Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C25H34O7 |
Molecular Weight | 446.5333 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC[C@H](C(=O)COC(=O)CCC(O)=O)[C@@]1(C)C[C@H](O)[C@@]3([H])[C@@]2([H])CCC4=CC(=O)CC[C@]34C
InChI
InChIKey=KEECMXYFGNWLEA-BIGDRKAKSA-N
InChI=1S/C25H34O7/c1-24-10-9-15(26)11-14(24)3-4-16-17-5-6-18(25(17,2)12-19(27)23(16)24)20(28)13-32-22(31)8-7-21(29)30/h11,16-19,23,27H,3-10,12-13H2,1-2H3,(H,29,30)/t16-,17-,18+,19-,23+,24-,25-/m0/s1
Molecular Formula | C25H34O7 |
Molecular Weight | 446.5333 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 6 / 7 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Corticosterone is an adrenocortical steroid, the major glucocorticoid that has modest but significant activities as a mineralocorticoid and a glucocorticoid. Corticosterone is of minor importance in humans but is known, that it has a profound effect on the structure and function of the hippocampus. Brain corticosterone may involve memory storage and emotional stress might cause increases in plasma corticosterone.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/447850
Curator's Comment: Known to be CNS penetrant in rat. Human data not available
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1994 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25173821 |
|||
Target ID: CHEMBL2034 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25173821 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Diagnostic | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Quantitative analysis of human serum corticosterone by high-performance liquid chromatography coupled to electrospray ionization mass spectrometry. | 1999 Apr 30 |
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Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta. | 2000 Feb 11 |
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The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution. | 2000 Jan |
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[Mineralocorticoids in cervical mucous and female blood serum: levels in the preovulatory phase of the menstrual cycle]. | 2000 Sep |
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Mild prenatal stress enhances learning performance in the non-adopted rat offspring. | 2001 |
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Mechanism of colchicine-induced steroidogenesis in rat adrenocortical cells. | 2001 |
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Effects of chronic stress on contextual fear conditioning and the hippocampal expression of the neural cell adhesion molecule, its polysialylation, and L1. | 2001 |
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Minireview: 11beta-hydroxysteroid dehydrogenase type 1- a tissue-specific amplifier of glucocorticoid action. | 2001 Apr |
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Early growth retardation induced by excessive exposure to glucocorticoids in utero selectively increases cardiac GLUT1 protein expression and Akt/protein kinase B activity in adulthood. | 2001 Apr |
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Neuroendocrine and behavioral effects of repetitive transcranial magnetic stimulation in a psychopathological animal model are suggestive of antidepressant-like effects. | 2001 Apr |
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Reversal of acute effects of high dose morphine on lymphocyte activity by chlorisondamine. | 2001 Apr 1 |
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Apolipoprotein E deficiency effects on learning in mice are dependent upon the background strain. | 2001 Apr 8 |
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Bidirectional effects of corticosterone on splenic T-cell activation: critical role of cell density and culture time. | 2001 Feb |
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Vasopressin pressor receptor-mediated activation of HPA axis by acute ethanol stress in rats. | 2001 Feb |
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Role of hypothalamic neuropeptide Y and orexigenic peptides in anorexia associated with experimental colitis in the rat. | 2001 Feb |
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Central monoamine activity in genetically distinct strains of mice following a psychogenic stressor: effects of predator exposure. | 2001 Feb 23 |
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Quantitative modeling of suppression of IgG1, IgG2a, IL-2, and IL-4 responses to antigen in mice treated with exogenous corticosterone or restraint stress. | 2001 Feb 9 |
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The impact of reduced frequency of cage changes on the health of mice housed in ventilated cages. | 2001 Jan |
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Glycyrrhetinic acid induced apoptosis in murine splenocytes. | 2001 Jan |
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Bombesin-induced HPA and sympathetic activation requires CRH receptors. | 2001 Jan |
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Dexamethasone, but not IL-1 alone, upregulates acute-phase serum amyloid A gene expression and production by cultured human aortic smooth muscle cells. | 2001 Jan |
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Effect of acute and repeated restraint stress on glucose oxidation to CO2 in hippocampal and cerebral cortex slices. | 2001 Jan |
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Distal tubular electrolyte transport during inhibition of renal 11beta-hydroxysteroid dehydrogenase. | 2001 Jan |
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Acute stress rapidly and persistently enhances memory formation in the male rat. | 2001 Jan |
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Deviant forms of aggression in glucocorticoid hyporeactive rats: a model for 'pathological' aggression? | 2001 Jan |
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Buffering action of endogenous nitric oxide on the adrenocortical secretagogue effect of endothelins in the rat. | 2001 Jan |
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Sexual diergism in rat hypothalamic-pituitary-adrenal axis responses to cholinergic stimulation and antagonism. | 2001 Jan 1 |
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Relationships between IFNgamma, IL-6, corticosterone, and Listeria monocytogenes pathogenesis in BALB/c mice. | 2001 Jan 10 |
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Functional effects of corticosterone on 5-HT(1A) and 5-HT(1B) receptor activity in rat brain: in vivo microdialysis studies. | 2001 Jan 5 |
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The effects of a mild stressor on spontaneous alternation in mice. | 2001 Jan 8 |
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Binding of estrogen and progesterone-BSA conjugates to glyceraldehyde-3-phosphate dehydrogenase (GAPDH) and the effects of the free steroids on GAPDH enzyme activity: physiological implications. | 2001 Jun |
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Maternal essential fatty acid deficiency depresses serum leptin levels in suckling rat pups. | 2001 Mar |
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A mutation in the cofactor-binding domain of 11beta-hydroxysteroid dehydrogenase type 2 associated with mineralocorticoid hypertension. | 2001 Mar |
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Dantrolene reduces serum TNFalpha and corticosterone levels and muscle calcium, calpain gene expression, and protein breakdown in septic rats. | 2001 Mar |
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Stereotaxic delivery of corticosterone to the amygdala modulates colonic sensitivity in rats. | 2001 Mar 2 |
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Hypothalamo-pituitary-adrenocortical dysregulation in aging F344/Brown-Norway F1 hybrid rats. | 2001 Mar-Apr |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15747778
for rats: effects of chronic exposure to corticosterone in drinking water on corticosterone kinetics, blood chemistry, and concentrations of catecholamines in parts of brain were studied in Long-Evans rats. Rats were randomly grouped into 3 x 2 treatments (n=4), with three treatments of drinking water (tap water, or 2.5% ethanol, or 400 microg/mL of corticosterone in 2.5% ethanol) for 28 days and two treatments of gavage with a single dose of either corn oil or corticosterone 20 mg/kg on day 28. Blood samples were collected at 0, 15, 30, 60, 120, 240, 480, and 720 min after dosing to determine plasma corticosterone concentrations.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28565823
Fibroblast-like synovial cells of rat were stimulated with 10 ng/ml interleukin (IL)-1β for 24 h, and were subsequently, within the next 24 h, treated with or without 10-6 mmol/l corticosterone alone or with 100 nmol/l PF915275. At the end of the second 24 h, PGE2 levels in culture supernatants were assayed. Corticosterone was demonstrated to suppress the mRNA expression levels of inflammatory factors, such as TNF-α and PGE2, induced by IL-1β in vitro. Simultaneously, expression levels of 11β-HSD1 decreased significantly at the mRNA and protein levels (P<0.05).
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:08:29 GMT 2023
by
admin
on
Sat Dec 16 09:08:29 GMT 2023
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Record UNII |
IU50V885SP
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Record Status |
Validated (UNII)
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Record Version |
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DTXSID40907180
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159273
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SUB35577
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10215-77-7
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