Epiandrosterona

A epiandrosterona, ou isoandrosterona,^[1][2] tamén chamada 3β-androsterona, 3β-hidroxi-5α-androstan-17-ona ou 5α-androstan-3β-ol-17-ona,^[3] é unha hormona esteroide cunha débil actividade androxénica. É un metabolito da testosterona e dihidrotestosterona (DHT).

Fórmula esquelética da epiandrosterona.
CAS: 481-29-8.

Modelo da epiandrosterona.

A epiandrosterona aparece de forma natural na maioría dos mamíferos, entre eles os porcos.^[4]

A epiandrosterona prodúcea o enzima 5α-reductase a partir da hormona adrenal deshidroepiandrosterona (DHEA).^{[5][6][7][8][9]}

Notas

1. Samuel H. Yalkowsky; Yan He; Parijat Jain (19 April 2016). Handbook of Aqueous Solubility Data, Second Edition. CRC Press. pp. 1209–. ISBN 978-1-4398-0246-5.
2. Natural Products. Krishna Prakashan Media. 2006. pp. 298–. ISBN 978-81-87224-85-3.
3. ChemSpider Epiandrosterone
4. Raeside JI, Renaud RL, Marshall DE. Identification of 5 alpha-androstane-3 beta,17 beta-diol and 3 beta-hydroxy-5 alpha-androstan-17-one sulfates as quantitatively significant secretory products of porcine Leydig cells and their presence in testicular venous blood. J Steroid Biochem Mol Biol. 42(1):113-20, 1992. PMID 1558816
5. PubChem Epiandrosterone
6. Callies F, Arlt W, Siekmann L, Hübler D, Bidlingmaier F, Allolio B. Influence of oral dehydroepiandrosterone (DHEA) on urinary steroid metabolites in males and females. Steroids. 65(2):98-102, 2000. PMID 10639021
7. Labrie F, Cusan L, Gomez JL, Martel C, Bérubé R, Bélanger P, Chaussade V, Deloche C, Leclaire J. Changes in serum DHEA and eleven of its metabolites during 12-month percutaneous administration of DHEA. J Steroid Biochem Mol Biol. 2008 May;110(1-2):1-9. PMID 18359622. DOI 10.1016/j.jsbmb.2008.02.003
8. Daniël Henri van de Kerkhof. Steroid profiling in doping analysis. [S.l.] : [s.n.], 2001 - Tekst. - Proefschrift Universiteit Utrecht Arquivado 01 de decembro de 2017 en Wayback Machine.
9. Acacio BD, Stanczyk FZ, Mullin P, Saadat P, Jafarian N, Sokol RZ. Pharmacokinetics of dehydroepiandrosterone and its metabolites after long-term daily oral administration to healthy young men. Fertil Steril. Mar;81(3):595-604, 2004. PMID 15037408. DOI 10.1016/j.fertnstert.2003.07.035

Véxase tamén

Outros artigos

• 3β-Androstanediol
• Androstenol
• Androstenona
• Estratetraenol

Bibliografía

• Simons RG, Grinwich DL. Immunoreactive detection of four mammalian steroids in plants. Can J Bot 67: 288-296, 1989
• Janeczko A, Skoczowski A. Mammalian sex hormones in plants. Folia Histochem Cytobiol. 2005;43(2):71-9.Labrie F, Bélanger A, Labrie C, Candas B, Cusan L, Gomez 4. JL. Bioavailability and metabolism of oral and percutaneous dehydroepiandrosterone in postmenopausal women. J Steroid Biochem Mol Biol. 107(1-2):57-69, 2007
• Uralets VP, Gillette PA. Over-the-counter delta5 anabolic steroids 5-androsen-3,17-dione; 5-androsten-3beta, 17beta-diol; dehydroepiandrosterone; and 19-nor-5-androsten-3,17-dione: excretion studies in men. J Anal Toxicol. 24(3):188-93, 2000