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TETRAHYDROCORTICOSTERONE

CAS No.:
68-42-8
Catalog Number:
AG00FA58
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00FA58
Chemical Name:
TETRAHYDROCORTICOSTERONE
CAS Number:
68-42-8
MDL Number:
MFCD00067598
IUPAC Name:
1-[(3R,5R,8S,9S,10S,11S,13S,14S,17S)-3,11-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxyethanone
InChI:
InChI=1S/C21H34O4/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/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13-,14+,15+,16-,17+,19-,20+,21+/m1/s1
InChI Key:
RHQQHZQUAMFINJ-DTDWNVJFSA-N
EC Number:
200-690-5
Properties
Complexity:
548  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Defined Bond Stereocenter Count:
0
Exact Mass:
350.246g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
350.499g/mol
Monoisotopic Mass:
350.246g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
77.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9  
Literature
Title Journal
Urinary steroid profile in early pregnancy after in vitro fertilization. Acta obstetricia et gynecologica Scandinavica 20120501
5α-reduced glucocorticoids exhibit dissociated anti-inflammatory and metabolic effects. British journal of pharmacology 20111101
Recognition of 5α-reductase-2 deficiency in an adult female 46XY DSD clinic. European journal of endocrinology 20110601
Urine metabolomics analysis for adrenal incidentaloma activity detection and biomarker discovery. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110215
Metabolic alteration of urinary steroids in pre- and post-menopausal women, and men with papillary thyroid carcinoma. BMC cancer 20110101
Finasteride-induced depression: new insights into possible pathomechanisms. Journal of cosmetic dermatology 20101201
Comparing plasma and faecal measures of steroid hormones in Adelie penguins Pygoscelis adeliae. Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology 20100101
The urinary steroid profile in patients diagnosed with adrenal incidentaloma. Clinical biochemistry 20090401
A novel CYP11B2 gene mutation in an Asian family with aldosterone synthase deficiency. The Journal of clinical endocrinology and metabolism 20090301
The corticosteroid metabolic profile of the mouse. Steroids 20081001
Studies on neurosteroids XXIII. Analysis of tetrahydrocorticosterone isomers in the brain of rats exposed to immobilization using LC-MS. Steroids 20071101
Metabolomic approach to evaluate the toxicological effects of nonylphenol with rat urine. Analytical chemistry 20070815
Cellular distribution of the GABAA receptor-modulating 3alpha-hydroxy, 5alpha-reduced pregnane steroids in the adult rat brain. Journal of neuroendocrinology 20070401
Identification of plasma glucocorticoids in pallid sturgeon in response to stress. General and comparative endocrinology 20070101
The anxiolytic effect of pregnancy in rats is reversed by finasteride. Pharmacology, biochemistry, and behavior 20061101
Suppression of adrenal function by low-dose prednisone: assessment with 24-hour urinary steroid hormone profiles--a review of five cases. Alternative medicine review : a journal of clinical therapeutic 20060301
A neuroactive steroid inhibits guinea pig airway sensory nerves via Maxi-K channel activation. International archives of allergy and immunology 20060101
A neuroactive steroid, allotetrahydrocorticosterone inhibits sensory nerves activation in guinea-pig airways. Neuroscience research 20051001
Effect of neurosteroids on the retinal gabaergic system and electroretinographic activity in the golden hamster. Journal of neurochemistry 20050901
Urinary steroid metabolites and 11beta-hydroxysteroid dehydrogenase activity in patients with unipolar recurrent major depression. Journal of affective disorders 20040701
Insight into the mechanism of action of neuroactive steroids. Molecular pharmacology 20040701
An unusual case of Cushing's syndrome due to ACTH-independent macronodular adrenal hyperplasia. Chirurgia italiana 20030101
Salt-sensitivity of blood pressure and decreased 11beta-hydroxysteroid dehydrogenase type 2 activity after renal transplantation. Transplantation 20020715
Reduced 11beta-hydroxysteroid dehydrogenase activity in experimental nephrotic syndrome. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020501
Neuroactive steroid-serotonergic interaction: responses to an intravenous L-tryptophan challenge in women with premenstrual syndrome. European journal of endocrinology 20010701
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