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Chemical Compound Review

etiocholanolone     (3R,5R,8R,9S,10S,13S,14S)-3- hydroxy-10,13...

Synonyms: Etiocholanone, CHEMBL85799, SureCN148334, CHEBI:28195, E5126_SIGMA, ...
 
 
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Disease relevance of etiocholanolone

 

High impact information on etiocholanolone

  • Changes in human serum amyloid A and C-reactive protein after etiocholanolone-induced inflammation [6].
  • These data indicate that these glucocorticosteroids can be used as equivalent agents to endotoxin and etiocholanolone for measuring the neutrophil reserve response [7].
  • Direct comparison, however, of etiocholanolone-dependent erythroid or granulocytic colony-forming cells demonstrates nonidentity of the target cells [8].
  • This protein glucuronidated testosterone rather than etiocholanolone and had a faster electrophoretic mobility when transfected COS cells were cultured in the presence of tunicamycin, an inhibitor of N-linked glycosylation [9].
  • In contrast, a 50-kDa protein that was more active toward etiocholanolone as substrate was synthesized in COS cells transfected with UDPGTr-4.3, a chimeric cDNA that encodes the amino-terminal region of UDPGTr-4 joined to the carboxyl-terminal region of UDPGTr-3 [9].
 

Chemical compound and disease context of etiocholanolone

 

Biological context of etiocholanolone

  • Since conversion of DHAS to etiocholanolone and androsterone in vivo entails prior cleavage of DHAS to DHA, this sex difference in the recovery of androsterone and etiocholanolone is interpreted to mean that DHAS leads to DHA cleavage is considerably greater in women than in men [12].
  • The established reference values for DHEA, DHEA&M, ADIOL, C19 (including androsterone and etiocholanolone), and urinary parameters of steroidogenic enzyme activities could be useful to identify nutritional, environmental, and pathophysiological interrelations with the progressive maturational process of adrenarche [13].
  • Etiocholanolone, when tested in normal mice or in mice that have been out of an hypoxic atmosphere for only a few days, stimulates erythropoiesis, but appears to have no effect on erythropoiesis when tested in plethoric mice that have very low residual red cell formation [14].
  • To investigate the metabolic effects of interleukin-1 and its role as a mediator of host responses to trauma and sepsis, we injected seven healthy male subjects with etiocholanolone, an inflammatory agent that stimulates systemic responses thought to be mediated by interleukin-1 [4].
  • The mean of serum unconjugated etiocholanolone concentration determined by the present method was 0.39 +/- 0.10 (S.D.) ng/ml (n = 50) in normal men and 0.36 +/- 0.08 (S.D.) ng/ml (n = 20) in women in the follicular phase of the menstrual cycle [15].
 

Anatomical context of etiocholanolone

 

Associations of etiocholanolone with other chemical compounds

 

Gene context of etiocholanolone

  • In an attempt to predict the clinical response to androgens in two children with Fanconi anaemia (FA) and two children with Diamond-Blackfan syndrome (DB), we tested the hormonal stimulation of testosterone, nortestosterone and etiocholanolone on CFU-E, BFU-E and uroporphyrinogen I synthase activity (UROS) [26].
  • On the mechanism of erythropoietin-induced differentiation. XIV. The apparent effect of etiocholanolone on initiation of erythropoiesis [14].
  • Etiocholanolone (ETC), a potent inflammatory agent, induces fever in humans and causes a decrease in the clearance of certain drugs that are metabolized by P450 [27].
  • Levels of the major metabolites of testosterone-androsterone (5alpha-androstan-3alpha-ol-17-one; 5alpha,3alpha-A), a neurosteroid that acts as a positive allosteric modulator of GABA(A) receptors, and its 5beta-epimer etiocholanolone (5beta-androstan-3alpha-ol-17-one; 5beta,3alpha-A)-also may be reduced in epilepsy [28].
  • The MGR, the pool of band and segmented neutrophils from which sudden demands for extra blood neutrophils are met, has been studied by measuring blood neutrophil increments following administration of endotoxin, corticosteroids, or etiocholanolone [29].
 

Analytical, diagnostic and therapeutic context of etiocholanolone

References

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  2. Urinary androgen and 17-hydroxylated corticosteroid metabolites and their relation to recurrence rates in early breast cancer. Thomas, B.S., Bulbrook, R.D., Russell, M.J., Hayward, J.L., Millis, R.R. Breast Cancer Res. Treat. (1984) [Pubmed]
  3. Urticaria in association with etiocholanolone fever. Goerz, G., Bedbur, M., Graef, V. Br. J. Dermatol. (1981) [Pubmed]
  4. The induction of interleukin-1 in humans and its metabolic effects. Watters, J.M., Bessey, P.Q., Dinarello, C.A., Wolff, S.M., Wilmore, D.W. Surgery (1985) [Pubmed]
  5. Are the metabolic alterations associated with critical illness related to the hormonal environment? Wilmore, D.W. Clinical nutrition (Edinburgh, Scotland) (1986) [Pubmed]
  6. Changes in human serum amyloid A and C-reactive protein after etiocholanolone-induced inflammation. McAdam, K.P., Elin, R.J., Sipe, J.D., Wolff, S.M. J. Clin. Invest. (1978) [Pubmed]
  7. Comparison of agents producing a neutrophilic leukocytosis in man. Hydrocortisone, prednisone, endotoxin, and etiocholanolone. Dale, D.C., Fauci, A.S., Guerry D, I.V., Wolff, S.M. J. Clin. Invest. (1975) [Pubmed]
  8. Steroids and hematopoiesis. III. The response of granulocytic and erythroid colony-forming cells to steroids of different classes. Singer, J.W., Adamson, J.W. Blood (1976) [Pubmed]
  9. Expression of chimeric cDNAs in cell culture defines a region of UDP glucuronosyltransferase involved in substrate selection. Mackenzie, P.I. J. Biol. Chem. (1990) [Pubmed]
  10. The urinary dehydroepiandrosterone, androsterone and etiocholanolone excretion of healthy women and women with benign and malignant breast disease. Ivanović, S., Agbaba, D., Zivanov-Stakić, D., Konstantinović, I. Journal of clinical pharmacy and therapeutics. (1990) [Pubmed]
  11. Alcohol and marrow granulocyte reserve response to etiocholanolone. Chelazzi, G., Verna, E., Mandelli Contegni, G.M., Rossi, D., Sala, G. Biomedicine / [publiée pour l'A.A.I.C.I.G.]. (1980) [Pubmed]
  12. Sex difference in the metabolism of dehydroisoandrosterone sulfate. Zumoff, B.V., Bradlow, H.L. J. Clin. Endocrinol. Metab. (1980) [Pubmed]
  13. Urinary markers of adrenarche: reference values in healthy subjects, aged 3-18 years. Remer, T., Boye, K.R., Hartmann, M.F., Wudy, S.A. J. Clin. Endocrinol. Metab. (2005) [Pubmed]
  14. On the mechanism of erythropoietin-induced differentiation. XIV. The apparent effect of etiocholanolone on initiation of erythropoiesis. Gross, M., Goldwasser, E. Exp. Hematol. (1976) [Pubmed]
  15. Radioimmunoassay for etiocholanolone. Sato, K., Ohsawa, N. Steroids (1977) [Pubmed]
  16. Neutral steroid metabolites in patients with uraemia and after renal transplantation: a quantitative and qualitative study in body fluids. Ludwig-Köhn, H., Henning, H.V., Sziedat, A., Klug, P., Alexander, H., Scheler, F. Eur. J. Clin. Invest. (1985) [Pubmed]
  17. Effects of ten steroids on acridine orange uptake and beta-N-acetylglucosaminidase levels in rat liver lysosomes. Kamble, A.B., Mellors, A. Steroids (1975) [Pubmed]
  18. Effects of etiocholanolone and prednisolone on intravascular granulocyte kinetics in horses. Carakostas, M.C., Moore, W.E., Smith, J.E., Johnson, D. Am. J. Vet. Res. (1981) [Pubmed]
  19. The uptake of etiocholanolone by human bone marrow immature granulocytes. Minguell, J.J., Lee, S., Helmer, R.E., Gardner, F.H. Am. J. Hematol. (1982) [Pubmed]
  20. In vitro steroid sensitivity testing: a possible means to predict response to therapy in primary hypoproliferative anemia. Dainiak, N., Hoffman, R., Ritchey, A.K., Floyd, V., Callahan, M. Am. J. Hematol. (1980) [Pubmed]
  21. Effects of etiocholanolone-induced fever on plasma antipyrine half-lives and metabolic clearance. Elin, R.J., Vesell, E.S., Wolff, S.M. Clin. Pharmacol. Ther. (1975) [Pubmed]
  22. Steroids and hematopoiesis. II. The effect of steroids on in vitro erythroid colony growth: evidence for different target cells for different classes of steroids. Singer, J.W., Adamson, J.W. J. Cell. Physiol. (1976) [Pubmed]
  23. Gentamicin sulfate pharmacokinetics: lower levels of gentamicin in blood during fever. Pennington, J.E., Dale, D.C., Reynolds, H.Y., MacLowry, J.D. J. Infect. Dis. (1975) [Pubmed]
  24. Low adrenal androgenic-anabolic steroids in women with rheumatoid arthritis (RA): gas-liquid chromatographic studies of RA patients and matched normal control women indicating decreased 11-deoxy-17-ketosteroid excretion. Masi, A.T., Josipović, D.B., Jefferson, W.E. Semin. Arthritis Rheum. (1984) [Pubmed]
  25. Late-onset 21-hydroxylase deficiency: reliable diagnosis by steroid analysis of random urine collections. Shackleton, C.H., Irias, J., McDonald, C., Imperato-McGinley, J. Steroids (1986) [Pubmed]
  26. In vitro CFU-E and BFU-E responses to androgen in bone marrow from children with primary hypoproliferative anaemia: a possible therapeutic assay. Claustres, M., Margueritte, G., Sultan, C. Eur. J. Pediatr. (1986) [Pubmed]
  27. Modulatory effect of hyperthermia on hepatic microsomal cytochrome P450 in mice. Anari, M.R., Renton, K.W. Biochem. Pharmacol. (1993) [Pubmed]
  28. Anticonvulsant activity of androsterone and etiocholanolone. Kaminski, R.M., Marini, H., Kim, W.J., Rogawski, M.A. Epilepsia (2005) [Pubmed]
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  30. Effect of induced fever on serum iron and ferritin concentrations in man. Elin, R.J., Wolff, S.M., Finch, C.A. Blood (1977) [Pubmed]
  31. Determination of the origin of urinary norandrosterone traces by gas chromatography combustion isotope ratio mass spectrometry. Hebestreit, M., Flenker, U., Fussh??ller, G., Geyer, H., G??ntner, U., Mareck, U., Piper, T., Thevis, M., Ayotte, C., Sch??nzer, W. The Analyst. (2006) [Pubmed]
  32. Gas chromatographic-mass spectrometric analysis of steroids and steroid glucuronides in the seminal vesicle fluid of the African catfish, Clarias gariepinus. Schoonen, W.G., Lambert, J.G. Gen. Comp. Endocrinol. (1987) [Pubmed]
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