-term administration of mirtazapine but not of fluoxetine.

Journal: Journal of psychopharmacology (Oxford, England) 20020601

Title: Stress-induced deoxycorticosterone-derived neurosteroids modulate GABA(A) receptor function and seizure susceptibility.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020501

Title: GABA(B) receptor-mediated increase of neurosteroids by gamma-hydroxybutyric acid.

Journal: Neuropharmacology 20020501

Title: Pregnenolone sulfate, dehydroepiandrosterone sulfate and allotetrahydrodeoxycorticosterone affect rapid tolerance to the hypothermic effect of ethanol.

Journal: Brain research bulletin 20020501

Title: A rapid method for obtaining finasteride, a 5alpha-reductase inhibitor, from commercial tablets.

Journal: Brain research. Brain research protocols 20020401

Title: The effects of the neuroactive steroid 3 alpha,5 alpha-THDOC on sleep in the rat.

Journal: Neuroreport 20020325

Title: Enhanced neurosteroid potentiation of ternary GABA(A) receptors containing the delta subunit.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020301

Title: Antinociceptive activity of a neurosteroid tetrahydrodeoxycorticosterone (5alpha-pregnan-3alpha-21-diol-20-one) and its possible mechanism(s) of action.

Journal: Indian journal of experimental biology 20011201

Title: 3Alpha-hydroxy-5alpha-pregnan-20-one levels and GABA(A) receptor-mediated 36Cl(-) flux across development in rat cerebral cortex.

Journal: Brain research. Developmental brain research 20011126

Title: Clozapine, but not haloperidol, increases brain concentrations of neuroactive steroids in the rat.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20011001

Title: Increased expression of the neuropeptide Y receptor Y(1) gene in the medial amygdala of transgenic mice induced by long-term treatment with progesterone or allopregnanolone.

Journal: Journal of neurochemistry 20011001

Title: Prolonged exposure to hypobaric hypoxia transiently reduces GABA(A) receptor number in mice cerebral cortex.

Journal: Brain research 20010309

Title: Enhanced anticonvulsant activity of neuroactive steroids in a rat model of catamenial epilepsy.

Journal: Epilepsia 20010301

Title: Heterogeneity of hippocampal GABA(A) receptors: regulation by corticosterone.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20010101

Title: Age-related differences in neurosteroid potentiation of muscimol-stimulated 36Cl(-) flux following chronic ethanol treatment.

Journal: Neuroscience 20010101

Title: Stress and neuroactive steroids.

Journal: International review of neurobiology 20010101

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Tags:567-03-3 Molecular Formula|567-03-3 MDL|567-03-3 SMILES|567-03-3 TETRAHYDRODEOXYCORTICOSTERONE