Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C21H30O4 |
Molecular Weight | 346.4605 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3([H])[C@@]2([H])CCC4=CC(=O)CC[C@]34C
InChI
InChIKey=OMFXVFTZEKFJBZ-HJTSIMOOSA-N
InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1
Molecular Formula | C21H30O4 |
Molecular Weight | 346.4605 |
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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Baboon cytochrome P450c11 is encoded by more than one gene. | 2000 Nov |
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Mild prenatal stress enhances learning performance in the non-adopted rat offspring. | 2001 |
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Nociceptin/orphanin FQ regulates neuroendocrine function of the limbic-hypothalamic-pituitary-adrenal axis. | 2001 |
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Mechanism of colchicine-induced steroidogenesis in rat adrenocortical cells. | 2001 |
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Glucocorticoid hypersecretion following intracerebroventricular injection of ethylcholine mustard aziridinium ion in rats. | 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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Light and electron microscopy localization of the 11beta-hydroxysteroid dehydrogenase type I enzyme in the rat. | 2001 Apr |
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Minireview: 11beta-hydroxysteroid dehydrogenase type 1- a tissue-specific amplifier of glucocorticoid action. | 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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Corticosterone responses in 5-HT1B receptor knockout mice to stress or 5-HT1A receptor activation are normal. | 2001 Feb |
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Acute changes in the response to peripheral leptin with alteration in the diet composition. | 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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Influence of glucocorticoids on dopaminergic transmission in the rat dorsolateral striatum. | 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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Glucocorticoids, androgens, testis mass, and the energetics of vocalization in breeding male frogs. | 2001 Feb |
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Neuroendocrine regulation of sexually dimorphic brain structure and associated sexual behavior in male rats is genetically controlled. | 2001 Feb |
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Glucocorticoids modulate the NGF mRNA response in the rat hippocampus after traumatic brain injury. | 2001 Feb 23 |
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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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GRKO mice express an aberrant dexamethasone-binding glucocorticoid receptor, but are profoundly glucocorticoid resistant. | 2001 Feb 28 |
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Alterations in chromatin structure are implicated in the activation of the steroid hormone response unit of the ovalbumin gene. | 2001 Jan |
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Altered responsiveness to stress and NMDA following prenatal exposure to cocaine. | 2001 Jan |
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Interactions between effects of adrenalectomy and diet on insulin secretion in fa/fa Zucker rats. | 2001 Jan |
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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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Apical uptake of organic cations by human intestinal Caco-2 cells: putative involvement of ASF transporters. | 2001 Jan |
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Transport of [3H]MPP+ in an immortalized rat brain microvessel endothelial cell line (RBE 4). | 2001 Jan |
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Adrenalectomy enhances response of tumour necrosis factor-alpha (TNF-alpha) to haemorrhage in the conscious rat. | 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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Differential effects of dexamethasone treatment on lipopolysaccharide-induced testicular inflammation and reproductive hormone inhibition in adult rats. | 2001 Jan |
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Acute stress rapidly and persistently enhances memory formation in the male rat. | 2001 Jan |
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Effects of centrally administered orexin-B and orexin-A: a role for orexin-1 receptors in orexin-B-induced hyperactivity. | 2001 Jan 1 |
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Heterogeneity of hippocampal GABA(A) receptors: regulation by corticosterone. | 2001 Jan 1 |
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Estradiol tends to improve inhibitory avoidance performance in adrenalectomized male rats and reduces pyknotic cells in the dentate gyrus of adrenalectomized male and female rats. | 2001 Jan 19 |
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Induction of hippocampal glial cells expressing basic fibroblast growth factor RNA by corticosterone. | 2001 Jan 22 |
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Phenotypic analysis of mice bearing targeted deletions of 11beta-hydroxysteroid dehydrogenases 1 and 2 genes. | 2001 Jan 22 |
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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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Long-term fasting and re-feeding in penguins. | 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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Corticosteroid effects on serotonin responses in granule cells of the rat dentate gyrus. | 2001 Mar |
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Long-term colony housing in Long Evans rats: immunological, hormonal, and behavioral consequences. | 2001 Mar 1 |
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An experimental model of stress-induced immunosuppression produced by electrical stimulation of the brain in the rat. | 2001 Mar 1 |
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Endogenous glucocorticoids play a positive regulatory role in the anti-keyhole limpet hemocyanin in vivo antibody response. | 2001 Mar 15 |
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Alpha-helical-corticotropin-releasing hormone reverses anxiogenic effects of C-type natriuretic peptide in rats. | 2001 Mar 2 |
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Role of corticosterone in ethyl carbamate-induced immunosuppression in female BALB/c mice. | 2001 Mar 8 |
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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
Fri Dec 15 15:16:00 GMT 2023
by
admin
on
Fri Dec 15 15:16:00 GMT 2023
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Record UNII |
W980KJ009P
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Record Status |
Validated (UNII)
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Record Version |
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CFR |
21 CFR 862.1200
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LOINC |
55842-9
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14042-6
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25381-5
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55843-7
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2139-4
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NCI_THESAURUS |
C2323
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LOINC |
55841-1
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C393
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50-22-6
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5753
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DB04652
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200-019-6
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9705
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m3794
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D003345
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SUB130501
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100000156517
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CORTICOSTERONE
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W980KJ009P
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DTXSID6022474
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16827
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