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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
Structure of CORTICOSTERONE

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

HIDE SMILES / InChI

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

Curator's Comment: Known to be CNS penetrant in rat. Human data not available

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Quantitative analysis of the neuroendocrine-immune axis: linear modeling of the effects of exogenous corticosterone and restraint stress on lymphocyte subpopulations in the spleen and thymus in female B6C3F1 mice.
2000 Dec
[Mineralocorticoids in cervical mucous and female blood serum: levels in the preovulatory phase of the menstrual cycle].
2000 Sep
Mild prenatal stress enhances learning performance in the non-adopted rat offspring.
2001
Nociceptin/orphanin FQ regulates neuroendocrine function of the limbic-hypothalamic-pituitary-adrenal axis.
2001
Light and electron microscopy localization of the 11beta-hydroxysteroid dehydrogenase type I enzyme in the rat.
2001 Apr
Minireview: 11beta-hydroxysteroid dehydrogenase type 1- a tissue-specific amplifier of glucocorticoid action.
2001 Apr
Endomorphins and activation of the hypothalamo-pituitary-adrenal axis.
2001 Apr
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
Parabrachial nucleus modulates cardiovascular responses to blood loss.
2001 Apr
Neuroendocrine and behavioral effects of repetitive transcranial magnetic stimulation in a psychopathological animal model are suggestive of antidepressant-like effects.
2001 Apr
Reversal of acute effects of high dose morphine on lymphocyte activity by chlorisondamine.
2001 Apr 1
Apolipoprotein E deficiency effects on learning in mice are dependent upon the background strain.
2001 Apr 8
Bidirectional effects of corticosterone on splenic T-cell activation: critical role of cell density and culture time.
2001 Feb
Acute changes in the response to peripheral leptin with alteration in the diet composition.
2001 Feb
Vasopressin pressor receptor-mediated activation of HPA axis by acute ethanol stress in rats.
2001 Feb
Influence of glucocorticoids on dopaminergic transmission in the rat dorsolateral striatum.
2001 Feb
Role of hypothalamic neuropeptide Y and orexigenic peptides in anorexia associated with experimental colitis in the rat.
2001 Feb
Glucocorticoids, androgens, testis mass, and the energetics of vocalization in breeding male frogs.
2001 Feb
Neuroendocrine regulation of sexually dimorphic brain structure and associated sexual behavior in male rats is genetically controlled.
2001 Feb
Long term modulation of the HPA axis by the hippocampus. Behavioral, biochemical and immunological endpoints in rats exposed to chronic mild stress.
2001 Feb
Restraint stress applied prior to chemical sensitization modulates the development of allergic contact dermatitis differently than restraint prior to challenge.
2001 Feb 1
Glucocorticoids modulate the NGF mRNA response in the rat hippocampus after traumatic brain injury.
2001 Feb 23
Central monoamine activity in genetically distinct strains of mice following a psychogenic stressor: effects of predator exposure.
2001 Feb 23
GRKO mice express an aberrant dexamethasone-binding glucocorticoid receptor, but are profoundly glucocorticoid resistant.
2001 Feb 28
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
Interactions between effects of adrenalectomy and diet on insulin secretion in fa/fa Zucker rats.
2001 Jan
The impact of reduced frequency of cage changes on the health of mice housed in ventilated cages.
2001 Jan
Bombesin-induced HPA and sympathetic activation requires CRH receptors.
2001 Jan
Differential effects of dexamethasone treatment on lipopolysaccharide-induced testicular inflammation and reproductive hormone inhibition in adult rats.
2001 Jan
Manipulation of androgens causes different energetic responses to cold in 60- and 40-day-old male rats.
2001 Jan
Acute stress rapidly and persistently enhances memory formation in the male rat.
2001 Jan
Chromaffin-adrenocortical cell interactions: effects of chromaffin cell activation in adrenal cell cocultures.
2001 Jan
Buffering action of endogenous nitric oxide on the adrenocortical secretagogue effect of endothelins in the rat.
2001 Jan
Sexual diergism in rat hypothalamic-pituitary-adrenal axis responses to cholinergic stimulation and antagonism.
2001 Jan 1
Vendor differences in cocaine-induced behavioral activity and hormonal interactions in ovariectomized Fischer rats.
2001 Jan 1
Effects of centrally administered orexin-B and orexin-A: a role for orexin-1 receptors in orexin-B-induced hyperactivity.
2001 Jan 1
Relationships between IFNgamma, IL-6, corticosterone, and Listeria monocytogenes pathogenesis in BALB/c mice.
2001 Jan 10
Entrainment of the circadian clock in the liver by feeding.
2001 Jan 19
The effects of a mild stressor on spontaneous alternation in mice.
2001 Jan 8
Acetaldehyde, a metabolite of ethanol, activates the hypothalamic-pituitary-adrenal axis in the rat.
2001 Jan-Feb
Maternal essential fatty acid deficiency depresses serum leptin levels in suckling rat pups.
2001 Mar
Long-term fasting and re-feeding in penguins.
2001 Mar
Endocrine regulation of G-protein subunit production in an animal model of type 2 diabetes mellitus.
2001 Mar
Inhibition of aldosterone production in rat adrenal mitochondria by 18-ethynyl-11-deoxycorticosterone: a simple model for kinetic interpretation of mechanism-based inhibitors.
2001 Mar
Corticosteroid effects on serotonin responses in granule cells of the rat dentate gyrus.
2001 Mar
Long-term colony housing in Long Evans rats: immunological, hormonal, and behavioral consequences.
2001 Mar 1
Actions of cocaine- and amphetamine-regulated transcript (CART) peptide on regulation of appetite and hypothalamo-pituitary axes in vitro and in vivo in male rats.
2001 Mar 2
Stereotaxic delivery of corticosterone to the amygdala modulates colonic sensitivity in rats.
2001 Mar 2
Alpha-helical-corticotropin-releasing hormone reverses anxiogenic effects of C-type natriuretic peptide in rats.
2001 Mar 2
Role of corticosterone in ethyl carbamate-induced immunosuppression in female BALB/c mice.
2001 Mar 8
Patents

Sample Use Guides

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
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 Wed Jul 05 22:47:17 UTC 2023
Edited
by admin
on Wed Jul 05 22:47:17 UTC 2023
Record UNII
W980KJ009P
Record Status Validated (UNII)
Record Version
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Name Type Language
CORTICOSTERONE
MI  
Common Name English
NSC-9705
Code English
REICHSTEIN'S SUBSTANCE H
Common Name English
(11.BETA.)-11,21-DIHYDROXYPREGN-4-ENE-3,20-DIONE
Systematic Name English
CORTICOSTERONE [MI]
Common Name English
KENDALL'S COMPOUND B
Common Name English
4-PREGNENE-11.BETA.,21-DIOL-3,20-DIONE
Common Name English
Classification Tree Code System Code
CFR 21 CFR 862.1200
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
LOINC 55842-9
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
LOINC 14042-6
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
LOINC 25381-5
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
LOINC 55843-7
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
LOINC 2139-4
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
NCI_THESAURUS C2323
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
LOINC 55841-1
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C393
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY NCIT
CAS
50-22-6
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
PUBCHEM
5753
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
DRUG BANK
DB04652
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-019-6
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
NSC
9705
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
MERCK INDEX
M3794
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY Merck Index
MESH
D003345
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
EVMPD
SUB130501
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
SMS_ID
100000156517
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
WIKIPEDIA
CORTICOSTERONE
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
FDA UNII
W980KJ009P
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
EPA CompTox
DTXSID6022474
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
CHEBI
16827
Created by admin on Wed Jul 05 22:47:17 UTC 2023 , Edited by admin on Wed Jul 05 22:47:17 UTC 2023
PRIMARY
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